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
Oct. 21 – 28
Home in Litchfield
4.93 out of 5 average rating, 163 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Sep. 4 – 11
Home in New London
4.89 out of 5 average rating, 132 reviewsOASIS @ OCEAN BEACH PARK: 6 QUEEN BEDS
Feb. 19 – 26
Home in Norwich
4.82 out of 5 average rating, 183 reviewsGrand 9 BR Near Casinos
Nov. 22 – 29
Home in Middletown
4.95 out of 5 average rating, 19 reviewsHot Tub and pool Home away from home
Sep. 9 – 16
Home in East Hampton
4.92 out of 5 average rating, 39 reviewsCountry house getaway for relaxing & fun!
Jan. 13 – 20
Home in Wallingford
4.92 out of 5 average rating, 24 reviewsPrivate 4Bd/2Ba Family Friendly Home. Sleeps 10
Feb. 8 – 15
Home in Wolcott
4.95 out of 5 average rating, 19 reviewsAmazing GParadise w/King Bed, Private Pool and BBQ
Feb. 20 – 27
Weekly house rentals
Home in Coventry
5.0 out of 5 average rating, 105 reviewsWaterfront 10 min to Uconn outdoor tv gas fire pit
Dec. 10 – 17
Home in Haddam
5.0 out of 5 average rating, 78 reviewsCozy Comforts!
Sep. 10 – 17
Home in Middletown
5.0 out of 5 average rating, 14 reviewsHome with Fiber Optic Internet
Oct. 11 – 18
Home in Middletown
4.97 out of 5 average rating, 39 reviewsHome away from home
Aug. 5 – 12
Home in Glastonbury
4.8 out of 5 average rating, 51 reviewsIdyllic Ranch, Centrally Located
Mar. 11 – 18
Home in Southington
4.96 out of 5 average rating, 72 reviewsConnecticut Chalet - Private Pond, Firepit, Views!
Jul. 28 – Aug. 4
Home in Meriden
4.79 out of 5 average rating, 43 reviewsRelax by the water in a 4 bedroom house
Dec. 12 – 19
Home in Haddam
5.0 out of 5 average rating, 9 reviewsThe Farmhouse Stay
Jun. 12 – 19
Private house rentals
Home in East Hampton
4.95 out of 5 average rating, 21 reviewsWaterfront Lake House
Dec. 15 – 22
Home in West Hartford
5.0 out of 5 average rating, 17 reviewsThe little house that could!
Dec. 18 – 25
Home in Manchester
5.0 out of 5 average rating, 21 reviews2-BR Simplistic Retreat Minutes from Downtown
Sep. 21 – 28
Home in South Windsor
4.86 out of 5 average rating, 21 reviewsGrampa Potatoes Homestead
Aug. 31 – Sep. 7
Home in East Hampton
4.96 out of 5 average rating, 24 reviewsA Relaxing Getaway Lake House
Oct. 14 – 21
Home in Wallingford
5.0 out of 5 average rating, 23 reviewsNew England Charmer
Apr. 18 – 25
Home in Glastonbury
5.0 out of 5 average rating, 37 reviewsGlastonbury home, Large Porch, Peloton & Pets OK
Mar. 14 – 21
Home in East Hampton
4.93 out of 5 average rating, 81 reviewsLAKE HOUSE! Ask about monthly discounts!
Jan. 6 – 13
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
$41 CAD before taxes and fees
Destinations to explore
- New City Vacation rentals
- Long Island Vacation rentals
- Newark Vacation rentals
- Cambridge Vacation rentals
- Montauk Vacation rentals
- Washington Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Townhouse rentals New York
- Tiny house rentals New York
- Beach house rentals New York
- House rentals New York
- Lake house rentals New York
- Guesthouse rentals New York
- Earth house rentals United States
- Townhouse rentals United States
- Lighthouse rentals United States
- Guesthouse rentals United States
- House rentals United States
- Guesthouse rentals Manhattan
- Townhouse rentals Manhattan
- House rentals Manhattan
- House rentals Boston
- Beach house rentals Boston
- Townhouse rentals Boston
- Guesthouse rentals Boston
- Lake house rentals Connecticut
- House rentals Connecticut
- Tiny house rentals Connecticut
- Beach house rentals Connecticut
- Townhouse rentals Connecticut
- Guesthouse rentals Connecticut
- Family-friendly rentals Middletown
- Rentals with a patio Middletown
- Rentals with outdoor seating Middletown
- Apartment rentals Middletown
- Rentals with a washer and dryer Middletown
- Monthly Rentals Middletown
- Pet-friendly rentals Middletown
- House rentals Middlesex County
- Guesthouse rentals Middlesex County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom