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 Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
Home in Montville
4.91 out of 5 average rating, 234 reviewsCasino Wine Down House***
Home in Shelter Island
4.97 out of 5 average rating, 201 reviewsHuge Island Getaway Pool HotTub Walk To Beach
Home in Manorville
4.99 out of 5 average rating, 201 reviewsUltimate House with Heated Pool, Hot Tub and Sauna
Home in Hampton Bays
4.98 out of 5 average rating, 112 reviewsBeach House Feel - newly renovated backyard Oasis
Home in East Hampton
4.97 out of 5 average rating, 116 reviewsExplore the Water & Woods at a Relaxing Retreat
Home in East Hampton
4.93 out of 5 average rating, 141 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Home in Cutchogue
4.96 out of 5 average rating, 190 reviewsPrivate Oasis W/Stunning Vinyard And Pool Views
Weekly house rentals
Home in Haddam
5.0 out of 5 average rating, 9 reviewsThe Farmhouse Stay
Home in Essex
4.97 out of 5 average rating, 35 reviewsIdeal Historic Home in Essex Village
Home in Westbrook
5.0 out of 5 average rating, 39 reviewsHome Away From Home
Home in Chester
4.98 out of 5 average rating, 50 reviewsTuscan Villa in Chester
Home in Essex
5.0 out of 5 average rating, 11 reviewsHyde House- a newly remodeled Essex Village Home.
Home in East Hampton
4.99 out of 5 average rating, 93 reviewsClassic Lake House~4 Steps to water_FirePit_kayaks
Home in Essex
5.0 out of 5 average rating, 24 reviews3-Bedroom Farmhouse, Essex CT
Home in East Hampton
4.87 out of 5 average rating, 23 reviewsWaterfront Lake House
Private house rentals
Home in Madison
5.0 out of 5 average rating, 13 reviewsWaterfront Beach House with pool
Home in East Haddam
5.0 out of 5 average rating, 15 reviewsPine Pond at Devils Hopyard State Park
Home in Guilford
5.0 out of 5 average rating, 47 reviewsField of Dreams Hot Tub - Fire Pit Retreat
Home in Guilford
4.95 out of 5 average rating, 20 reviewsTiny home one block from the town green.
Home in Madison
5.0 out of 5 average rating, 17 reviewsNewly Renovated Beach Cottage!
Home in Haddam
4.84 out of 5 average rating, 32 reviewsTranquil Lakefront Home @ Hidden Lake
Home in Middletown
4.95 out of 5 average rating, 19 reviewsHot Tub and pool Home away from home
Home in Clinton
4.97 out of 5 average rating, 98 reviewsAmazing 2BR Riverfront Gem
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- Rentals with lake access Middlesex County
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