A waterfall in a forested area with a rocky ledge and a calm pool at the base.

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Middlefield cottages

An aerial view of a lakeside residential area with houses, a dock, and a boat.

1. Lakeview Carriage House with Spectacular Sunset Views

Lakeview Carriage House with Spectacular Sunset Views
Lake Pocotopaug
10.0 out of 10, Exceptional, (19 reviews)
"Clean, quiet, beautiful surroundings and a great host"
United States
Jennifer J.
The price is ￥24,701
￥52,629 total
includes taxes & fees
Sep 7 - Sep 8
Lakeview Carriage House with Spectacular Sunset Views
A white cottage with a front door, a garage, and a small porch with a potted plant.

2. The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly
Clinton
9.8 out of 10, Exceptional, (28 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
The price is ￥28,685
￥52,469 total
includes taxes & fees
Sep 1 - Sep 2
The gardners Cottage 1 mile from long Island Sound - pet friendly
A small single-story house with a front porch, a potted plant, and two Adirondack chairs.

3. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (53 reviews)
"We enjoyed our stay"
United States
JM B.
The price is ￥19,936
￥37,883 total
includes taxes & fees
Aug 30 - Aug 31
1-bedroom cottage with Grove Beach 🏖️ access.
A two-story house with a porch, a mailbox, and a lawn.

4. Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
Madison
10.0 out of 10, Exceptional, (1 review)
"Cozy cottage was perfect for our long weekend in Madison!"
United States
Samantha D.
The price is ￥25,099
￥58,306 total
includes taxes & fees
Sep 3 - Sep 4
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
A two-story brick house with a white garage door, surrounded by a well-maintained lawn and a tree.

5. Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
3.0 star property
Oakville
The price is ￥43,505
￥85,901 total
includes taxes & fees
Sep 14 - Sep 15
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
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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Top Middlefield Hotel Reviews

New Haven Hotel

New Haven Hotel

10/10 Excellent
"We have stayed at New Haven Hotel numerous times and have always been pleased. They have a great staff who is customer service oriented. Stephanie Lee in particular was very helpful with our stay and upgraded our room because we stay there frequently. Would recommend this hotel to couples and people on business, it’s in a great location to restaurants and bars."
Dan 1-night trip
Posted 6 hours ago
New Haven Hotel

Find out more about Middlefield

Middlefield Cottages information

Number of reviews
48
Accommodation
76 Cottages
Lowest Price
￥37,883
Highest Price
￥85,901

Frequently asked questions

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What is there to do in Middlefield near my cottage?
If you're ready to explore the best of Middlefield, be sure to visit Lyman Orchards. It's popular among visitors and locals alike.