Guesthouse vacation rentals in Shandaken
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Shandaken
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Shandaken guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Ulster Park
4.85 out of 5 average rating, 457 reviewsHudson Valley Hideaway
Oct 28 – Nov 4
Guesthouse in Long Eddy
4.97 out of 5 average rating, 136 reviewsThe Grange
Sep 12 – 19
Guesthouse in Tivoli
4.94 out of 5 average rating, 210 reviewsLight-filled guest cottage
Jul 18 – 25
Guesthouse in Olivebridge
4.92 out of 5 average rating, 262 reviewsCozy Mountain Cottage With Saltwater Pool
Mar 8 – 15
Guesthouse in Mongaup Valley
4.99 out of 5 average rating, 362 reviewsGood Vibes Studio in the Woods
Sep 6 – 13
Guesthouse in Woodstock
5.0 out of 5 average rating, 300 reviewsSteps toTown/Bus Pet Ok/No Extra Fees! &Five Star
Apr 1 – 8
Guesthouse in Saugerties
4.83 out of 5 average rating, 121 reviewsPrivate Guesthouse in Saugerties
May 8 – 15
Guesthouse in New Paltz
4.99 out of 5 average rating, 387 reviewsRidge View Walk-Up | Your GUNKS Home
Jun 17 – 24
Guest house rentals with a patio
Guesthouse in Gardiner
4.99 out of 5 average rating, 136 reviewsRed Barn Retreat - Shawangunk Mountains Getaway
May 29 – Jun 5
Guesthouse in Montgomery
4.93 out of 5 average rating, 119 reviewsLuxury mins from angry orchard and city winery
Sep 24 – Oct 1
Guesthouse in Kerhonkson
4.94 out of 5 average rating, 53 reviewsCozy Catskills Cottage
Jul 22 – 29
Guesthouse in Delhi
4.96 out of 5 average rating, 99 reviewsCatskills Peakes Brook Cabin-Creek, Pond & Privacy
Aug 7 – 14
Guesthouse in High Falls
5.0 out of 5 average rating, 13 reviewsModern and warm guesthouse
Jul 10 – 17
Guesthouse in Kingston
5.0 out of 5 average rating, 87 reviewsChic, Private Cabin with Stunning River Views
Jul 31 – Aug 7
Guesthouse in Callicoon
5.0 out of 5 average rating, 35 reviewsR52Creekside one bedroom cottage
Oct 10 – 17
Guesthouse in Saugerties
5.0 out of 5 average rating, 27 reviewsLittle Bliss Pond House
Sep 21 – 28
Guest house rentals with a washer and dryer
Guesthouse in Stanfordville
4.92 out of 5 average rating, 164 reviewsEco Cottage in the Woods
Sep 1 – 8
Guesthouse in Elka Park
5.0 out of 5 average rating, 132 reviewsCarriage House in the heart of Platte Clove.
Feb 20 – 27
Guesthouse in Maplecrest
5.0 out of 5 average rating, 120 reviewsCatskill Mt Artist Cabin Spring Hiking Star gazing
Jun 9 – 16
Guesthouse in Olive
5.0 out of 5 average rating, 55 reviewsThe Lily Cottage Guesthouse
Oct 31 – Nov 7
Guesthouse in Parksville
4.88 out of 5 average rating, 16 reviewsWonderful getaway place in the Catskills!
Jun 27 – Jul 4
Guesthouse in Dover Plains
4.88 out of 5 average rating, 85 reviewsSpilt Milk Cottage - Hudson Valley, NY
Sep 19 – 26
Guesthouse in Marlboro
4.86 out of 5 average rating, 22 reviewsCharming 1850's Guest House in Nature
Mar 11 – 18
Guesthouse in Slingerlands
4.98 out of 5 average rating, 42 reviewsFarm Guesthouse with Woods, Ponds, and Rail Trail
Sep 11 – 18
Quick stats about guesthouse rentals in Shandaken
Total rentals
30 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
20 properties allow pets
Total number of reviews
1.4K reviews
Nightly prices starting at
ﺩ.ﺇ184 before taxes and fees
Destinations to explore
- New City Vacation rentals
- Newark Vacation rentals
- Pocono Mountains Vacation rentals
- Hoboken Vacation rentals
- Washington Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- Mississauga Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Guesthouse rentals New York
- House rentals New York
- Guesthouse rentals United States
- House rentals United States
- House rentals Manhattan
- Guesthouse rentals Manhattan
- House rentals Brooklyn
- Guesthouse rentals Brooklyn
- House rentals New York
- Guesthouse rentals New York
- Rentals with a fire pit Shandaken
- Rentals with a hot tub Shandaken
- Bed and breakfasts Shandaken
- Kid-friendly rentals Shandaken
- Rentals with breakfast Shandaken
- Monthly Rentals Shandaken
- Family-friendly rentals Shandaken
- Fitness-friendly rentals Shandaken
- Waterfront rentals Shandaken
- Cottage rentals Shandaken
- Cabin rentals Shandaken
- House rentals Shandaken
- Rentals with an EV charger Shandaken
- Rentals with a patio Shandaken
- Rentals with outdoor seating Shandaken
- Apartment rentals Shandaken
- Rentals with a washer and dryer Shandaken
- Rentals with beach access Shandaken
- Pet-friendly rentals Shandaken
- Rentals with a fireplace Shandaken
- Rentals with pools Shandaken
- Boutique hotel rentals Shandaken
- Rentals with lake access Shandaken
- Guesthouse rentals Ulster County
- House rentals Ulster County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom