Shandaken holiday rentals

We found 1,019 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:27 Nov - 4 Dec

Living and dining area with gas fireplace and record player.
Pea gravel patio with chiminea, grills, and dining area with sun umbrellas.
1st floor king bedroom
Living and dining area with gas fireplace and record player.
Exceptional
(6 reviews)

Renovated Catskills Farmhouse - hiking, swimming, quaint towns, 1st floor living

Denver

8% off
AU$3,863
for 7 nights, 1 home
AU$552 per night
includes taxes & fees
Renovated Catskills Farmhouse - hiking, swimming, quaint towns, 1st floor living
Property grounds
Rear Deck, Hot Tub and Screened Porch
Open kitchen.
Our Sunny Living Room with Wood Stove
Exceptional
(119 reviews)

Secluded Cabin with Hot Tub - 5 Miles to Woodstock

Bearsville

8% off
AU$4,319
for 7 nights, 1 cabin
AU$617 per night
includes taxes & fees
Secluded Cabin with Hot Tub - 5 Miles to Woodstock
Terrace/patio
Exterior
Living area
Living area
Exceptional
(16 reviews)

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

Hunter

8% off
AU$3,549
for 7 nights, 1 chalet
AU$507 per night
includes taxes & fees
Cozy A FRAME ski retreat, walking distance into Hunter Mountain. New 2026 Rates
Side view
Bring the outdoors inside
Comfortable leather furniture. Couch is pull-out queen and chair is a Lazy Boy.
Dining room seats eight to ten - extra chairs available
Exceptional
(92 reviews)

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

Shandaken

21% off
AU$2,826
for 7 nights, 1 home
AU$404 per night
includes taxes & fees
1878 Farmhouse near Phoenicia/Fast Wi-Fi - 10 minutes from Belleayre Mt.
Private kitchen
Exterior
Interior
Terrace/patio
Exceptional
(29 reviews)

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

Hunter

8% off
AU$2,170
for 7 nights, 1 chalet
AU$310 per night
includes taxes & fees
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Living area
Private kitchen
Room
Living area
Exceptional
(10 reviews)

Cabin Eight-Oh-Five

Denver

7% off
AU$3,304
for 7 nights, 1 cabin
AU$472 per night
includes taxes & fees
Cabin Eight-Oh-Five
Private kitchen
Room
Living area
Living area
Exceptional
(6 reviews)

Cozy and bright 2-bedroom cabin in charming Elka Park

Tannersville

8% off
AU$2,285
for 7 nights, 1 cabin
AU$326 per night
includes taxes & fees
Cozy and bright 2-bedroom cabin in charming Elka Park
Dining
Living area
Living area
Outdoor spa tub
Exceptional
(15 reviews)

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

Fleischmanns

28% off
AU$6,578
for 7 nights, 1 home
AU$940 per night
includes taxes & fees
Modern Catskills cabin - 5 mins from Belleayre Mtn. Panoramic Views + Hot Tub.
Interior
Your primary entrance will lead you directly in the homes cool kitchen!
130 year old stone fireplace in green living room
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 !
Dining leads from kitchen, open view of living room
Private kitchen
Kitchen with everything you'll need
Great room featuring a wonderful wall of windows
Exceptional
(52 reviews)

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

Woodstock

12% off
AU$5,124
for 7 nights, 1 home
AU$732 per night
includes taxes & fees
Private Woodstock Retreat – Heated Pool, Hot Tub & Fireplace on 5 Secluded Acres
Property grounds
Living area
Dining
Big fire pit
Exceptional
(38 reviews)

FOUR SEASON Catskills Home - Secluded & Spacious w/ Secret Waterfall

Margaretville

8% off
AU$6,157
for 7 nights, 1 home
AU$880 per night
includes taxes & fees
FOUR SEASON Catskills Home - Secluded & Spacious w/ Secret Waterfall
new, beautiful, fully equipped, large, custom kitchen-plenty of counter space.
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
The fall foliage is gorgeous right in "your own" backyard!!
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
Interior
Screened-in porch with woodland views, elegant seating & peaceful ambiance.
Relax in our screened-in porch surrounded by forest views and sounds of nature.
Children’s area
Wonderful
(7 reviews)

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

Woodstock

16% off
AU$4,048
for 7 nights, 1 cottage
AU$578 per night
includes taxes & fees
Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch
Private kitchen
Exterior
Dining
Living area
Exceptional
(10 reviews)

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

Lake Hill

8% off
AU$3,019
for 7 nights, 1 cabin
AU$431 per night
includes taxes & fees
Most Charming, Most quiet place in the Catskills--Willow-brook Cottage
View of BR #2 - downstairs full bed and TV-DVD room
Exterior
Interior
Enjoy dining outdoors on the large deck overlooking the yard.
Exceptional
(32 reviews)

Relax in peaceful, private, secluded woods and mountains

Fleischmanns

15% off
AU$2,183
for 7 nights, 1 cabin
AU$312 per night
includes taxes & fees
Relax in peaceful, private, secluded woods and mountains
Distinctive and Charming Chalet in the midst of the Catskills
Covered 15' picnic table for enjoying meals al fresco.
Sun room - Sofa converts to full-size bed & doors close to make a cozy bedroom.
11 ft dining table seats 10-14 people
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.
In winter, stay toasty warm by the fire
Welcome to Bridge House
Large sliders bring nature indoors
Cooking is a breeze in this recently remodeled kitchen
Exceptional
(128 reviews)

Waterfront Mid-century Modern Gem Surround by Forever Wild Land

Willow

8% off
AU$3,532
for 7 nights, 1 home
AU$505 per night
includes taxes & fees
Waterfront Mid-century Modern Gem Surround by Forever Wild Land
BBQ (charcoal and propane)
Living space
Exterior detail
Mud room
Exceptional
(19 reviews)

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

West Kill

8% off
AU$3,120
for 7 nights, 1 cabin
AU$446 per night
includes taxes & fees
Spacious Catskills Cabin w/Stream Near Hiking, Biking & Skiing
Exterior detail
Property grounds
Living area
Private kitchen
Exceptional
(13 reviews)

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

Mount Tremper

12% off
AU$8,844
for 7 nights, 1 home
AU$1,263 per night
includes taxes & fees
"Frank Lloyd Wright" Catskills Mountain Yoga-Spa Retreat on 15 Acres
Dining
Exterior
Room
Interior
Exceptional
(10 reviews)

West Kill Mountain Retreat

West Kill

8% off
AU$3,853
for 7 nights, 1 home
AU$550 per night
includes taxes & fees
West Kill Mountain Retreat
Screen Porch with French Doors, Open Plan Dining Area / Kitchen in the Distance
Terraced Rock Garden with Rustic Stone Walls and Massive Steps
Open Plan Kitchen / Dining Area with French Doors and Screen Porch in 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$3,710
for 7 nights, 1 cottage
AU$530 per night
includes taxes & fees
Tannery Brook Cottage: Terraced Garden with Patio, Cascade and Fire Pit.
Exterior
Dining
Room
Private kitchen
Exceptional
(11 reviews)

Modern dreamy Hudson Valley home

Phoenicia

8% off
AU$4,063
for 7 nights, 1 home
AU$580 per night
includes taxes & fees
Modern dreamy Hudson Valley home
Private kitchen
Living area
Room
Exterior
Exceptional
(39 reviews)

Private Zen Retreat - Near HITS, Hunter, Hiking Trails

Palenville

8% off
AU$4,717
for 7 nights, 1 home
AU$674 per night
includes taxes & fees
Private Zen Retreat - Near HITS, Hunter, Hiking Trails
Living area
Interior
Private kitchen
Lobby
Very good
(7 reviews)

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

Hunter

8% off
AU$8,629
for 7 nights, 1 home
AU$1,233 per night
includes taxes & fees
6BR/7bath Luxury home Hot Tub in Hunter Catskills

  • 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)
  • Windham Country Club (15.2 mi / 24.4 km)
  • Plattekill Mountain (17.7 mi / 28.5 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)
  • Mountain Top Arboretum (15.1 mi / 24.3 km)
  • Canada Falls (15.7 mi / 25.3 km)

Frequently asked questions

What is the best area to stay in Shandaken when booking a holiday home?
If you're organising a getaway to Shandaken, Allaben is one of the most desirable neighbourhoods to stay. Whether you opt for a cottage, villa or another property type, you'll always have the whole place to yourself.
What is the most popular type of holiday home accommodation in Shandaken?
The most sought-after types of holiday homes in Shandaken are houses. Want something different? Stayz has numerous options to match the unique needs of our guests, so you'll see holiday homes in lots of shapes and sizes. The ideal home away from home is waiting for you — lock in yours today.
How much does it cost to rent a holiday home in Shandaken?
The average price for a holiday home in Shandaken is based on a number of factors, including length of stay, property type and season. Whether you're looking for a sprawling villa with lots of bedrooms or a cosy condo for you and your other half, just enter your travel dates to see stays with unbeatable value.
How much does it cost to rent a beach house in Shandaken?
Prices for beach houses in Shandaken will vary depending on the style and size of the property and time of year you're travelling. Just enter your travel dates into Stayz and how many guests to see available options and prices. From there you can use our filter tool to tailor your search by nearby activities, ratings, amenities and more.
Are there pet-friendly holiday homes in Shandaken?
Yes, there are. You can pick from 26 holiday homes that allow pets in Shandaken. Some of our pet-friendly holiday homes have a backyard for your furry pal to run around in, special dog beds, complimentary treats and proximity to parks or green space. Apply the "Pets allowed" filter to find your pawfect pad on Stayz.
Can I rent a house with a pool in Shandaken?
Dig out your swimsuit and pool noodle, because there are two houses with a private pool in Shandaken. Settle in at one of these popular holiday homes and enjoy a pool day every day. Simply enter your travel dates into Stayz, then use the "pool" filter to find a place to make a splash!
What are popular home amenities in Shandaken?
When it comes to home amenities that people are searching for in Shandaken, a barbecue grill, mountain views and a chef are the most popular. With Stayz holiday homes, there are choices to match your taste and style, whether you're travelling with family members, friends or even pets.
Are there large group holiday homes in Shandaken?
With three properties that can sleep 10 or more guests in Shandaken, you won't have to limit the invite list. From family holidays to special events like Christmas and birthday parties, Stayz will help you find a large group home that fits the occasion.
Are there holiday homes in Shandaken that welcome kids?
Gather your whole family for a fun-filled adventure in Shandaken at one of our 26 family-friendly holiday homes. Many of these stays feature amenities that are ideal for trips with the little ones, like full kitchens, extra bedrooms and private pools. Just check the "Properties good for families" filter and choose your favourite option.
What are the top attractions for families in Shandaken?
You'll find loads of wonderful things to do and see with the family in Shandaken, including:
  • Belleayre Beach at Pine Hill Lake
  • Empire State Railway Museum
  • Catskill Mountains
Are there one-bedroom holiday homes in Shandaken?
Yes, Shandaken has three one-bedroom homes on offer. Often positioned in desirable areas because of their smaller size, a one-bedroom property is perfect if you're getting away with a buddy or your partner. And with home comforts such as wireless internet and more privacy than a standard hotel, you'll be able to kick back and relax while sightseeing around this terrific destination.
Can I find two-bedroom holiday homes in Shandaken?
Shandaken has eight two-bedroom holiday properties to choose from. Experience a holiday home with all the space and comfort you're looking for at a price that's hard to resist on Stayz.
Are there holiday homes with WiFi in Shandaken?
Whether you'd like to stay in touch with world events, reply to emails or surf social networks, there are 13 holiday homes with WiFi in Shandaken. Check the "WiFi" box when searching on Stayz and stay connected on your holiday.
How can I find holiday homes with air conditioning in Shandaken?
You'll have your pick of 16 Stayz holiday homes with air conditioning in Shandaken offering that cool, cool breeze and extra bit of comfort. Just enter your dates of travel and then use our handy filters to look for properties with air conditioning.
How old do you have to be to rent a holiday home in Shandaken?
Age restrictions can differ across properties on Stayz, so look at the rules of the holiday home in Shandaken you're interested in. But typically, it's 16, 18 or 21.
How long can I rent a holiday home in Shandaken for?
How long you can rent a holiday home in Shandaken is up to the property. Just enter your selected travel dates to display a list of options offering extended stays. With a range of amenities such as kitchens and air conditioning, as well as some offering weekly or monthly discounts, you're sure to find somewhere perfect to call your home away from home in Shandaken.

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