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Holiday Rentals in Middletown

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Holiday Rentals in Middletown

#24 *Serenity* A Lakefront Cottage Retreat

9.8 out of 10, Exceptional, (17)
"Quiet and peaceful cottage. Clean and well equipped with everything we needed. Great location to sight see and visit local attractions. Loved sitting relaxing by the lake."
The price is €272
includes taxes & fees
23 Jun - 24 Jun
#24 *Serenity* A Lakefront Cottage Retreat

Postcard Cabins Machimoodus

2.0 star property
9.8 out of 10, Exceptional, (28)
"Great stay"
The price is €174
includes taxes & fees
23 Jun - 24 Jun
Postcard Cabins Machimoodus

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

10.0 out of 10, Exceptional, (131)
"My husband and I had a wonderful time at this idyllic cottage on the water in Branford. Great location and hosts. Beautiful community for long walks, restaurants nearby. Highly recommend! "
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

COZY Maple Tree Cabin - Situated on 6 private acres - Get Away and RELAX 😎

10.0 out of 10, Exceptional, (33)
"My wife and I loved our weekend stay at this cabin!"
The price is €669
includes taxes & fees
27 Jun - 28 Jun
COZY Maple Tree Cabin - Situated on 6 private acres - Get Away and RELAX 😎

Shoreline Oasis

6.0 out of 10, (1)
"So the listing said house number 26 but it's really 25. So we circled the block a few times. Then the key was not in the key safe. Called the owner who apologized profusely. Had to wait a half hour for the key. Not ideal. Otherwise ok. "
The price is €232
includes taxes & fees
25 Jun - 26 Jun
Shoreline Oasis

Relax by the River | Branford Waterfront Home

10.0 out of 10, Exceptional, (2)
"Clean, family friendly, and fun."
Relax by the River | Branford Waterfront Home

Mountaintop Horse Farm with Heated Pool

10.0 out of 10, Exceptional, (26)
"This was a much needed haven! Frank was very helpful and hospitable. All of the animals were a definite plus! "
Mountaintop Horse Farm with Heated Pool

Blue Back Bungalow

2.0 star property
9.6 out of 10, Exceptional, (12)
"Seamless check in, beautiful quaint home with excellent water pressure and hot water!Location is excellent, thank you to our hosts "
The price is €318
includes taxes & fees
22 Jun - 23 Jun
Blue Back Bungalow

Historic cottage in Deep River, CT

The price is €353
includes taxes & fees
25 Jun - 26 Jun
Historic cottage in Deep River, CT

Lux Boutique Large Private LOFT Pratt St Hartford

9.2 out of 10, Wonderful, (16)
"I am impressed with the Lux Private Loft. Absolutely Gorgeous!!. I hope to return. The kitchen area, enormous shower, large screen t.v. I will book again as soon as possible."
The price is €162
includes taxes & fees
23 Jun - 24 Jun
Lux Boutique Large Private LOFT Pratt St Hartford

Stunning Waterfront Home with Private Beach!

10.0 out of 10, Exceptional, (43)
"The property is immaculate, so clean and peaceful, views are stunning. Can’t recommend enough."
Stunning Waterfront Home with Private Beach!

1-bedroom cottage with Grove Beach 🏖️ access.

9.2 out of 10, Wonderful, (25)
"Loved the overall stay and experience. The private beach access is a bonus"
The price is €206
includes taxes & fees
22 Jun - 23 Jun
1-bedroom cottage with Grove Beach 🏖️ access.

🌾Welcoming Tiny Home! Downtown & Beachy☀️

8.8 out of 10, Excellent, (6)
"The property had a beautiful secluded outdoor space that complemented the tiny home."
🌾Welcoming Tiny Home! Downtown & Beachy☀️

Totally Private Cozy studio in awesome Hartford with WiFi, AC

9.0 out of 10, Wonderful, (4)
"I was a little worried to be right in downtown with just me and my daughter. But this location was very safe and cute shopping area around the apartment. "
The price is €162
includes taxes & fees
23 Jun - 24 Jun
Totally Private Cozy studio in awesome Hartford with WiFi, AC

Modern Condo|DWNTN Hartord| XL Center| GYM

4.0 out of 10, (1)
"The location was fantastic.Check-In, Parking and Check-Out easy.The images of the condo were misleading.- cockroaches were present- Floors were not swept- sofa bed sheets were still on bed and unwashed- makeup on the pillow cases from the pullout couch and the hair dryer bag- bedside furniture had broken drawers- one kitchen chair was extremely wobbly- kitchen table light did not workWe will not staying here again."
The price is €198
includes taxes & fees
23 Jun - 24 Jun
Modern Condo|DWNTN Hartord| XL Center| GYM

Beachside Branford- walk to Beach, Grill

10.0 out of 10, Exceptional, (3)
"Charming little cottage that was just right for our trip to the CT shoreline."
Beachside Branford- walk to Beach, Grill

Private Home - Pool and Close to CT Shoreline Beaches

9.4 out of 10, Exceptional, (6)
"House was very clean and slept all 7 of us comfortably! Pool and firepit were nice to have and enjoy. Would absolutely book this house again if I ever needed. Just be sure to ignore the unkind neighbor signs, they don't reflect on the property at all. "
Private Home - Pool and Close to CT Shoreline Beaches

Charming Westbrook Cottage, Steps to Private Beach

9.6 out of 10, Exceptional, (5)
"Cozy cottage, good location, nice access to the Sound."
Charming Westbrook Cottage, Steps to Private Beach

Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator

10.0 out of 10, Exceptional, (1)
"Great place in a very nice part of the city. Walkable and lots to do around, and a reasonable parking garage right across the street. Apartment was clean, comfy and easily accessible."
The price is €202
includes taxes & fees
22 Jun - 23 Jun
Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator

Cozy BoHo pet & family friendly near downtown & hospitals

8.6 out of 10, Excellent, (8)
"Excellent price and sweet owner!! Good value. We loved dinner at First and Last Tavern"
Cozy BoHo pet & family friendly near downtown & hospitals
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.
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Frequently asked questions

Are there holiday rentals in Middletown?

Yes, there are holiday rentals in Middletown close to Kidcity Children's Museum, or you can select a more secluded option if you're looking for a relaxing stay. Middletown is known for its entertainment choices and festivals. Make sure you have time to check out the basketball games and university setting during your trip.

What are some of the best holiday rentals that Middletown has to offer?

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub : This holiday home rental outside of Middletown is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

How many holiday rentals are there in Middletown?

With 10 Expedia holiday rentals, you're guaranteed to find just the right place for your Middletown stay.

What’s there to see and do in Middletown?

Family-friendly attractions include Kidcity Children's Museum and Van Vleck Observatory, whereas Wadsworth Falls State Park and Connecticut River are a couple of great spots to enjoy the outdoors. Other places in town to visit include Wadsworth Mansion and Ron McCutcheon Park.

What’s a holiday rental in Middletown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middletown. Holiday rentals feature amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family trips.