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)
Oct 17 – 24
Guesthouse in Glastonbury
4.7 out of 5 average rating, 60 reviews59 Old Maids Lane pool house
Jan 18 – 25
Guesthouse in New London
4.98 out of 5 average rating, 97 reviewsFully Renovated, Ocean Views, Fireplace & Beach
Dec 1 – 8
Guesthouse in Mystic
4.78 out of 5 average rating, 90 reviewsMaxson House - a serene and stylish getaway
Sep 5 – 12
Guesthouse in Winchester
4.97 out of 5 average rating, 59 reviewsYear-round Lakefront Highland Lake - Immaculate
Feb 20 – 27
Guesthouse in Sprague
4.97 out of 5 average rating, 189 reviewsHouse on Little River / Writer Retreat
Aug 22 – 29
Guesthouse in Milford
4.92 out of 5 average rating, 191 reviewsSilversands Air-Bnb You’re right Here!
Dec 27 – Jan 3
Guesthouse in Barkhamsted
4.87 out of 5 average rating, 86 reviewsFarmington River Carriage House Pleasant Valley CT
Nov 6 – 13
Guest house rentals with a patio
Guesthouse in Sharon
5.0 out of 5 average rating, 65 reviewsCottage with a Waterfall View
Aug 21 – 28
Guesthouse in Southbury
4.96 out of 5 average rating, 52 reviewsThe Nest. Large studio in the Woods.
Feb 27 – Mar 6
Guesthouse in Newtown
5.0 out of 5 average rating, 45 reviewsFarm Cottage
Sep 16 – 23
Guesthouse in New Milford
5.0 out of 5 average rating, 43 reviewsLuxury in the Litchfield Hills
Jan 17 – 24
Guesthouse in East Hampton
4.83 out of 5 average rating, 42 reviewsYour Own Barn Loft Suite Among the Treetops
Oct 13 – 20
Guesthouse in Litchfield
5.0 out of 5 average rating, 15 reviewsBantam Woods Retreat - 2 bedrooms with queen beds
Dec 3 – 10
Guesthouse in Pomfret
5.0 out of 5 average rating, 20 reviewsCottage in Quiet Corner. Four miles from town.
Jun 22 – 29
Guesthouse in Guilford
5.0 out of 5 average rating, 61 reviewsPage Guest House
Sep 20 – 27
Guest house rentals with a washer and dryer
Guesthouse in New Haven
4.94 out of 5 average rating, 241 reviewsSquare 6ix
Aug 31 – Sep 7
Guesthouse in Madison
5.0 out of 5 average rating, 58 reviewsThe Barn by the Sound
Apr 14 – 21
Guesthouse in Guilford
4.99 out of 5 average rating, 76 reviewsGuilford Lakes Cottage, with hot tub and fire pit.
Oct 20 – 27
Guesthouse in Mystic
5.0 out of 5 average rating, 93 reviewsHERON HOUSE MYSTIC, CT.
Jan 3 – 10
Guesthouse in Old Lyme
5.0 out of 5 average rating, 40 reviewsStudio Four-Entire Guesthouse near CT River
Jul 14 – 21
Guesthouse in East Hampton
4.9 out of 5 average rating, 21 reviewsFamily-Friendly Lakeside Cottage
Oct 27 – Nov 3
Guesthouse in Lyme
4.92 out of 5 average rating, 13 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
Apr 23 – 30
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