
Guesthouse vacation rentals in Shandaken
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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

Light-filled guest cottage

The Guest House

The Cottage - New Paltz

Sweet Fern Cottage With Saltwater Pool

Samba Inn - Deck House

Sweeping Mountain View From Catskills Farm Retreat

The White Barn: A Bright Barn Loft in the Country

Good Vibes Studio in the Woods
Guest house rentals with a patio

Hudson Countryside Guest Cottage w/Amazing Views

Cozy Guesthouse & Healing Vibes

R52Creekside one bedroom cottage

Modern and warm guesthouse

Mondrian Manor

Tiny Horse Barn

Rosa Guesthouse - close to everything - private

Cozy Catskills Cottage
Guest house rentals with a washer and dryer

Kerhamptons Hideaway in Heart of Hudson Valley

Game House in Historic Accord

Red Barn Retreat - Shawangunk Mountains Getaway

Lily Pad by the Ponds

Wonderful getaway place in the Catskills!

Woodstock Rural Villa: Tree Top HideAway

Eco Cottage in the Woods

Private Cottage, Walk to Restaurants and Shops
Quick stats about guesthouse rentals in Shandaken
Total rentals
30 properties
Nightly prices starting at
$50 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
Destinations to explore
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- Bed and breakfasts Shandaken
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- Rentals with a fire pit Shandaken
- Rentals with outdoor seating Shandaken
- Rentals with lake access Shandaken
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- Rentals with a washer and dryer Shandaken
- Rentals with pools Shandaken
- Rentals with beach access Shandaken
- Rentals with breakfast Shandaken
- Pet-friendly rentals Shandaken
- Family-friendly rentals Shandaken
- Rentals with a fireplace Shandaken
- House rentals Shandaken
- Waterfront rentals Shandaken
- Rentals with a sauna Shandaken
- Rentals with a hot tub Shandaken
- Kid-friendly rentals Shandaken
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- Rentals with a patio Shandaken
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- Belleayre Mountain Ski Center
- Windham Mountain
- Catamount Mountain Ski Resort
- Bethel Woods Center for the Arts
- Minnewaska State Park Preserve
- Taconic State Park
- The Kartrite Resort & Indoor Waterpark
- Villa Roma Ski Resort
- Opus 40
- Thaddeus Hait Farm
- Brotherhood, America's Oldest Winery
- Walkway Over the Hudson State Historic Park
- Bash Bish Falls State Park
- Resorts World Catskills
- Plattekill Mountain
- Hudson Highlands State Park
- Zoom Flume
- Bear Pond Winery
- John Boyd Thacher State Park
- Howe Caverns
- Family travel hub Tips and inspiration
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- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes