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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Middlefield cottages

Exterior

1. 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)
"Very nice cozy cottage, the host was very friendly"
United States
Wink V.
The price is £231
includes taxes & fees
7 Oct - 8 Oct
The gardners Cottage 1 mile from long Island Sound - pet friendly
Exterior

2. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (59 reviews)
"We enjoyed our stay"
United States
JM B.
The price is £178
includes taxes & fees
14 Oct - 15 Oct
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

3. 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, (2 reviews)
"Cozy cottage was perfect for our long weekend in Madison!"
United States
Samantha D.
The price is £253
includes taxes & fees
28 Sept - 29 Sept
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
House (3 Bedrooms) | Interior

4. 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 £403
includes taxes & fees
20 Sept - 21 Sept
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Exterior

5. Direct waterfront renovated cottage.

Direct waterfront renovated cottage.
Madison Center
10.0 out of 10, Exceptional, (95 reviews)
"Great cottage on the Sound!"
United States
David S.
Direct waterfront renovated cottage.
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
"Nice stay. The staff accommodated us for early check in which gave us time to prepare for the wedding we are attending at 4.30pm. Would recommend."
Fatima 1-night trip
Posted 7 hours ago
Courtyard by Marriott Waterbury Downtown

Find out more about Middlefield

Middlefield Cottages information

Number of reviews
Accommodation
74 Cottages
Lowest Price
£403
Highest Price
£403

Frequently asked questions

Why book your cottage in Middlefield with Expedia?
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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.