Holiday houses 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, 232 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
4.69 out of 5 average rating, 134 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.

Superhost
Home in Springfield
4.82 out of 5 average rating, 11 reviews

Safe & Quiet 3BR Cape: Sunroom Office + Yard

Welcome to The Allen Ridge Retreat. Tucked away in East Forest Park—Springfield’s most desirable and safest ("A" rated) neighborhood—this classic Cape Cod offers the peace of the suburbs with the pulse of the city just minutes away. Medical professionals seeking deep rest after a shift at Baystate, a family cheering on a WNEU grad, or explorers visiting The Big E, our home is your safe, and spotless sanctuary featuring gleaming hardwood floors, a dedicated sunroom office, and private backyard.

Guest favourite
A spacious sleeping area features a large bed dressed in olive green linens. A decorative wall art piece of a cow is displayed above the bed. Natural light enters the room through a nearby doorway, while a small plant adds a touch of greenery.
Guest suite in Springfield
4.91 out of 5 average rating, 158 reviews

Luxury studio apartment-walkout basement

Located in a quiet neighbor hood in Sixteen acres springfield, this luxury studio was created with you in mind! The bathroom is loaded with spa like amenities include a rain head shower, and heated floors. Located 7 minutes from Western New England University, 13 minutes from Springfield College and American International College. Also conveniently close to many restaurants and shopping amenities. The perfect stay for a traveling nurse or a business trip or even as the home base for a getaway!

Guest favourite
Apartment in Amherst
4.91 out of 5 average rating, 242 reviews

1840 restored beauty in the best downtown location

Newly restored 2nd-floor apartment in 175-year-old home 2 blocks from Amherst Cinema & steps to everything this vibrant downtown has to offer. Walking distance to Amherst College and UMass. This home retains the character of days gone by, yet sparkles with new wood floors, modern bathroom & new appliances. Original wood-paneled entry hallway & exposed beams throughout. Antique furnishings, historic wall decor, and a sunny kitchen with built-in reclaimed wood bar. Small balcony w seating for 2.

Top Guest favourite
Guest suite in Belchertown
4.98 out of 5 average rating, 159 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 calm lake scene is depicted in the early morning light, with a person seen kayaking through a layer of mist. The dock is visible in the foreground, providing a serene connection to the tranquil water surrounded by lush greenery.
Cabin in Wilbraham
4.63 out of 5 average rating, 41 reviews

1925 3BR Rustic Lake Cottage+Fireplace+ Office

Private, rustic, tranquil Lake getaway. Perfect for the business traveler or family looking at staying in Western Massachusetts ; Right off of Rt20 in Wilbraham, on Nine Mile Lake, 9 miles from Springfield, minutes to Wilbraham Monson Academy , AIC and Western New England University, and 45min to downtown Worcester. If you are looking for a antique cabin lake experience with updates but maintains the older feel- this is it; fully renovated, but vintage 1920's Cabin built by my Irish GFather

Top Guest favourite
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, 310 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!

Guest favourite
A living area features a spacious gray sectional sofa accented with two light green pillows. A modern pendant light hangs overhead, and a large artwork adorns the wall. The open kitchen area includes white cabinets and bar stools, enhancing the room's inviting ambiance.
Loft in Palmer
4.91 out of 5 average rating, 44 reviews

Retro Loft Apartment 2b

Welcome to Palmer, Nicknamed “The Town of the Seven Railroads” & “New England’s Top Train Enthusiast Location”. So do expect the “Romantic” sounds of the by gone era of a train to rumble thru! We own the popular eatery The Steaming Tender Restaurant (Railroad Themed-located across the tracks at the old Union Station). Open Wednesday- Sunday! If you mention that you are a guest at the LOFTS ON MAIN, you will receive priority seating and complimentary dessert on us!

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.
Apartment in Wilbraham
4.99 out of 5 average rating, 139 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
A cozy nook features a comfortable armchair with burgundy cushions beside a small bedside table and framed art on the wall. A colorful bedspread is visible in the adjoining bedroom, while green glass bottles are displayed decoratively on a shelf above.
Apartment in Somers
5 out of 5 average rating, 7 reviews

Sweet Spot

Guest Favorite! One of the most loved homes on Airbnb. 24 reviews with 4.92 Star Rating! Rental has been on Airbnb for 2 years under previous owner. Home is now under new ownership but rental (price and amenities) remain unchanged. Previous owner was a "super host" so we have a lot to do to meet her standards, but are willing to try! Message me if you would like to review the 24 reviews from previous guests.

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.
Guesthouse in Enfield
4.95 out of 5 average rating, 74 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.

Popular amenities for Wilbraham holiday rentals