Holiday rentals in Wilbraham

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Top-rated holiday rentals in Wilbraham

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Top guest favourite
A serene pond reflects the white cottage and surrounding trees, creating a tranquil scene. Wildflowers and grasses frame the water's edge, while lush greenery enhances the natural beauty of the area. The peaceful environment is ideal for relaxation and outdoor exploration.
Cottage in Petersham
4.99 out of 5 average rating, 222 reviews

Cider House Cottage

Antique guest cottage on a becountry farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub

Superhost
A two-story house is framed by a well-kept yard, displaying a light green exterior and a contrasting stone accent. A wooden fence borders the property, providing added privacy. Surrounding trees indicate a natural setting, with seasonal foliage partially visible.
Home in Springfield
4.68 out of 5 average rating, 128 reviews

Vincent house is a sweet place.

About this place Home is located in a nice neighborhood. The apartment is on the first floor. There are tenant living on the second floor. It has 2 bedrooms with queen size beds. It has a fully equipped kitchen, spacious living room and one bathroom. Living room has a full pull out bed from the sleeper couch. There is laundry room with washer and dryer that is shared with 2nd floor tenant. Parking is on the street. Discount for long term stay. Absolutely no smoking inside or anywhere outside.

Top guest favourite
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.

Top guest favourite
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.
Campervan/Motorhome 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 favourite
Farm stay in Hampden
4.91 out of 5 average rating, 47 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.

Guest favourite
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
4.8 out of 5 average rating, 15 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
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, 130 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 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.
Guest house in Enfield
4.95 out of 5 average rating, 59 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.

Top guest favourite
Tiny home in Wilbraham
4.97 out of 5 average rating, 231 reviews

Private Tiny House - Farm like setting

A very private and charming modern cottage on classic New England farm like setting. Furnished and designed by Hopes Woodshop. A secluded artist retreat.

Guest favourite
A well-lit living area features a dark leather armchair and a convertible sofa. The walls are painted in a neutral tone, and large windows are adorned with light curtains. A colorful area rug adds pattern and warmth, while a small table holds a decorative plant.
Flat in Stafford Springs
4.88 out of 5 average rating, 240 reviews

Historic 1 bedroom suite

This unique place has a style all its own. The building is over two hundred and 20 years old. It was the Convent of Sisters of Mercy, St. Edward's Parish

Popular amenities for Wilbraham holiday rentals