Woodstock holiday rentals

We found 763 holiday rentals — enter your dates for availability
Discover a selection of 75 homes, 12 apartments and other holiday rentals in Woodstock that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the amenities that you need and want for your stay, such as air conditioning and Wi-Fi. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Woodstock

Showing deals for:20 Nov - 27 Nov

Interior
Interior
Pool
Outdoor dining
Exceptional
(28 reviews)

Elegant Waterfront Hudson River 12-acre Estate w/ Amazing Views. Sleeps 14

Saugerties

8% off
AU$22,989
for 7 nights, 1 home
AU$3,284 per night
includes taxes & fees
Elegant Waterfront Hudson River 12-acre Estate w/ Amazing Views. Sleeps 14
Our Sunny Living Room with Wood Stove
Rear Deck, Hot Tub and Screened Porch
Property grounds
Open kitchen.
Exceptional
(119 reviews)

Secluded Cabin with Hot Tub - 5 Miles to Woodstock

Bearsville

8% off
AU$4,424
for 7 nights, 1 cabin
AU$632 per night
includes taxes & fees
Secluded Cabin with Hot Tub - 5 Miles to Woodstock
Living area
Interior
Private kitchen
Great Room/Kitchen Area
Exceptional
(26 reviews)

Beautiful Saugerties Rental -Pool, Fire Pit, close to HITS, Hiking, Festivals

Saugerties

8% off
AU$7,737
for 7 nights, 1 home
AU$1,105 per night
includes taxes & fees
Beautiful Saugerties Rental -Pool, Fire Pit, close to HITS, Hiking, Festivals
Pool
Exterior
Outdoor dining
Living area
Exceptional
(49 reviews)

Secluded family retreat within minutes of Woodstock village

Woodstock

8% off
AU$4,529
for 7 nights, 1 home
AU$647 per night
includes taxes & fees
Secluded family retreat within minutes of Woodstock village
Outdoor dining
Room
Private kitchen
Living area
Exceptional
(6 reviews)

Cozy and bright 2-bedroom cabin in charming Elka Park

Elka Park

8% off
AU$2,227
for 7 nights, 1 cabin
AU$318 per night
includes taxes & fees
Cozy and bright 2-bedroom cabin in charming Elka Park
Exterior
Your primary entrance will lead you directly in the homes cool kitchen!
Interior
 Kitchen comes fully stocked with pots/pans, dishes, silverware, glasses, etc.
Exceptional
(88 reviews)

Featured on MTV ! You Have To See It To Believe It ! Unlike any other !

Haines Falls

9% off
AU$9,160
for 7 nights, 1 home
AU$1,309 per night
includes taxes & fees
Featured on MTV ! You Have To See It To Believe It ! Unlike any other !
Kitchen with everything you'll need
Private kitchen
Great room featuring a wonderful wall of windows
Dining leads from kitchen, open view of living room
Exceptional
(52 reviews)

Private Woodstock Retreat – Heated Pool, Hot Tub & Fireplace on 5 Secluded Acres

Woodstock

12% off
AU$5,097
for 7 nights, 1 home
AU$728 per night
includes taxes & fees
Private Woodstock Retreat – Heated Pool, Hot Tub & Fireplace on 5 Secluded Acres
bluestone, more shaded patio with shade garden
Sit stream side and enjoy the beauty of nature and our (seasonal) fire pit
The fall foliage is gorgeous right in "your own" backyard!!
new, beautiful, fully equipped, large, custom kitchen-plenty of counter space.
Exceptional
(163 reviews)

Sanctuary by the Stream

Phoenicia

13% off
AU$2,867
for 7 nights, 1 home
AU$410 per night
includes taxes & fees
Sanctuary by the Stream
Relax in our screened-in porch surrounded by forest views and sounds of nature.
Screened-in porch with woodland views, elegant seating & peaceful ambiance.
Pool
Interior
Wonderful
(7 reviews)

Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch

Woodstock

16% off
AU$3,970
for 7 nights, 1 cottage
AU$567 per night
includes taxes & fees
Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch
Property grounds
Property grounds
Room
Property grounds
Exceptional
(17 reviews)

Hudson Valley’s Private Waterfront Camping Getaway

Lake Katrine

8% off
AU$2,260
for 7 nights, 1 unit
AU$323 per night
includes taxes & fees
Hudson Valley’s Private Waterfront Camping Getaway
Property grounds
Exterior
Living area
Private kitchen
Exceptional
(10 reviews)

Most Charming, Most quiet place in the Catskills--Willow-brook Cottage

Lake Hill

8% off
AU$2,985
for 7 nights, 1 cabin
AU$426 per night
includes taxes & fees
Most Charming, Most quiet place in the Catskills--Willow-brook Cottage
Pool is open Memorial Day through Labor Day.
Covered 15' picnic table for enjoying meals al fresco.
11 ft dining table seats 10-14 people
Distinctive and Charming Chalet in the midst of the Catskills
Exceptional
(7 reviews)

Experience the Catskills - Explore, Entertain and Relax at our Chalet.

Lanesville

16% off
AU$4,024
for 7 nights, 1 home
AU$575 per night
includes taxes & fees
Experience the Catskills - Explore, Entertain and Relax at our Chalet.
Living area
Exterior detail
Room
Exterior detail
Exceptional
(9 reviews)

Heart of the Village Victorian Saugerties NY

Saugerties

6% off
AU$4,947
for 7 nights, 1 home
AU$707 per night
includes taxes & fees
Heart of the Village Victorian Saugerties NY
Fern garden in summer
Welcome to Bridge House
Cooking is a breeze in this recently remodeled kitchen
In winter, stay toasty warm by the fire
Exceptional
(128 reviews)

Waterfront Mid-century Modern Gem Surround by Forever Wild Land

Willow

8% off
AU$3,466
for 7 nights, 1 home
AU$495 per night
includes taxes & fees
Waterfront Mid-century Modern Gem Surround by Forever Wild Land
Living area
Property grounds
Dining
Room
Exceptional
(19 reviews)

Stylish Saugerties Retreat with Hot Tub + Game Room + Theater + Firepit

Saugerties

8% off
AU$5,791
for 7 nights, 1 home
AU$827 per night
includes taxes & fees
Stylish Saugerties Retreat with Hot Tub + Game Room + Theater + Firepit
Open Plan Kitchen / Dining Area with French Doors and Screen Porch in Distance
Terraced Rock Garden with Rustic Stone Walls and Massive Steps
Screen Porch with French Doors, Open Plan Dining Area / Kitchen in the Distance
Dining Area with Curio Cabinet, Book Shelf and Office Nook with Computer Station
Exceptional
(18 reviews)

Tannery Brook Cottage: Terraced Garden with Patio, Cascade and Fire Pit.

Woodstock

11% off
AU$3,956
for 7 nights, 1 cottage
AU$565 per night
includes taxes & fees
Tannery Brook Cottage: Terraced Garden with Patio, Cascade and Fire Pit.
Living area
Property grounds
Exterior detail
Private kitchen
Exceptional
(13 reviews)

"Frank Lloyd Wright" Catskills Mountain Yoga-Spa Retreat on 15 Acres

Mt Tremper

12% off
AU$8,658
for 7 nights, 1 home
AU$1,237 per night
includes taxes & fees
"Frank Lloyd Wright" Catskills Mountain Yoga-Spa Retreat on 15 Acres
Private kitchen
Dining
Private kitchen
Exterior
Exceptional
(11 reviews)

Modern dreamy Hudson Valley home

Phoenicia

8% off
AU$4,646
for 7 nights, 1 home
AU$664 per night
includes taxes & fees
Modern dreamy Hudson Valley home
Exterior
Interior
Living area
Dining
Exceptional
(14 reviews)

RIVERFRONT: HITS, Bard, Woodstock, Kingston from spacious enchanting 3 BR house

Glasco

16% off
AU$1,988
for 7 nights, 1 home
AU$284 per night
includes taxes & fees
RIVERFRONT: HITS, Bard, Woodstock, Kingston from spacious enchanting 3 BR house
Dining
Interior
Dining
Private kitchen
Exceptional
(27 reviews)

Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine

Lake Katrine

15% off
AU$2,710
for 7 nights, 1 home
AU$387 per night
includes taxes & fees
Brand New House with Huge patio overlooks Esopus Creek at Lake Katrine
Bathroom
Terrace/patio
Dining
Interior
Exceptional
(7 reviews)

New! Thoughtful and Cozy Craftsman Waiting for You! Walk to village center!

Saugerties

8% off
AU$4,971
for 7 nights, 1 home
AU$710 per night
includes taxes & fees
New! Thoughtful and Cozy Craftsman Waiting for You! Walk to village center!
Living area
Hot tub
Exterior detail
King size sleep number bed
Exceptional
(34 reviews)

The Cozycraftsman in the Catskills with Hot tub

Palenville

8% off
AU$2,893
for 7 nights, 1 home
AU$413 per night
includes taxes & fees
The Cozycraftsman in the Catskills with Hot tub
Private kitchen
Terrace/patio
Exterior
Private kitchen
Exceptional
(12 reviews)

Charming 2-bedroom cottage with WiFi and AC in fabulous Phoenicia

Phoenicia

8% off
AU$2,353
for 7 nights, 1 cottage
AU$336 per night
includes taxes & fees
Charming 2-bedroom cottage with WiFi and AC in fabulous Phoenicia
Room
Property grounds
Private kitchen
Dining
Exceptional
(90 reviews)

Private Woodstock / Saugerties 2BR w/ Hot Tub, Fireplace and Pet Friendly

Saugerties

8% off
AU$3,040
for 7 nights, 1 home
AU$434 per night
includes taxes & fees
Private Woodstock / Saugerties 2BR w/ Hot Tub, Fireplace and Pet Friendly
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Why visit Woodstock

  • Scenic Natural Reserves: Explore pristine waterfalls and breathtaking landscapes that offer serene outdoor retreats.
  • Equestrian Adventures: Enjoy horseback riding through the picturesque countryside, perfect for adventure enthusiasts.
  • Cultural Heritage: Immerse in Woodstock’s rich history and vibrant community spirit through its local attractions.
  • Charming Neighbourhoods: Wander through quaint streets and hidden gems like Rooty Hill, capturing the city's unique essence.
  • Diverse Experiences: Relish both relaxing escapes and lively urban scenes, making Woodstock a versatile holiday destination.

Popular types of accommodation in Woodstock

Discover Woodstock, New York—a charming city offering a blend of art, music, and nature. Experience the magic through unique holiday rentals, including private holiday homes, cosy cabins, and quaint cottages. Explore local attractions and landmarks that capture the spirit of Woodstock, ensuring a memorable retreat in this culturally rich destination.

  • Private Holiday Homes: The top choice for visitors, offering spacious, self-contained retreats.
  • Cabins: The second favourite, these lodgings provide a cosy, rustic escape.
  • Cottages: The third most selected, offering charming, quaint abodes.
  • Apartments: Fourth in popularity, these modern, compact flats are ideal for a relaxed stay.
  • Chalets: The fifth option, providing comfortable, alpine-style lodgings.**

Top attractions near Woodstock

Woodstock, New York, is a charming destination perfect for outdoor enthusiasts and families alike. Visitors can explore scenic reserves and pristine waterfalls, offering breathtaking views and tranquil experiences. The local equestrian centre invites adventure seekers to enjoy horseback riding through the beautiful landscapes. With a rich cultural backdrop, Woodstock provides a delightful blend of nature and community spirit, making it an ideal spot for a memorable holiday.

  • HITS-on-the-Hudson: A splendid equestrian centre, located 14km from Woodstock, offering delightful rides amidst verdant surroundings.
  • Esopus Creek: A picturesque river with outdoor, scenic vibes, found 14km from Woodstock, perfect for a tranquil day out.
  • Opus 40: A unique sculpture garden with family-friendly, outdoor experiences, situated 6km from Woodstock, ideal for art and nature enthusiasts.

Things to do recommended for couples

Embrace a romantic retreat in Woodstock, where you can wander through charming streets and enjoy scenic countryside views, perfect for a couple's getaway.

Things to do recommended for families

Families will delight in exploring local art galleries, participating in interactive craft workshops and enjoying scenic walks in Woodstock's charming countryside.

Things to do recommended for groups

Explore the vibrant art scene at the Woodstock Artists Association & Museum, or take a scenic hike along the picturesque trails of Overlook Mountain. For a unique experience, enjoy a group yoga session at a local studio, embracing the serene atmosphere of this charming town.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Woodstock

If you're travelling with a group, as a family, bringing your pets along, or seeking longer stays, it's important to prioritise your filters accordingly. Here are some helpful booking tips from Stayz for you.

  • Traveling to Woodstock with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or an outdoor area for group gatherings. Luckily, you can easily apply filters for all these options and more on Stayz.
  • Traveling to Woodstock with young kids: Travelling with young children can be quite demanding. It’s essential to prioritise their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, it's wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Woodstock: For many, a family holiday wouldn’t be complete without their four-legged companion. If this resonates with you, explore Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels right at home.
  • Planning for a long term stay visiting Woodstock: If you're in search of holiday rentals that offer discounts for stays of a month or longer, you've come to the right site. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to consider adding features such as a parking space, a well-equipped kitchen, or a private pool to your search criteria.

Where to stay in and around Woodstock

Discover Woodstock, New York, where nature meets history in a delightful blend of outdoor adventures and serene retreats. Stroll through charming neighbourhoods, explore hidden gems on Rooty Hill, and immerse yourself in the friendly, family-oriented atmosphere. Whether you're seeking a relaxing escape or a vibrant urban experience, Woodstock beckons with its inviting landscapes and rich cultural heritage.

  • Kingston: Situated 16km from Woodstock, this city offers an invigorating blend of outdoor pursuits and adventure. Kingston is renowned for its skiing opportunities with expansive ski fields, and its welcoming ski resorts. Visitors can enjoy a scenic mountain backdrop and a sparkling lake, while also exploring the historical charm of a nearby college campus. This city promises a well-rounded travel experience for those seeking both adventure and cultural enrichment.
  • Saugerties: Located 14km from Woodstock, Saugerties presents a dynamic mix of adventure and outdoor excitement. This city is a haven for skiing enthusiasts, boasting impressive ski fields and ski resorts. The majestic mountain and serene lake provide a picturesque setting, while a local stadium offers a touch of communal spirit. Saugerties is perfect for travellers keen to experience both the thrill of the slopes and the beauty of natural landscapes.
  • Shady: Nestled within the Woodstock area, the village of Shady offers a more intimate exploration of the outdoors. Known for its adventure and scenic vistas, this locale features inviting hiking trails and ski fields. The natural allure is enhanced by nearby mountains and a tranquil lake, alongside a historic site that adds a layer of cultural interest. Shady is an ideal destination for those seeking a blend of outdoor activity and a taste of local history.

Best time to go to Woodstock

If you're planning a trip to Woodstock, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from July to September, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January25.0°F (-3.9°C)Light RainMostly SunnySlightly LowSlightly High
February26.6°F (-3.0°C)Light RainMostly CloudyAverageSlightly High
March34.5°F (1.4°C)Light RainMostly SunnyAverageSlightly Low
April46.2°F (7.9°C)Light RainMostly SunnyAverageSlightly Low
May57.7°F (14.3°C)Light RainMostly SunnyAverageAverage
June65.7°F (18.7°C)Light RainMostly SunnyAverageAverage
July71.6°F (22.0°C)Light RainMostly SunnySlightly HighAverage
August69.6°F (20.9°C)Light RainMostly SunnySlightly HighAverage
September62.6°F (17.0°C)Light RainMostly SunnySlightly HighSlightly Low
October51.4°F (10.8°C)Light RainMostly SunnyAverageAverage
November39.0°F (3.9°C)Light RainMostly SunnySlightly LowAverage
December31.1°F (-0.5°C)Light RainMostly CloudySlightly LowSlightly High

Booking with Stayz is simple

Looking to cut costs on your upcoming journey? Flexibility with your travel dates can be beneficial, as prices do vary. Additionally, opting for a longer stay can often lead to significant savings. To find the ideal Stayz property that suits your budget, simply utilise our filters to sort by price, location, and type of holiday let.

Stayz Trips: Planning as easy as it gets

Stayz’s Trip Board offers a practical platform for you to plan new trips, resume your previous arrangements, or manage your travel plans effortlessly. You can easily access your saved or booked properties, which are organised into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Delight in the lush landscape of Woodstock

Enjoy the art galleries and other features of Woodstock. Travellers to this relaxing city praise the hiking, forests and riverfront. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Woodstock

Are you looking for top things to see and do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Woodstock a one-of-a-kind holiday spot. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Indian Head Mountain (6.5 mi / 10.5 km)
  • Kaaterskill Falls (10.9 mi / 17.5 km)
  • Hunter Mountain (12.4 mi / 19.9 km)
  • Mohonk Golf Course (18.1 mi / 29.2 km)
  • Windham Mountain Resort (18.6 mi / 30 km)
  • Saugerties Town Hall (8.6 mi / 13.9 km)

Exploring the natural features in Woodstock

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Woodstock is a great place to get out in nature. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Overlook Mountain Trailhead (2.1 mi / 3.4 km)
  • Ashokan Rail Trail- Woodstock Dike Trailhead (3.5 mi / 5.6 km)
  • Opus 40 (4.5 mi / 7.2 km)
  • Esopus Creek (8.7 mi / 14 km)
  • Saugerties Village Beach (8.8 mi / 14.2 km)
  • Kaaterskill Falls (10.9 mi / 17.5 km)

How to get to and around Woodstock

The nearest airport is in Hudson, NY (HCC-Columbia County), located 27.2 mi (43.7 km) from the city centre.

Frequently asked questions

What is the best area to stay in Woodstock when booking a holiday rental?
When considering a holiday rental in Woodstock, New York, the best area to stay is the town centre. This vibrant locale not only offers a charming atmosphere but also provides easy access to a variety of attractions. You can explore the iconic Woodstock Artists Association & Museum, which celebrates the town's rich artistic heritage, or take a leisurely stroll along the picturesque streets dotted with unique shops and local eateries.Another appealing option is the surrounding areas, such as Bearsville, which is a bit quieter yet still close to the action. This neighbourhood is known for its serene environment and proximity to the scenic Overlook Mountain, where you can enjoy hiking trails and stunning views. The number of properties available in these areas tends to be varied, suiting different tastes and budgets, ensuring that visitors can find the great accommodation to suit their needs.
Where are the best Woodstock ski resort rentals?
For renting accommodations near the ski resorts in Woodstock, New York, visitors should focus on the area surrounding the nearby Hunter Mountain and Windham Mountain resorts, both of which are within a short drive. In Woodstock itself, travellers can find charming cabins and lodges that offer a rustic yet modern vibe, ideal for a cozy retreat after a day on the slopes. Many of these properties come with amenities such as wood-burning stoves, spacious living areas, and fully equipped kitchens, superb for preparing meals and relaxing in comfort.In the vicinity of Hunter Mountain, there are a variety of rental options, including ski-in/ski-out condos and larger homes suitable for families or groups. These typically feature convenient amenities like ski storage, hot tubs, and outdoor decks with scenic mountain views, enhancing the overall experience. The warm ambience of these accommodations also provides a ideal setting for family gatherings or après-ski relaxation.Moreover, the surrounding area offers plenty of opportunities for outdoor activities beyond skiing, such as snowshoeing and hiking trails that are accessible in winter. The vibrant arts scene in Woodstock, including galleries and live music venues, adds to the charm of the area, making it an attractive destination for travellers looking to combine outdoor sports with cultural experiences.
What is the most popular type of holiday rental accomodation in Woodstock?
In Woodstock, holiday houses are the most popular type of holiday rental, with approximately 208 available throughout the area. These homes often come with spacious layouts, featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces like gardens or patios, ideal for families and larger groups. Additionally, there are around 68 charming cottages, which provide a more rustic experience and typically include cosy living areas and outdoor seating, great for enjoying the scenic surroundings. For those seeking more compact options, there are about 32 apartments available, often located near local shops and restaurants, offering modern amenities like kitchen facilities and comfortable living spaces. Lastly, a small selection of cabins and chalets can also be found, providing unique stays that embrace the natural beauty of Woodstock and its tranquil atmosphere.
Are there any family house rentals in Woodstock?
In Woodstock, New York, there are some family-friendly holiday rentals available, with around 67 options spread throughout the area. This charming town is known for its artistic vibe and natural beauty, making it an excellent choice for families. Many properties offer spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces where children can play safely. Visitors can also expect amenities such as Wi-Fi and air conditioning to ensure a comfortable stay.Families can explore the nearby attractions, including the scenic beauty of the Catskill Mountains and the vibrant local arts scene. The town is also home to various parks and recreational areas, providing ample opportunities for outdoor activities.
Can I rent a holiday home with a pool or hot tub in Woodstock?
In Woodstock, there are many holiday homes available for rent that feature pools and hot tubs, with around 26 options to choose from. This picturesque town, located in the scenic Catskill Mountains, offers a variety of charming neighbourhoods where these properties can be found, including the serene areas surrounding the village centre and the more secluded spots along the nearby streams and forests.Travellers can expect a range of amenities in these rentals, such as private pools and hot tubs, which are superb for relaxation after a day of exploring the beautiful surroundings. Many properties also come equipped with outdoor decks, fully stocked kitchens, and spacious living areas, making them ideal for families or groups looking to unwind in nature. Find your rental in Woodstock with a pool or a hot tub.
Are there pet-friendly house rentals in Woodstock?
In Woodstock, there are numerous pet-friendly house rentals available, offering a variety of accommodations to suit different preferences. Many of these properties are set against the backdrop of the stunning Catskill Mountains, providing a tranquil retreat for travellers and their furry companions. Expect amenities such as spacious outdoor areas, fully equipped kitchens, and cosy living spaces, which make these rentals superb for families or groups.The town itself is known for its artistic vibe and natural beauty, with several parks nearby that welcome pets. The picturesque Woodstock Town Park, for instance, features walking trails and open spaces where pets can enjoy the outdoors. Additionally, the nearby Overlook Mountain offers hiking trails that are pet-friendly, allowing for adventurous outings with your four-legged friends.
Are there any remote work holiday rentals in Woodstock?
In Woodstock, New York, there are numerous remote work holiday rentals available, with around 324 options throughout the area. This charming town is known for its artistic vibe and natural beauty, making it an ideal setting for those looking to balance work and leisure. Many of the properties come equipped with essential amenities for remote work, such as complimentary Wi-Fi, dedicated desk spaces, and comfortable desk chairs, allowing for a productive work environment.Additionally, these rentals often feature inviting living areas, full kitchens, and outdoor spaces where guests can unwind after a day of work. The scenic surroundings offer opportunities for outdoor activities, including hiking in the nearby Catskill Mountains or exploring local art galleries and shops. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Woodstock?
In Woodstock, popular rental amenities include fully equipped kitchens, allowing travellers to prepare their own meals during their stay. Many properties feature decks or patios, providing outdoor space for relaxation and enjoying the serene surroundings. Fireplaces are also common, adding a cosy touch, especially during the cooler months. Onsite parking is typically available, making it convenient for guests with vehicles. Additionally, many rentals come equipped with coffee and tea makers, ensuring that guests can enjoy their morning brew at their leisure.
When is the best time to visit Woodstock for a holiday rental?
July marks the peak season for visitors to Woodstock, drawing in those eager to soak up the vibrant setting of this artistic haven. With temperatures typically ranging from 15 to 30 degrees Celsius, the summer months from July to September are ideal for outdoor activities, including hiking in the scenic Catskill Mountains and exploring local art galleries. The town buzzes with energy, making it a great time for those who enjoy live music and cultural events.During July, the streets of Woodstock come alive with festivals and outdoor concerts, providing ample opportunities for entertainment and socialising. You'll find that many holiday rentals are in high demand, so it's wise to book early to secure your preferred accommodation.For those looking to visit during a quieter time, November offers a more tranquil experience. While the foliage may have faded, this month presents a wonderful opportunity for peaceful walks and enjoying the serene beauty of the Catskills, as well as exploring local shops and cafes without the hustle and bustle of peak season.Ultimately, your choice of when to visit Woodstock will depend on whether you prefer the lively summer festivities or the calm, reflective charm of late autumn.
What are the top attractions in Woodstock?
In Woodstock, visitors can take part in a rich artistic and musical history. The town is renowned for its vibrant arts scene, with attractions such as the Woodstock Artists Association & Museum, which showcases local artists and offers rotating exhibitions. The picturesque streets are lined with charming shops, galleries, and cafes, making it a delightful area to explore on foot.For nature enthusiasts, the nearby Overlook Mountain offers hiking trails that lead to stunning views and the remnants of an old hotel. The scenic Ashokan Reservoir, located just a short drive away, provides opportunities for photography, walking, and cycling along its beautiful paths.Additionally, the historic Bearsville Theatre is a must-visit for music lovers, often hosting live performances and events that celebrate the town's musical legacy.
Are all fees included in the Woodstock holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Woodstock holiday homes with parking?
Stayz offers a wide selection of holiday homes in Woodstock with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Woodstock holiday homes?
You can find great discounts on holiday homes in Woodstock on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Woodstock holiday home booking on Stayz?
To find Woodstock holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Woodstock?
A long-stay holiday home in Woodstock is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Woodstock holiday home?
Book your Woodstock holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Woodstock?
Prices for holiday homes in Woodstock vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Woodstock to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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