House holiday rentals in Middlesex County
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Top-rated house rentals in Middlesex County
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for house rentals in Middlesex County
House rentals with a pool
Home in Cutchogue
4.97 out of 5 average rating, 201 reviewsPrivate Oasis W/Stunning Vinyard and Pool Views
Home in Hampton Bays
4.94 out of 5 average rating, 121 reviewsPeaceful Retreat in Immaculate Architect’s House
Home in Shelter Island
4.95 out of 5 average rating, 224 reviewsHuge Island Getaway Pool HotTub Walk To Beach
Home in Cheshire
5 out of 5 average rating, 128 reviewsPool House
Home in Manorville
4.98 out of 5 average rating, 243 reviewsUltimate House with Heated Pool, Hot Tub and Sauna
Home in Montville
4.97 out of 5 average rating, 115 reviewsHot Tub~Pool~Game Room~Fire Pit~BBQ~Casinos
Home in Cutchogue
4.98 out of 5 average rating, 131 reviewsSecluded Farmhouse - Studio Apartment Style Unit
Home in Sag Harbor
4.95 out of 5 average rating, 115 reviewsSag Harbor Village Cottage with Pool
Weekly house rentals
Home in Colchester
4.89 out of 5 average rating, 18 reviewsHilltop Hideaway
Home in Essex
5 out of 5 average rating, 3 reviewsSunny Shores
Home in East Hampton
4.79 out of 5 average rating, 24 reviewsCharming River Home
Home in Old Saybrook
4.94 out of 5 average rating, 47 reviewsWater Views and Walk to Beach
Home in Madison
5 out of 5 average rating, 22 reviewsStylish Modern Home, 4-Bedroom, Madison CT
Home in Old Saybrook
4.7 out of 5 average rating, 210 reviewsThe Cottage
Home in Middletown
4.95 out of 5 average rating, 39 reviewsHot Tub and pool Home away from home
Home in East Hampton
5 out of 5 average rating, 25 reviewsThe Little Nest Cottage at Lake Pocotopaug
Private house rentals
Home in East Haddam
5 out of 5 average rating, 21 reviewsPine Pond at Devils Hopyard State Park
Home in Old Lyme
4.98 out of 5 average rating, 55 reviewsRelax & Rejuvenate in this 1920s Riverfront Estate
Home in Old Saybrook
5 out of 5 average rating, 12 reviewsCornfield Point Beach House View
Home in Haddam
4.97 out of 5 average rating, 77 reviewsAutumn at The Haddam House
Home in Madison
4.87 out of 5 average rating, 23 reviewsHistoric Beachside Glamour
Home in Guilford
5 out of 5 average rating, 17 reviewsCoast and Country Private Estate
Home in East Hampton
4.92 out of 5 average rating, 91 reviewsPrivate home near Lake Pocotopaug!
Home in Guilford
5 out of 5 average rating, 24 reviewsEntire home - Cheerful 4 bedroom on the shoreline.
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