Guesthouse vacation rentals in Hudson Valley
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Top-rated guesthouse rentals in Hudson Valley
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 Hudson Valley guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Ulster Park
4.85 out of 5 average rating, 458 reviewsHudson Valley Hideaway
Dec 2 – 9
Guesthouse in Mount Tremper
4.91 out of 5 average rating, 326 reviewsCozy Catskill Cottage Perfect Getaway for Two
Feb 9 – 16
Guesthouse in New Paltz
4.99 out of 5 average rating, 390 reviewsRidge View Walk-Up | Your GUNKS Home
Jun 12 – 19
Guesthouse in Schuylerville
4.97 out of 5 average rating, 381 reviewsGuesthouse in the Country near Saratoga Springs
Nov 4 – 11
Guesthouse in Hurley
4.86 out of 5 average rating, 422 reviewsArt, Books, and Mountains
Aug 5 – 12
Guesthouse in Saugerties
4.84 out of 5 average rating, 122 reviewsPrivate Guesthouse in Saugerties
Sep 18 – 25
Guesthouse in Forestburgh
4.97 out of 5 average rating, 369 reviewsPrivate hot tub. Modern Guesthouse On 1879 Farm
Jun 16 – 23
Guesthouse in Stephentown
5.0 out of 5 average rating, 362 reviewsDog Friendly Studio
Aug 30 – Sep 6
Guest house rentals with a patio
Guesthouse in Gardiner
4.99 out of 5 average rating, 137 reviewsRed Barn Retreat - Shawangunk Mountains Getaway
May 28 – Jun 4
Guesthouse in Mahopac
4.96 out of 5 average rating, 113 reviewsSunny Lakeview Guesthouse
Sep 4 – 11
Guesthouse in Williamstown
4.97 out of 5 average rating, 147 reviewsBrookside Cottage
Jul 26 – Aug 2
Guesthouse in Montgomery
4.93 out of 5 average rating, 122 reviewsLuxury mins from angry orchard and city winery
Dec 3 – 10
Guesthouse in Stroudsburg
4.92 out of 5 average rating, 106 reviewsCozy guest cottage with indoor fireplace
Oct 23 – 30
Guesthouse in Brewster
4.94 out of 5 average rating, 100 reviewsSherwood Barn - close to ski mountain
Sep 3 – 10
Guesthouse in Saratoga Springs
4.98 out of 5 average rating, 122 reviewsWake up at the Track on Historic Union Ave!!!
Nov 13 – 20
Guesthouse in Sharon
5.0 out of 5 average rating, 66 reviewsCottage with a Waterfall View
Sep 22 – 29
Guest house rentals with a washer and dryer
Guesthouse in East Meredith
4.98 out of 5 average rating, 108 reviewsLily Pad by the Ponds
Oct 8 – 15
Guesthouse in Stanfordville
4.92 out of 5 average rating, 164 reviewsEco Cottage in the Woods
Jan 25 – Feb 1
Guesthouse in Brewster
5.0 out of 5 average rating, 291 reviewsThe Cottage by the Lake: Hudson Valley Indulgence
Aug 1 – 8
Guesthouse in Wallingford
4.98 out of 5 average rating, 593 reviewsVermont Home Central to Ski Areas-No Cleaning Fees
Jan 27 – Feb 3
Guesthouse in Morristown
4.96 out of 5 average rating, 156 reviewsPrivate Guest House
Sep 15 – 22
Guesthouse in Olivebridge
4.92 out of 5 average rating, 262 reviewsCozy Mountain Cottage With Saltwater Pool
Mar 5 – 12
Guesthouse in Canaan
4.93 out of 5 average rating, 166 reviewsAiry cottage with meadow views in The Berkshires
May 15 – 22
Guesthouse in Fairfield
4.96 out of 5 average rating, 173 reviewsSouthport, CT across from BEACH
Apr 29 – May 6
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