A snow-covered forest with a stone bridge in the background.

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Middlefield cottages

A deck with outdoor furniture, including a sofa and a glass table, overlooking a body of water.

1. Cozy Cottage-Sunset On The Lake

Cozy Cottage-Sunset On The Lake
Otis
9.8 out of 10, Exceptional, (54 reviews)
"Great lake house in the beautiful Berkshires. House looked just like the online pics. Kitchen fully stocked with everything you would need. Lake view & backyard were amazing! Lots of fun using kayaks & canoes."
United States
Rose Angela M.
$493 nightly
The price is $551
Oct 23 - Oct 24
Total with taxes and fees
Cozy Cottage-Sunset On The Lake
A two-story house with a balcony, a chimney, and a window with a view.

2. Berkshires farm, 30+ guests, 50 acres

Berkshires farm, 30+ guests, 50 acres
New Lebanon
10.0 out of 10, Exceptional, (1 review)
$1,912 nightly
The price is $1,941
Nov 2 - Nov 3
Total with taxes and fees
Berkshires farm, 30+ guests, 50 acres
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

Hotel On North

Hotel On North

8/10 Good
"Floors creak as it's an old hotel but the room and bathroom were really spacious. The town is meh bur the hotel was nice."
Robin 2-night trip
Posted 12 hours ago
Hotel On North

Find out more about Middlefield

Middlefield Cottages information

Number of reviews
54
Accommodation
91 Cottages
Lowest Price
$551
Highest Price
$1,941

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?
The most practical travel accessory is a well-planned schedule. Skyline Trail is a top place to kick off your adventures in Middlefield.

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