Holiday rentals in Westfield

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Top-rated holiday rentals in Westfield

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious sleeping area features a queen-size bed adorned with decorative pillows. Natural light filters through a nearby window, which is dressed with elegant drapes. A small night table with a lamp is positioned next to the bed, alongside a desk and chair for workspace.
Place to stay in West Springfield
4.94 out of 5 average rating, 65 reviews

Entire studio with deck

Welcome to my cozy, independent entrance studio/in-law mini apartment, located in West Springfield, MA. Maritza’s studio is perfect for a single person or a couple who wants to experience the beauty of a nice, safe, peaceful neighborhood. No suitable for infants. The studio is conveniently located near Big E, Six Flags, Basketball Hall of Fame, museums, nice restaurants,the MGM Casino, Yankee candle. 15 minutes from Baystate and Mercy Hospitals in Springfield and Noble Hospital in Westfield.

Superhost
A cozy living area features a light-colored rug adorned with floral patterns, complemented by a small wooden coffee table. Two blue armchairs and a sofa provide comfortable seating. Natural light filters through large windows, highlighting views of the surrounding wooded landscape.
Home in Westfield
4.67 out of 5 average rating, 9 reviews

Home in the Woods in Russell, MA

This fully equipped home is tucked away on the back of a large, wooded lot. Adirondack chairs and a fire pit await you in the large yard. Inside is freshly furnished in a bright and comfy way. There are two bedrooms: one with a queen bed, one with full bed, both w/dresser and closet. In the living room is a pullout couch. The bathroom features a tub and shower, updated sink, and toilet. Fully stocked kitchen; dining table seats 6. This home is in Russell. Airbnb is marking it as Westfield.

Superhost
A bright workspace features a wooden desk with a black chair, positioned against a light-colored wall. Two framed botanical prints are displayed above the desk, complemented by a standing lamp. A mirror reflects the scene, while a potted plant adds a touch of greenery.
Flat in Windsor Locks
4.84 out of 5 average rating, 179 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

Guest favourite
A modern kitchen is presented, featuring blue and white cabinetry, a large farmhouse sink, and stainless steel appliances. Natural light pours in from multiple windows, illuminating the space. Countertops provide ample workspace, complemented by a patterned rug near the entrance.
Home in Southwick
4.9 out of 5 average rating, 21 reviews

Exceptional Lakehouse Getaway!

Welcome to the North Ponds of Lake Congamond! Enjoy the lake views in this momentum & peacefulness. House features, king size bed, full & twin. Kick back and relax in this calm, stylish lake house fully equipped for your stay, to cook, bake, grill & play board games. Park your boat on the dock if you wish to bring your boat at the time of your stay. Minutes away from stores, restaurants & golf courses. Wait no further to book your getaway & relax in this beautiful and neat lake house.

Top guest favourite
A spacious outdoor area features a lush green meadow framed by trees under a partly cloudy sky. A single Adirondack chair is positioned on the grass, inviting relaxation. Natural light illuminates the open space, creating a serene environment.
Guest house in Granby
4.98 out of 5 average rating, 47 reviews

Peaceful Meadow Retreat

Unwind at Meadow's Edge, a serene and cozy refuge where you can come to relax and recharge! Looking out on our peaceful meadow and abutting 125 acres of corn fields, this is a perfect spot to enjoy a book on the shaded back patio, a yoga or meditation session, or a quiet walk through the fields & woods. Take in the view from inside the southern facing windows, where it is not uncommon to see wildlife at dawn or dusk. This is the tranquil getaway that you have been waiting for!

Top guest favourite
A vibrant red living room features large windows overlooking a wooded area, allowing natural light to filter in. The seating consists of plush gray sofas and armchairs, complemented by a red coffee table adorned with decorative items. A vintage wardrobe sits against the wall.
Guest suite in Easthampton
4.96 out of 5 average rating, 468 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.

Top guest favourite
A comfortable studio space is highlighted by a plush queen bed adorned with white bedding, positioned beside a cozy fireplace. Soft light is provided by a bedside lamp, while a fan offers air circulation. Neutral tones and warm accents create a welcoming ambiance.
Flat in Wilbraham
4.98 out of 5 average rating, 133 reviews

Western Mass Retreat!

Western Mass Retreat! Come relax and unwind in this updated retreat and check out all the amazing things that Western Mass and Northern CT have to offer. Enjoy the cozy reading nook, outdoor space, or a relaxing dinner in at the dinette table. Centrally located near multiple colleges and universities, two miles from Wilbraham & Monson Academy, ten minutes from GreatHorse and close to many one-of-a-kind events and experiences. Please message me with any questions.

Guest favourite
A welcoming entrance features a maroon front door with glass panes, flanked by a wooden railing. A slight wooden ramp leads up to the door, surrounded by a manicured area of small plants and gravel, creating an inviting first impression.
Home in Feeding Hills
4.89 out of 5 average rating, 1,009 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, ok 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.

Guest favourite
A bright living area features a spacious sectional sofa adorned with patterned cushions, positioned next to a coffee table. A dining table is visible in the background, complemented by ample natural light streaming through nearby windows.
Home in Westfield
4.95 out of 5 average rating, 19 reviews

Owl's Nest - Cozy Westfield Home w/ Fire Pit

Discover this simple yet sophisticated 4-bedroom, 2-bath vacation rental in the charming town of Westfield. Embrace the warmth while enjoying amenities such as a cozy fireplace and outdoor fire pit. Plus, you can savor morning coffee on the front porch or let your pup stretch its paws in the backyard. The house is also near Westfield State University and scenic hiking trails. For more to do, take a short drive to Springfield for casino thrills and local fairs!

Superhost
Flat in Northampton
5 out of 5 average rating, 4 reviews

Walk Downtown! 2BR 1B Historic Home

Peaceful 2BR 1 Bath in a beautiful 1880s home. Hardwood floors and lots of windows. 2nd floor. 3 minute walk to downtown Northampton and the beautiful Rail Trail - 10 min walk to Smith College. Fully equipped kitchen with dishwasher and coffee essentials, hardwood floors, and on-site parking. Family-friendly and ideal for visiting professors or long-term guests. Quiet & comfortable with king & queen beds. Additional space for more guests, please inquire.

Top guest favourite
The exterior of a renovated farmhouse is surrounded by lush greenery and flowering shrubs. A stone pathway leads to the front porch, which features a pair of chairs. A barn is visible in the background, set against a backdrop of trees and hills.
Home in Russell
4.96 out of 5 average rating, 279 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.)

Superhost
A spacious living room features a dark grey sofa and a patterned armchair. A wooden coffee table sits on a light area rug, while large windows allow ample natural light. Decorative curtains frame the windows, and a plant adds a touch of greenery to the space.
Flat in Holyoke
4.86 out of 5 average rating, 88 reviews

Sunny Serenity in the Highlands

Our space offers a Boho atmosphere while offering the amenities you may desire away from home. With private work spaces, high speed Wi-Fi, and a peaceful location, remote work is well suited! Quick access to I91 & I90 and short walk to Community Field , Anniversary Hill, historic Scotts Tower, as well delicious Nick's Nest, and Holyoke Hospital. A short drive to wedding venues, biking/hiking trails, hospitals,and college/university campuses

Popular amenities for Westfield holiday rentals

Frequently Asked Questions

  • 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 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 10 vacation rentals in Springfield Hill, over 10 vacation rentals in Hampton Village, and over 50 vacation rentals in Hampton Ponds.

  • 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.

Quick stats about holiday rentals in Westfield

  • Total holiday rentals

    Explore 10 holiday rentals in Westfield

  • Nightly prices starting at

    Westfield holiday rentals start at € 34 per night before taxes and fees

  • Verified guest reviews

    Over 740 verified reviews to help you choose

  • Wifi availability

    10 of Westfield holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Westfield rentals

  • 4.8 Average rating

    Westfield stays are highly rated by guests – averaging 4.8 out of 5!