Guesthouse vacation rentals in Columbia County
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Top-rated guesthouse rentals in Columbia County
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 Columbia County guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Pine Plains
4.97 out of 5 average rating, 79 reviewsCozy Cottage by the Pond
Guesthouse in Germantown
4.97 out of 5 average rating, 72 reviewsThe Guest House
Guesthouse in Germantown
4.98 out of 5 average rating, 59 reviewsThe White Barn: A Bright Barn Loft in the Country
Guesthouse in Germantown
4.71 out of 5 average rating, 48 reviewsQuaint Rural Cottage Immersed in Nature
Guest house rentals with a patio
Guesthouse in Ghent
New place to stayLight, airy cottage with pool and woodland views
Guesthouse in Hudson
5 out of 5 average rating, 44 reviewsHudson Countryside Guest Cottage w/Amazing Views
Guesthouse in Salisbury
5 out of 5 average rating, 9 reviewsGuest House with spectacular views
Guesthouse in Great Barrington
5 out of 5 average rating, 6 reviewsBerkshires Guest Barn
Guesthouse in Alford
Alford beauty
Guesthouse in Austerlitz
The Recording Studio @ Moonbeams
Guesthouse in Ghent
The Hidden Pool House
Guesthouse in Great Barrington
4.84 out of 5 average rating, 57 reviews1-bed unit 3/4 mi. from GB dwntwn.
Guest house rentals with a washer and dryer
Guesthouse in Hudson
5 out of 5 average rating, 44 reviewsHudson Countryside Guest Cottage w/Amazing Views
Guesthouse in Hudson
4.99 out of 5 average rating, 79 reviewsCozy cottage on Angus Farm, 15 mins from Hudson.
Guesthouse in Chatham
4.89 out of 5 average rating, 19 reviewsTranquil Guest House, Chatham NY
Guesthouse in Old Chatham
4.93 out of 5 average rating, 15 reviewsMountain View Retreat in Hudson Valley
Guesthouse in Red Hook
4.93 out of 5 average rating, 87 reviewsPrivate Cottage, Walk to Restaurants and Shops
Guesthouse in Hudson
5 out of 5 average rating, 27 reviewsSerene one bedroom guest house with fireplace.
Guesthouse in Great Barrington
4.95 out of 5 average rating, 91 reviewsSweet Victorian in Housatonic
Guesthouse in Chatham
4.97 out of 5 average rating, 29 reviewsRestorative retreat- cozy Hudson Valley getaway
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