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Compare 237 Vacation Homes in Middlefield with updated reviews, rates, and availability.

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
10.0 out of 10, Exceptional, 113 reviews
"Was looking for a coastal retreat to enjoy a couple days with my daughter who lives near this location. This property had everything from a super clean, cozy studio with fridge and counters filled with surprising treats, incredible hot tub with lights in the trees, pool to cool off and little private beach to launch a paddlleboard and kayak, or hang out at night with a burn pit. If you are just a beach person and want toes in the sand and to swim in the ocean, this area is not for you....
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Walkable New Haven Retreat w/ Ocean Views!
9.6 out of 10, Exceptional, 10 reviews
"This was a perfect house for our weekend getaway. The sunroom overlooking the water was by far our favorite room. Being able to disconnect while enjoying a beautiful view was exactly what we needed. Lynda is a great host and was gracious enough to allow us a slightly later check out to accommodate our travel plans home. We would definitely stay here again!"
Walkable New Haven Retreat w/ Ocean Views!
Quiet Connecticut Retreat w/ Pool, Deck & Fire Pit
10.0 out of 10, Exceptional, 1 review
"Great place with a pool. Close to parks with great places to hike. Highly recommend."
Quiet Connecticut Retreat w/ Pool, Deck & Fire Pit
Patchogue River Retreat, 8 minute walk to West Beach
10.0 out of 10, Exceptional, 6 reviews
"House was very nice. Location is great. Easy walk to beach and convenient to Westbrook center."
Patchogue River Retreat, 8 minute walk to West Beach
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
9.0 out of 10, Wonderful, 69 reviews
"We very much enjoyed our stay and the host had everything prepared for us. The check in/out process was very easy as well!"
The price is ¥60,263
per night
Jul 14 - Jul 15
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
10.0 out of 10, Exceptional, 3 reviews
"perfect location beautiful house"
The price is ¥95,802
per night
Jun 30 - Jul 1
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
gorgeous victorian direct ocean front single family six bedroom, ten rooms
10.0 out of 10, Exceptional, 52 reviews
"We had a wonderful weekend. The house was perfect and completely met all our needs. Great location and views."
gorgeous victorian direct ocean front single family six bedroom, ten rooms
Writer's Retreat & Explorer's Adventure, S of Rte. 1 Madison!
10.0 out of 10, Exceptional, 16 reviews
"My month-long stay was absolutely wonderful. Hunter was an amazing, proactive host. The weather wasn't cooperative in the beginning of my stay, but Hunter went above and beyond to make sure whatever issues arose were taken care of and I couldn't be happier to have made this choice. I will definitely be back!"
Writer's Retreat & Explorer's Adventure, S of Rte. 1 Madison!
Amazing Lakefront Property
10.0 out of 10, Exceptional, 15 reviews
"This was my second go round staying at this property. My family and I enjoyed it the first time. More so the second time with the upgrades. Being familiar with the area was a great help. This time we went in the lake and enjoyed ourselves. We are looking forward to returning back again. Thank you Raymond for letting us stay at your property. Richard and Joanne"
Amazing Lakefront Property
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF
9.8 out of 10, Exceptional, 107 reviews
"A number of friends and I stayed here to be nearby our friends wake and memorial service. It was a really nice homely, quiet space that had plenty of room for everyone and the view over the river is gorgeous. Would love to come back sometime for more uplifting circumstances"
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF
Historic Essex Home w/ Large Yard Near Downtown!
10.0 out of 10, Exceptional, 32 reviews
"We absolutely loved our stay here. It was very peaceful. The hosts were easy to contact and replied quickly"
Historic Essex Home w/ Large Yard Near Downtown!
Cozy Modern Home
9.6 out of 10, Exceptional, 26 reviews
"Very nice place, stay there for a couple of nights for a get together, plenty of room. Only problem was some of the cleaning supplies where locked away where we couldn’t access it so we had to bring a mop and other supplies."
Cozy Modern Home
McAngel Haven: 5 mins from Yale
9.0 out of 10, Wonderful, 2 reviews
"The location was good for our needs and the place well maintained. There were scent devices in many outlets and two of our guests are allergic. We had to unplug them and air out the home. It would be good to alert guests to those devices and allow them to choose to have them not present."
The price is ¥34,968
per night
Jul 15 - Jul 16
McAngel Haven: 5 mins from Yale
Trout Brook Trail 2 · Sprawling Classic New England Home
10.0 out of 10, Exceptional, 13 reviews
"Great historic house nice street, very near all the West Hartford has to offer. Large well-kept bedrooms, nice size kitchen and comfortable living room, deck"
Trout Brook Trail 2 · Sprawling Classic New England Home
Near Yale 8 beds Gaming Room
Near Yale 8 beds Gaming Room
PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W/ 4 QUEENS 2 FULL
10.0 out of 10, Exceptional, 18 reviews
"Beach front"
The price is ¥224,819
per night
Jul 18 - Jul 19
PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON W/ 4 QUEENS 2 FULL
Direct Waterfront Private Beach Escape
9.8 out of 10, Exceptional, 10 reviews
"Great little spot for a family! Private beach, quiet, everything you need for a beach getaway. Close to places to walk espeically with little ones! We will be back for sure!"
Direct Waterfront Private Beach Escape
Charming Coastal Retreat Steps from the Beach!
9.8 out of 10, Exceptional, 25 reviews
"We were in town for a lacrosse tournament. While we didn't get the fully enjoy all the amenities and home - it was comfortable, spacious, in a good location."
Charming Coastal Retreat Steps from the Beach!
Ennis Cottage - A holiday by the sea!
9.8 out of 10, Exceptional, 14 reviews
"Branford is home to our family and this spot was a perfect place to drop the bags! Quient place, clean with all you need for 2 people"
Ennis Cottage - A holiday by the sea!
Beachside Retreat
9.4 out of 10, Exceptional, 3 reviews
"Old world charm meets modern amenities, beach views are calming and relaxing. Exceptional communication with host."
Beachside Retreat
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See all available properties in Middlefield
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.

Other property types in Middlefield

Amazing Lakefront Property
10.0 out of 10, Exceptional, 15 reviews
"This was my second go round staying at this property. My family and I enjoyed it the first time. More so the second time with the upgrades. Being familiar with the area was a great help. This time we went in the lake and enjoyed ourselves. We are looking forward to returning back again. Thank you Raymond for letting us stay at your property. Richard and Joanne"
Amazing Lakefront Property
New Haven Village Suites
3.0 star property
7.6 out of 10, Good, 1,854 reviews
"We stayed only one night as planned. The property is in need of renovation, more than just paint. Our room had a musty smell and the carpets were worn out. The people working there were great. I hope they can rejuvenate this area. "
The price is ¥14,929
per night
Jul 9 - Jul 10
New Haven Village Suites
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
10.0 out of 10, Exceptional, 8 reviews
"We were there for a family event in Glastonbury for just a couple of days, and so we didn't go to the lake. However, the cottage was perfect for our needs -- quiet, allowed for contemplation, and privacy that we needed. We hope to perhaps and experience the beautiful lake."
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
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.

Middlefield Vacation Homes information

Number of reviews
471
Accommodation
237 Vacation Homes
Lowest Price
¥34,968
Highest Price
¥95,802

Recent reviews of Middlefield hotels
Expedia verified reviews