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Cottage vacation rentals in Shandaken

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Top-rated cottage rentals in Shandaken

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Cottage in Phoenicia

4.91 out of 5 average rating, 577 reviews

Romantic Getaway in Lovingly Restored Esopus Cottage

This cottage is perfect for relaxation, working remotely and as a hub for experiencing the majestic Catskills. Featured in Curbed NY, a travel magazine, as “The Best Vacation Rentals in the Hudson Valley," the Esopus Cottage has over 1500 five-star reviews. (Inquire regarding 1-night stays from Sunday to Thursday at a special rate!) As Superhosts for 10+ years, we are committed to stellar customer service and making your vacation a memorable and restorative experience. License # 2023-STR-055P

May 31 – Jun 7

G$29,382 GYD per night

Cottage in Lanesville

4.94 out of 5 average rating, 165 reviews

Creekfront Cottage between Phoenicia & Hunter Mtn.

Built in the Summer of 1929, Stony Clove Cottage is nestled in the woods on a beautiful mountain stream, the Stony Clove Creek. It is a magical place suited for folks ready to turn their phones off. In 2021, wifi was added to this once landline-locked retreat so guests can remotely work or study in the woods. Bluetooth speakers are outside, and a turntable, with albums ranging from Rodgers & Hammerstein to Laura Nyro to Ralph Stanley, is available inside. And a wall of movies. And books....

Nov 14 – 21

G$31,898 GYD per night

Cottage in Accord

4.88 out of 5 average rating, 216 reviews

Sweet Cottage on a Farm Road

Simple, airy, studio cottage next to my house, featuring a woodstove & enormous bathroom with a clawfoot tub. Perfect for writers/solo-travelers seeking solitude & peace and couples wanting quality time together. The cottage is on a scenic country road, walking distance to 3 farms, including 2 great farm-to-table restaurants: Westwind Pizza/Apple Orchard, Arrowood Brewery, & Hollengold Farm. A stone's throw are Stonehill Barn and Inness. 15 min drive to the incomparable Minnewaska State Park.

May 11 – 18

G$16,541 GYD per night

Cottage in Phoenicia

4.9 out of 5 average rating, 149 reviews

Renovated Stream-side Home - Hike/Ski/Relax

Enjoy a stylish experience at this centrally-located home, combining mountain charm with modern amenities! It is located in Phoenicia, NY - right in the heart of the Catskill Mountains! This fully renovated one bedroom, one bath plus *open sleeping loft*, stream-side home is ready to be your perfect getaway! There is a brand new wooden deck out back that over looks a small stream and fire-pit area. Minutes from hiking and creek access! 13 min to Belleayre Mountain! 20 min to Hunter Mountain.

Aug 25 – Sep 1

G$58,481 GYD per night

Cottage in Phoenicia

4.97 out of 5 average rating, 157 reviews

Direct streamside with private stream access

The Eagle Cottage is a 2 bedroom right on the Esopus creek in Phoenicia, NY. The cottage is only 15 min. to the Ashokan reservoir and ski slopes, and 20 min. to Woodstock. Enjoy private access to the stream, just steps from the back porch. Into fishing? This spot has some of the best fishing holes on one of the best trout streams in NY. Take a beautiful hike nearby as well! Newly furnished, large wrap around deck with stream view, full kitchen, outdoor fireplace by stream and gril.

Nov 5 – 12

G$48,702 GYD per night

Cottage in Kerhonkson

4.94 out of 5 average rating, 257 reviews

Blue Haven in the Catskills

We built a studio-house on the foundation of an old summer cottage. We did not expand the footprint, but furnished it with select pieces and appliances and gave it contemporary finishes. We also added a screened porch, open deck and stone patio. The woodland and mountain views are lovely, while the location is convenient to Lake Minnewaska State Park and the Mohonk Preserve. Ulster County levies a 2% tax on overnight stays. Payment is made anytime between confirmation and arrival.

Jul 7 – 14

G$20,452 GYD per night

Cottage in Rosendale

4.99 out of 5 average rating, 123 reviews

Sweet Green Rosendale Cottage

Welcome to our cozy, modern 1 bedroom cottage. The house is clean and airy with vaulted ceilings in the main room and large windows looking out over the rock ledge and yard in back. Great for visitors to the area who want some peace and privacy but also the ability to walk to town, Trailways bus stop, and the rail trail. **We are committed to following meticulous cleaning and sanitizing protocols before and after each stay to maintain happy, healthy, sparkling living spaces.

Sep 20 – 27

G$25,854 GYD per night

Cottage in Halcott Center

4.97 out of 5 average rating, 263 reviews

Cozy Cottage with Stunning Mountain Views

Welcome to Solheim Cottage! Featuring gorgeous mountain views, less than two and a half hours from NYC, and ten minutes from Belleayre Ski Center, this cozy and private cottage is perfect for a romantic couples retreat, two couples, a small family, or a group of friends looking for a relaxing and quiet escape in the historic Catskills. The cottage is a short drive to Phoenicia, Woodstock, Andes, and Margaretville for shopping, dining, antiquing, skiing and exploring.

Dec 5 – 12

G$47,268 GYD per night

Cottage in Saugerties

4.93 out of 5 average rating, 217 reviews

Chic & Cozy Cottage 10 mins to Woodstock

Located on a bucolic country road on the border between Saugerties and Woodstock, this newly renovated 500 sq ft cottage is on a private acre filled with spaces to relax: screened in dining shed, fire pit, BBQ grill, a creek, forest & the magical sound of a hidden waterfall across the road. Just 10 min from Woodstock town square, 8 min to Levon Helm Studios, and 15 from Bearsville Theater, it's the perfect escape. (Pets welcome on a case by case basis. Please ask.)

Aug 1 – 8

G$19,864 GYD per night

Cottage in Kerhonkson

4.91 out of 5 average rating, 379 reviews

Home Alone Woods

Small and charming cottage in quiet and secluded place surrounded by woods and nature with the hiking trails half a mile away. There is easy access to Hunter Mountain, Minnewaska State Park, Shawangunks, and many hiking trails. This is a perfect getaway for nature and outdoor enthusiasts, bikers, hikers, climbers, and skiers or people who look for peace and tranquility in the woods.The kitchen is equipped with cooking essentials such as pots, pans, and utensils.

Jul 23 – 30

G$33,438 GYD per night

Cottage in Phoenicia

4.94 out of 5 average rating, 140 reviews

Phoenicia Getaway

Welcome to Phoenicia, the greatest little town in the Catskills. Our little home is nestled on a peaceful block among quaint fishing cottages. The Esopus Creek runs nearby and is home to some of the country's best fly fishing. The mountains, lakes and streams are breathtaking all year round, and the peace of nature is easy to find. We can't wait to be your home away from home, and share the wonder of the Catskills with you. License #2022-STR-007

Jul 12 – 19

G$31,913 GYD per night

Cottage in Phoenicia

4.94 out of 5 average rating, 225 reviews

Cozy Catskill Cottage on the Pantherkill

Cozy Cottage nestled in the Catskill Mountains minutes away from village of Phoenecia. This is a great secluded spot and easy to get to and conveniently located near great restaurants, skiing, hiking, tubing, fishing, swimming holes, Village of Woodstock. This small cottage feels bigger than it is while remaining cozy and intimate. Great getaway spot for couples or a solo retreat into the beautiful Catskill Mountains. License #2022-STR-AO-084

Jun 15 – 22

G$38,490 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Shandaken cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Cottage in Woodstock

4.9 out of 5 average rating, 376 reviews

Famous Architect - Streamside Cottage w/ hot tub

Oct 2 – 9

G$39,022 GYD per night

Cottage in Kerhonkson

4.84 out of 5 average rating, 141 reviews

Gunks Cottage|Fire Pit|Pool|Near Minnewaska Park

Dec 9 – 16

G$54,978 GYD per night

Cottage in West Hurley

4.94 out of 5 average rating, 251 reviews

Woodstock Carriage House HotTub FirePit Pool

Oct 3 – 10

G$48,738 GYD per night

Cottage in Denver

4.96 out of 5 average rating, 110 reviews

Country Cottage w/ HOT TUB & Views

Jul 8 – 15

G$105,452 GYD per night

Cottage in Glen Spey

4.87 out of 5 average rating, 158 reviews

Charming cottage with Hot Tub -PET FRIENDLY

Apr 14 – 21

G$28,599 GYD per night

Cottage in Mongaup Valley

4.98 out of 5 average rating, 159 reviews

Hot Tub, Playground, 3 Acres, and Much More!

Sep 29 – Oct 6

G$54,059 GYD per night

Cottage in Red Hook

4.92 out of 5 average rating, 324 reviews

Goose Landing Cottage by the lake with NEW Hot Tub

Mar 25 – Apr 1

G$49,335 GYD per night

Cottage in Monticello

4.98 out of 5 average rating, 108 reviews

Rustic Chic hidden Gem in the southern Catskills.

Oct 7 – 14

G$92,872 GYD per night

Pet-friendly cottage rentals

Cottage in Tannersville

4.9 out of 5 average rating, 207 reviews

Spruce House on Gooseberry Creek

Sep 12 – 19

G$30,248 GYD per night

Cottage in Catskill

4.96 out of 5 average rating, 231 reviews

1930's Cottage unique charm near skiing

Sep 18 – 25

G$20,573 GYD per night

Cottage in West Kill

4.97 out of 5 average rating, 255 reviews

Catskills Mountain Creek Cottage

Oct 24 – 31

G$44,479 GYD per night

Cottage in Olivebridge

4.91 out of 5 average rating, 116 reviews

Highpoint House: historic farmhouse on four acres

Feb 2 – 9

G$57,872 GYD per night

Cottage in Narrowsburg

4.99 out of 5 average rating, 144 reviews

Cozy Cottage in Popular Narrowsburg

May 28 – Jun 4

G$28,346 GYD per night

Cottage in Kerhonkson

4.86 out of 5 average rating, 159 reviews

Kerhonkson cottage in the woods with stream

May 30 – Jun 6

G$39,957 GYD per night

Cottage in Livingston Manor

4.99 out of 5 average rating, 104 reviews

Cozy mountain top home - views, 5acres & a gym.

Dec 11 – 18

G$49,045 GYD per night

Cottage in High Falls

4.99 out of 5 average rating, 407 reviews

Sun Cottage- "A view with a room(s)."

Jul 20 – 27

G$70,809 GYD per night

Private cottage rentals

Cottage in Parksville

4.97 out of 5 average rating, 240 reviews

Rolling River Guest House ~ Cozy & Fun

Sep 17 – 24

G$23,942 GYD per night

Cottage in Highland

4.91 out of 5 average rating, 537 reviews

Little Yellow Cottage New Paltz - Kitchen wash/dry

Sep 15 – 22

G$32,613 GYD per night

Cottage in Woodstock

4.99 out of 5 average rating, 277 reviews

Grapevine Cottage

Apr 19 – 26

G$50,278 GYD per night

Cottage in Elka Park

4.98 out of 5 average rating, 216 reviews

Cozy Mountaintop Cottage for a Catskills Escape

Oct 7 – 14

G$36,130 GYD per night

Cottage in Saugerties

4.97 out of 5 average rating, 128 reviews

Cozy Cottage, just off exit 20, 1/2 hr to Hunter

Nov 15 – 22

G$30,813 GYD per night

Cottage in Palenville

4.94 out of 5 average rating, 133 reviews

Creekside Cottage

Aug 29 – Sep 5

G$22,235 GYD per night

Cottage in Kinderhook

4.98 out of 5 average rating, 173 reviews

The Cottage on Sylvester Street

Jun 10 – 17

G$29,856 GYD per night

Cottage in Saugerties

4.93 out of 5 average rating, 217 reviews

New:Cozy Barn-Style Retreat Minutes From Woodstock

Oct 18 – 25

G$65,313 GYD per night

Quick stats about cottage rentals in Shandaken

Total rentals
50 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
5.5K reviews
Nightly prices starting at
G$10,454 GYD before taxes and fees

Destinations to explore