
Vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Shandaken rentals with a pool
House rentals with a pool

Beautiful 4 bedroom house in a quiet area

The House on the Hill

MCM in the Hudson Valley

Columbia County Farmhouse with Pool

NEW! Catskill Family Hideout with Seasonal Pool

Entire Home (private pool), Event Friendly

Canopy Hill House - Modern w/ Pool+Hot Tub+Mt View

Hudson Valley Oasis with in-ground pool.
Condo rentals with a pool

Cozy Gem with Mountain Views

Windham Condo

Cozy Mountain hideaway Windham, Hunter

Hunter & Windham: Hikes, Lakes, 2BR

4 Bedroom Condo, Close to Golf Courses and Biking

5-Star Lux Condo: Ski-In/Out, Heated Pool, Hot Tub

Luxury Ski in Ski out Condo + Amenities

Summer Retreat w/ Balcony & inground Pool
Quick stats about vacation rentals with a pool in Shandaken
Total rentals
50 properties
Nightly prices starting at
$140 CAD before taxes and fees
Total number of reviews
800 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Windham Mountain
- Bethel Woods Center for the Arts
- Minnewaska State Park Preserve
- Catamount Mountain Ski Resort
- Howe Caverns
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- John Boyd Thacher State Park
- Taconic State Park
- Walkway Over the Hudson State Historic Park
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Hudson Highlands State Park
- Opus 40
- Bash Bish Falls State Park
- Villa Roma Ski Resort
- Thaddeus Hait Farm
- Plattekill Mountain