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
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Middlefield cottages

A small single-story house with a front porch, a potted plant, and two Adirondack chairs.

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

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (61 reviews)
"We enjoyed our stay"
United States
JM B.
The price is ￥16,419
￥32,819 total
includes taxes & fees
Oct 21 - Oct 22
1-bedroom cottage with Grove Beach 🏖️ access.
A two-story house with a porch, a mailbox, and a lawn.

2. 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 ￥23,701
￥55,930 total
includes taxes & fees
Oct 20 - Oct 21
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
A white cottage with a front door, a garage, and a small porch with a potted plant.

3. 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, (29 reviews)
"Enjoyed our stay - Highly recommend!"
United States
Mary S.
The price is ￥24,934
￥46,129 total
includes taxes & fees
Oct 19 - Oct 20
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.

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 ￥43,309
￥85,514 total
includes taxes & fees
Oct 14 - Oct 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
"Great stopping point for my travel to NYC. Very comfortable, clean, and easy."
Will 1-night trip
Posted 3 hours ago
New Haven Hotel

Find out more about Middlefield

Middlefield Cottages information

Number of reviews
32
Accommodation
76 Cottages
Lowest Price
￥32,819
Highest Price
￥85,514

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.