Guesthouse vacation rentals in Shandaken
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouses in Shandaken
Guests agree: these guesthouses 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 guesthouses
Family-friendly guesthouses
Guesthouse in Tivoli
4.94 out of 5 average rating, 234 reviewsLight-filled guest cottage
Guesthouse in Saugerties
4.85 out of 5 average rating, 133 reviewsPrivate Guesthouse in Saugerties
Guesthouse in Olivebridge
4.92 out of 5 average rating, 266 reviewsSweet Fern Cottage With Heated Saltwater Pool
Guesthouse in Jeffersonville
4.77 out of 5 average rating, 252 reviewsSweeping Mountain View From Catskills Farm Retreat
Guesthouse in Mongaup Valley
4.99 out of 5 average rating, 388 reviewsGood Vibes Studio in the Woods
Guesthouse in Mountain Dale
4.96 out of 5 average rating, 53 reviewsWillow House Cottage
Guesthouse in Red Hook
4.88 out of 5 average rating, 112 reviewsCharming country cottage near Rhinebeck
Guesthouse in Windham, Hensonville
4.77 out of 5 average rating, 381 reviewsWindham NY 2 Bedroom Cozy Getaway
Guesthouses with a patio
Guesthouse in Kerhonkson
5 out of 5 average rating, 23 reviewsCozy Guesthouse & Healing Vibes
Guesthouse in Windham
4.99 out of 5 average rating, 130 reviewsAlpine Chalet on Spectacular Property
Guesthouse in High Falls
5 out of 5 average rating, 27 reviewsModern and warm guesthouse
Guesthouse in Callicoon
5 out of 5 average rating, 59 reviewsR52Creekside one bedroom cottage
Guesthouse in Accord
4.91 out of 5 average rating, 104 reviewsTiny Horse Barn
Guesthouse in Kingston
5 out of 5 average rating, 27 reviewsCozy Guest Cottage, Kingston, NY
Guesthouse in Smallwood
5 out of 5 average rating, 18 reviewsCharming Brook Side Retreat by The Forest Reserve
Guesthouse in High Falls
4.9 out of 5 average rating, 21 reviewsClove Casita on Mohonk Preserve
Guesthouse rentals with a washer and dryer
Guesthouse in Roxbury
5 out of 5 average rating, 5 reviewsSunFlower Suite at WoodPecker Hollow
Guesthouse in Saugerties
4.9 out of 5 average rating, 48 reviewsHits | Catskills Views | Pet Friendly | Studio
Guesthouse in Kerhonkson
4.98 out of 5 average rating, 54 reviewsKerhamptons Hideaway in Heart of Hudson Valley
Guesthouse in Accord
5 out of 5 average rating, 19 reviewsGame House in Historic Accord
Guesthouse in Gardiner
4.99 out of 5 average rating, 156 reviewsRed Barn Retreat - Shawangunk Mountains Getaway
Guesthouse in Olive
4.99 out of 5 average rating, 84 reviewsThe Lily Cottage Guesthouse
Guesthouse in East Meredith
4.98 out of 5 average rating, 129 reviewsLily Pad by the Ponds
Guesthouse in Windham
4.97 out of 5 average rating, 98 reviewsLittle Bear’s Cottage Great location, cozy & cute
Quick stats about guesthouse rentals in Shandaken
Total rentals
30 properties
Nightly prices starting at
$69 CAD before taxes and fees
Total number of reviews
1.3K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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