Shandaken Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Vacation Rentals in Shandaken

Our top choices for Shandaken vacation rentals

Catskills Cabin with Hot Tub near Hiking

8.4 out of 10, Very good, (25)
"We loved the rustic charm of the cabin. It was very clean inside. We did not used the hot tub, it was not flush to the deck, with no railing attached and was set back like half a foot, seemed like a slip and fall risk. The back door and basement door were unlocked when we were looking around the house, that made us a little uncomfortable. We did have a great time and really enjoyed the back deck with an amazing view of the night sky."
Catskills Cabin with Hot Tub near Hiking

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

9.8 out of 10, Exceptional, (97)
"Nice cabin in the woods. "
ELEGANT LOG CABIN.PRIVATE, QUIET. Great wi-fi, Clean. Heaven.

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (264)
"The property was beautiful! Definitely coming back!"
The price is CA $154
CA $173 total
includes taxes & fees
Sep 25 - Sep 26
Starlite Motel

Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.

9.8 out of 10, Exceptional, (80)
"Location is great; close to a lot of hiking opportunities and right in the middle of breathtaking scenery. The house was clean and provided excellent accomodations."
Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.

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

8.2 out of 10, Very good, (46)
"Perfect place to reconnect with natural world and yourself"
The price is CA $172
CA $223 total
includes taxes & fees
Sep 3 - Sep 4
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

A Spectacular 50 Mile View of the Hudson Valley in all seasons

9.8 out of 10, Exceptional, (92)
"Had an absolutely fantastic time. Beautiful property and the owners are incredibly kind and welcoming "
A Spectacular 50 Mile View of the Hudson Valley in all seasons

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

9.6 out of 10, Exceptional, (53)
"Great location, Great Hot Tub, Great Catskills Mountains "
The price is CA $172
CA $352 total
includes taxes & fees
Sep 1 - Sep 2
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

Jessie's Harvest House

10.0 out of 10, Exceptional, (1)
"For the location it is located it is a great place to stay. The rooms were clean and the beds and sheets were great. There is a restaurant on property so need to go far for something to eat. If I am ever in the area again I would definitely stay again. "
The price is CA $148
CA $263 total
includes taxes & fees
Sep 2 - Sep 3
Jessie's Harvest House

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.2 out of 10, Wonderful, (43)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is CA $247
CA $423 total
includes taxes & fees
Sep 7 - Sep 8
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (48)
"We stayed one night, and it was great! We met one of the owners too. He was very nice and helpful. The property was neat and clean. It has one bedroom, one loft bedroom area, and one pull out couch. We really enjoyed our stay!"
The price is CA $204
CA $330 total
includes taxes & fees
Sep 1 - Sep 2
Esopus Creek modern Tiny house Retreat!

PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals

8.4 out of 10, Very good, (61)
"The home was nice and cozy. The owner was soo nice and soo responsive. Great place fo rent. "
PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals

Tiny Cat Tiny House

10.0 out of 10, Exceptional, (3)
"An ideal place to forget about the city, perfect for a long weekend"
The price is CA $161
CA $331 total
includes taxes & fees
Sep 1 - Sep 2
Tiny Cat Tiny House

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (250)
"A beautiful quiet setting! "
The price is CA $205
CA $445 total
includes taxes & fees
Sep 2 - Sep 3
Streamside Cottage Half Mile to Town of Woodstock

New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill

10.0 out of 10, Exceptional, (18)
"Really enjoyed this place . Very clean , beautiful views, close to Woodstock town !"
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill

Sioux Tipi on Chloe's Lake

9.6 out of 10, Exceptional, (5)
"This was such a cool experience Id love to go back! "
The price is CA $151
CA $200 total
includes taxes & fees
Sep 7 - Sep 8
Sioux Tipi on Chloe's Lake

Stunning Catskills Cabin Getaway, facing BelleAyre

9.8 out of 10, Exceptional, (127)
"Great property for a ski trip to Belleayre. Close to the mountain. "
Stunning Catskills Cabin Getaway, facing BelleAyre

A world where time stands still, close to Belleayre Ski & Wedding venues.

9.6 out of 10, Exceptional, (21)
"We had the perfect weekend getaway—quiet, serene and comfy. The house was beautifully furnished and the outdoor space gave incredible views of the landscape. Highly recommend!"
The price is CA $216
CA $699 total
includes taxes & fees
Aug 31 - Sep 1
A world where time stands still, close to Belleayre Ski & Wedding venues.

1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

2.0 star property
9.0 out of 10, Wonderful, (20)
"Thank you so much for an amazing stay"
The price is CA $229
CA $486 total
includes taxes & fees
Sep 23 - Sep 24
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

9.6 out of 10, Exceptional, (48)
"The perfect family getaway"
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!

9.4 out of 10, Exceptional, (50)
"Comfortable stay with plenty of room and very close to Hunter Mountain for skiing. Views of the slopes from the hot tub were fantastic "
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Shandaken Hotel Reviews

Find out more about Shandaken

Find out more about Shandaken

Everything you need to know about Shandaken vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Shandaken vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Shandaken vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Shandaken vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Shandaken. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Shandaken vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Shandaken vacation rentals we have selected for you start as low as CA $148 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Shandaken rentals

At Expedia, we put the best Shandaken vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Shandaken rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Shandaken vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Shandaken. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a vacation rental in Shandaken?

Yes, there are vacation rentals close to the most popular sights in Shandaken, or you can select a more remote option if you'd like a relaxing place to stay. Shandaken is known for its spas and mountain views.

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

Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.: Visitors like this Shandaken vacation home rental. It is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Shandaken?

With 10 Expedia vacation rentals, you're sure 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 larger area, you’ll find Hunter Mountain and Belleayre Beach at Pine Hill Lake.

What’s a vacation rental in Shandaken like?

Vacation rentals are privately owned properties you can stay in for short or long periods in Shandaken. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for families.