Shandaken holiday homes

We found 1,034 holiday rentals — enter your dates for availability
Discover a selection of 13 homes, 10 cabins and other holiday rentals in Shandaken that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the best amenities for hanging out with the people that matter most, which might include air conditioning and a pool. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Shandaken

Showing deals for:25 Dec - 1 Jan

Tannersville Farmhouse in the summer!
Hot tub
Fully finished attic: full size bed
Sunroom
Exceptional
(90 reviews)

Start thinking about Fall Foliage! Hot tub, fabulous kitchen, views everywhere!

Tannersville

9% off
NZ$21,323
for 7 nights, 1 home
NZ$3,046 per night
includes taxes & fees
Start thinking about Fall Foliage! Hot tub, fabulous kitchen, views everywhere!
Open kitchen.
Rear Deck, Hot Tub and Screened Porch
Our Sunny Living Room with Wood Stove
Property grounds
Exceptional
(119 reviews)

Secluded Cabin with Hot Tub - 5 Miles to Woodstock

Bearsville

8% off
NZ$7,328
for 7 nights, 1 cabin
NZ$1,047 per night
includes taxes & fees
Secluded Cabin with Hot Tub - 5 Miles to Woodstock
Private kitchen
Exterior
Living area
Living area
Exceptional
(16 reviews)

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

Hunter

8% off
NZ$5,963
for 7 nights, 1 chalet
NZ$852 per night
includes taxes & fees
Cozy A FRAME ski retreat, walking distance into Hunter Mountain. New 2026 Rates
Terrace/patio
Exterior
Living area
Private kitchen
Exceptional
(33 reviews)

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

Hunter

8% off
NZ$3,051
for 7 nights, 1 chalet
NZ$436 per night
includes taxes & fees
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Exterior
Exterior detail
kitchen and living room divider
Living area
Exceptional
(120 reviews)

ELEGANT LOG CABIN.PRIVATE, QUIET. Great wi-fi, Clean. Heaven.

Shandaken

8% off
NZ$4,723
for 7 nights, 1 cabin
NZ$675 per night
includes taxes & fees
ELEGANT LOG CABIN.PRIVATE, QUIET. Great wi-fi, Clean. Heaven.
Exterior
Living area
Outdoor spa tub
Dining
Exceptional
(15 reviews)

Modern Catskills cabin - 5 mins from Belleayre Mtn. Panoramic Views + Hot Tub.

Fleischmanns

17% off
NZ$25,681
for 7 nights, 1 home
NZ$3,669 per night
includes taxes & fees
Modern Catskills cabin - 5 mins from Belleayre Mtn. Panoramic Views + Hot Tub.
Kitchen comes fully stocked with pots/pans, dishes, silverware, glasses, etc.
Your primary entrance will lead you directly in the homes cool kitchen!
130 year old stone fireplace in green living room
Exterior
Exceptional
(88 reviews)

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

Haines Falls

8% off
NZ$11,675
for 7 nights, 1 home
NZ$1,668 per night
includes taxes & fees
Featured on MTV ! You Have To See It To Believe It ! Unlike any other !
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
new, beautiful, fully equipped, large, custom kitchen-plenty of counter space.
Exceptional
(163 reviews)

Sanctuary by the Stream

Phoenicia

13% off
NZ$3,576
for 7 nights, 1 home
NZ$511 per night
includes taxes & fees
Sanctuary by the Stream
Living area
Property grounds
Private kitchen
Exterior detail
Exceptional
(13 reviews)

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

Mount Tremper

12% off
NZ$11,026
for 7 nights, 1 home
NZ$1,575 per night
includes taxes & fees
"Frank Lloyd Wright" Catskills Mountain Yoga-Spa Retreat on 15 Acres
Large sliders bring nature indoors
Welcome to Bridge House
Fern garden in summer
In winter, stay toasty warm by the fire
Exceptional
(128 reviews)

Waterfront Mid-century Modern Gem Surround by Forever Wild Land

Willow

8% off
NZ$4,355
for 7 nights, 1 home
NZ$622 per night
includes taxes & fees
Waterfront Mid-century Modern Gem Surround by Forever Wild Land
BBQ (charcoal and propane)
Living space
Mud room
Exterior
Exceptional
(21 reviews)

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

West Kill

8% off
NZ$4,736
for 7 nights, 1 cabin
NZ$677 per night
includes taxes & fees
Spacious Catskills Cabin w/Stream Near Hiking, Biking & Skiing
Dining leads from kitchen, open view of living room
Private kitchen
Exterior
Great room featuring a wonderful wall of windows
Exceptional
(53 reviews)

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

Woodstock

12% off
NZ$7,478
for 7 nights, 1 home
NZ$1,068 per night
includes taxes & fees
Private Woodstock Retreat – Heated Pool, Hot Tub & Fireplace on 5 Secluded Acres
Dining
Exterior
Property grounds
Living area
Exceptional
(10 reviews)

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

Lake Hill

8% off
NZ$3,723
for 7 nights, 1 cabin
NZ$532 per night
includes taxes & fees
Most Charming, Most quiet place in the Catskills--Willow-brook Cottage
Exterior
Living area
Room
Private kitchen
Exceptional
(39 reviews)

Private Zen Retreat - Near HITS, Hunter, Hiking Trails

Palenville

8% off
NZ$6,792
for 7 nights, 1 home
NZ$970 per night
includes taxes & fees
Private Zen Retreat - Near HITS, Hunter, Hiking Trails
Room
Dining
Living area
Interior
Exceptional
(10 reviews)

West Kill Mountain Retreat

West Kill

8% off
NZ$4,941
for 7 nights, 1 home
NZ$706 per night
includes taxes & fees
West Kill Mountain Retreat
Living area
Interior
Lobby
Exterior
Very good
(7 reviews)

6BR/7bath Luxury home Hot Tub in Hunter Catskills

Hunter

8% off
NZ$17,092
for 7 nights, 1 home
NZ$2,442 per night
includes taxes & fees
6BR/7bath Luxury home Hot Tub in Hunter Catskills
Third view of LR with woodstove
View #1 of deck with mountain in background
Eat-in country kitchen with all appliances, including dishwasher and microwave.
One side of romantic master bedroom with pink chaise and king size bed.
Exceptional
(46 reviews)

Beautiful large Woodland Valley/Phoenicia post & beam cabin with seasonal stream

Phoenicia

8% off
NZ$4,231
for 7 nights, 1 home
NZ$604 per night
includes taxes & fees
Beautiful large Woodland Valley/Phoenicia post & beam cabin with seasonal 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.
Interior
Pool
Wonderful
(7 reviews)

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

Woodstock

16% off
NZ$5,090
for 7 nights, 1 cottage
NZ$727 per night
includes taxes & fees
Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch
Bathroom
Living area
Interior
Room
Exceptional
(59 reviews)

Town Home near Hunter Mntn

Hunter

9% off
NZ$3,847
for 7 nights, 1 home
NZ$550 per night
includes taxes & fees
Town Home near Hunter Mntn
Interior
Living area
Interior
Property grounds
Exceptional
(28 reviews)

Incredible Lake House with Stunning Mountain Views (swimming lake)

Chichester

8% off
NZ$8,730
for 7 nights, 1 home
NZ$1,247 per night
includes taxes & fees
Incredible Lake House with Stunning Mountain Views (swimming lake)
Smart TV with multiple channels
Back patio with firepit
East-Facing front of house. (4 Seasons Sunroom on left. Enclosed porch on right)
Living room with fireplace
Exceptional
(16 reviews)

Home for all Seasons in Margaretville, New York

Margaretville

8% off
NZ$2,641
for 7 nights, 1 home
NZ$377 per night
includes taxes & fees
Home for all Seasons in Margaretville, New York
Dining room seats eight to ten - extra chairs available
Bring the outdoors inside
Comfortable leather furniture. Couch is pull-out queen and chair is a Lazy Boy.
Side view
Exceptional
(92 reviews)

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

Shandaken

21% off
NZ$3,524
for 7 nights, 1 home
NZ$503 per night
includes taxes & fees
1878 Farmhouse near Phoenicia/Fast Wi-Fi - 10 minutes from Belleayre Mt.
Outdoor dining
Take in the epic views while enjoying your sunset dinner. #phoenicia #woodstock
Wake up surrounding by trees and mountains #phoenicia #woodstock
Swing in the hammock watching the sun set. #phoenicia #woodstock
Exceptional
(5 reviews)

Storybook Creekside Retreat: family+dog friendly, 8 Acres + Epic Views

Shandaken

8% off
NZ$13,053
for 7 nights, 1 cabin
NZ$1,865 per night
includes taxes & fees
Storybook Creekside Retreat: family+dog friendly, 8 Acres + Epic Views
Master bedroom with queen size bed and 65” smart tv
Dining table area with slider to wrap around deck and stairs to loft
Updated stainless steel kitchen with granite breakfast bar
Sauna in 1st flr full bathroom with stand up shower
Exceptional
(38 reviews)

Hunter Mountains Hill Top Hide Away Trail Side

Hunter

8% off
NZ$6,644
for 7 nights, 1 apartment
NZ$949 per night
includes taxes & fees
Hunter Mountains Hill Top Hide Away Trail Side

  • 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

The majestic setting of Shandaken is ready to explore

The mountains and other outdoor surroundings create an inviting atmosphere in Shandaken. One of the city's many top draws is its spas. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Shandaken

Are you searching for attractions to visit during your stay? Venture out of your cosy holiday rental and experience everything that Shandaken has to offer. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Belleayre Mountain Ski Center (5.7 mi / 9.1 km)
  • Hunter Mountain (10.4 mi / 16.8 km)
  • Straus Center - Frost Valley YMCA (11.9 mi / 19.1 km)
  • Windham Mountain Resort (13.8 mi / 22.2 km)
  • Indian Head Mountain (15 mi / 24.2 km)
  • Windham Country Club (15.2 mi / 24.4 km)

Exploring the natural landscape of Shandaken

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 Shandaken. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Belleayre Beach (4 mi / 6.4 km)
  • Slide Mountain (8.4 mi / 13.5 km)
  • East Branch Delaware River (13.1 mi / 21 km)
  • Overlook Mountain Trailhead (14.4 mi / 23.2 km)
  • Canada Falls (15.7 mi / 25.3 km)
  • Kaaterskill Falls (17.8 mi / 28.6 km)

Frequently asked questions

What is the best area to stay in Shandaken when booking a holiday rental?
When considering the best area to stay in Shandaken for a holiday rental, the neighbourhood of Phoenicia stands out as an excellent choice. Known for its picturesque charm, Phoenicia is located along the banks of the Esopus Creek, offering a tranquil setting that appeals to nature lovers and outdoor enthusiasts alike. One of the top attractions in the area is the stunning Catskill Park, where you can explore numerous hiking trails, enjoy scenic vistas, and experience the natural beauty of the region.Another popular point of interest is the Phoenicia Diner, a beloved local eatery that serves up delicious comfort food in a retro setting, making it a great spot to relax after a day of exploration. In terms of accommodation options, Phoenicia has a good number of properties available, ranging from cosy cabins to charming cottages, ensuring that visitors can find something that suits their needs.
Where are the best Shandaken ski resort rentals?
For the best ski resort rentals in Shandaken, the area around the Belleayre Mountain Ski Centre is ideal for winter sports enthusiasts. The nearby town of Phoenicia offers a variety of charming cabins and homes that cater to travellers looking for a cosy retreat after a day on the slopes. Many of these properties come equipped with amenities such as fully furnished kitchens, comfortable living spaces with fireplaces, and outdoor decks superb for enjoying the scenic views of the Catskill Mountains.In addition to Phoenicia, the surrounding areas like Pine Hill and Big Indian also provide great rental options, including rustic lodges and modern chalets. These accommodations often feature amenities such as hot tubs, game rooms, and proximity to local dining options, enhancing the overall experience for guests. The region is rich in natural beauty, providing opportunities for hiking and exploring nearby state parks during the off-season.
What is the most popular type of holiday rental accomodation in Shandaken?
In Shandaken, holiday houses and cabins are the most popular types of holiday rental accommodations, with about 40 of each type available in the area. These properties are typically located in scenic surroundings, offering a rustic charm that appeals to nature lovers and those seeking a tranquil retreat. Most holiday houses and cabins come equipped with fully furnished kitchens, spacious living areas, and outdoor spaces such as decks or porches, great for enjoying the picturesque views of the Catskill Mountains.Additionally, there are around 12 apartments available, usually located in more accessible areas, providing a convenient base for exploring local attractions like the nearby Phoenicia and the stunning hiking trails of the region. Cottages are also available in several locations, offering a quaint and cosy atmosphere for visitors looking for a more intimate stay.
Are there any family house rentals in Shandaken?
In Shandaken, New York, families will find a diverse selection of holiday rentals, with about 20 options available. This charming area is surrounded by natural beauty, making it an excellent spot for family adventures. Many of these homes feature spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces great for children to play in.Additionally, the properties often come with amenities such as Wi-Fi to keep everyone connected and comfortable during their stay.Visitors can explore nearby attractions like the stunning Catskill Park, which offers hiking trails and picturesque views, or take a leisurely drive to the quaint village of Phoenicia, known for its shops and eateries.
Can I rent a holiday home with a pool or hot tub in Shandaken?
In Shandaken, there are several holiday homes available for rent that feature pools and hot tubs, making it an appealing destination for those seeking relaxation and recreation. The area, located in the scenic Catskill Mountains, provides a mix of natural beauty and outdoor activities. Many of these rentals come equipped with private pools and hot tubs, allowing guests to unwind after a day of exploring the nearby hiking trails or enjoying winter sports at local ski resorts.Travellers can also expect amenities such as spacious living areas, fully equipped kitchens for self-catering, and outdoor spaces great for gatherings or quiet evenings under the stars. The charming surroundings of Shandaken further enhance the experience, with easy access to local attractions and the serene ambiance of the mountains.
Are there pet-friendly house rentals in Shandaken?
In Shandaken, there are several pet-friendly house rentals available, offering a range of amenities for travellers. Many of these rentals feature spacious living areas, fully equipped kitchens, and outdoor spaces such as decks or patios, ideal for enjoying the natural surroundings. The area is known for its beautiful landscapes, making it a great choice for those looking to explore the outdoors with their pets.Nearby, the Catskill Park provides ample opportunities for hiking and enjoying nature, with trails that welcome pets. Additionally, the charming local community often has pet-friendly cafes and shops, adding to the overall experience for visitors with furry companions.
Are there any remote work holiday rentals in Shandaken?
In Shandaken, there are a substantial number of remote work holiday rentals available, with around 88 options to choose from. This charming area, located in the Catskills, is ideal for those looking to balance work and leisure. Many properties come equipped with essential amenities for remote workers, including reliable Wi-Fi, dedicated desks in some units, and comfortable living spaces that make it easy to focus while enjoying the beautiful surroundings.Travellers can explore the nearby natural attractions, such as the stunning Catskill Park, offering opportunities for hiking and outdoor activities during breaks from work. The town also has local shops and eateries, providing a delightful taste of the community. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in Shandaken?
In Shandaken, popular rental amenities include kitchens, which allow guests to prepare their own meals, as well as decks or patios that provide outdoor spaces for relaxation and enjoying the natural surroundings. Many properties are pet-friendly, making it easier for travellers to bring their furry companions along. Onsite parking is also commonly available, ensuring convenient access for those driving. Additionally, rentals often feature coffee and tea makers, suiting those who enjoy a warm drink in the comfort of their accommodation.
When is the best time to visit Shandaken for a holiday rental?
May marks the beginning of peak season in Shandaken, New York, attracting visitors eager to embrace the great outdoors. This vibrant month heralds the arrival of spring, with flora in full bloom and temperatures rising to a pleasant range of 10 to 20 degrees Celsius. It's the superb time for hiking along the scenic trails of the Catskills, where breathtaking views and fresh mountain air await.As you venture through May, you'll find plenty of opportunities for outdoor activities, such as biking and exploring the stunning landscapes that Shandaken is known for. The region's natural beauty is complemented by a variety of local events, making it an exciting time to engage with the community and indulge in fresh, seasonal produce at farmers' markets.While May to July sees the highest tourist activity, if you're looking for a more budget-friendly option, consider visiting in December. Although it's the low season, the winter months offer a unique charm, with opportunities for snow sports and festive local celebrations.Ultimately, choosing the best time for your holiday rental in Shandaken depends on your preference for vibrant summer activities or the tranquil beauty of winter.
What are the top attractions in Shandaken?
In Shandaken, visitors can enjoy a variety of attractions that showcase the natural beauty and outdoor activities of the Catskills region. The nearby Slide Mountain Wilderness Area offers excellent hiking opportunities, with trails leading to stunning vistas, including the highest peak in the Catskills. For those interested in winter sports, the area is close to ski resorts such as Belleayre Mountain, which provides skiing, snowboarding, and snowshoeing during the colder months.The charming hamlet of Phoenicia, just a short drive away, features quaint shops and eateries, along with access to the Esopus Creek, which is popular for tubing and fishing in the summer. Visitors can also explore the scenic beauty of the Ashokan Reservoir, which offers walking paths and breathtaking views, making it a superb spot for picnics and leisurely strolls.
Are all fees included in the Shandaken holiday homes prices shown on Bookabach?
Bookabach 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 Shandaken holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Shandaken 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 Shandaken holiday homes?
You can find great discounts on holiday homes in Shandaken on Bookabach, 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 Shandaken holiday home booking on Bookabach?
To find Shandaken holiday rentals with free cancellation, just use Bookabach'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, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Shandaken?
A long-stay holiday home in Shandaken 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 Bookabach?
Bookabach'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 Shandaken holiday home?
Book your Shandaken 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Shandaken?
Prices for holiday homes in Shandaken 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. Bookabach offers something for every taste and budget, from affordable homes in Shandaken to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach 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 Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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 Bookabach as a host?
Joining Bookabach 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, Bookabach 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 Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.