Middletown Vacation Rentals from ￥16,072: Search Short-Term Rentals

Q: What are some of the best vacation rentals that Middletown has to offer?

Waterfront Goodspeed airport 2-bedroom house with AC, WiFi : This vacation home rental outside of Middletown is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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Vacation Rentals in Middletown

"Great stay"

￥27,775 total

includes taxes & fees

Sep 1 - Sep 2

"Perfect location for a get-away! Beautiful location on the water. The cottage was cozy & had everything we needed. Very clean. Lots to do in the area. Host was very nice We had a great time and will absolutely be back! "

"A very comfortable, clean, convenient apartment close to the shore and all the natural attractions near Madison and Clinton. We particularly appreciated that the owners quickly replaced the bedroom air conditioner when it broke. Great hosts!"

￥38,378 total

includes taxes & fees

Aug 31 - Sep 1

"Loved the overall stay and experience. The private beach access is a bonus"

￥34,440 total

includes taxes & fees

Sep 1 - Sep 2

"Amazing property, we loved everything about it, highly recommended, will stay again "

￥102,794 total

includes taxes & fees

Sep 9 - Sep 10

"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. "

￥23,975 total

includes taxes & fees

Aug 31 - Sep 1

"We very much enjoyed our stay and were pleasantly surprised by how great the views were from practically every room in the house. Check-in was very simple and there were many nice touches awaiting us at the property. "

"This place was very clean and Michael was great, answering all my questions quickly. check in was simple just a code to get in it was very updated and the beds were very comfortable. It was close to Yale and to some great pizza places"

"Our family had a fabulous week at the beach celebrating my 70th birthday. Lots of fun, food and laughter with the ocean as our background. This beach house had everything we needed as was as comfortable as our own home. "

"All was as advertised. The Xfinity INDOOR theatre us across the the street. Xfinity OUTDOOR theatre/ arena is only about a .8 mile walk away. We took an UBER there and walked back after our concert"

￥24,962 total

includes taxes & fees

Sep 7 - Sep 8

"We were visiting University of Hartford and this was the perfect place to stay outside of the city. Great space with all the conveniences of home. Wonderful food options within walking distance. "

￥71,220 total

includes taxes & fees

Sep 4 - Sep 5

￥137,160 total

includes taxes & fees

Sep 3 - Sep 4

"Perfect home for a big family gathering!"

"This was a great property and close to many things to see and visit. The welcome note and goodies were much appreciated. Great communication from the host!!!"

"Beautiful location, very comfortable for our small family."

"Very much enjoyed our stay!"

￥52,618 total

includes taxes & fees

Sep 1 - Sep 2

"Very pleased with this stay. Perfect for us and the kids. Super cute beach home."

"We really enjoyed our stay at the property. The home was very clean, the beds were comfortable, and the location was convenient for all of our weekend activities."

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Top Middletown Hotel Reviews

Find out more about Middletown

Search for holiday rentals in Middletown on Expedia! You can easily find your home rentals, villas, holiday apartments in Middletown using one of the methods below:

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Frequently asked questions

Are there vacation rentals in Middletown?

Yes, you can find vacation rentals in Middletown close to Kidcity Children's Museum, or you can choose a more remote option if you want 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 vacation rentals that Middletown has to offer?

Waterfront Goodspeed airport 2-bedroom house with AC, WiFi: This vacation home rental outside of Middletown is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Middletown?

With 12 Expedia vacation rentals, you're sure 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 General Mansfield House.

What’s a vacation rental in Middletown like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Middletown. Vacation rentals offer amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family trip.

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Middletown Vacation Rentals

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Vacation Rentals in Middletown

Postcard Cabins Machimoodus

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

Shoreline Oasis

1-bedroom cottage with Grove Beach 🏖️ access.

COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎

Totally Private Cozy studio in awesome Hartford with WiFi, AC

Exclusive Weekend Summer Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views

Seven Sleeps + Patio retreat/lake + Two-in-one game table/PS5

Waterfront House with picture-perfect views from all 3 levels.

Cozy apartment in charming Hartford with AC, WiFi

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Family Gem on Dyer Street

Waterfront Estate Home - Beach and Shared Pool - East

Cozy cottage near downtown Clinton, Marina & Hammonasset Park

Waterfront Goodspeed airport 2-bedroom house with AC, WiFi

Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn

Relaxing summer rental, walking distance to the beach, short ride to the outlets

UPDATED HOME, king+queen beds, AC, 5 min walk to beach, 1 min to Waters Edge

Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.

Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!

Top Middletown Hotel Reviews

Find out more about Middletown

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