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
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Middlefield cottages

A two-story house with a porch, a mailbox, and a lawn.

1. 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
9.4 out of 10, Exceptional, (3 reviews)
"Cozy cottage was perfect for our long weekend in Madison!"
United States
Samantha D.
The price is £262
includes taxes & fees
6 Nov - 7 Nov
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
A small single-story house with a front porch, a potted plant, and two Adirondack chairs.

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

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.8 out of 10, Exceptional, (66 reviews)
"We enjoyed our stay"
United States
JM B.
The price is £178
includes taxes & fees
4 Nov - 5 Nov
1-bedroom cottage with Grove Beach 🏖️ access.
A two-story house with a covered porch, a front door, and a small outdoor seating area with a table and chairs.

3. Cozy Home near private beach , close to New Haven area colleges Hospitals

Cozy Home near private beach , close to New Haven area colleges Hospitals
Branford
9.4 out of 10, Exceptional, (86 reviews)
"Property was clean with some nice cozy touches. Wine on the table, fruit in the frig, chocolate for comfort, coffee for wakeup. Host was very pleasant and accommodating. Will definitely stay there again."
United States
Vincent
The price is £208
includes taxes & fees
4 Nov - 5 Nov
Cozy Home near private beach , close to New Haven area colleges Hospitals
A white cottage with a front door, a garage, and a small porch with a potted plant.

4. 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, (31 reviews)
"Very nice cozy cottage, the host was very friendly"
United States
Wink V.
The price is £258
includes taxes & fees
4 Nov - 5 Nov
The gardners Cottage 1 mile from long Island Sound - pet friendly
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 £402
includes taxes & fees
4 Nov - 5 Nov
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

Economy Inn

Economy Inn

8/10 Good
"With last-minute plans and the weather to consider, we booked the Economy Inn because it was the least expensive option we found. It was a basic stay, but it gave us what we needed: a place to spend the night that fit our budget."
Nadirah 2-night trip
Posted less than an hour ago
Economy Inn

Find out more about Middlefield

Middlefield Cottages information

Number of reviews
186
Accommodation
74 Cottages
Lowest Price
£178
Highest Price
£402

Frequently asked questions

Why book your cottage in Middlefield with Expedia?
Expedia has some excellent cottages in Middlefield, so start packing for a memorable stay close to nature. If you have a budget, click on how much you want to spend and your preferred property star rating. Or, use our handy filters to search for cottages with free WiFi or a kitchen. We'll help you find the perfect digs whatever your plans or bank balance.
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.