Middlefield Vacation Rentals from ￥16,184: Search Short-Term Rentals

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Vacation Rentals in Middlefield

Escape to a serene forest retreat with a cozy fire pit and comfortable Adirondack chairs.

"Great stay"

￥29,711 total

includes taxes & fees

Jul 31 - Aug 1

Enjoy a refreshing dip in the pool surrounded by a deck and basketball hoop.

"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! "

Stroll up to this charming colonial-style house, featuring a welcoming front porch with a bench and a beautiful garden.

"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!"

￥38,991 total

includes taxes & fees

Jul 31 - Aug 1

Surrounded by lush greenery, this cabin features a cozy porch with seating and a stone pathway leading to the entrance.

"My wife and I loved our weekend stay at this cabin!"

￥103,132 total

includes taxes & fees

Jul 31 - Aug 1

Welcome to Goodspeed Opera House, featuring a grand double door entrance with symmetrical design and large windows.

"This property was in a great location for going to the Goodspeed opera house. "

￥46,586 total

includes taxes & fees

Jul 31 - Aug 1

Enjoy serene lakeside views from the wooden pier, surrounded by rolling hills and a natural stone wall.

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

Relax by the rooftop pool with a stunning city view, surrounded by lounge chairs and a railing.

"Excellent location downtown and close to yale. A lot of complimentary amenities and activities. Very nice size rooms. A nice residential feel for a weeks stay."

Relax on the covered porch with a view of the sea, featuring a comfortable seating area with two chairs.

Kitchen features a central island, oven, and white cabinetry with a patterned backsplash.

"The inside was very clean, the back patio/garden area is cute, but the pool was green by day two. Overall we enjoyed our time here"

Relax in comfort with a sofa, throw blanket, and natural light pouring in through the large window.

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

￥39,851 total

includes taxes & fees

Aug 5 - Aug 6

Cozy apartment with a kitchenette, featuring a stove, sink, and cabinets. The room includes a bed with a wooden frame, two windows, and a small table with a chair.

￥25,167 total

includes taxes & fees

Aug 10 - Aug 11

Relax in this serene sunroom with a high ceiling and expansive views of the surrounding landscape.

"Perfect home for a big family gathering!"

Stunning living area with a spiral staircase, dining table, and modern kitchen.

"Quick weekend stay as we needed to be in the area for a soccer tournament. The house was super clean and had everything we needed. Would definitely stay again. "

￥103,980 total

includes taxes & fees

Jul 31 - Aug 1

"I'd like to say that upon arriving the house was beautiful. There's a gorgeous backyard pond with a water spout in the middle. A nice accessible driveway and a cute little cobblestone walkway leading up to the entrance of the guest house. It was beautiful when we arrived inside. House was clean and inviting and there was also cold water and refreshments. Will 100% be booking again... I would give it a hundred stars if I could. Best experience ever."

Enjoy meals at the dining table surrounded by comfortable chairs, with a view of the serene body of water.

"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. "

Enjoy a city view from the large window, with a dining table and chairs, a sofa, and a side table.

"Great location, great stay!"

Relax in style with a comfortable sofa, small table, and barbecue grill in this modern outdoor space.

"The property is clean ,comfortable tastefully decorated, convenient to many locations. Host communication is great! Highly recommend!"

Relax in this inviting living space with a comfortable sofa, coffee table, and scenic forest views.

"I've stayed here multiple times and it was amazing as always. Great communication, clean, and beautiful! "

￥132,370 total

includes taxes & fees

Jul 31 - Aug 1

Enjoy waterfront views and beach access from this coastal property.

"Great location "

Enjoy a compact yet functional space with a kitchenette, dining area, and living space.

"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. "

￥24,143 total

includes taxes & fees

Aug 3 - Aug 4

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Top Middlefield Hotel Reviews

Woodspring Suites Newington - Hartford South

10/10 Excellent

"Pretty bare bones but clearly brand new and at $129/night it was a great deal for a 1-night stay right en-route"

The Blake Hotel

10/10 Excellent

"I had a few issues with my room, the woman at the front desk, Alisha came up and took care of it immediately. She was friendly and professional, and solved the issue very quickly. That was much appreciated. Everyone I dealt with at this hotel were very professional and very friendly. I’m thinking, management at this hotel must do a good job and that reflects in the way the personnel takes care of business."

Find out more about Middlefield

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Frequently asked questions

Can I find a vacation rental in Middlefield?

Yes, there are vacation rentals close to popular local attractions in Middlefield, or you can go with a secluded option if you're looking for a relaxing stay. Middlefield is known for its golf courses and waterfalls. Make sure you have time to check out the ski areas and restaurants during your trip.

What are some of the best vacation rentals in Middlefield?

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub : This vacation home rental outside of Middlefield is located on the beach and has an outdoor pool, a balcony, and a barbecue grill 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 a hot tub.

How many vacation rentals are there in Middlefield?

With 6 Expedia vacation rentals, you're sure to find just the right place for your Middlefield stay.

What’s there to see and do in Middlefield?

Lake Beseck Beach and Wadsworth Falls State Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Lyman Orchards and Powder Ridge Mountain Park and Resort.

What’s a vacation rental in Middlefield like?

A vacation rental is a private property you can book for a couple of days or more in Middlefield. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for family trips or small group gatherings.

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Middlefield Vacation Rentals

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Vacation Rentals in Middlefield

Postcard Cabins Machimoodus

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

Shoreline Oasis

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

Walk To Goodspeed Opera House!

Waterfront Goodspeed airport 2-bedroom house with AC, WiFi

Luxury Apartments by Hyatus at Pierpont

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

Cozy 3 bedroom minutes from Yale and the beach

1-bedroom cottage with Grove Beach 🏖️ access.

Cozy apartment in charming Hartford with AC, WiFi

Waterfront Estate Home - Beach and Shared Pool - East

The Beach Nest-Lux Cottage Steps to the Beach

Charming, Large Cozy 1-bedroom house in fabulous Berlin with WiFi, near Hartford

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

Luxury Furnished Apartments by Hyatus Downtown at Yale

StedleyCreek! One bed-room apartment in the Stoney Creek area of Branford, CT.

New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

New Madison beach house - Ocean front- Great views- booking Summer 2025

Totally Private Cozy studio in awesome Hartford with WiFi, AC

Top Middlefield Hotel Reviews

Woodspring Suites Newington - Hartford South

New Haven Hotel

Hampton Inn & Suites Hartford/East Hartford

Clarion Inn

The Blake Hotel

La Quinta Inn & Suites by Wyndham New Haven

Home2 Suites by Hilton East Haven New Haven

Hotel Marcel New Haven, Tapestry Collection By Hilton

Motel 6 Wethersfield, CT - Hartford

Find out more about Middlefield

Frequently asked questions