House vacation rentals in Middletown
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Top-rated house rentals in Middletown
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 Middletown house rentals
House rentals with a pool
Home in Montville
4.96 out of 5 average rating, 107 reviewsCasino Stay & Play House
Home in Litchfield
4.93 out of 5 average rating, 166 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Home in East Hampton
4.87 out of 5 average rating, 188 reviewsHeated Saltwater Pool, Walk to Beach, Dog Friendly
Home in Woodstock
4.93 out of 5 average rating, 212 reviewsCedar Ridge
Home in New London
4.91 out of 5 average rating, 158 reviewsSUNSETS IN OCEAN BEACH PARK $1MIL VIEW OF ATLANTIC
Home in Middletown
4.95 out of 5 average rating, 20 reviewsHot Tub and pool Home away from home
Home in Norwich
4.97 out of 5 average rating, 67 reviewsCozy Condo in Norwich- Minutes from Mohegan Sun
Home in Southold
5.0 out of 5 average rating, 13 reviewsGorgeous home with heated gunnite pool!
Weekly house rentals
Home in Coventry
4.94 out of 5 average rating, 163 reviewsCozy Cottage * Coventry Lake* 15 min to UConn *
Home in Stonington
4.95 out of 5 average rating, 166 reviewsRomantic Seaside Cottage in Mystic
Home in Washington
4.86 out of 5 average rating, 173 reviewsCountry Home on a Hill
Home in Chester
4.98 out of 5 average rating, 197 reviewsStunning Artisan Waterfall Escape, Walk Downtown
Home in Milford
4.98 out of 5 average rating, 156 reviewsDesigner Beach Retreat on Exclusive Cedar Beach
Home in East Haven
4.95 out of 5 average rating, 101 reviewsThe Breakaway - a waterfront gem.
Home in Haddam
5.0 out of 5 average rating, 81 reviewsCozy Comforts!
Home in Middletown
5.0 out of 5 average rating, 16 reviewsHome with Fiber Optic Internet
Private house rentals
Home in West Hartford
4.93 out of 5 average rating, 44 reviewsWeHa Penthouse w/ Private Deck
Home in West Hartford
5.0 out of 5 average rating, 17 reviewsThe little house that could!
Home in Cornwall
4.98 out of 5 average rating, 54 reviewsThe Brookside Barn
Home in Andover
5.0 out of 5 average rating, 44 reviewsSpacious modern lakefront home with jet tub
Home in Haddam
5.0 out of 5 average rating, 10 reviewsThe Farmhouse Stay
Home in Southbury
5.0 out of 5 average rating, 59 reviewsThe Cottage at Cedar Spring Farm
Home in South Windsor
4.88 out of 5 average rating, 24 reviewsGrampa Potatoes Homestead
Home in Southington
4.88 out of 5 average rating, 16 reviewsLarge 2nd floor of duplex in town center
Quick stats about house rentals in Middletown
Total rentals
40 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.4K reviews
Nightly prices starting at
$30 before taxes and fees
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