House vacation rentals in Middletown
Find and book unique houses on Airbnb
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, 162 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
4.92 out of 5 average rating, 38 reviewsCountry house getaway for relaxing & fun!
Home in Wallingford
4.91 out of 5 average rating, 23 reviewsSpacious 4Bd/2Ba Family Friendly Home. Sleeps 10
Home in Wolcott
4.95 out of 5 average rating, 19 reviewsAmazing GParadise w/King Bed, Private Pool and BBQ
Home in Morris
4.91 out of 5 average rating, 64 reviewsLuxury Compound, Pool, Gym, Tree House, Game Barn
Home in Old Saybrook
5.0 out of 5 average rating, 24 reviews3BR Private Cottage w/ Pool in Old Saybrook
Weekly house rentals
Home in Southington
4.85 out of 5 average rating, 105 reviews#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT
Home in New Haven
4.99 out of 5 average rating, 188 reviewsQ River House - 2 bdrm, minutes from Yale/Downtown
Home in East Lyme
4.96 out of 5 average rating, 105 reviewsWalk to the beach at Black Point, Niantic, Ct
Home in Old Lyme
4.94 out of 5 average rating, 257 reviewsModern Luxurious CT Country Home
Home in Haddam
5.0 out of 5 average rating, 78 reviewsCozy Comforts!
Home in Middletown
5.0 out of 5 average rating, 12 reviewsHome with Fiber Optic Internet
Home in Middletown
4.97 out of 5 average rating, 38 reviewsHome away from home
Home in Glastonbury
4.8 out of 5 average rating, 49 reviewsIdyllic Ranch, Centrally Located
Private house rentals
Home in East Hampton
4.99 out of 5 average rating, 92 reviewsClassic Lake House~4 Steps to water_FirePit_kayaks
Home in Southington
5.0 out of 5 average rating, 7 reviewsA+ location*Classy Clean Fully Remodeled*Sleeps 6*
Home in East Hampton
4.98 out of 5 average rating, 51 reviewsLake Fun: PingPong, Pool Table, Slide, EV Charger
Home in East Hampton
4.95 out of 5 average rating, 20 reviewsWaterfront Lake House
Home in East Haddam
4.95 out of 5 average rating, 93 reviewsRomantic Getaway at The Lake!
Home in Southbury
5.0 out of 5 average rating, 57 reviewsThe Cottage at Cedar Spring Farm
Home in Wallingford
5.0 out of 5 average rating, 21 reviewsNew England Charmer
Home in Glastonbury
5.0 out of 5 average rating, 37 reviewsGlastonbury home, Large Porch, Peloton & Pets OK
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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