Guesthouse vacation rentals in Connecticut
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Top-rated guesthouse rentals in Connecticut
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 Connecticut guesthouse rentals
Family-friendly guest house rentals
Guesthouse in North Stonington
4.93 out of 5 average rating, 185 reviewsCharming Post and Beam cottage (near Foxwoods)
Jul 26 – Aug 2
Guesthouse in New Milford
4.94 out of 5 average rating, 178 reviewsCharming Cottage w/Pastoral Views
Jan 2 – 9
Guesthouse in Glastonbury
4.7 out of 5 average rating, 60 reviews59 Old Maids Lane pool house
Jan 22 – 29
Guesthouse in Mystic
4.78 out of 5 average rating, 90 reviewsMaxson House - a serene and stylish getaway
Oct 24 – 31
Guesthouse in New London
4.98 out of 5 average rating, 97 reviewsFully Renovated, Ocean Views, Fireplace & Beach
Dec 24 – 31
Guesthouse in Winchester
4.97 out of 5 average rating, 59 reviewsYear-round Lakefront Highland Lake - Immaculate
Jan 19 – 26
Guesthouse in Sprague
4.97 out of 5 average rating, 189 reviewsHouse on Little River / Writer Retreat
Aug 29 – Sep 5
Guesthouse in Milford
4.92 out of 5 average rating, 192 reviewsSilversands Air-Bnb You’re right Here!
Nov 22 – 29
Guest house rentals with a patio
Guesthouse in Sharon
5.0 out of 5 average rating, 66 reviewsCottage with a Waterfall View
Sep 22 – 29
Guesthouse in Southbury
4.96 out of 5 average rating, 52 reviewsThe Nest. Large studio in the Woods.
Mar 2 – 9
Guesthouse in Norwich
5.0 out of 5 average rating, 4 reviewsBrand new & close to casinos with HOT TUB
Jan 9 – 16
Guesthouse in New Milford
5.0 out of 5 average rating, 43 reviewsLuxury in the Litchfield Hills
Mar 28 – Apr 4
Guesthouse in East Hampton
4.83 out of 5 average rating, 42 reviewsYour Own Barn Loft Suite Among the Treetops
Dec 30 – Jan 6
Guesthouse in Litchfield
5.0 out of 5 average rating, 16 reviewsBantam Woods Retreat - 2 bedrooms with queen beds
Aug 22 – 29
Guesthouse in Newtown
5.0 out of 5 average rating, 45 reviewsFarm Cottage
Jan 15 – 22
Guesthouse in Litchfield
4.91 out of 5 average rating, 11 reviewsCozy remodeled Cottage
Jan 31 – Feb 7
Guest house rentals with a washer and dryer
Guesthouse in Madison
5.0 out of 5 average rating, 59 reviewsThe Barn by the Sound
Oct 28 – Nov 4
Guesthouse in Mystic
5.0 out of 5 average rating, 93 reviewsHERON HOUSE MYSTIC, CT.
Feb 14 – 21
Guesthouse in Old Lyme
5.0 out of 5 average rating, 40 reviewsStudio Four-Entire Guesthouse near CT River
Oct 16 – 23
Guesthouse in East Hampton
4.9 out of 5 average rating, 21 reviewsFamily-Friendly Lakeside Cottage
Jan 12 – 19
Guesthouse in Lyme
4.93 out of 5 average rating, 15 reviewsCottage on the CT River near Hamburg Cove
Jun 3 – 10
Guesthouse in Redding
4.97 out of 5 average rating, 30 reviewsThe Cottage in Redding
Aug 13 – 20
Guesthouse in Essex
5.0 out of 5 average rating, 27 reviewsAdorable 2 bedroom guesthouse in Essex village
Apr 12 – 19
Guesthouse in Roxbury
5.0 out of 5 average rating, 15 reviewsModern Country
Mar 31 – Apr 7
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