Guesthouse holiday rentals in Shandaken
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Top-rated Guesthouses in Shandaken
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Shandaken guesthouses
Family-Friendly guesthouses
Guesthouse in Ulster Park
4.85 out of 5 average rating, 457 reviewsHudson Valley Hideaway
8–15 Mar
Guesthouse in Olivebridge
4.92 out of 5 average rating, 262 reviewsCozy Mountain Cottage With Saltwater Pool
22–29 Nov
Guesthouse in Long Eddy
4.97 out of 5 average rating, 136 reviewsThe Grange
12–19 Sep
Guesthouse in Woodstock
5.0 out of 5 average rating, 301 reviewsSteps toTown/Bus Pet Ok/No Extra Fees! &Five Star
28 Mar – 4 Apr
Guesthouse in Saugerties
4.83 out of 5 average rating, 121 reviewsPrivate Guesthouse in Saugerties
4–11 Dec
Guesthouse in Mongaup Valley
4.99 out of 5 average rating, 362 reviewsGood Vibes Studio in the Woods
28 Jul – 4 Aug
Guesthouse in Tivoli
4.94 out of 5 average rating, 211 reviewsLight-filled guest cottage
20–27 Jul
Guesthouse in New Paltz
4.99 out of 5 average rating, 387 reviewsRidge View Walk-Up | Your GUNKS Home
11–18 Jun
Guesthouses with a patio
Guesthouse in Gardiner
4.99 out of 5 average rating, 137 reviewsRed Barn Retreat - Shawangunk Mountains Getaway
12–19 Jun
Guesthouse in Montgomery
4.93 out of 5 average rating, 119 reviewsLuxury mins from angry orchard and city winery
24 Sep – 1 Oct
Guesthouse in Kerhonkson
4.94 out of 5 average rating, 54 reviewsCozy Catskills Cottage
14–21 Oct
Guesthouse in Delhi
4.96 out of 5 average rating, 99 reviewsCatskills Peakes Brook Cabin-Creek, Pond & Privacy
27 Nov – 4 Dec
Guesthouse in High Falls
5.0 out of 5 average rating, 14 reviewsModern and warm guesthouse
16–23 Jul
Guesthouse in Parksville
4.88 out of 5 average rating, 16 reviewsWonderful getaway place in the Catskills!
15–22 Jul
Guesthouse in Kingston
5.0 out of 5 average rating, 87 reviewsChic, Private Cabin with Stunning River Views
8–15 Sep
Guesthouse in Accord
4.92 out of 5 average rating, 78 reviewsTiny Horse Barn
9–16 Oct
Guest house rentals with a washing machine and dryer
Guesthouse in Stanfordville
4.92 out of 5 average rating, 164 reviewsEco Cottage in the Woods
1–8 Apr
Guesthouse in Elka Park
5.0 out of 5 average rating, 132 reviewsCarriage House in the heart of Platte Clove.
2–9 Jan
Guesthouse in Maplecrest
5.0 out of 5 average rating, 120 reviewsCatskill Mt Artist Cabin Spring Hiking Star gazing
5–12 May
Guesthouse in Olive
5.0 out of 5 average rating, 56 reviewsThe Lily Cottage Guesthouse
4–11 Dec
Guesthouse in Saugerties
4.93 out of 5 average rating, 27 reviewsCatskill Views | Pet Friendly | Caraway Studio
24 Apr – 1 May
Guesthouse in Windham
4.97 out of 5 average rating, 88 reviewsLittle Bear’s Cottage Great location, cozy&cute
9–16 May
Guesthouse in Hudson
5.0 out of 5 average rating, 26 reviewsHudson Countryside Guest Cottage w/Amazing Views
6–13 Mar
Guesthouse in Highland
4.98 out of 5 average rating, 46 reviewsMagical Charming 1850s Barn on Idyllic Former Farm
1–8 Jul
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
$84 NZD before taxes and fees
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