Middletown Vacation Rentals
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Middletown vacation homes
1. #24 *Serenity* A Lakefront Cottage Retreat
#24 *Serenity* A Lakefront Cottage RetreatMiddletown
9.8 out of 10, Exceptional, (25 reviews)
"It was great "
Rodrigo C.
The price is CA $296
CA $573 total
includes taxes & fees
Sep 28 - Sep 29
2. “3BR Home Near Wesleyan & Downtown Middletown
“3BR Home Near Wesleyan & Downtown MiddletownWashington Street Historic District
7.8 out of 10, Good, (6 reviews)
"Nice place"
Jousette C.
The price is CA $313
CA $402 total
includes taxes & fees
Aug 31 - Sep 1
3. Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
Home away from home Hot Tub and Pool in Middletown home of Wesleyan universityMiddletown
9.6 out of 10, Exceptional, (18 reviews)
"Large, comfortable house in a tranquil part of town. "
Daryl R.
The price is CA $698
CA $1,218 total
includes taxes & fees
Sep 15 - Sep 16
4. Once the old Schools house now a newly furnished Apartment
Once the old Schools house now a newly furnished ApartmentWallingford Center
9.0 out of 10, Wonderful, (14 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
Jeanette W.
The price is CA $164
CA $408 total
includes taxes & fees
Aug 31 - Sep 1
5. Newly Remodeled 1-BR Close to Everything yet Very Private
Newly Remodeled 1-BR Close to Everything yet Very PrivateWallingford
10.0 out of 10, Exceptional, (10 reviews)
"Very Clean with everything I needed. I will stay here again."
David M.
The price is CA $164
CA $404 total
includes taxes & fees
Sep 20 - Sep 21
6. The Cottage by the Woods -private getaway to relax
The Cottage by the Woods -private getaway to relaxMeriden
The price is CA $375
CA $886 total
includes taxes & fees
Aug 31 - Sep 1
7. New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.Durham
9.8 out of 10, Exceptional, (30 reviews)
"This was an amazing home that exceeded our expectations- it was clean, comfortable, and in such a beautiful setting! A great place for our family to stay together during a college graduation trip! We would certainly come back again!"
Iris F.
The price is CA $904
CA $1,417 total
includes taxes & fees
Aug 31 - Sep 1
8. #16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT
#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PITSouthington
9.0 out of 10, Wonderful, (8 reviews)
"We enjoyed our stay! And happy with most!!!!"
Dawn H.
The price is CA $430
CA $831 total
includes taxes & fees
Sep 15 - Sep 16
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find vacation rentals that suit your style
Private vacation homes
Cabins
Save an average of 15% on thousands of hotels when you're signed in
Top Middletown Hotel Reviews
Clarion Inn North Haven - New Haven North
8/10 Good
Find out more about Middletown
Middletown Vacation Homes information
Number of reviews | 8,416 |
|---|---|
Accommodation | 330 Vacation Homes |
Lowest Price | CA $111 |
Highest Price | CA $258 |
Explore a world of travel with Expedia
- Lgbt Friendly Hotels in Glastonbury
- Hotels near Wesleyan University
- Motels in Bristol
- Homespring Inn & Studios
- Villas in Blue Hills
- The Bevin House Bed & Breakfast
- Guest Houses in Bloomfield
- Motel 6 Wethersfield
- Cabin Rentals in Coastal Connecticut
- Berlin Hotels
- Cabin Rentals in Blue Hills
- Cheap Hotels in Hartford
- Rv Parks in Hamden
- Passport Inn and Suites Middletown
- Cabin Rentals in Deep River
- Durham Hotels
- Cabin Rentals in Unionville
- Pet-Friendly Hotels in Middletown
- Cottages in Kensington
- Hostels in Hartford
- Red Roof Inn Meriden
- Extended Stay America Suites Hartford Meriden
- Holiday Inn Express & Suites Meriden by IHG
- Homewood Suites by Hilton Wallingford
- Quality Inn Cromwell
- Cabin Rentals in Rocky Hill
- Homewood Suites by Hilton
- Motels in North Branford
- Best Western Plus New England Inn & Suites
- Motels in West Hartford
- Hotels near Choate Rosemary Hall
- B&B in Durham
- B&B in Unionville
- Hotels near Machimoodus State Park
- Residences in Unionville
- Townhomes in Kensington
- Glastonbury Hotels
- 4 Star Hotels in Durham
- Courtyard by Marriott Hartford Cromwell
- B&B in North Haven
- Motels in Bolton
- Casino Hotels in Meriden
- Hilton Garden Inn Hartford South/Glastonbury
- Middletown Hotels
- Lodges in Chester
- Wethersfield Hotels
- Higganum Hotels
- B&B in Deep River
- Comfort Inn Wethersfield
- B&B in Bristol
- Cabin Rentals in Stowe Village Housing Project
- Wallingford Hotels
- Apartments in Cobalt
- Springhill Suites by Marriott Hartford Cromwell
- Rocky Hill Hotels
- B&B in Avon
- Villas in Cheshire Historic District
- Comfort Inn & Suites Meriden East
- Super 8 by Wyndham Cromwell/Middletown
- Marriott Hotels & Resorts in Kensington
- B&B in Guilford
- Howard Johnson by Wyndham Hartford South – Rocky Hill
- Solano Inn
- Meriden Hotels
- Sheraton Hartford South Hotel
- New Britain Hotels
- Cheap Hotels in Wethersfield
- Cromwell Hotels
- Newington Hotels
- Cabin Rentals in Essex
- Holiday Inn Express Hartford South
- B&B in Manchester
- Hotels near Brownstone Exploration & Discovery Park
- B&B in Hartford
- New Haven Hotels
- East Berlin Hotels
- Hartford Hotels
- Flights to Connecticut
- Flights to Glastonbury
- Flights from Calgary (YYC) to Hartford (HFD)
- Flights to Newington
- Flights from Montreal (YUL) to New Haven (HVN)
- Flights to Hartford
- Flights to Cromwell
- Flights from Bradley Intl.
- Flights from Buffalo (BUF) to Hartford (BDL)
- Flights from Toronto (YYZ) to New Haven (HVN)
- Flights to East Hampton
- Flights to Meriden
- Flights to New Britain
- Flights from Toronto (YYZ) to Hartford (BDL)
- Flights to Middletown
- Flights from Vancouver (YVR) to Hartford (BDL)