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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 Chesterfield 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, (55 reviews)
"Quiet and peaceful"
United States
Michael S.
$515 nightly
The price is $575
Oct 19 - Oct 20
Total with taxes and fees
Cozy Cottage-Sunset On The Lake
A wooden deck with a table, benches, and outdoor furniture.

2. The Cottage on Mill Brook is walking distance to Berkshire East and the River.

The Cottage on Mill Brook is walking distance to Berkshire East and the River.
Charlemont
$497 nightly
The price is $555
Nov 8 - Nov 9
Total with taxes and fees
The Cottage on Mill Brook is walking distance to Berkshire East and the River.
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 Chesterfield Hotel Reviews

Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst

10/10 Excellent
"Excellent breakfast good variety of protein and fruits"
Gerry 2-night trip
Posted 3 hours ago
Comfort Inn & Suites Hadley - Amherst

Find out more about Chesterfield

Chesterfield Cottages information

Number of reviews
55
Accommodation
49 Cottages
Lowest Price
$575
Highest Price
$575

Frequently asked questions

Why book your cottage in Chesterfield with Expedia?
Reserving a cottage in Chesterfield is as simple as entering your travel dates and selecting an ideal place for a vacation in nature. From upmarket retreats to budget-friendly properties and cottages that offer amenities like laundry facilities, Expedia has something for all styles. As for irresistible deals? We've got your back!
How can I find cheap cottages in Chesterfield?
A good way to compare cheap cottages in Chesterfield is with Expedia's useful filter tool. Narrow your search by star rating, budget and amenities to grab awesome rates in a couple of clicks.
What is there to do in Chesterfield near my cottage?
The best travel accessory is a well-planned to-do list. Chesterfield Gorge is a great place to begin your exploration of Chesterfield.

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