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, 457 reviewsHudson Valley Hideaway
Apr 1 – 8
Guesthouse in New Paltz
4.99 out of 5 average rating, 387 reviewsRidge View Walk-Up | Your GUNKS Home
Jun 11 – 18
Guesthouse in Mount Tremper
4.91 out of 5 average rating, 325 reviewsCozy Catskill Cottage Perfect Getaway for Two
Feb 6 – 13
Guesthouse in Schuylerville
4.97 out of 5 average rating, 380 reviewsGuesthouse in the Country near Saratoga Springs
Oct 31 – Nov 7
Guesthouse in Saugerties
4.83 out of 5 average rating, 121 reviewsPrivate Guesthouse in Saugerties
Dec 25 – Jan 1
Guesthouse in Hurley
4.86 out of 5 average rating, 421 reviewsArt, Books, and Mountains
Jul 27 – Aug 3
Guesthouse in Woodstock
5.0 out of 5 average rating, 301 reviewsSteps toTown/Bus Pet Ok/No Extra Fees! &Five Star
Feb 2 – 9
Guesthouse in Stephentown
5.0 out of 5 average rating, 361 reviewsDog Friendly Studio
Mar 4 – 11
Guest house rentals with a patio
Guesthouse in Gardiner
4.99 out of 5 average rating, 137 reviewsRed Barn Retreat - Shawangunk Mountains Getaway
Jun 12 – 19
Guesthouse in Mahopac
4.96 out of 5 average rating, 112 reviewsSunny Lakeview Guesthouse
Jan 9 – 16
Guesthouse in Montgomery
4.93 out of 5 average rating, 119 reviewsLuxury mins from angry orchard and city winery
Sep 24 – Oct 1
Guesthouse in Williamstown
4.97 out of 5 average rating, 146 reviewsBrookside Cottage
Aug 12 – 19
Guesthouse in Stroudsburg
4.92 out of 5 average rating, 105 reviewsCozy guest cottage with indoor fireplace
Jul 14 – 21
Guesthouse in Saratoga Springs
4.97 out of 5 average rating, 119 reviewsWake up at the Track on Historic Union Ave!!!
Dec 24 – 31
Guesthouse in Kerhonkson
4.94 out of 5 average rating, 54 reviewsCozy Catskills Cottage
Jul 24 – 31
Guesthouse in Cobleskill
4.93 out of 5 average rating, 69 reviewsupstate caverns b&b
Nov 15 – 22
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 12 – 19
Guesthouse in Stanfordville
4.92 out of 5 average rating, 164 reviewsEco Cottage in the Woods
Dec 4 – 11
Guesthouse in Wallingford
4.98 out of 5 average rating, 589 reviewsVermont Home Central to Ski Areas-No Cleaning Fees
Feb 10 – 17
Guesthouse in Morristown
4.96 out of 5 average rating, 154 reviewsPrivate Guest House
Feb 6 – 13
Guesthouse in Brewster
5.0 out of 5 average rating, 290 reviewsThe Cottage by the Lake: Hudson Valley Indulgence
Aug 1 – 8
Guesthouse in Glastonbury
4.96 out of 5 average rating, 133 reviewsUnique luxurious private building in historic area
Aug 26 – Sep 2
Guesthouse in Olivebridge
4.92 out of 5 average rating, 262 reviewsCozy Mountain Cottage With Saltwater Pool
Jan 4 – 11
Guesthouse in Northampton
4.92 out of 5 average rating, 240 reviewsLarge Studio – Walk to Town
Jan 13 – 20
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