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 Litchfield
4.93 out of 5 average rating, 167 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Home in New London
4.89 out of 5 average rating, 135 reviewsOASIS @ OCEAN BEACH PARK: 6 QUEEN BEDS
Home in Middletown
4.95 out of 5 average rating, 21 reviewsHot Tub and pool Home away from home
Home in East Hampton
4.93 out of 5 average rating, 43 reviewsCountry house getaway for relaxing & fun!
Home in Wallingford
4.92 out of 5 average rating, 26 reviewsFamily Oasis 4bd/2ba Private Home & Yard
Home in Wolcott
4.95 out of 5 average rating, 21 reviewsAmazing Paradise Private Pool, BBQ & King Bed
Home in Norwich
4.97 out of 5 average rating, 69 reviewsCozy Condo in Norwich- Minutes from Mohegan Sun
Home in Old Saybrook
5.0 out of 5 average rating, 25 reviews3BR Updated Cottage w/ Pool in Old Saybrook
Weekly house rentals
Home in Clinton
4.97 out of 5 average rating, 101 reviewsAmazing 2BR Riverfront Gem
Home in Southington
4.82 out of 5 average rating, 109 reviews#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT
Home in Haddam
5.0 out of 5 average rating, 83 reviewsCozy Comforts!
Home in Middletown
5.0 out of 5 average rating, 18 reviewsHome with Fiber Optic Internet
Home in Middletown
4.98 out of 5 average rating, 41 reviewsHome away from home
Home in Glastonbury
4.83 out of 5 average rating, 58 reviewsIdyllic Ranch, Centrally Located
Home in Southington
4.96 out of 5 average rating, 74 reviewsConnecticut Chalet - Private Pond, Firepit, Views!
Home in West Hartford
5.0 out of 5 average rating, 17 reviewsThe little house that could!
Private house rentals
Home in East Hampton
4.98 out of 5 average rating, 54 reviewsLake Fun: PingPong, Pool Table, Slide, EV Charger
Home in Wallingford
5.0 out of 5 average rating, 29 reviewsNew England Charmer
Home in Southbury
5.0 out of 5 average rating, 62 reviewsThe Cottage at Cedar Spring Farm
Home in East Hampton
4.93 out of 5 average rating, 84 reviewsLAKE HOUSE! Walking distance to Lake Pocotopaug
Home in Bristol
4.86 out of 5 average rating, 36 reviewsCute Cape Near the Park w/ Gameroom!
Home in Hebron
5.0 out of 5 average rating, 46 reviewsWelcome to The Avery!
Home in East Hampton
4.88 out of 5 average rating, 26 reviewsWaterfront Lake House
Home in West Hartford
5.0 out of 5 average rating, 40 reviewsSprawling Classic New England Home
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
- New York Vacation rentals
- Jersey City Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Guesthouse rentals New York
- Lake house rentals New York
- Tiny house rentals New York
- Beach house rentals New York
- House rentals New York
- Townhouse rentals New York
- Lighthouse rentals United States
- Earth house rentals United States
- House rentals United States
- Townhouse rentals United States
- Guesthouse rentals United States
- Townhouse rentals Manhattan
- Guesthouse rentals Manhattan
- House rentals Manhattan
- House rentals Boston
- Beach house rentals Boston
- Guesthouse rentals Boston
- Townhouse rentals Boston
- Lake house rentals Connecticut
- Tiny house rentals Connecticut
- Townhouse rentals Connecticut
- Beach house rentals Connecticut
- House rentals Connecticut
- Guesthouse rentals Connecticut
- Apartment rentals Middletown
- Rentals with a patio Middletown
- Monthly Rentals Middletown
- Rentals with a washer and dryer Middletown
- Family-friendly rentals Middletown
- Rentals with outdoor seating Middletown
- Pet-friendly rentals Middletown
- Guesthouse rentals Middlesex County
- House 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