Tannersville valley viewed from the top of Hunter peak, in the Catskill mountains, Upstate New York

Shandaken Holiday Rentals

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Shandaken holiday rentals

Exterior

MoonBeam - Meditation retreat

MoonBeam - Meditation retreat
Big Indian
The price is HK$2,108
HK$3,047 total
includes taxes & fees
24 Jun - 25 Jun
MoonBeam - Meditation retreat
Living area

Suites on Main

Suites on Main
3.0 star property
Margaretville
7.2 out of 10, Good, (80 reviews)
"Great room, good amenities, very nice area. My friends and I had a great time staying here for our skiing trip and plan on renting again next year."
United States
Taylor
The price is HK$683
HK$1,049 total
includes taxes & fees
14 Jun - 15 Jun
Suites on Main
Exterior

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Windham
9.2 out of 10, Wonderful, (45 reviews)
"Perfect stay cozy and convenient "
United States
Ahmad O.
The price is HK$666
HK$1,143 total
includes taxes & fees
15 Jun - 16 Jun
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Private kitchen

Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (305 reviews)
"Just what me and my two boys needed for our short ski weekend. Very efficient little apartment with well equipped kitchen. So close to Belleayre and very nice welcome from the host."
United States
Peter
The price is HK$980
HK$1,097 total
includes taxes & fees
17 Jun - 18 Jun
Starlite Motel
Bar (on property)

Jessie's Harvest House Suite

Jessie's Harvest House Suite
Tannersville
9.8 out of 10, Exceptional, (7 reviews)
"Perfect, clean space for a quick overnight. Very close proximity to all that the area has to offer."
United States
Matthew M.
The price is HK$737
HK$1,357 total
includes taxes & fees
14 Jun - 15 Jun
Jessie's Harvest House Suite
Property grounds

Cozy Downtown Hunter Mountain Getaway

Cozy Downtown Hunter Mountain Getaway
Lanesville
The price is HK$776
HK$1,532 total
includes taxes & fees
14 Jun - 15 Jun
Cozy Downtown Hunter Mountain Getaway
Private kitchen

Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
10.0 out of 10, Exceptional, (1 review)
"Oh, I gave this property excellent scores for all the questions but I am reminded now by the suggestions for what to write about about the fact that it listed an Ocean view, which is obviously a mistake. It’s nowhere near the ocean. There’s no ocean view. It is in the woods it’s secluded.I actually took a very little walk in the middle of the night in the dark using my cell phone flashlight and got kind of lost for a while, but managed to find my way back. That was quite an interesting...
United States
Michael H.
The price is HK$893
HK$1,352 total
includes taxes & fees
15 Jun - 16 Jun
Woods Cabin-Kingston/Woodstock, NY.
Dining

Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat
Gilboa
9.6 out of 10, Exceptional, (7 reviews)
"Great place to get away. "
United States
Joshua
The price is HK$925
HK$2,203 total
includes taxes & fees
14 Jun - 15 Jun
Cozy Cabin-Catskills secluded Mountain retreat
Property grounds

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing

"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Phoenicia
The price is HK$1,128
HK$2,256 total
includes taxes & fees
16 Jun - 17 Jun
"Rocky Bottom" Cabin • Creekside • Fire Pit • BBQ • Fishing
Smart TV, video games, offices

Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access
Saugerties
9.8 out of 10, Exceptional, (18 reviews)
"The home was extremely clean and nicely appointed. Beds were very comfortable and kitchen was nicely equipped."
United States
Nancy B.
The price is HK$723
HK$2,238 total
includes taxes & fees
16 Jun - 17 Jun
Peaceful Cabin w/ Fire Pit & Creek Access
Smart TV, books

Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi

Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi
Woodstock
9.8 out of 10, Exceptional, (13 reviews)
"We loved the location right in town , excellent! Great shops, bars and restaurants within a short walking distance. We loved the room too. About the only improvement I can think of is if you upgraded the couch to a full size one. We will book again the next time we go to Woodstock. "
United States
Scott M.
The price is HK$869
HK$2,317 total
includes taxes & fees
16 Jun - 17 Jun
Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi
Bar (on property)

Jessie's Harvest House

Jessie's Harvest House
Tannersville
The price is HK$925
HK$1,577 total
includes taxes & fees
14 Jun - 15 Jun
Jessie's Harvest House
Exterior

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Saugerties
8.0 out of 10, Very good, (47 reviews)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
The price is HK$980
HK$1,273 total
includes taxes & fees
24 Jun - 25 Jun
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
TV, fireplace

Cozy Mountain Dome Escape in the Catskills

Cozy Mountain Dome Escape in the Catskills
Gilboa
10.0 out of 10, Exceptional, (3 reviews)
"Campground very clean and family friendly. Restrooms a very clean, water pressure for showers is decent water pressure but also depends upon how many people are actively at the campground using water right then. Was perfect for a nice little getaway. Strongly advice!!"
United States
Katrina Z.
The price is HK$987
HK$1,589 total
includes taxes & fees
12 Jun - 13 Jun
Cozy Mountain Dome Escape in the Catskills
Exterior

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

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham
9.0 out of 10, Wonderful, (59 reviews)
"Good size space in a great location. Would definitely stay here again "
United States
Michael C.
The price is HK$1,019
HK$1,693 total
includes taxes & fees
14 Jun - 15 Jun
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Interior

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Catskill
9.6 out of 10, Exceptional, (16 reviews)
"Host was super welcoming - the pace was gorgeous and had everything we could possibly need! Fabulous stay overall"
United States
Athena P.
The price is HK$1,050
HK$2,429 total
includes taxes & fees
30 Jun - 1 Jul
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Property grounds

Cold Spring Lodge - Cabin 2

Cold Spring Lodge - Cabin 2
Big Indian
9.6 out of 10, Exceptional, (4 reviews)
"We had a nice relaxing stay"
United States
Michael
The price is HK$862
HK$1,720 total
includes taxes & fees
15 Jun - 16 Jun
Cold Spring Lodge - Cabin 2
Exterior

Tiny Cat Tiny House

Tiny Cat Tiny House
Grahamsville
9.8 out of 10, Exceptional, (8 reviews)
"Great location to get some peace and quiet. Beautiful foliage and tons of wildlife in the area. This was our first time staying in a tiny home, and the place had everything we needed to cook, clean, and relax while exploring the area."
United States
Jacob L.
The price is HK$1,034
HK$1,992 total
includes taxes & fees
16 Jun - 17 Jun
Tiny Cat Tiny House
Exterior

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Hunter
9.0 out of 10, Wonderful, (22 reviews)
"Everything was fantastic.We would recommend the place to everyone."
United States
Mary C.
The price is HK$980
HK$1,684 total
includes taxes & fees
14 Jun - 15 Jun
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Bar (on property)

Jessie's Harvest House

Jessie's Harvest House
Tannersville
The price is HK$925
HK$1,577 total
includes taxes & fees
14 Jun - 15 Jun
Jessie's Harvest House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Shandaken Hotel Reviews

Woodstock Way Hotel

Woodstock Way Hotel

10/10 Excellent
"It's all great, as far as i'm concerned, but one has to know in advance what sort of place it is. It's a mosaic of rustic on the outside, elegant/modern on the inside, quadruplexes, with classic LPs and a turntable in the room. There's no restaurant, fitniess room, etc.. (which their website makes clear.) i loved it, It's in the heart of the village. You'll want to walk to everything, which I enjoyed. When I was there, I couldn't find a place for breakfast the Wednesday morning I left; everything was closed (the second week of June). But as i said, the website is accurate and I enjoyed my stay very much. I was there just one night, on a wander through the Hudson Valley and Catskills."
George 1-night trip
Posted 13 hours ago
Woodstock Way Hotel

Find out more about Shandaken

Search for holiday rentals in Shandaken on Expedia! You can easily find your home rentals, villas, holiday apartments in Shandaken using one of the methods below:

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Frequently asked questions

Can I find a holiday rental in Shandaken?

Yes, there are holiday rentals close to the most popular sights in Shandaken, or you can select a more secluded option if you're looking for a relaxing stay. Shandaken is known for its spas and mountain views.

What are some of the best holiday rentals that Shandaken has to offer?

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!: This holiday home rental outside of Shandaken is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals are there in Shandaken?

With 12 Expedia holiday rentals, you're guaranteed to find just the right place for your Shandaken stay.

What’s there to see and do in Shandaken?

Catskill Mountains and Esopus Creek are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Belleayre Beach and Catskill State Park.

What’s a holiday rental in Shandaken like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Shandaken. Holiday rentals feature extras such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for family trips.