Vacation rentals in Westfield

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Top-rated vacation rentals in Westfield

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Guest favorite

Guesthouse in Northampton

5.0 out of 5 average rating, 275 reviews

Mill River Cottage (pet friendly!)

Welcome to our peaceful and unique urban farm cottage. We are located in historic Florence, Massachusetts (a part of Northampton). While our place is no longer a working farm, the cottage was created many years ago to support the main dwelling. It has been modernized to offer every comfort while maintaining its cozy aesthetic. Free parking & lighted access to the cottage. The cottage is a private space where you can come and go as you please. Relax and unwind or head out to explore the area!

Feb 23 – Mar 2

G$25,196 GYD per night

Guest favorite

Guest suite in Easthampton

4.91 out of 5 average rating, 225 reviews

The Floating Library: private hiker's hideaway

(formerly "The Nest") Spacious enough for a small family, cozy enough for a couple, a perfect alternative to a hotel, for exploring New England, or holing up to finish that book (reading or writing). TFL is a welcoming above the garage in-law suite with a private entrance, full kitchen, full bath, laundry room, and touches that will make your stay comfortable, unique and memorable. The location is right at the foot the hiking trails of Mt. Tom, a 20 min walk to idyllic downtown Easthampton.

Sep 20 – 27

G$32,206 GYD per night

Guest favorite

Guest suite in Easthampton

4.97 out of 5 average rating, 403 reviews

Goreytastic Private ApARTment @ the EMC

Self-contained completely private in-law Edward Gorey inspired artistic apartment at the Easthampton Music Conservatory (right off the Williston Campus.) Romantic, campy, silly, spooky, quirky space with Edward Gorey and original artwork, a micro library including classic TV shows and popular B movies, vintage Nintendo system & oversized beanbags for Nintendo aficionados of all ages. To be clear: entirely self-contained space. Private EVERYTHING. NO shared spaces.

Jul 13 – 20

G$27,647 GYD per night

Guest favorite

Apartment in Northampton

4.98 out of 5 average rating, 650 reviews

Tree Top Suite, cozy downtown apartment

This is an entire apartment, close to downtown. It is on the third floor, so you will have to walk up two flights of stairs. Because there are dormers (peaked areas in the ceiling), especially tall people might feel a little cramped in this space. There is a king size bed in the bedroom, a living area that includes a kitchenette, dining area, seating area and a smart TV with a fire stick, and a large bathroom. Outdoor seating on the front porch is for your use only.

Mar 8 – 15

G$22,471 GYD per night

Guest favorite

Home in Feeding Hills

4.89 out of 5 average rating, 886 reviews

Farm Fresh Feeding Hills

Private in-law suite attached like a garage. Best view in the house overlooking the pond, ducks, goats, horses, & mtn. 1 Bedroom, small shower stall bath, combo kit/lvg room and a screened porch. Approx. 600 sq ft. ttl. The space is perfect for 2 people, good for 4 and a squeeze for 6 people. Only a few miles to The Big E, 6 Flags, MGM Casino, BB Hall of Fame & Dr. Suess. 20 ish min to Hartford Int. Airport, 30 ish to Htfd & 40 ish north to 5 college area.

Sep 16 – 23

G$25,199 GYD per night

Guest favorite

Apartment in Northampton

4.95 out of 5 average rating, 281 reviews

Bike Path Hideaway Near Smith, Cooley, Northampton

Modern cozy 1BR with living space, private bathroom, private driveway, screened porch, coded door, and inflatable hot tub! Wooded neighborhood. Bike path along river. 5 min. drive to Look Park. 10 min. drive to Northampton. BR has luxury queen bed, single bed, AC. Cozy LR, WiFi, 55" TV, equipped kitchen. Near excellent hikes. A family lives in attached unit so there is some noise, not during sleep hours. Cats have lived here in the past. Great getaway spot!

Sep 26 – Oct 3

G$21,323 GYD per night

Guest favorite

Guest suite in Agawam

4.95 out of 5 average rating, 155 reviews

The Waters Edge

Contemporary home located on the scenic Ct River. Centrally located between Bstn & Htfd. Within 2 miles of Six Flags, 15 min from Basketball or Volleyball Hall of Fame, MGM Casino, Eastern States Exposition, Downtown Spfld & Bradley Intnl Airport. Adjacent CT River is home to beautiful wildlife. Protected lands provide a stunning backdrop to picturesque views guests love! Rest's, museums, hiking, shopping & much more nearby. NO SMOKING ON PROPERTY.

Aug 7 – 14

G$27,682 GYD per night

Guest favorite

Home in Russell

4.96 out of 5 average rating, 227 reviews

South Quarter House

Built in the early 1800s, our renovated farm house can accommodate families and friends comfortably. This 1600 square foot home can keep everyone together: three large bedrooms upstairs and an optional fourth downstairs. Large backyard and deck made for outside fun. Two full bathrooms, laundry, large farm table with seating for 10, and a full kitchen. Plenty of options for hiking at or near the house. (Sorry, we are not able to host weddings.)

Jan 20 – 27

G$47,534 GYD per night

Guest favorite

Home in Southwick

4.99 out of 5 average rating, 182 reviews

Linny's Lakeview Cottage

Linny's lakeview cottage is updated with beautiful hardwood floors. The kitchen is finished in white shaker cabinets, granite counter tops & new ss appliances. The counter joins the kitchen/living room & comfortably sits 6. This is a renovated 650 sq ft home. Access our online guidebook (a few day before your stay) for; house rules, local attractions, maps, and more, ensuring you make the most of your stay.

Oct 5 – 12

G$36,084 GYD per night

Guest favorite

Guest suite in East Granby

4.84 out of 5 average rating, 281 reviews

Staying at Ten Hillcrest

What I’ve always thought of as the perfect location! Private enough to see trees and birds and yet close enough to jump on the highway to anywhere. Conveniently located on a dead end street with no through traffic. On your way out take a left and head towards farm and eateries or take a right and head to the city of Hartford or Springfield. Just minutes from Bradley International Airport

Jul 6 – 13

G$26,771 GYD per night

Superhost

Guesthouse in Granby

4.9 out of 5 average rating, 192 reviews

The Loft @ Lost Acres ~ A Peaceful Rural Escape!

The Loft @ Lost Acres Vineyard is a wonderfully private, rural getaway! This bright and comfortable space is located on the upper floor of a Lost Acres Vineyard barn. Originally intended for the caretaker, the owners are now offering it to the public to enjoy the beauty of the vines & the stunning rural scenery of North Granby. Oh, and stop by the tasting barn, the wine is AMAZING!

Feb 22 – Mar 1

G$31,081 GYD per night

Guest favorite

Cottage in Granby

4.87 out of 5 average rating, 138 reviews

The Little Red Schoolhouse ~ Circa 1877

This wonderful old building is listed on the National Register of Historic Places and operated as the District 9 schoolhouse until 1948. Now, this beautiful piece of history is available for you to enjoy! Located in the picturesque West Granby, Connecticut, this little schoolhouse directly abuts hundreds of acres of open space, Granby Land Trust property, and several organic farms.

Apr 3 – 10

G$29,688 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Westfield vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Westfield's top sights

Stanley Park3 locals recommend

Little George's Restaurant4 locals recommend

The Ranch Golf Club4 locals recommend

Other great vacation rentals in Westfield

Guest favorite

Apartment in Northampton

4.95 out of 5 average rating, 220 reviews

Cedar Wet Room w Soaking Tub

Apr 9 – 16

G$35,695 GYD per night

Guest favorite

Apartment in Holyoke

4.88 out of 5 average rating, 100 reviews

Spacious Apartment! Easy on & off of I-91 & I-90

Aug 15 – 22

G$32,462 GYD per night

Guest favorite

Guesthouse in Becket

4.93 out of 5 average rating, 258 reviews

Country Cabin

Oct 24 – 31

G$25,381 GYD per night

Guest favorite

Guest suite in Sunderland

5.0 out of 5 average rating, 144 reviews

Bright private suite minutes to Five College area

Aug 29 – Sep 5

G$18,992 GYD per night

Guest favorite

Guesthouse in Amherst

4.95 out of 5 average rating, 486 reviews

Cozy get-away!

Jan 7 – 14

G$21,371 GYD per night

Guest favorite

Home in Springfield

4.91 out of 5 average rating, 141 reviews

Lovely House

Aug 15 – 22

G$34,163 GYD per night

Guest favorite

Home in Holyoke

4.96 out of 5 average rating, 299 reviews

Explore Holyoke from this charming 3 Bedroom house

Feb 21 – 28

G$45,074 GYD per night

Guest favorite

Guest suite in Northampton

4.91 out of 5 average rating, 127 reviews

Nirvana's Nest: Private Guest Suite Near College

Jul 28 – Aug 4

G$18,883 GYD per night

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Quick stats about vacation rentals in Westfield

Total rentals
10 properties
Local attractions
Walmart Supercenter, Stanley park, and Little George's Restaurant
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
10 properties include access to wifi
Total number of reviews
590 reviews
Nightly prices starting at
G$6,256 GYD before taxes and fees

Vacation rentals in Westfield

Top-rated vacation rentals in Westfield

Guesthouse in Northampton

Guest suite in Easthampton

Guest suite in Easthampton

Apartment in Northampton

Home in Feeding Hills

Apartment in Northampton

Guest suite in Agawam

Home in Russell

Home in Southwick

Guest suite in East Granby

Guesthouse in Granby

Cottage in Granby

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Westfield vacation rentals

Stay near Westfield's top sights

Other great vacation rentals in Westfield

Apartment in Northampton

Apartment in Holyoke

Guesthouse in Becket

Guest suite in Sunderland

Guesthouse in Amherst

Home in Springfield

Home in Holyoke

Guest suite in Northampton

Quick stats about vacation rentals in Westfield

Total rentals

Local attractions

Popular amenities

Wifi availability

Total number of reviews

Nightly prices starting at

Destinations to explore