Vacation rentals in Wilbraham

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Top-rated vacation rentals in Wilbraham

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

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Top guest favorite
A welcoming living area features a spacious sofa and an armchair positioned around a glass coffee table. A patterned area rug anchors the space, while a flat-screen TV is placed on a stand. Doorways lead to other areas of the apartment, enhancing accessibility.
Apartment in Chicopee
5 out of 5 average rating, 24 reviews

Homey 2nd floor 2 bedroom apartment

My comfortable 2-bedroom apartment is in a 100 year old two family home that has everything you need for your Chicopee trip. The unit comes with a fully equipped kitchen, Wi-Fi and off street parking. During your stay, you can also enjoy shared usage of the hot tub, outdoor deck and fire pit. Our Airbnb is within short driving distance to local hospitals, Westover Air Force Base, Six Flags and MGM casino. 1100 SF 2nd floor apartment is located in a quiet neighborhood. No smoking or pets allowed.

Top guest favorite
A serene scene depicts several horses grazing in a fenced area, surrounded by vibrant autumn foliage. A charming white house is visible in the background, framed by trees under a clear blue sky. Natural light enhances the tranquil setting.
Guest suite in Belchertown
4.98 out of 5 average rating, 153 reviews

Serene 1-br suite on 75 acre horse property

Find your peaceful retreat in our 1-bedroom suite, situated on a serene 75-acre horse property with scenic nature trails. Enjoy a private entrance, dedicated workspace, and complimentary high-speed WiFi, making it an ideal haven for remote workers. Take in the picturesque views of our horse pastures, with up to 20 horses, right from your windows. Our property is nestled in the woods, about 1/3 mile from the main road. Located near Amherst, Hampshire, UMass, Smith, and Mt. Holyoke colleges.

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.
Apartment in Windsor Locks
4.85 out of 5 average rating, 177 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 favorite
A spacious living area is furnished with a gray sectional sofa, accented with colorful throw pillows. A wooden coffee table is placed in front, on a soft area rug. Two large windows allow natural light to brighten the room, complemented by ceiling fans and tasteful decor.
Loft in Tolland
4.96 out of 5 average rating, 283 reviews

Cozy studio loft

Home away from home! In a serene, wooded area tucked away from the road, you'll find our studio loft mother-in-law apartment. Beautiful views with wildlife often spotted. Well-lit with many windows to let in the morning light. Suitable for a change of scenery while working remotely, a brief stay between locations, or your actual destination. UConn is minutes down the road. Looking for antiques? Stafford Speedway? Mohegan Sun or Foxwoods visits? Outdoor enthusiast? This place works for all!

Top guest favorite
A cozy seating area is featured, combining a spacious blue sofa and a comfortable beige armchair. Soft lighting and decorative pillows enhance the inviting atmosphere. Large windows provide views of the green outdoor landscape, while a patterned rug adds warmth to the space.
Camper/RV in Wilbraham
4.96 out of 5 average rating, 245 reviews

The Waddle on Inn

Welcome to The Waddle On Inn! Unique small farm experience meets luxury glamping and a serene paradise. We have created a farm getaway with a luxury 5th wheel with all the familiar comforts of home including wifi, smart TV, a screened in pavilion for you to enjoy your meals, our hilarious flock of ducks and goats for your entertainment! There are even fresh duck eggs for purchase as a take home souvenir! Relax, unwind, and Waddle On Inn! *Sunday check in time is 5pm all other days is 4pm*

Guest favorite
Farm stay in Hampden
4.92 out of 5 average rating, 48 reviews

The Hampden House

Escape to serenity at our small farm, nestled in peaceful Hampden, outside Springfield. With its open and roomy layout, this charming property provides ample space for families to relax and unwind together. The fully fenced yard is perfect for kids and pets to run and play safely. Whether you're seeking a relaxing retreat or an adventure-filled escape, our farm has something for everyone. Book your stay and experience the serenity of country living, perfect for creating family memories.

Top guest favorite
A bright living space features a spacious bed with light bedding and a cozy couch. A high-top dining table with teal chairs provides a dining area. The kitchen, equipped with essential appliances, is visible in the background. Natural light enters through a large window.
Apartment in Brimfield
4.98 out of 5 average rating, 189 reviews

Quiet & Cozy Main Street Retreat

Skip the traffic on the way to popular seasonal tourist destination, the Brimfield Flea Market, by staying here the night prior to your visit! Or, complement an off-season stay with an abundance of hiking trails, antique shops, lakes, farms, and even a winery just a 5 minute walk from your doorstep. Enjoy the ease of a convenience store, gas station, package store, and post office across the way, combined with the peace and quiet of this private suite tucked behind the main house.

Top guest favorite
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.
Apartment in Wilbraham
4.98 out of 5 average rating, 131 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 favorite
The exterior of the guest suite showcases a brown shingle facade, featuring a welcoming front porch with white railing. A concrete pathway leads to the entrance, while a grassy area and trees provide a natural backdrop. The driveway offers ample parking space.
Guest suite in South Hadley
4.94 out of 5 average rating, 151 reviews

Peaceful 1BR | Private Two-Story Retreat Near MHC

Enjoy this private, two-story 1-bedroom, 1-bath suite in a beautifully renovated vintage house! With a full kitchen, cozy living room, and upstairs bedroom and bath, it’s perfect for individuals, couples or small families. Relax inside in a peaceful space, walk to Mount Holyoke College and Village Commons, or explore nearby Amherst and Northampton (less than 20 minutes away). Contactless self check-in and convenient parking makes your stay easy!

Guest favorite
A charming brick exterior of the retreat features multiple large windows and a welcoming front entrance. Lush green grass surrounds the property, with decorative landscaping elements visible, including flowering plants. Solar panels are situated on the roof, reflecting an eco-friendly design.
Guesthouse in Enfield
4.95 out of 5 average rating, 60 reviews

Close AirPort|SixFlags|Big E|Free Private Parking

Escape to Pineside Retreat in Enfield, CT—a tranquil haven blending comfort and nature. Conveniently located 20 minutes from Bradley Airport and MGM Springfield Casino, 15 minutes from Six Flags, 22 minutes from Holyoke Mall, 5 minutes from Scantic River State Park, and 10 minutes from Windsor Locks Canal State Park. Perfect for professionals or adventurers seeking relaxation in a cozy, rustic-modern retreat.

Superhost
An aerial view reveals a serene lakeside setting, with vibrant autumn foliage surrounding tranquil waters. The landscape features a mix of trees and open areas, reflecting warm colors. A path is visible leading towards the pond, enhancing the natural beauty of the environment.
Townhouse in Springfield
4.77 out of 5 average rating, 111 reviews

2 bedroom Glamorous Waterfront Home

Convenient home by the lakeside. Close to all amenities, beaches, plaza and mall! Local attractions to consider: Forest park, The amazing world of Dr Seuss, Springfield Amory National Historic Site, Zoo in Forest Park and education center, MGM casino, Titanic museum, Six Flags, Basketball hall of fame, and many more. There is a path to the pond. Note: Unfortunately, there is no private beach.

Superhost
A living area features a sleek coffee table atop a patterned rug in shades of blue, gray, and black. Surrounding furniture includes a comfortable sofa and a decorative ottoman. The space is illuminated with soft lighting, enhancing the visual interest of the decor.
Home in Springfield
4.83 out of 5 average rating, 36 reviews

Cozy Haven-Clean Home-Free Parking-SuperHost!

This stylish place to stay is perfect for group trips. Very clean house in a nice quiet neighborhood. Plenty of room for the whole family. Big back yard with walk out patio.

Popular amenities for Wilbraham vacation rentals