Vacation rentals in Wilbraham

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Wilbraham

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

%{current} / %{total}1 / 1
Top guest favorite
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, 233 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

Guest favorite
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, 159 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!

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, 161 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 favorite
Guest suite in Enfield
5 out of 5 average rating, 167 reviews

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit

Oversized 1800sf apartment is a 2-story unit, front half of a 200-year-old former schoolhouse in Enfield's historic district. The antique colonial is set up as a side-by-side duplex with private apartment occupying the front 1/2 of house & the owner's unit in the back with a separate driveway entrance & door. EXTRAS: ❋ PRIVATE USE OF POOL & PATIO ❋ KEYCODE CHECK-IN ANYTIME ❋ COFFEE/TEA BAR WITH EVERYTHING NEEDED ❋ POPCORN MACHINE, SNACKS & DRINKS ❋ 4 TVs: YOUTUBE TV, MAX, NETFLIX, WIFI

Top guest favorite
Loft in Tolland
4.97 out of 5 average rating, 315 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
Guesthouse in Northampton
4.93 out of 5 average rating, 291 reviews

Large Studio – Walk to Town

IMPORTANT: Please read the full description about the eco-friendly policy and click the "CONTACT HOST" button, rather than making a reservation. I will respond very quickly to your request. Thank you for your consideration! A unique studio, loft-like, surrounded by beautiful gardens, a short walk to downtown and Smith College; perfect for visiting the five colleges, attending weddings, graduations, workshops, writing and research; close to hiking and bicycle trails.

Guest favorite
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 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
4.99 out of 5 average rating, 140 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
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.

Top guest favorite
A wooden deck extends from the entrance, showcasing a blend of natural wood and brick siding. The railing is made of weathered wood, while greenery peeks out from the eaves, providing a touch of nature to the inviting approach.
Guesthouse in Amherst
4.96 out of 5 average rating, 676 reviews

Cozy get-away!

This quiet option is less than two miles from the center of downtown Amherst, a thriving college town with museums, libraries, small stores, restaurants for every budget, hiking trails galore. We offer a relaxing, TV-free space in a friendly, safe, residential neighborhood. Five minute walk to 2 bus stops. If you are looking for some privacy with access to western Mass., you've found it!

Superhost
The master bedroom features a spacious bed with a light-colored duvet. Natural light enters through three windows, accented by flowing white curtains. A large mirror and a decorative plant add touches of style, while a soft rug lies on the polished floor.
Home in South End
4.88 out of 5 average rating, 43 reviews

Cozy Hall of Fame Gem

Welcome to our beautiful, chic, and cozy 2-bedroom, 1-bath apartment located in the heart of downtown Springfield! Nestled in the most coveted area, our space offers a perfect blend of comfort, style, and convenience, ensuring you have an unforgettable stay.

Top guest favorite
An outdoor deck area is depicted, featuring a round table and two chairs on a leaf-patterned rug. The scene includes a picturesque landscape with trees and a distant white building, illuminated by the warm glow of the setting sun.
Apartment in Deerfield
4.98 out of 5 average rating, 189 reviews

Cozy Stay in South Deerfield

Bright, cozy & conveniently located 2nd floor apartment in South Deerfield. Minutes from Yankee Candle, Tree House Brewing, UMass Amherst, Deerfield Academy, Quonquont Farm & much more The perfect stay for a weekend away, college visit, or work trip!

Popular amenities for Wilbraham vacation rentals