House vacation 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.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Middlesex County house rentals
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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