Holiday rentals with a pool in Shandaken
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Shandaken
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Shandaken rentals with a pool
House rentals with a pool
Home in Downsville
4.97 out of 5 average rating, 110 reviewsTrout fishing on the Delaware
6 – 13 Jan
Home in Prattsville
4.91 out of 5 average rating, 125 reviewsLuxury Retreat in Lexington
14 – 21 Nov
Home in New Paltz
4.98 out of 5 average rating, 436 reviewsmidcentury modern in ground pool walk 2 trail/town
14 – 21 July
Home in woodstock
4.86 out of 5 average rating, 486 reviewsCABIN WITH HOT TUB OUTDOOR FIREPLACE PIZZA OVEN
8 – 15 Nov
Home in Saugerties
5.0 out of 5 average rating, 132 reviewsUpstate Modern Scandinavian Barn in the Catskills
13 – 20 Jan
Home in Woodstock
4.91 out of 5 average rating, 210 reviewsJapanese Teahouse & Onsen, outside shower, tennis
29 Dec – 5 Jan
Home in Saugerties
4.96 out of 5 average rating, 150 reviewsLux 1800's renovated farmhouse w/hot tub+pool
19 – 26 Oct
Home in Cottekill
4.95 out of 5 average rating, 242 reviewsPeace & Privacy - High Falls (hot tub & salt pool)
18 – 25 Oct
Condo rentals with a pool
Condo in Windham
4.74 out of 5 average rating, 243 reviewsSummer getaway w/Pool & Tennis Court
4 – 11 Sept
Condo in Tannersville
5.0 out of 5 average rating, 34 reviewsModern 3BR Townhouse Minutes from Ski & Trails
15 – 22 May
Condo in Windham
4.95 out of 5 average rating, 22 reviewsLovely stylish 2-bedroom condo with community pool
29 July – 5 Aug
Condo in East Jewett
4.97 out of 5 average rating, 94 reviewsMountainView2BRCondo/Deck/Fireplace
17 – 24 Oct
Condo in Hunter
4.84 out of 5 average rating, 69 reviewsCozy Gem with Mountain Views
15 – 22 June
Condo in Hunter
4.93 out of 5 average rating, 27 reviewsCozy Mt. Getaway/community pool!
22 – 29 Oct
Condo in Hunter
4.92 out of 5 average rating, 48 reviewsHunter Mtn Slopeside Ski Resort w HotTub*Fireplace
5 – 12 Aug
Condo in East Jewett
4.95 out of 5 average rating, 22 reviewsHunter & Windham: Ski, Hike, 2BR + Mountain View
13 – 20 June
Home rentals with a private pool
Home in Lagrangeville
4.84 out of 5 average rating, 120 reviewsClassic Hudson Valley Farmhouse Nestled in 9 Rolling Acres
27 Sept – 4 Oct
Villa in Coxsackie
4.99 out of 5 average rating, 80 reviewsMagnificent Hudson River Estate with Infinity Pool and Spa
22 Feb – 1 Mar
Farm stay in Fleischmanns
4.91 out of 5 average rating, 11 reviewsEscape to a Dreamy 1857 Farmhouse in Fleischmanns
11 – 18 Apr
Home in Rhinebeck
5.0 out of 5 average rating, 65 reviewsRhinebeck Country Living with a Modern Twist
26 June – 3 July
Home in Woodstock
4.6 out of 5 average rating, 10 reviewsLuxury Retreat in the Catskills
29 Aug – 5 Sept
Home in Lanesville
4.77 out of 5 average rating, 205 reviewsGo Hiking and Skiing from a Family-Friendly Farmhouse
11 – 18 Mar
Quick stats about holiday rentals with a pool in Shandaken
Total rentals
90 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
3K reviews
Nightly prices starting at
$77 AUD before taxes and fees
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