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Check prices for these dates

In two weeks
12 Sep - 14 Sep
In one month
26 Sep - 28 Sep
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov

Browse Select Westfield Cottages

Our top choices for Westfield cottages

Massachusetts Vacation Rental w/ Deck
House (3 Bedrooms) | Interior

Massachusetts Vacation Rental w/ Deck

3.0 star property
Massachusetts Vacation Rental w/ Deck
Westfield Vacation Rental w/ Porch, Pets Welcome!
House (3 Bedrooms) | Interior

Westfield Vacation Rental w/ Porch, Pets Welcome!

3.0 star property
Westfield Vacation Rental w/ Porch, Pets Welcome!
Cozy Springfield Vacation Rental Near Downtown
Terrace/patio

Cozy Springfield Vacation Rental Near Downtown

3.0 star property
Cozy Springfield Vacation Rental Near Downtown
Historic Huntington Home - Walk to Westfield River
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Historic Huntington Home - Walk to Westfield River

3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful historical house in a rural setting. We were attending performances at Jacob’s Pillow. This house is approximately 20 minutes away, so very convenient."
Historic Huntington Home - Walk to Westfield River
Charming Windsor Home w/ Private Backyard!
House (3 Bedrooms) | Interior

Charming Windsor Home w/ Private Backyard!

3.0 star property
8.0 out of 10, Very good, (1)
"The property was exactly as advertised and what we needed for a two night stay for a graduation. It was economical and accommodated 5 people comfortably. The interior is a bit dated, but clean. We did not spend much time at the property, so it worked well for us. The beds were a bit hard, but functional for two nights."
Charming Windsor Home w/ Private Backyard!
Lakefront Granby Escape w/ Private Dock & Kayaks!
House (2 Bedrooms) | Interior

Lakefront Granby Escape w/ Private Dock & Kayaks!

3.0 star property
Lakefront Granby Escape w/ Private Dock & Kayaks!
A-frame Cabin w/ Furnished Deck in Becket!
House (2 Bedrooms) | Interior

A-frame Cabin w/ Furnished Deck in Becket!

3.0 star property
A-frame Cabin w/ Furnished Deck in Becket!
Pet-friendly Cabin w/ Fire Pit, BBQ & Great Deck!
House (2 Bedrooms) | Interior

Pet-friendly Cabin w/ Fire Pit, BBQ & Great Deck!

3.0 star property
Pet-friendly Cabin w/ Fire Pit, BBQ & Great Deck!
Lakefront Otis Home w/ Stunning Views & Boats!
House (2 Bedrooms) | Interior

Lakefront Otis Home w/ Stunning Views & Boats!

3.0 star property
Lakefront Otis Home w/ Stunning Views & Boats!
Cozy Becket Cottage Escape w/ Lake Access!
Cottage (2 Bedrooms) | Interior

Cozy Becket Cottage Escape w/ Lake Access!

3.0 star property
Cozy Becket Cottage Escape w/ Lake Access!
Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!
House (3 Bedrooms) | Front of property

Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!

3.0 star property
Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!
Historic Farmhouse Near Mountains & Colleges!
House (4 Bedrooms) | Interior

Historic Farmhouse Near Mountains & Colleges!

3.0 star property
Historic Farmhouse Near Mountains & Colleges!
Lakefront Westhampton Cabin w/ Beach + Kayaks!
House (3 Bedrooms) | Interior

Lakefront Westhampton Cabin w/ Beach + Kayaks!

3.0 star property
Lakefront Westhampton Cabin w/ Beach + Kayaks!
Springfield Vacation Rental: 1 Mi to Downtown
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Springfield Vacation Rental: 1 Mi to Downtown

3.0 star property
Springfield Vacation Rental: 1 Mi to Downtown
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
House (4 Bedrooms) | Interior

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had an amazing experience! Such a beautiful home and amazing host! We loved it! Definitely staying here again. Highly recommend! Thank you! "
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Hadley Vacation Rental 24 Mi to Springfield!
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Hadley Vacation Rental 24 Mi to Springfield!

3.0 star property
Hadley Vacation Rental 24 Mi to Springfield!
Spacious Tolland Home w/ Deck + Screened Porch!
Interior

Spacious Tolland Home w/ Deck + Screened Porch!

3.0 star property
Spacious Tolland Home w/ Deck + Screened Porch!
Becket Home w/ 3-season Porch: Walk to Lake Access
Interior

Becket Home w/ 3-season Porch: Walk to Lake Access

3.0 star property
Becket Home w/ 3-season Porch: Walk to Lake Access
Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks
Interior

Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks

3.0 star property
Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks
Lakefront Hinsdale Home ~ 10 Mi to Pittsfield!
House (3 Bedrooms) | Interior

Lakefront Hinsdale Home ~ 10 Mi to Pittsfield!

3.0 star property
Lakefront Hinsdale Home ~ 10 Mi to Pittsfield!
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 Westfield Hotel Reviews

Find out more about Westfield

Find out more about Westfield

Westfield Cottages information

Number of reviews
Accommodation
36 Cottages
Lowest Price
Highest Price

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Why book your cottage in Westfield with Expedia?
Expedia has some superb cottages in Westfield, so start packing for a memorable holiday close to nature. If you have a certain budget, click on how much you want to spend and your preferred property star rating. Or, make your way to the filters to search for cottages with a hot tub or a kitchen. We'll help you find the perfect pad whatever your plans or bank balance.
How can I find cheap cottages in Westfield?
The quickest way to uncover cheap cottages in Westfield is with Expedia's handy filter tool. Fine-tune your search results by star rating, budget and amenities to grab awesome rates with only a few clicks.
What is there to do in Westfield near my cottage?
The best travel accessory is a well-planned itinerary. Hampton Ponds State Park is an excellent place to begin your adventures in Westfield.