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)
Jul 6 – 13
Guesthouse in Glastonbury
4.7 out of 5 average rating, 60 reviews59 Old Maids Lane pool house
Oct 28 – Nov 4
Guesthouse in New London
4.98 out of 5 average rating, 97 reviewsFully Renovated, Ocean Views, Fireplace & Beach
Dec 13 – 20
Guesthouse in Winchester
4.97 out of 5 average rating, 59 reviewsYear-round Lakefront Highland Lake - Immaculate
Feb 13 – 20
Guesthouse in Mystic
4.78 out of 5 average rating, 90 reviewsMaxson House - a serene and stylish getaway
Aug 3 – 10
Guesthouse in Sprague
4.97 out of 5 average rating, 188 reviewsHouse on Little River / Writer Retreat
Jan 11 – 18
Guesthouse in Milford
4.92 out of 5 average rating, 191 reviewsSilversands Air-Bnb You’re right Here!
Jan 14 – 21
Guesthouse in Norwalk
5.0 out of 5 average rating, 58 reviewsCottage by the Sea
Oct 4 – 11
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, 51 reviewsThe Nest. Large studio in the Woods.
Mar 31 – Apr 7
Guesthouse in East Hampton
4.83 out of 5 average rating, 42 reviewsYour Own Barn Loft Suite Among the Treetops
May 28 – Jun 4
Guesthouse in New Milford
5.0 out of 5 average rating, 43 reviewsLuxury in the Litchfield Hills
Dec 11 – 18
Guesthouse in Litchfield
5.0 out of 5 average rating, 15 reviewsBantam Woods Retreat - 2 bedrooms with queen beds
Oct 21 – 28
Guesthouse in Newtown
5.0 out of 5 average rating, 44 reviewsFarm Cottage
Nov 11 – 18
Guesthouse in East Hampton
4.9 out of 5 average rating, 21 reviewsFamily-Friendly Lakeside Cottage
Oct 2 – 9
Guesthouse in Washington
5.0 out of 5 average rating, 16 reviewsPrivate, cozy woodland getaway.
May 4 – 11
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!
Apr 15 – 22
Guesthouse in Madison
5.0 out of 5 average rating, 58 reviewsThe Barn by the Sound
Jan 28 – Feb 4
Guesthouse in Mystic
5.0 out of 5 average rating, 93 reviewsHERON HOUSE MYSTIC, CT.
Dec 1 – 8
Guesthouse in East Haven
4.94 out of 5 average rating, 31 reviewsAdorable private 1-bedroom guesthouse with parking
Jun 8 – 15
Guesthouse in Litchfield
4.9 out of 5 average rating, 10 reviewsCozy remodeled Cottage
Mar 23 – 30
Guesthouse in Old Lyme
5.0 out of 5 average rating, 40 reviewsStudio Four-Entire Guesthouse near CT River
Oct 17 – 24
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
Oct 30 – Nov 6
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