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 New London
4.97 out of 5 average rating, 105 reviewsFully Renovated, Ocean Views, Fireplace & Beach
Guesthouse in Milford
4.92 out of 5 average rating, 203 reviewsChic Coastal Retreat: Modern Apt Steps from Beach
Guesthouse in Mystic
4.79 out of 5 average rating, 100 reviewsMaxson House - a serene and stylish getaway
Guesthouse in Montauk
4.59 out of 5 average rating, 90 reviewsMontauk Heaven, Beach & Woods
Guesthouse in East Hampton
4.9 out of 5 average rating, 191 reviewsBeautiful Airy Barn in Springs
Guesthouse in Barkhamsted
4.88 out of 5 average rating, 96 reviewsFarmington River Carriage House Pleasant Valley CT
Guesthouse in Sprague
4.96 out of 5 average rating, 201 reviewsHouse on Little River / Writer Retreat
Guesthouse in Groton
4.94 out of 5 average rating, 425 reviewsQuiet studio with sleeping loft and deck
Guest house rentals with a patio
Guesthouse in Hampton Bays
4.86 out of 5 average rating, 58 reviewsQuaint One-Bedroom Cottage with Private Entry
Guesthouse in Calverton
4.98 out of 5 average rating, 46 reviewsPrivate Luxe Cottage at Gates of Wine Country
Guesthouse in Norwich
4.94 out of 5 average rating, 35 reviewsBrand new & close to casinos with HOT TUB
Guesthouse in Sag Harbor
5 out of 5 average rating, 14 reviewsRomantic studio cottage; Walk to town
Guesthouse in Rocky Hill
4.92 out of 5 average rating, 12 reviewsCamellia Springs - Solace & Rest
Guesthouse in Hampton Bays
5 out of 5 average rating, 4 reviewsHill Coast Cottage: Freshly Renovated
Guesthouse in Pomfret
5 out of 5 average rating, 41 reviewsCottage in Quiet Corner. Four miles from town.
Guesthouse in Wading River
5 out of 5 average rating, 35 reviewsNorth Country Cottage
Guest house rentals with a washer and dryer
Guesthouse in East Quogue
GuestHouse - Tennis court side luxury
Guesthouse in Southampton
New place to stayPond-side Southampton Studio
Guesthouse in Shelter Island
4.89 out of 5 average rating, 9 reviewsStylish Studio Suite on Shelter Island
Guesthouse in Southold
4.91 out of 5 average rating, 53 reviewsSouthold- Adorable 1 Bedroom Cottage
Guesthouse in Mount Sinai
4.55 out of 5 average rating, 38 reviewsGreat Outdoors Beach, Pool & Cozy Cabin Welcome!
Guesthouse in New Haven
4.73 out of 5 average rating, 44 reviewsNew Haven Pizza Cozy Guest House 1 mile to yale
Guesthouse in New Haven
4.94 out of 5 average rating, 278 reviewsSquare 6ix
Guesthouse in Hampton Bays
5 out of 5 average rating, 26 reviews1 Bedroom Hamptons Waterfront Cottage Rental
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