Holiday rentals in West Springfield

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Top-rated holiday rentals in West Springfield

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

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Superhost
A spacious living room features a comfortable futon and a flat-screen TV mounted on the wall. Natural light filters through the white curtains, illuminating the wooden flooring. A potted plant adds a touch of greenery, with an open doorway leading to a dining area visible in the background.
Flat in West Springfield
4.77 out of 5 average rating, 61 reviews

Cozy First-Floor Retreat with Modern Comforts

Discover the perfect blend of comfort and convenience in our apartment. This cozy retreat offers a welcoming atmosphere with modern amenities to make your stay memorable. Relax in the tastefully decorated living space, unwind in the well-appointed bedroom, and enjoy the fully equipped kitchen. Located in a prime neighborhood, you'll have easy access to local attractions and city life. Whether you're here for business or leisure, this apartment provides a delightful home away from home experience

Guest favourite
Flat in Chicopee
4.89 out of 5 average rating, 27 reviews

Private 2BR Apt. Bright & Cozy, Prime Location

Fully private 2BR apt., great location & near 91 but in a quiet well-rooted neighborhood, modern and renovated, your own entrances and private porch, access to fenced yard. Sleeps up to 6. Free Internet/New Full Bath/ Full Kitchen, wash/dryer. Near MGM, Baystate, Mercy, Holyoke Hospitals, Elms College, Basketball Hall Fame, Mall, Eastern States, Jazz Fest, and Amherst. 2nd flr. Apt. In 3-family home with normal noise. Great for families, professionals, traveling nurses etc. Small pets for fee.

Superhost
Flat in Springfield
4.66 out of 5 average rating, 29 reviews

Springfield Tropical

This vibrant space includes 2 bedrooms, a fully equipped kitchen, dining room, full bathroom, and a tropical living room. Located 20 mins from Bradley Airport, and 7 mins from Springfield Union Station, in-between NYC and Boston. Walk to coffee, restaurants, 24/7 gas stations, parks, and more. Drive is 7 minutes to Downtown’s Basketball Hall of Fame, MGM Casino, Dr Seuss Museum, and more. Perfect for couples, families, or a small group looking for a unique stay in the heart of Springfield, MA.

Top guest favourite
An outdoor deck features a round black metal table with chairs beneath a large blue umbrella. A glass pitcher filled with water rests on the table, alongside decorative glasses. Greenery borders the deck, providing a serene backdrop.
Home in Agawam
5 out of 5 average rating, 48 reviews

Mama's Place

Newly fully renovated ranch style home located in a desirable neighborhood in Agawam MA. This unique home comes fully furnished and consists of 4 bedrooms, 1 new bathroom and beautiful new kitchen that opens to a large living/dining area that is just perfect for entertaining family & friends. Enjoy your time on the breezeway that opens out to a newly constructed spacious deck that borders the peacefulness of the woods. This property is conveniently located and your next adventure awaits you!

Top guest favourite
An expansive view of rolling hills and distant mountains is visible through a treeline, with a foreground of manicured green grass and apple trees. The cabin's wooden structure is partially seen on the right, enhancing the connection to nature.
Cabin in Williamsburg
4.97 out of 5 average rating, 120 reviews

Mountain Retreat close to Northampton & Amherst!

Come have this mountain top home situated on 150 secluded acres in beautiful historic Williamsburg all to yourselves!! If you want privacy within 10-20 minutes from Northampton, Hadley, and Amherst, then this cabin is perfect. Within walking distance, you will have access to trail systems for either your hiking or biking endeavors. You can stay and enjoy the peaceful nature of our home, sit on the massive deck while you gaze upon breathtaking views of the Pioneer Valley, or venture out.

Top guest favourite
The living area showcases polished hardwood flooring and large windows allowing natural light to fill the space. A modern coffee table sits prominently in the center, flanked by two black chairs and an orange lounge piece. A television is positioned against a wall.
Flat in Chicopee
4.94 out of 5 average rating, 201 reviews

Bright and cozy 3 bedroom apartment in Chicopee

Your family will love this spacious, beautifully updated apartment with private access. A friendly, walkable neighborhood, just a block from Elms College Campus. Szot Park and Chicopee Center. A few blocks from Baystate Medical Center. Nine minutes from Downtown Springfield (MGM Casino, Basketball Hall of Fame, Dr. Seuss Museum, and more!). Within less than 30 minutes of Six Flags, Bradley Airport, Downtown Hartford. Less than 1 hour from the scenic Berkshires and so much more!

Superhost
A cozy bedroom showcases a plush bed topped with decorative pillows featuring a floral pattern. A wooden accent wall adds warmth, while a low dresser and round mirror complement the space. A wall clock and small decor items enhance the room's functionality and style.
Guest house in Agawam
4.81 out of 5 average rating, 48 reviews

Studio ADU Guesthouse near Six Flags

Get ready for thrills and adventure! 🏞️🏰 Our cozy retreat is the perfect base for your Six Flags getaway! 🚗 Located just minutes away from the park, our home offers: Comfortable bedroom with plush bed Fully equipped kitchen for meal prep Relaxing living area for downtime Parking for your convenience Unwind after a day of roller coasters and excitement, and get ready to do it all again the next day! 😎 Book your stay with us and make your adventure unforgettable! 🏠👍

Top guest favourite
Home in West Springfield
4.98 out of 5 average rating, 58 reviews

3 Bed 2 Bath house in West Springfield.

3 bedrooms/2 baths private house located in West Springfield. 1st floor: Full Kitchen, Dining Room, Living Room, one bath with standing shower, washer&dryer; 2nd floor: 3 Bedrooms(queen size bed each) and one full bath. Parking for up to 4 cars on driveway. Self check in with keypad lock. Close to nearby restaurants, schools, shopping and other more. Easy access to Westfield, Agawam & Springfield Big E - 6min (2.3miles) Baystate - 9min(3.7miles) Six Flags-13min(6.5miles)

Top guest favourite
Home in Chicopee
5 out of 5 average rating, 28 reviews

King Bed w/ Game Room near Massmutual w/ Riverview

Enjoy a stylish, spacious stay in this fully renovated home with nicely decorated bedrooms, two full baths, a full kitchen plus kitchenette, and dining for eight. Have fun in the game room with pool, arcade games, soccer board game, archery, and a huge TV. Relax on the large patio with a beautiful Connecticut River view. Perfect for families and groups seeking comfort, entertainment, and convenience. It’s also near Memorial Dr. and many local attractions and dining.

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
4.99 out of 5 average rating, 150 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.

Top guest favourite
The living room features a spacious sectional couch adorned with decorative pillows, complemented by a coffee table at its center. A cozy armchair with a contrasting cushion sits nearby. Natural light streams through two large windows, enhancing the warmth of the space.
Flat in Chicopee
4.96 out of 5 average rating, 132 reviews

Cozy Brick House in Chicopee

Relax with the whole family at this peaceful place to stay. The unit is part of a two family duplex house. You and your family will have the entire unit to yourselves. There are two bedrooms with queen size beds, a living room, kitchen, bathroom, and laundry room. The living room has a TV, fireplace, and Netflix. There is also a fenced in back yard with a patio and outdoor dining area as well as a firepit. The house is also pet-friendly.

Top guest favourite
A serene riverside deck features two striped lounge chairs, positioned for optimal views of the Connecticut River. Lush greenery frames the scene, and flower pots add a touch of elegance. The wooden deck offers a natural and inviting space to relax by the water.
Home in Agawam
4.97 out of 5 average rating, 240 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.

Popular amenities for West Springfield holiday rentals