Guesthouse vacation rentals in Connecticut
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Top-rated guesthouses in Connecticut
Guests agree: these guesthouses 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 Connecticut guesthouses
Family-friendly guesthouses
Guesthouse in North Stonington
4.93 out of 5 average rating, 185 reviewsCharming Post and Beam cottage (near Foxwoods)
Guesthouse in New Milford
4.94 out of 5 average rating, 178 reviewsCharming Cottage w/Pastoral Views
Guesthouse in Glastonbury
4.7 out of 5 average rating, 63 reviews59 Old Maids Lane pool house
Guesthouse in New London
4.98 out of 5 average rating, 97 reviewsFully Renovated, Ocean Views, Fireplace & Beach
Guesthouse in Mystic
4.78 out of 5 average rating, 91 reviewsMaxson House - a serene and stylish getaway
Guesthouse in Winchester
4.97 out of 5 average rating, 59 reviewsYear-round Lakefront Highland Lake - Immaculate
Guesthouse in Sprague
4.97 out of 5 average rating, 190 reviewsHouse on Little River / Writer Retreat
Guesthouse in Milford
4.92 out of 5 average rating, 192 reviewsSilversands Air-Bnb You’re right Here!
Guesthouses with a patio
Guesthouse in Sharon
5.0 out of 5 average rating, 66 reviewsCottage with a Waterfall View
Guesthouse in Southbury
4.96 out of 5 average rating, 52 reviewsThe Nest. Large studio in the Woods.
Guesthouse in East Hampton
4.84 out of 5 average rating, 43 reviewsYour Own Barn Loft Suite Among the Treetops
Guesthouse in New Milford
5.0 out of 5 average rating, 44 reviewsLuxury in the Litchfield Hills
Guesthouse in Norwich
5.0 out of 5 average rating, 4 reviewsBrand new & close to casinos with HOT TUB
Guesthouse in Newtown
5.0 out of 5 average rating, 47 reviewsFarm Cottage
Guesthouse in Pomfret
5.0 out of 5 average rating, 20 reviewsCottage in Quiet Corner. Four miles from town.
Guesthouse in Litchfield
5.0 out of 5 average rating, 16 reviewsBantam Woods Retreat - 2 bedrooms with queen beds
Guesthouse rentals with a washer and dryer
Guesthouse in Madison
5.0 out of 5 average rating, 59 reviewsThe Barn by the Sound
Guesthouse in Mystic
5.0 out of 5 average rating, 95 reviewsHERON HOUSE MYSTIC, CT.
Guesthouse in Litchfield
4.92 out of 5 average rating, 13 reviewsCozy remodeled Cottage
Guesthouse in Old Lyme
5.0 out of 5 average rating, 40 reviewsStudio Four-Entire Guesthouse near CT River
Guesthouse in Lyme
4.93 out of 5 average rating, 15 reviewsCottage on the CT River near Hamburg Cove
Guesthouse in Redding
4.97 out of 5 average rating, 30 reviewsThe Cottage in Redding
Guesthouse in East Hampton
4.87 out of 5 average rating, 23 reviewsFamily-Friendly Lakeside Cottage
Guesthouse in Essex
5.0 out of 5 average rating, 28 reviewsAdorable 2 bedroom guesthouse in Essex village
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