Tannersville holiday rentals

We found 1,014 holiday rentals — enter your dates for availability
Select from 37 homes, 10 cottages and other holiday rentals in Tannersville to find one that's perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for spending time at your holiday home, including air conditioning and cable TV. At the end of the day, you're sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Tannersville

Showing deals for:20 Nov - 27 Nov

Living area
Interior
Private kitchen
Exterior
Exceptional
(7 reviews)

Modern Mountain View Chalet in Windham

Windham

8% off
AU$6,690
for 7 nights, 1 chalet
AU$956 per night
includes taxes & fees
Modern Mountain View Chalet in Windham
Private kitchen
Exterior
Terrace/patio
Living area
Exceptional
(16 reviews)

Cozy A FRAME ski retreat, walking distance into Hunter Mountain. New 2026 Rates

Hunter

8% off
AU$3,576
for 7 nights, 1 chalet
AU$511 per night
includes taxes & fees
Cozy A FRAME ski retreat, walking distance into Hunter Mountain. New 2026 Rates
Side view
Bring the outdoors inside
Rock Maple countertops and KitchenAid refrigerator with through-the-door ice
Comfortable leather furniture. Couch is pull-out queen and chair is a Lazy Boy.
Exceptional
(92 reviews)

1878 Farmhouse near Phoenicia/Fast Wi-Fi - 10 minutes from Belleayre Mt.

Shandaken

21% off
AU$2,847
for 7 nights, 1 home
AU$407 per night
includes taxes & fees
1878 Farmhouse near Phoenicia/Fast Wi-Fi - 10 minutes from Belleayre Mt.
Main living room with expansive windows and views
Private kitchen
Award winning design, European alpine with symmetric glass walls front and back
Indoor pool with awesome views
Exceptional
(10 reviews)

*The View* ski in/out modern luxury at Windham Mountain Resort

Windham

9% off
AU$33,447
for 7 nights, 1 home
AU$4,778 per night
includes taxes & fees
*The View* ski in/out modern luxury at Windham Mountain Resort
Great room
Terrace/patio
Updated kitchen with new floors
Interior
Exceptional
(119 reviews)

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

Jewett

8% off
AU$6,865
for 7 nights, 1 home
AU$981 per night
includes taxes & fees
SECLUDED-PRIVATE LUXURY ESCAPE 5BR•4BA JACUZZI -ARCADE GAME RM WINDHAM HUNTER
Private kitchen
Exterior
Interior
Living area
Exceptional
(29 reviews)

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

Hunter

8% off
AU$2,067
for 7 nights, 1 chalet
AU$295 per night
includes taxes & fees
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Living area
Room
Outdoor dining
Private kitchen
Exceptional
(6 reviews)

Cozy and bright 2-bedroom cabin in charming Elka Park

Tannersville

8% off
AU$2,282
for 7 nights, 1 cabin
AU$326 per night
includes taxes & fees
Cozy and bright 2-bedroom cabin in charming Elka Park
Spacious living room; open to dining area
Another property we have down the street; 4bedrm;3bath with large loft&game room
Dining
Private kitchen
Exceptional
(80 reviews)

Heart of Hunter Village; across MT!Spring Special3rd night half OFF!” W/weekend

Hunter

8% off
AU$4,939
for 7 nights, 1 home
AU$706 per night
includes taxes & fees
Heart of Hunter Village; across MT!Spring Special3rd night half OFF!” W/weekend
The stocked kitchen comes with a Keurig, a Mr. Coffee, and kettle
The hot tub leads to the deck, and is great to use year round
Interior
Interior
Exceptional
(114 reviews)

Mountain View Chalet Near Skiing

Hensonville

12% off
AU$7,528
for 7 nights, 1 home
AU$1,075 per night
includes taxes & fees
Mountain View Chalet Near Skiing
Loft area with a study
Zoom Flume water park is 20 minutes from the house.
Brand new kitchen with granite countertops
outdoor seating by the deck/patio
Exceptional
(12 reviews)

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

Windham

13% off
AU$8,445
for 7 nights, 1 home
AU$1,206 per night
includes taxes & fees
Stunning Chalet style home in Catskills with 8 Person hot tub, fire pit & Sauna
Exterior
Winter view from patio. Ski Windham
Master king size bed
Top Floor loft, next to master bedroom
Exceptional
(11 reviews)

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

Windham

11% off
AU$13,752
for 7 nights, 1 home
AU$1,965 per night
includes taxes & fees
'Sundance Vistas - Log Home ' - 2 Miles From Windham Ski Mountain
View from dining room
Deck with outdoor seating
View from spiral staircase - Living room, library, wood burning fireplace
Living room, library and wood burning fireplace. Extra bench seating for 4x
Exceptional
(31 reviews)

Luxury Home on Windham Mountain! Walk to Slopes

Windham

8% off
AU$13,750
for 7 nights, 1 home
AU$1,964 per night
includes taxes & fees
Luxury Home on Windham Mountain! Walk to Slopes
Interior
Living area
Fire pit
Private kitchen
Exceptional
(48 reviews)

Gorgeous Windham Retreat With Views Of The Slopes Only 3 Minutes To Town!

Windham

12% off
AU$5,835
for 7 nights, 1 home
AU$834 per night
includes taxes & fees
Gorgeous Windham Retreat With Views Of The Slopes Only 3 Minutes To Town!
The fall foliage is gorgeous right in "your own" backyard!!
Sit stream side and enjoy the beauty of nature and our (seasonal) fire pit
stay warm & cozy by the fireplace with large screen TV above
bluestone, more shaded patio with shade garden
Exceptional
(163 reviews)

Sanctuary by the Stream

Phoenicia

13% off
AU$2,889
for 7 nights, 1 home
AU$413 per night
includes taxes & fees
Sanctuary by the Stream
Kitchen comes fully stocked with pots/pans, dishes, silverware, glasses, etc.
Your primary entrance will lead you directly in the homes cool kitchen!
Exterior
130 year old stone fireplace in green living room
Exceptional
(88 reviews)

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

Haines Falls

9% off
AU$9,230
for 7 nights, 1 home
AU$1,319 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
Exterior
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$5,136
for 7 nights, 1 home
AU$734 per night
includes taxes & fees
Private Woodstock Retreat – Heated Pool, Hot Tub & Fireplace on 5 Secluded Acres
Great views west towards Windham Mountain from the hot tub
Dining area with room for 12 people and large fireplace in background
30-inch thick Canadian logs
Upper level loft and office space
Exceptional
(62 reviews)

Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace

Windham

21% off
AU$6,248
for 7 nights, 1 home
AU$893 per night
includes taxes & fees
Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace
Mud room
Living space
BBQ (charcoal and propane)
Exterior detail
Exceptional
(19 reviews)

Spacious Catskills Cabin w/Stream Near Hiking, Biking & Skiing

West Kill

8% off
AU$3,349
for 7 nights, 1 cabin
AU$478 per night
includes taxes & fees
Spacious Catskills Cabin w/Stream Near Hiking, Biking & Skiing
Fern garden in summer
Welcome to Bridge House
In winter, stay toasty warm by the fire
Large sliders bring nature indoors
Exceptional
(128 reviews)

Waterfront Mid-century Modern Gem Surround by Forever Wild Land

Willow

8% off
AU$3,493
for 7 nights, 1 home
AU$499 per night
includes taxes & fees
Waterfront Mid-century Modern Gem Surround by Forever Wild Land
Private kitchen
Exterior
Living area
Dining
Exceptional
(10 reviews)

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

Lake Hill

8% off
AU$3,008
for 7 nights, 1 cabin
AU$430 per night
includes taxes & fees
Most Charming, Most quiet place in the Catskills--Willow-brook Cottage
Room
Exterior
Private kitchen
Living area
Wonderful
(5 reviews)

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

Maplecrest

8% off
AU$4,871
for 7 nights, 1 home
AU$696 per night
includes taxes & fees
Newly Renovated House ~ Secluded 5 Acre Retreat ~ Peaceful and Quiet
Pool
Screened-in porch with woodland views, elegant seating & peaceful ambiance.
Interior
Relax in our screened-in porch surrounded by forest views and sounds of nature.
Wonderful
(6 reviews)

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

Woodstock

16% off
AU$4,000
for 7 nights, 1 cottage
AU$571 per night
includes taxes & fees
Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch
Room
Exterior
Living area
Interior
Exceptional
(10 reviews)

West Kill Mountain Retreat

West Kill

8% off
AU$3,961
for 7 nights, 1 home
AU$566 per night
includes taxes & fees
West Kill Mountain Retreat
Private kitchen
Dining
Exterior
Private kitchen
Exceptional
(11 reviews)

Modern dreamy Hudson Valley home

Phoenicia

8% off
AU$4,694
for 7 nights, 1 home
AU$671 per night
includes taxes & fees
Modern dreamy Hudson Valley home

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why people love visiting friendly Tannersville

Enjoy the entertainment and other features of Tannersville. This welcoming city is known for its skiing, mountain views and hiking. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Tannersville

Are you hoping to find attractions to see during your stay? Venture out of your cosy holiday rental and experience everything that makes Tannersville a fun spot to go on holiday. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Kaaterskill Falls (3.6 mi / 5.8 km)
  • Indian Head Mountain (4.5 mi / 7.3 km)
  • Hunter Mountain (4.6 mi / 7.4 km)
  • Windham Country Club (9 mi / 14.5 km)
  • Windham Mountain Resort (9.1 mi / 14.6 km)
  • Zoom Flume (12.7 mi / 20.5 km)

Exploring the natural landscape of Tannersville

Whether you're an active traveller or just want to appreciate the scenery, Tannersville is a great place to get outside. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Mountain Top Arboretum (1.8 mi / 3 km)
  • Kaaterskill Falls (3.6 mi / 5.8 km)
  • Overlook Mountain Trailhead (8.6 mi / 13.9 km)
  • Opus 40 (11.3 mi / 18.2 km)
  • Saugerties Village Beach (12.7 mi / 20.4 km)
  • Ashokan Rail Trail- Woodstock Dike Trailhead (14.1 mi / 22.6 km)

Transport to and around Tannersville

The nearest airport is in Hudson, NY (HCC-Columbia County), located 22.6 mi (36.4 km) from the city centre.

Frequently asked questions

What is the best area to stay in Tannersville when booking a holiday rental?
When considering a holiday rental in Tannersville, New York, the best area to stay would be around the picturesque Main Street, which offers a charming blend of local shops, cafes, and easy access to the surrounding natural beauty. This area typically features a variety of properties, including cosy cabins and inviting cottages that cater to different tastes and budgets.One of the top attractions nearby is the Kaaterskill Falls, a stunning two-tiered waterfall that is superb for hiking enthusiasts and those looking to immerse themselves in nature. Additionally, the area is close to the Hunter Mountain Resort, which provides an array of outdoor activities, from skiing in the winter to zip-lining and mountain biking in the warmer months.
Where are the best Tannersville ski resort rentals?
For rentals near Tannersville, the area surrounding Hunter Mountain is a prime choice for skiing enthusiasts. This region offers a variety of accommodations, including charming cabins and modern chalets, many of which provide stunning mountain views. Properties often come equipped with amenities such as fireplaces, hot tubs, and entertainment spaces, making them great for relaxing after a day on the slopes.In Tannersville itself, visitors can find a selection of cosy lodges and holiday homes that cater to families or groups. These often feature fully equipped kitchens, allowing guests to prepare meals together, and spacious living areas for socialising. Many properties also offer easy access to local shops and restaurants, enhancing the overall convenience of the stay.For those looking to explore beyond skiing, the nearby Kaaterskill Falls and the scenic beauty of the Catskill Park provide ample opportunities for hiking and outdoor adventures. Rentals in this area typically include amenities like outdoor decks or patios, ideal for enjoying the natural surroundings.
What is the most popular type of holiday rental accomodation in Tannersville?
In Tannersville, holiday houses are the most popular type of holiday rental, with approximately 112 available throughout the area. These spacious homes typically feature multiple bedrooms, fully equipped kitchens, and living areas, making them ideal for families and larger groups looking to enjoy the nearby attractions of the Catskill Mountains. Many of these properties also offer outdoor spaces, such as decks or gardens, superb for relaxing after a day of exploring.Apartments come next in popularity, with around 44 options found in convenient locations that provide easy access to local dining and shopping. These units generally include essential amenities like kitchens and comfortable living areas, suiting couples or smaller groups.Additionally, there are about 36 chalets and 32 cabins that offer a more rustic experience, often set in picturesque surroundings, allowing guests to immerse themselves in nature. These rentals usually feature cosy interiors, fireplaces, and sometimes hot tubs, enhancing the mountain retreat experience. Cottages, while fewer in number at around 12, provide a quaint and charming stay for those seeking a more intimate setting.
Are there any family house rentals in Tannersville?
In Tannersville, New York, there are plenty of family-friendly house rentals available, with around 29 options to choose from. This charming town is situated near the Catskill Mountains, making it an ideal base for families seeking outdoor adventures. Many properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces great for kids to play or for barbecuing on warm evenings.Visitors can also find amenities such as Wi-Fi and laundry facilities, ensuring a comfortable stay. The area boasts proximity to attractions like Hunter Mountain, where families can enjoy skiing in the winter and hiking in the summer. Additionally, the scenic landscapes provide numerous opportunities for exploration, with local parks and nature trails nearby.
Can I rent a holiday home with a pool or hot tub in Tannersville?
In Tannersville, there are several holiday homes available for rent that feature pools or hot tubs, making it an attractive destination for those seeking relaxation and leisure. This charming area in the Catskills is known for its scenic beauty and access to outdoor activities, including hiking and skiing. Many rentals in Tannersville offer amenities such as private pools, inviting hot tubs, and spacious outdoor areas superb for gatherings. Inside, you can expect fully equipped kitchens, comfortable living spaces, and in some cases, fireplaces to enjoy after a day of exploring.
Are there pet-friendly house rentals in Tannersville?
In Tannersville, there are numerous pet-friendly house rentals available, providing a fantastic base for travellers with furry companions. Many of these properties feature amenities such as spacious backyards, fully equipped kitchens, and cosy living areas, ensuring a comfortable stay. Some homes may also include outdoor spaces like decks or patios, great for enjoying the fresh mountain air.The area is surrounded by beautiful natural landscapes, ideal for outdoor activities with pets. Nearby, the Catskill Mountain region offers a variety of hiking trails that are pet-friendly, allowing you to explore the stunning scenery together. Additionally, the charming village atmosphere of Tannersville, with its quaint shops and local eateries, adds to the appeal for visitors seeking a relaxing getaway in a pet-friendly environment.
Are there any remote work holiday rentals in Tannersville?
In Tannersville, there are numerous remote work holiday rentals available, with around 192 options to choose from. This charming town, located in the heart of the Catskills, offers a picturesque setting for those looking to blend work and leisure. Many properties come equipped with essential amenities for remote work, including high-speed internet access, dedicated office spaces, and desks, ensuring you can maintain productivity while enjoying a serene mountain backdrop.The area is known for its outdoor activities, including hiking trails, skiing in the winter months, and nearby attractions like Kaaterskill Falls, which provide a great escape after a day of work. Additionally, many rentals feature comfortable living areas, fully equipped kitchens, and outdoor spaces, making them ideal for unwinding in the evenings. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Tannersville?
In Tannersville, popular holiday rental amenities include well-equipped kitchens, which allow guests to prepare their own meals, and onsite parking for convenience. Many properties also feature inviting fireplaces, great for warming up after a day in the nearby mountains. Travellers can expect to find decks or patios where they can relax and enjoy the picturesque surroundings. Additionally, a coffee or tea maker is commonly available, ensuring that guests can start their mornings with a warm beverage.
When is the best time to visit Tannersville for a holiday rental?
The best time to visit Tannersville for a holiday rental is during the vibrant summer months, particularly in July. This period marks the peak season, attracting visitors eager to enjoy the picturesque landscapes of the Catskills, with July offering warm temperatures averaging around 20 to 30 degrees Celsius. It's an ideal time for outdoor enthusiasts to partake in hiking, biking, and exploring the numerous scenic trails that the region has to offer.During these summer months, Tannersville buzzes with activity, as families and adventure seekers flock to experience local festivals and events. The charming village atmosphere, combined with the natural beauty surrounding it, creates a delightful escape for those looking to reconnect with nature while enjoying a variety of recreational activities.If you're looking for a more budget-friendly experience, consider planning your visit in April. While it may be less crowded, this month still offers a lovely spring atmosphere, with the promise of blooming wildflowers and the refreshing beauty of the mountains awakening from winter. It's a great time for those who appreciate quieter exploration and the beauty of nature in its early stages of spring.
What are the top attractions in Tannersville?
In Tannersville, visitors can enjoy a variety of attractions that highlight the natural beauty and charm of the area. The nearby Hunter Mountain is a major draw, offering year-round outdoor activities, including skiing in the winter and hiking or mountain biking in the warmer months. The scenic views from the summit are breathtaking and can be accessed via the Skyride.The quaint village itself features a selection of local shops, cafes, and restaurants, which provide a taste of the community's vibrant setting. For those interested in art and culture, the Tannersville Art Gallery showcases local artists and hosts various exhibitions throughout the year.Additionally, the Catskill Forest Preserve is close by, offering numerous trails for hiking and opportunities for bird watching, making it an ideal spot for nature enthusiasts.
Are all fees included in the Tannersville 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 Tannersville holiday homes with parking?
Stayz offers a wide selection of holiday homes in Tannersville 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 Tannersville holiday homes?
You can find great discounts on holiday homes in Tannersville 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 Tannersville holiday home booking on Stayz?
To find Tannersville 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 Tannersville?
A long-stay holiday home in Tannersville 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 Tannersville holiday home?
Book your Tannersville 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 Tannersville?
Prices for holiday homes in Tannersville 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 Tannersville 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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