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

Our top choices for Middlefield cottages

Exterior

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 €284
includes taxes & fees
7 Sept - 8 Sept
Lakeview Carriage House with Spectacular Sunset Views
Exterior

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 €289
includes taxes & fees
1 Sept - 2 Sept
The gardners Cottage 1 mile from long Island Sound - pet friendly
Exterior

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 €197
includes taxes & fees
9 Sept - 10 Sept
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

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 €309
includes taxes & fees
9 Sept - 10 Sept
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
House (3 Bedrooms) | Interior

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 €462
includes taxes & fees
19 Sept - 20 Sept
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

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

10/10 Excellent
"clean, efficient and in a great location.. Helpful front desk"
Thomas 1-night trip
Posted 1 hour ago
Courtyard by Marriott Waterbury Downtown

Find out more about Middlefield

Middlefield Cottages information

Number of reviews
20
Accommodation
74 Cottages
Lowest Price
€197
Highest Price
€462

Frequently asked questions

Why book your cottage in Middlefield with Expedia?
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How can I find cheap cottages in Middlefield?
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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.