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, 106 reviewsCasino Stay & Play House
Home in Litchfield
4.93 out of 5 average rating, 165 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Home in Middletown
4.95 out of 5 average rating, 19 reviewsHot Tub and pool Home away from home
Home in East Hampton
4.93 out of 5 average rating, 40 reviewsCountry house getaway for relaxing & fun!
Home in Old Saybrook
5.0 out of 5 average rating, 24 reviews3BR Updated Cottage w/ Pool in Old Saybrook
Home in Wallingford
4.92 out of 5 average rating, 24 reviewsFamily Oasis 4bd/2ba Private Home & Yard
Home in Wolcott
4.95 out of 5 average rating, 19 reviewsAmazing GParadise w/King Bed, Private Pool and BBQ
Home in East Haddam
5.0 out of 5 average rating, 11 reviews5 Bedroom Country Home w. Private Pool!
Weekly house rentals
Home in New Haven
4.99 out of 5 average rating, 192 reviewsQ River House - 2 bdrm, minutes from Yale/Downtown
Home in Middletown
5.0 out of 5 average rating, 14 reviewsHome with Fiber Optic Internet
Home in Haddam
5.0 out of 5 average rating, 79 reviewsCozy Comforts!
Home in Middletown
4.97 out of 5 average rating, 39 reviewsHome away from home
Home in Glastonbury
4.8 out of 5 average rating, 51 reviewsIdyllic Ranch, Centrally Located
Home in Southington
4.88 out of 5 average rating, 16 reviewsLarge 2nd floor of duplex in town center
Home in Southington
4.96 out of 5 average rating, 72 reviewsConnecticut Chalet - Private Pond, Firepit, Views!
Home in Haddam
5.0 out of 5 average rating, 9 reviewsThe Farmhouse Stay
Private house rentals
Home in Manchester
5.0 out of 5 average rating, 21 reviews2-BR Simplistic Retreat Minutes from Downtown
Home in Wallingford
5.0 out of 5 average rating, 24 reviewsNew England Charmer
Home in South Windsor
4.86 out of 5 average rating, 22 reviewsGrampa Potatoes Homestead
Home in East Hampton
4.99 out of 5 average rating, 92 reviewsClassic Lake House~4 Steps to water_FirePit_kayaks
Home in East Hampton
4.96 out of 5 average rating, 24 reviewsA Relaxing Getaway Lake House
Home in Meriden
4.79 out of 5 average rating, 43 reviewsRelax by the water in a 4 bedroom house
Home in Bristol
4.84 out of 5 average rating, 32 reviewsCute Cape Near the Park w/ Gameroom!
Home in Hebron
5.0 out of 5 average rating, 41 reviewsWelcome to The Avery!
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
R554 ZAR before taxes and fees
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