Guesthouse vacation rentals in Middlesex County
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Top-rated guesthouse rentals in Middlesex County
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Middlesex County guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Groton
4.94 out of 5 average rating, 390 reviewsQuiet studio with sleeping loft and deck
Guesthouse in Shelter Island
4.97 out of 5 average rating, 105 reviewsWaterfront carriage house studio
Guesthouse in Jamesport
4.97 out of 5 average rating, 110 reviewsWalk to Beautiful Beach in Heart of Wine Country
Guesthouse in Southampton
4.95 out of 5 average rating, 413 reviewsTiny Home in Prime Spot in Southampton Village
Guesthouse in Mystic
4.78 out of 5 average rating, 91 reviewsMaxson House - a serene and stylish getaway
Guesthouse in New London
4.98 out of 5 average rating, 97 reviewsFully Renovated, Ocean Views, Fireplace & Beach
Guesthouse in Sag Harbor
4.89 out of 5 average rating, 98 reviewsCharming 2BR Cottage, Walk to Town
Guesthouse in Sprague
4.97 out of 5 average rating, 190 reviewsHouse on Little River / Writer Retreat
Guest house rentals with a patio
Guesthouse in Norwich
5.0 out of 5 average rating, 9 reviewsBrand new & close to casinos with HOT TUB
Guesthouse in Norwich
5.0 out of 5 average rating, 26 reviewsHistoric Guest Suite
Guesthouse in Shelter Island
5.0 out of 5 average rating, 51 reviewsBayfront 1BR/2BR detached guesthouse with pool
Guesthouse in Pomfret
5.0 out of 5 average rating, 22 reviewsCottage in Quiet Corner. Four miles from town.
Guesthouse in Hampton Bays
4.89 out of 5 average rating, 46 reviewsQuaint One Bedroom Cottage with Private Entrance
Guesthouse in Bridgehampton
4.8 out of 5 average rating, 70 reviewsCentral Hamptons Guesthouse
Guesthouse in Calverton
4.96 out of 5 average rating, 28 reviewsPrivate Luxe Cottage at Gates of Wine Country
Guesthouse in Hampton Bays
5.0 out of 5 average rating, 3 reviewsRetro Mid-Century Cottage 1/2 mile to CPI
Guest house rentals with a washer and dryer
Guesthouse in Glastonbury
4.96 out of 5 average rating, 134 reviewsUnique luxurious private building in historic area
Guesthouse in New Haven
4.94 out of 5 average rating, 248 reviewsSquare 6ix
Guesthouse in Southold
4.95 out of 5 average rating, 42 reviewsSouthold- Adorable 1 Bedroom Cottage
Guesthouse in Mystic
4.96 out of 5 average rating, 99 reviewsHERON HOUSE MYSTIC, CT.
Guesthouse in Southampton
4.89 out of 5 average rating, 46 reviewsModern Guesthouse
Guesthouse in Southampton
4.82 out of 5 average rating, 11 reviewsSouthampton Village Getaway
Guesthouse in East Quogue
GuestHouse - Tennis court side luxury
Guesthouse in Clinton
4.94 out of 5 average rating, 194 reviewsThe Gardener's Cottage Dog friendly/ weekly/montly
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