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Vacation rentals in Westfield

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Top-rated vacation rentals in Westfield

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Guesthouse in Northampton

5 out of 5 average rating, 320 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!

Home in Southwick

4.96 out of 5 average rating, 201 reviews

Linny's Updated Lakeview Cottage - Cozy & Modern

Linny's Lakeview Cottage is updated - with beautiful hardwood floors. - kitchen is finished in white shaker cabinets, granite counter tops & new appliances. - counter joins the kitchen/living room & comfortably sits 6. We will also provide an online guidebook (a few days before your stay) for; house rules, local attractions, maps, and more, ensuring you make the most of your stay. Easily access nearby attractions like the Big E, Six Flags, Basketball Hall of Fame, Bright Nights, and more.

Rental unit in Windsor Locks

4.85 out of 5 average rating, 140 reviews

Apt near Big E, Six Flags, Bradley airport

Welcome to our charming and stylish upstairs apartment, perfect for a cozy retreat! Enjoy the privacy of having the entire space to yourself. Access the apartment directly through the back entrance, up the outdoor staircase. We're conveniently located just a 10-minute drive from Bradley International Airport. Inside, you'll find: - A comfortable bedroom with a Queen-sized bed, complete with fresh linens - A fully stocked kitchen, equipped: Pots, pans, baking dishes, etc Washer and dryer

Barn in Northampton

4.96 out of 5 average rating, 545 reviews

Brookside Carriage House. Private, Great Location.

C. 1890's Carriage House. Bright & airy, 850 sq., 2nd flr. Studio. Close to "Noho" Center. Gleaming original wood floors, 12' ceiling, skylights, modern amenities w/ rustic charm. Reserved parking. 2 sleeping nooks: 1 QUEEN, 1 FULL bed & a leather couch all on the same floor. Shower, laundry, full kitchen, dining table, comfortable lounging area, & a Juliet balconey! Eclectic, spacious, private, quiet, all in a great location! Dog friendly-Contact me 1st. Stairs. No TV. Large Studio.

Guest suite in Easthampton

4.91 out of 5 average rating, 245 reviews

The Floating Library: private hiker's hideaway

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.

Guest suite in Easthampton

4.96 out of 5 average rating, 428 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.

Home in Feeding Hills

4.89 out of 5 average rating, 931 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.

Rental unit in Northampton

4.99 out of 5 average rating, 106 reviews

Cozy Haven: Convenience & Charm

Welcome to our charming Florence, Massachusetts Airbnb! Only 10 minutes from downtown Northampton, our newly renovated property blends comfort, convenience, and natural beauty. Our location provides swift access to Northampton's vibrant heart. Within a 10-minute drive, you'll be amid bustling streets with eclectic shops, superb dining, and a lively arts scene. Explore boutiques, galleries, and cafes that define Northampton's creative and entertaining spirit.

Home in Russell

4.96 out of 5 average rating, 244 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.)

Home in Agawam

4.97 out of 5 average rating, 150 reviews

Sunrise on the Water's Edge - Riverside Bungalow

Cozy riverside bungalow celebrates panorama views of the peaceful Connecticut River. Multiple levels of outdoor living space, open-air and screened-in. Just minutes from all major points of interest in the Pioneer Valley - including Six Flags New England, MGM Casino Complex, Big E Fairgrounds, Basketball Hall of Fame, and the Greater Springfield Metro area. Only 20 minutes from Bradley International Airport (BDL) in Windsor Locks.

Guesthouse in Granby

4.98 out of 5 average rating, 773 reviews

Windy Top Cottage ~ A Romantic "European" Getaway

The Windy Top Cottage is an old stone building constructed in 1932 by H. L. Bitter, a wealthy Hartford businessman. This area of Granby was a favorite of the Hartford elite for a place to 'summer' in the early part of the 20th Century. The cottage was the quarters for the domestic staff while the family was in North Granby. With an elevation of 970, we offer clean, fresh country air!

Cottage in Granby

4.88 out of 5 average rating, 173 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.

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Popular amenities for Westfield vacation rentals

Free parking on premises

Air conditioning

Stay near Westfield's top sights

Westfield River Brewing Company7 locals recommend

The Ranch Golf Club4 locals recommend

Little George's Restaurant4 locals recommend

Other great vacation rentals in Westfield

Rental unit in Northampton

4.93 out of 5 average rating, 101 reviews

Warm & Stylish Apartment w/laundry - walk to DT

Farm stay in Blandford

5 out of 5 average rating, 30 reviews

Freeland Brook Farm - stunning Berkshires view

Guest suite in Morris

4.99 out of 5 average rating, 379 reviews

Lakeside Private Guest Suite

Guest suite in Granby

4.91 out of 5 average rating, 143 reviews

Whole place,staycation,3 bedrooms, spacious area

Cottage in Petersham

4.99 out of 5 average rating, 179 reviews

Cider House Cottage

Home in Granby

4.99 out of 5 average rating, 160 reviews

Luxurious rural get away

Home in Chester

4.96 out of 5 average rating, 337 reviews

Riverfront Getaway

Cottage in Southwick

4.98 out of 5 average rating, 91 reviews

Private Hot Tub with Lake Views Fire Pit & Kayaks

Quick stats about vacation rentals in Westfield

Total rentals
10 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
840 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Walmart Supercenter, Stanley park, and Stop & Shop

Frequently Asked Questions

Do house rentals in Westfield have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Westfield. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Westfield have wifi?
Absolutely! We offer over 10 house rentals with wifi in Westfield. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Westfield have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Westfield. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Westfield have free parking?
Absolutely! We offer over 10 house rentals with free parking in Westfield. Enjoy a tailored experience with all the comforts you desire.
Where should I stay in Westfield?
Make yourself at home in Westfield by choosing from our most frequently booked neighborhoods. We have over 40 vacation rentals in Feeding Hills, over 10 vacation rentals in Hampton Village, and over 20 vacation rentals in Springfield Hill.
How much does it cost to stay in house rentals in Westfield?
Experience the best of Westfield with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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