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
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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)
Oct 4 – 11
Guesthouse in Glastonbury
4.7 out of 5 average rating, 60 reviews59 Old Maids Lane pool house
Jun 26 – Jul 3
Guesthouse in New London
4.98 out of 5 average rating, 97 reviewsFully Renovated, Ocean Views, Fireplace & Beach
Jan 8 – 15
Guesthouse in Winchester
4.97 out of 5 average rating, 59 reviewsYear-round Lakefront Highland Lake - Immaculate
Feb 15 – 22
Guesthouse in Mystic
4.78 out of 5 average rating, 90 reviewsMaxson House - a serene and stylish getaway
Jul 13 – 20
Guesthouse in Sprague
4.97 out of 5 average rating, 189 reviewsHouse on Little River / Writer Retreat
Jan 6 – 13
Guesthouse in Milford
4.92 out of 5 average rating, 191 reviewsSilversands Air-Bnb You’re right Here!
Nov 14 – 21
Guesthouse in Norwalk
5.0 out of 5 average rating, 58 reviewsCottage by the Sea
Oct 6 – 13
Guest house rentals with a patio
Guesthouse in Sharon
5.0 out of 5 average rating, 65 reviewsCottage with a Waterfall View
Sep 15 – 22
Guesthouse in Southbury
4.96 out of 5 average rating, 52 reviewsThe Nest. Large studio in the Woods.
Apr 2 – 9
Guesthouse in New Milford
5.0 out of 5 average rating, 43 reviewsLuxury in the Litchfield Hills
Mar 15 – 22
Guesthouse in East Hampton
4.83 out of 5 average rating, 42 reviewsYour Own Barn Loft Suite Among the Treetops
Oct 2 – 9
Guesthouse in Newtown
5.0 out of 5 average rating, 44 reviewsFarm Cottage
Nov 6 – 13
Guesthouse in Litchfield
5.0 out of 5 average rating, 15 reviewsBantam Woods Retreat - 2 bedrooms with queen beds
Aug 6 – 13
Guesthouse in East Hampton
4.9 out of 5 average rating, 21 reviewsFamily-Friendly Lakeside Cottage
Sep 21 – 28
Guesthouse in Guilford
5.0 out of 5 average rating, 61 reviewsPage Guest House
Sep 16 – 23
Guest house rentals with a washer and dryer
Guesthouse in Stonington
4.99 out of 5 average rating, 188 reviewsSuper Adorable Cottage + Fire pit + King Bed!
Oct 10 – 17
Guesthouse in Madison
5.0 out of 5 average rating, 58 reviewsThe Barn by the Sound
Mar 28 – Apr 4
Guesthouse in Mystic
5.0 out of 5 average rating, 93 reviewsHERON HOUSE MYSTIC, CT.
Apr 3 – 10
Guesthouse in Litchfield
4.91 out of 5 average rating, 11 reviewsCozy remodeled Cottage
Apr 10 – 17
Guesthouse in Old Lyme
5.0 out of 5 average rating, 40 reviewsStudio Four-Entire Guesthouse near CT River
Oct 20 – 27
Guesthouse in Lyme
4.92 out of 5 average rating, 13 reviewsCottage on the CT River near Hamburg Cove
Jun 18 – 25
Guesthouse in Redding
4.97 out of 5 average rating, 30 reviewsThe Cottage in Redding
Aug 17 – 24
Guesthouse in Essex
5.0 out of 5 average rating, 27 reviewsAdorable 2 bedroom guesthouse in Essex village
Sep 2 – 9
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