Shandaken Holiday Rentals

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Check prices for these dates

Tonight
16 Jul - 17 Jul
Tomorrow
17 Jul - 18 Jul
This weekend
18 Jul - 20 Jul
Next weekend
25 Jul - 27 Jul

Holiday Rentals in Shandaken

Brand New House w gated backyard that is located right at the Saugerties Village
Relax in this inviting living area with a high ceiling, leather sofa, and patterned rug.

Brand New House w gated backyard that is located right at the Saugerties Village

10.0 out of 10, Exceptional, (34)
"Newly remodeled and in a nice quiet neighborhood next to a store. Walking distance to downtown shops and restaurants."
The price is NZ$855
includes taxes & fees
30 July - 31 July
Brand New House w gated backyard that is located right at the Saugerties Village
Vintage charm with modern conveniences on the water in Saugerties, NY!
Relax in this spacious living area with a high ceiling and large windows, featuring a dining table and comfortable sofa.

Vintage charm with modern conveniences on the water in Saugerties, NY!

9.6 out of 10, Exceptional, (5)
"We were only here for a few days but we really enjoyed our stay. Gorgeous water views out the back window wall, cozy furnishings, stocked kitchen, everything as advertised"
Vintage charm with modern conveniences on the water in Saugerties, NY!
Private Waterfront Getaway – Hot Tub, Sauna, Arcade, Kayaks, Outdoor Ping Pong!
Relax in the hot tub on the deck overlooking the water.

Private Waterfront Getaway – Hot Tub, Sauna, Arcade, Kayaks, Outdoor Ping Pong!

2.0 star property
10.0 out of 10, Exceptional, (3)
"The house was amazing. Ever detail was thought of. Hope to come back soon with our kids."
The price is NZ$1,401
includes taxes & fees
23 July - 24 July
Private Waterfront Getaway – Hot Tub, Sauna, Arcade, Kayaks, Outdoor Ping Pong!
Gambrel Cottage
1 bedroom, WiFi, bed sheets

Gambrel Cottage

The price is NZ$1,099
includes taxes & fees
28 July - 29 July
Gambrel Cottage
Tao Estate in Catskills : Close to Hiking & Nature & Pet Friendly
Enjoy a warm and inviting space with a dining table for two, a framed calligraphy piece, and a potted plant.

Tao Estate in Catskills : Close to Hiking & Nature & Pet Friendly

10.0 out of 10, Exceptional, (2)
"Lovely short weekend in the countryside. Calm zen retreat surrounded by nature and animals."
The price is NZ$1,113
includes taxes & fees
25 July - 26 July
Tao Estate in Catskills : Close to Hiking & Nature & Pet Friendly
Sioux Tipi on Chloe's Lake
Escape to a secluded cabin nestled in a forest, surrounded by tall trees and a natural backdrop.

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 NZ$245
includes taxes & fees
27 July - 28 July
Sioux Tipi on Chloe's Lake
Esopus Creek modern Tiny house Retreat!
Enjoy a romantic dinner for two on this deck with a beautiful floral arrangement and a bottle of wine.

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (39)
"Had a fantastic stay for a quick overnight trip to ski."
The price is NZ$398
includes taxes & fees
21 July - 22 July
Esopus Creek modern Tiny house Retreat!
The Perfect getaway in the Catskills w/ hot tub, sauna and massage chairs!
Relax in the serene outdoor seating area with a fire pit and Adirondack chairs.

The Perfect getaway in the Catskills w/ hot tub, sauna and massage chairs!

10.0 out of 10, Exceptional, (8)
"Beautiful place"
The price is NZ$1,475
includes taxes & fees
20 July - 21 July
The Perfect getaway in the Catskills w/ hot tub, sauna and massage chairs!
NEW: Gorgeous Home w/ Dream Patio and AC
Relax in a serene outdoor space surrounded by lush greenery, featuring a stone fireplace and comfortable seating.

NEW: Gorgeous Home w/ Dream Patio and AC

10.0 out of 10, Exceptional, (2)
"We had a terrific stay in the Kingston/Stone Ridge area over a long fall weekend. The house exceeded our expectations and we all appreciated the great house layout and outdoor spaces. The house had everything we needed for our family and dogs and was in a great location within quick drive to the many small towns, rail trails, dining and open space/hiking trails in the area. Already looking forward to our next stay."
The price is NZ$2,822
includes taxes & fees
3 Aug - 4 Aug
NEW: Gorgeous Home w/ Dream Patio and AC
100ft of Forest Light - Modern Catskills Escape
House, 3 Bedrooms, Accessible, Patio | Terrace/patio

100ft of Forest Light - Modern Catskills Escape

2.0 star property
The price is NZ$879
includes taxes & fees
22 July - 23 July
100ft of Forest Light - Modern Catskills Escape
Connect with mother nature and nurture your mind, body and soul!!
Relax in a serene outdoor setting with a fire pit surrounded by Adirondack chairs.

Connect with mother nature and nurture your mind, body and soul!!

10.0 out of 10, Exceptional, (2)
"Great getaway for our family visiting the area for a Hunter Mountain ski trip. House was perfect for a party of 10. The mountain was about 30 min away which we didn’t mind the drive to start our day. Loved the indoor sauna and massage chairs! And a great kitchen for entertaining and staying in. "
The price is NZ$1,658
includes taxes & fees
20 July - 21 July
Connect with mother nature and nurture your mind, body and soul!!
Fall Foliage Getaway!
Escape to a serene forest retreat with a cabin-style hotel surrounded by vibrant foliage and a deck for taking in the views.

Fall Foliage Getaway!

10.0 out of 10, Exceptional, (11)
"A wonderful home on a great setting."
Fall Foliage Getaway!
Woodstock Historic Artist Estate - The Carriage House
Enjoy cooking in this kitchen with a stainless steel oven, modern sink, and wooden countertop.

Woodstock Historic Artist Estate - The Carriage House

9.8 out of 10, Exceptional, (41)
"We absolutely love this place! Comfortable and great location! It’s our second time staying there and can’t wait to go back!"
Woodstock Historic Artist Estate - The Carriage House
Woodstock Historic Artist Estate - The Museum House
Relax by the serene pool surrounded by lush greenery and tall trees, with a shaded gazebo nearby.

Woodstock Historic Artist Estate - The Museum House

10.0 out of 10, Exceptional, (6)
"We had a short stay but absolutely loved the house. Perfect location, lots of space, and the hosts were great. Would stay again, highly recommend!"
The price is NZ$2,396
includes taxes & fees
20 July - 21 July
Woodstock Historic Artist Estate - The Museum House
Woodstock historic artist estate - The Pond House
Situated lakeside, this two-story building features a stone chimney and offers a serene atmosphere.

Woodstock historic artist estate - The Pond House

10.0 out of 10, Exceptional, (10)
"Beautiful and relaxing home, very open. It’s like being outside, inside. Lots of nature to explore on the property too. "
The price is NZ$1,667
includes taxes & fees
26 July - 27 July
Woodstock historic artist estate - The Pond House
Secluded House w/ Hot Tub, FP & Fenced Garden
Enjoy cooking in this well-lit kitchen with a central island and ample counter space.

Secluded House w/ Hot Tub, FP & Fenced Garden

Secluded House w/ Hot Tub, FP & Fenced Garden
Riverfront Estate w/ Swimming Pond & Hiking Trails
Enjoy a home with a main house and attached structure, featuring a balcony with outdoor seating and a well-manicured lawn.

Riverfront Estate w/ Swimming Pond & Hiking Trails

10.0 out of 10, Exceptional, (3)
"A spectacular property with wonderfully comfortable accommodations. Both the main house and the guest house are cheery, well-maintained, and roomy even for a large crowd, with numerous indoor and outdoor spaces to allow people to spread out and come together as desired. There is plenty of on- property and nearby hiking and nature walks, and the views from the house alone are worth the trip."
The price is NZ$3,736
includes taxes & fees
31 July - 1 Aug
Riverfront Estate w/ Swimming Pond & Hiking Trails
NEW: Secluded Comfort and Style in Stone Ridge.
Relax on the outdoor deck surrounded by a lush forest, featuring a sofa and lounge chairs.

NEW: Secluded Comfort and Style in Stone Ridge.

The price is NZ$1,508
includes taxes & fees
6 Aug - 7 Aug
NEW: Secluded Comfort and Style in Stone Ridge.
Jessie's Harvest House
Outdoor dining

Jessie's Harvest House

The price is NZ$322
includes taxes & fees
20 July - 21 July
Jessie's Harvest House
Jessie's Harvest House
Outdoor dining

Jessie's Harvest House

The price is NZ$318
includes taxes & fees
30 July - 31 July
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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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!: This holiday home rental outside of Shandaken is located on a river, and offers a BBQ, air conditioning and a Smart TV to help you feel perfectly comfortable 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 10 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 Hunter Mountain and Belleayre Beach at Pine Hill Lake.

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.