Guesthouse vacation rentals in New Haven County
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in New Haven County
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for New Haven County guesthouse rentals
Family-friendly guest house rentals
Guest favorite
Guesthouse in Fairfield
4.96 out of 5 average rating, 187 reviewsSouthport, CT across from BEACH
Superhost
Guesthouse in Milford
4.92 out of 5 average rating, 203 reviewsChic Coastal Retreat: Modern Apt Steps from Beach
Superhost
Guesthouse in Glastonbury
4.77 out of 5 average rating, 94 reviews59 Old Maids Lane pool house
Guest favorite
Private room in New Haven
4.82 out of 5 average rating, 187 reviewsAmadeus "English Garden Studio"
Guest house rentals with a patio
Guest favorite
Guesthouse in Roxbury
5 out of 5 average rating, 16 reviewsModern Country
Guest favorite
Guesthouse in Fairfield
4.89 out of 5 average rating, 9 reviewsThe Creekside Cottage
Superhost
Guesthouse in Southbury
4.92 out of 5 average rating, 65 reviewsThe Nest. Large studio in the Woods.
Superhost
Guesthouse in East Hampton
4.87 out of 5 average rating, 52 reviewsYour Own Barn Loft Suite Among the Treetops
Guest favorite
Guesthouse in Guilford
4.99 out of 5 average rating, 93 reviewsGuilford Lakes Cottage, with hot tub and fire pit.
Guest favorite
Guesthouse in Berlin
4.9 out of 5 average rating, 29 reviewsCozy, Spacious, Central Getaway
Guesthouse in New Haven
4.76 out of 5 average rating, 49 reviewsNew Haven Pizza Cozy Guest House 1 mile to yale
Guest favorite
Guesthouse in Madison
5 out of 5 average rating, 10 reviewsFlip-flop
Guest house rentals with a washer and dryer
Superhost
Private room in New Haven
4.83 out of 5 average rating, 229 reviewsAmadeus Carriage House "Cambridge "
Superhost
Guesthouse in Fairfield
4.67 out of 5 average rating, 3 reviewsFairfield Town/Beach "Story-Book" Cottage w/Pool
Guest favorite
Guesthouse in Madison
4.99 out of 5 average rating, 73 reviewsThe Barn by the Sound
Guesthouse in Stratford
3.67 out of 5 average rating, 3 reviewsThe Loft On Surf
Guesthouse in Madison
5 out of 5 average rating, 6 reviewsUpper Deck Carriage House
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