Gilboa holiday rentals

We found 628 holiday rentals — enter your dates for availability
Discover a selection of 8 homes and other holiday rentals in Gilboa that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the best amenities for spending time at your home away from home, such as air conditioning and a TV. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Gilboa

Showing deals for:25 Dec - 1 Jan

Outdoor dining
Exterior
Living area
Private kitchen
Exceptional
(7 reviews)

Modern Mountain View Chalet in Windham

Windham

8% off
AU$8,793
for 7 nights, 1 chalet
AU$1,256 per night
includes taxes & fees
Modern Mountain View Chalet in Windham
Indoor 8 person 12 x 12 Spa with access to deck & pool via sliding door.
Counter island- wraps around range with seating for 10
Overview of house from hill behind pool.
Property grounds
Exceptional
(172 reviews)

Streamside - Hunter Mtn Ski Windham Luxury Home

Prattsville

9% off
AU$15,828
for 7 nights, 1 home
AU$2,261 per night
includes taxes & fees
Streamside - Hunter Mtn Ski Windham Luxury Home
Highlighting the firepit area adjacent to the chalet.
Open concept living room/eat in kitchen, ideal for inspired socializing
Living area
Interior
Exceptional
(29 reviews)

Modern Rustic Log Chalet w/ mtn views, pool & bonus loft on 17 secluded acres

Grand Gorge

12% off
AU$4,245
for 7 nights, 1 chalet
AU$606 per night
includes taxes & fees
Modern Rustic Log Chalet w/ mtn views, pool & bonus loft on 17 secluded acres
Master king size bed
Winter view from patio. Ski Windham
Top Floor loft, next to master bedroom
Exterior
Exceptional
(11 reviews)

'Sundance Vistas - Log Home ' - 2 Miles From Windham Ski Mountain

Windham

11% off
AU$13,905
for 7 nights, 1 home
AU$1,986 per night
includes taxes & fees
'Sundance Vistas - Log Home ' - 2 Miles From Windham Ski Mountain
Exterior
Updated kitchen with new floors
Great room
Interior
Exceptional
(119 reviews)

SECLUDED-PRIVATE LUXURY ESCAPE 5BR•4BA JACUZZI -ARCADE GAME RM WINDHAM HUNTER

Jewett

8% off
AU$7,338
for 7 nights, 1 home
AU$1,048 per night
includes taxes & fees
SECLUDED-PRIVATE LUXURY ESCAPE 5BR•4BA JACUZZI -ARCADE GAME RM WINDHAM HUNTER
Living area
Private kitchen
Room
Property grounds
Exceptional
(22 reviews)

Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly

Roxbury

8% off
AU$2,312
for 7 nights, 1 cabin
AU$330 per night
includes taxes & fees
Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly
Another view of great room with wood burning fireplace.
Outside outside view of professionally built treehouse
Another view of the kitchen, showing the country charm.
Front view of the property with cement walkways for easy access with luggage
Exceptional
(6 reviews)

Catskill Hidden Getaway with amazing great room, views, and room for everyone!

Stamford

8% off
AU$3,392
for 7 nights, 1 home
AU$485 per night
includes taxes & fees
Catskill Hidden Getaway with amazing great room, views, and room for everyone!
outdoor seating by the deck/patio
Zoom Flume water park is 20 minutes from the house.
House in summer
Brand new kitchen with granite countertops
Exceptional
(12 reviews)

Stunning Chalet style home in Catskills with 8 Person hot tub, fire pit & Sauna

Windham

13% off
AU$8,947
for 7 nights, 1 home
AU$1,278 per night
includes taxes & fees
Stunning Chalet style home in Catskills with 8 Person hot tub, fire pit & Sauna
Dining
Terrace/patio
Exterior
Interior
Exceptional
(85 reviews)

Private Contemporary Cottage with heated pool, hot tub and wide mountain views.

Roxbury

7% off
AU$6,698
for 7 nights, 1 home
AU$957 per night
includes taxes & fees
Private Contemporary Cottage with heated pool, hot tub and wide mountain views.
Dining
Interior
Interior
Property grounds
Wonderful
(11 reviews)

Serendipity Lake house on private 28 acre lake

Windham

17% off
AU$7,656
for 7 nights, 1 home
AU$1,094 per night
includes taxes & fees
Serendipity Lake house on private 28 acre lake
View from front deck
Upstairs Living area, kitchen and dining area
Living room - working fireplace
Farm Table for 10 ppl
Exceptional
(8 reviews)

Great for Families & Groups!

Windham

8% off
AU$6,405
for 7 nights, 1 home
AU$915 per night
includes taxes & fees
Great for Families & Groups!
Property grounds
Exterior
Private kitchen
Living area
Wonderful
(5 reviews)

Newly Renovated House ~ Secluded 5 Acre Retreat ~ Peaceful and Quiet

Maplecrest

8% off
AU$4,965
for 7 nights, 1 home
AU$709 per night
includes taxes & fees
Newly Renovated House ~ Secluded 5 Acre Retreat ~ Peaceful and Quiet
Interior
Living area
Property grounds
Room
Exceptional
(18 reviews)

Cozy Waterfall Oasis + Firepit

East Durham

8% off
AU$4,711
for 7 nights, 1 home
AU$673 per night
includes taxes & fees
Cozy Waterfall Oasis + Firepit
Entry & Living Room
Indoor Heated Pool
Living Room with 60" TV
View From Back Porch
Exceptional
(10 reviews)

Windham Mountain Village - Walk to Slopes - 2 Bedroom/2 Bathroom Condo

Windham

7% off
AU$7,439
for 7 nights, 1 apartment
AU$1,063 per night
includes taxes & fees
Windham Mountain Village - Walk to Slopes - 2 Bedroom/2 Bathroom Condo
Terrace/patio
Exterior
Kitchen
Property grounds
Very good
(7 reviews)

Affordable Getaway in the Best of the Catskills - 5 minutes to Windham Mountain

Windham

8% off
AU$1,995
for 7 nights, 1 home
AU$285 per night
includes taxes & fees
Affordable Getaway in the Best of the Catskills - 5 minutes to Windham Mountain
Living area
Private kitchen
Living area
Room
Exceptional
(15 reviews)

Gorgeous, First Class, 2 King apartment in downtown Windham

Windham

16% off
AU$3,024
for 7 nights, 1 apartment
AU$432 per night
includes taxes & fees
Gorgeous, First Class, 2 King apartment in downtown Windham
Living room
Exterior
View from the balcony
Kitchen
Wonderful
(64 reviews)

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Windham

8% off
AU$2,415
for 7 nights, 1 home
AU$345 per night
includes taxes & fees
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Summer view from behind the deck.
Stairs up to loft showing hall bath and laundry room
Living room and loft above
Dining area and Kitchen from loft above
Exceptional
(56 reviews)

2 Bedroom Townhouse in front of Windham Mountain Ski Resort

Windham

8% off
AU$7,560
for 7 nights, 1 home
AU$1,080 per night
includes taxes & fees
2 Bedroom Townhouse in front of Windham Mountain Ski Resort
Kitchen equipped with high end appliances sub zero fridge and viking stove
Open first floor plan
Living room new couches
House entrance
Exceptional
(10 reviews)

A Clean and Simple Retreat

Jewett

12% off
AU$2,511
for 7 nights, 1 home
AU$359 per night
includes taxes & fees
A Clean and Simple Retreat
Spacious Livingroom Wood Burning Fire Privat Patio access Open Kitchen
Exterior
Private Patio
Interior
Excellent
(6 reviews)

Spacious Townhouse minutes from Village and Slopes with shuttle to mountain

Hensonville

8% off
AU$4,592
for 7 nights, 1 home
AU$656 per night
includes taxes & fees
Spacious Townhouse minutes from Village and Slopes with shuttle to mountain

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Find the perfect holiday rental for your Gilboa getaway

Learn about the unique charm of Gilboa with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Gilboa

Are you looking for things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Gilboa a fun place to get away to. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Windham Vineyards and Winery (8.3 mi / 13.4 km)
  • Hobart Book Village (11.9 mi / 19.2 km)
  • Windham Mountain Resort (12.2 mi / 19.6 km)
  • Windham Country Club (12.6 mi / 20.4 km)
  • Plattekill Mountain (13.1 mi / 21.1 km)
  • Zoom Flume (15.4 mi / 24.8 km)

Exploring the natural landscape of Gilboa

Whether you're an active traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Gilboa. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Vroman's Nose Trailhead (14.4 mi / 23.1 km)
  • Mountain Top Arboretum (20 mi / 32.2 km)
  • East Branch Delaware River (20.1 mi / 32.4 km)
  • Howe Caverns (20.8 mi / 33.4 km)
  • Plattekill State Forest (13.7 mi / 22 km)
  • Dolans Lake (18.1 mi / 29.1 km)

Travelling to and around Gilboa

The nearest airport is in Hudson, NY (HCC-Columbia County), located 38.1 mi (61.4 km) from the city centre.

Frequently asked questions

What is the best area to stay in Gilboa when booking a holiday rental?
When considering a holiday rental in Gilboa, New York, one of the most appealing areas to stay is the surrounding region known for its stunning natural beauty and serene atmosphere. The area boasts a range of properties that cater to different tastes, from cosy cabins to spacious family homes.A particularly charming neighbourhood is the area near the Catskill Mountains, which offers easy access to outdoor activities such as hiking and fishing. Visitors will appreciate the proximity to attractions like the stunning Kaaterskill Falls, which is great for a day of exploration and photography. Additionally, the nearby town of Hunter features lovely shops, restaurants, and the Hunter Mountain ski resort, providing both winter sports and summer festivals.For those who prefer a more tranquil experience, the area around the Schoharie Creek offers a peaceful retreat with opportunities for canoeing and wildlife observation, making it ideal for nature lovers.
Where are the best Gilboa ski resort rentals?
For the best ski resort rentals near Gilboa, travellers should focus on the nearby town of Windham, which is approximately a 20-minute drive away and offers a range of accommodation options suited for ski enthusiasts. In Windham, visitors can find charming chalets and contemporary condos that cater to various group sizes, from couples to larger families. Many of these properties come equipped with essential amenities such as fully stocked kitchens, fireplaces for cosy evenings, and access to communal hot tubs, providing a superb way to unwind after a day on the slopes.Additionally, the area around Hunter Mountain, which is also within a short driving distance from Gilboa, features numerous rental options, including quaint cabins and spacious lodges. These properties often boast ski-in/ski-out access, allowing for convenient on-slope experiences, and amenities like ski storage, laundry facilities, and outdoor decks where guests can take in the stunning mountain views. The local dining scene in both Windham and Hunter is vibrant, with charming eateries and pubs that enhance the après-ski experience.For those looking to explore beyond skiing, the surrounding Catskill Mountains offer ample opportunities for hiking and nature walks, making the area appealing year-round.
What is the most popular type of holiday rental accomodation in Gilboa?
In Gilboa, cabins are the most popular type of holiday rental, with around 21 available in the area. These cabins provide a rustic, charming atmosphere, often featuring amenities such as fully equipped kitchens, comfortable living spaces, and outdoor decks or porches for enjoying the scenic views of the surrounding nature.Additionally, there are approximately 18 holiday houses that offer more spacious rooms, suitable for families or larger groups. These houses typically come with multiple bedrooms, private gardens, and BBQ facilities, making them ideal for gatherings and outdoor activities. There are also several chalets and cottages available, which present a quaint and cosy option for visitors seeking a more intimate setting.
Are there any family house rentals in Gilboa?
In Gilboa, New York, there are numerous family-friendly house rentals available, with about 19 options to choose from. This charming area is superb for families looking to enjoy nature and outdoor activities. Many of these homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and explore.Visitors can find properties with amenities like Wi-Fi, comfortable bedrooms, and some even offer access to private gardens or scenic views of the surrounding mountains. The locale is close to attractions such as the nearby Catskill Park, which provides ample opportunities for hiking, fishing, and picnicking.
Can I rent a holiday home with a pool or hot tub in Gilboa?
In Gilboa, there are several holiday homes available for rent that feature pools or hot tubs, making it a lovely option for those looking to unwind in a tranquil setting. This picturesque area in the Catskills offers a variety of properties, including charming cabins and spacious family homes, many of which come equipped with private pools and inviting hot tubs for relaxation after a day of exploring the outdoors.Travellers can expect amenities such as fully equipped kitchens, outdoor seating areas, and sometimes even fire pits, great for gatherings in the evening. The surrounding natural beauty also provides ample opportunities for hiking and enjoying the scenic landscapes, adding to the appeal of a holiday rental in Gilboa.
Are there any remote work holiday rentals in Gilboa?
In Gilboa, New York, there are numerous options for remote work holiday rentals, with around 51 available throughout the area. These accommodations are particularly suited for those looking to blend work and leisure, offering amenities such as free Wi-Fi, dedicated desks, and computer monitors to facilitate a productive environment. Many properties also include comfortable desk chairs to ensure a pleasant working experience.The scenic backdrop of the Catskill Mountains provides a tranquil setting for remote workers, with opportunities for outdoor activities during breaks, such as hiking and exploring the local natural beauty. Additionally, the area has charming local shops and eateries to enjoy after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Gilboa?
In Gilboa, popular rental amenities include features that enhance comfort and convenience for travellers. Most holiday rentals come equipped with kitchens, allowing guests to prepare their own meals during their stay. A fireplace is a common amenity, providing a cosy atmosphere, particularly during the cooler months. Many properties also offer outdoor spaces, such as decks or patios, where guests can relax and enjoy the surrounding nature. Additionally, several rentals are pet-friendly, making them suitable for those travelling with furry companions. Onsite parking is typically available, adding to the ease of access for visitors.
When is the best time to visit Gilboa for a holiday rental?
The peak season for holiday rentals in Gilboa is during the summer months, particularly from June to August. This vibrant period attracts visitors who revel in the natural beauty and outdoor activities that the region has to offer. With warm temperatures ranging from 20 to 30 degrees Celsius, it's an ideal time for hiking, fishing, and exploring the stunning landscapes of the Catskill Mountains.July, in particular, is the most popular month, drawing travellers. The atmosphere is lively, with plenty of opportunities for scenic picnics, swimming in lakes, and enjoying local festivals that showcase the charm of this quaint town.For those looking for a more budget-friendly option, consider visiting in December. This month may offer lower rental rates and a serene environment, great for cosy retreats by the fire. While the weather is cooler, with temperatures often dipping to around -5 degrees Celsius, the winter landscape brings a magical touch to Gilboa, ideal for those who enjoy a quieter escape.Ultimately, your choice of when to visit Gilboa should reflect your preferences for either thriving summer activities or a peaceful winter getaway.
What are the top attractions in Gilboa?
In Gilboa, New York, visitors can enjoy a range of attractions that highlight the area's natural beauty and outdoor activities. The nearby Catskill Mountains offer stunning hiking trails, with opportunities for both beginners and experienced hikers to explore the scenic landscape. The area is also home to the historic Gilboa Museum, which showcases local history and artifacts, providing insight into the region's past.For those interested in more leisurely activities, the Schoharie Creek is great for fishing, kayaking, or simply enjoying a peaceful day by the water. Additionally, the nearby Mine Kill State Park features picnic areas, swimming spots, and beautiful vistas, making it a great destination for families and outdoor enthusiasts alike.
Are all fees included in the Gilboa 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 Gilboa holiday homes with parking?
Stayz offers a wide selection of holiday homes in Gilboa 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 Gilboa holiday homes?
You can find great discounts on holiday homes in Gilboa 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 Gilboa holiday home booking on Stayz?
To find Gilboa 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 Gilboa?
A long-stay holiday home in Gilboa 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 Gilboa holiday home?
Book your Gilboa 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 Gilboa?
Prices for holiday homes in Gilboa 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 Gilboa 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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