Vacation rentals in Wilbraham

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Top-rated vacation rentals in Wilbraham

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Guest favorite

Guest suite in Agawam

4.95 out of 5 average rating, 177 reviews

The Waters Edge

Entire 1st floor, private Guest Suite in a contemporary home located on the scenic Ct River. Centrally located btwn Bstn & Htfd. 1 mile to Six Flags, 10-15 min to Suffield Academy, The Big E, Eastern States Exposition, Bradley Intnl Airport, MGM, bsktbl & volybl Hall of Fame, 30-40 min The Bushnell, 5 College Campus area. The CT River is home to beautiful wildlife. Protected lands provide a stunning backdrop to picturesque views. Rest's, museums, hiking, shopping & more. NO SMOKING PROPERTY.

Guest favorite

Guest suite in Granby

4.91 out of 5 average rating, 143 reviews

Whole place,staycation,3 bedrooms, spacious area

ENTIRE LIVING SPACE: Private spacious 3 bedroom lower level. Near MacDuffie Prep School & 5 prestigious colleges. Couples, solo adventurers, business travelers, families (with kids), and big groups. 14 acre. Private-golf course, pickleball, polypropylene basketball court, badminton, fishing, frisbee golf and tennis courts close by. Nature surrounds you with quiet locations to relax. 1 acre beach pond to cool off. If you are the person who likes to stay busy or relax, this is the place for you.

Guest favorite

Guesthouse in Northampton

5 out of 5 average rating, 320 reviews

Mill River Cottage (pet friendly!)

Welcome to our peaceful and unique urban farm cottage. We are located in historic Florence, Massachusetts (a part of Northampton). While our place is no longer a working farm, the cottage was created many years ago to support the main dwelling. It has been modernized to offer every comfort while maintaining its cozy aesthetic. Free parking & lighted access to the cottage. The cottage is a private space where you can come and go as you please. Relax and unwind or head out to explore the area!

Guest favorite

Camper/RV in Wilbraham

4.96 out of 5 average rating, 215 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

Guest suite in Belchertown

4.98 out of 5 average rating, 121 reviews

Serene 1-br suite on 65 acre horse property

Enjoy nature while staying in a quiet 1 bedroom attached suite on a 65 acre horse property with it's own nature trails. It includes a private entrance with a dedicated workspace with free high-speed WiFi. Remote workers are welcome! We have up to 20 horses on the property. You will have front row viewing to several right out your windows! It's set back in the woods about a 1/3 of a mile, however it is a convenient location close to Amherst, Hampshire, UMass, Smith and Mt. Holyoke.

Guest favorite

Rental unit in Pelham

4.99 out of 5 average rating, 144 reviews

Pelham 2nd floor Apartment

Second floor newly finished apartment that accommodates 2 guest. Well water and septic. Green by recycling and using salvage materials. Environmentally benign materials used where possible. Solar. Utilities and internet included. Raspberries and blueberries in season. 3.9 miles from UMASS and Amherst Colleges. 5.3 miles from Hampshire College. 11 miles from Mt. Holyoke and 12 miles from Smith College. NO PETS ACCEPTED! Allergy free. Don't hesitate to contact us with questions!

Guest favorite

Home in Ware

4.95 out of 5 average rating, 111 reviews

Entire 1-st Floor Apt & Specials for 3+ Stays

Comfy, Cozy & Centrally Located place packed with all you need to relax and enjoy your stay. It is a short drive to Amherst, Brimfield Antique Show, Old Sturbridge Village, and local breweries. Restaurants, shopping & grocery such as Mexicaly, Walmart, McDonald's, DD, Subway, Taco Bell, BigY, Domino and etc are all within a 1-3 min walk/drive. If the need arises, please ask for help, I live next house. Please ask if you are looking for a long-term rental. ThankYou

Guest favorite

Home in Feeding Hills

4.89 out of 5 average rating, 931 reviews

Farm Fresh Feeding Hills

Private in-law suite attached like a garage. Best view in the house overlooking the pond, ducks, goats, horses, & mtn. 1 Bedroom, small shower stall bath, combo kit/lvg room and a screened porch. Approx. 600 sq ft. ttl. The space is perfect for 2 people, good for 4 and a squeeze for 6 people. Only a few miles to The Big E, 6 Flags, MGM Casino, BB Hall of Fame & Dr. Suess. 20 ish min to Hartford Int. Airport, 30 ish to Htfd & 40 ish north to 5 college area.

Guest favorite

Rental unit in Northampton

4.99 out of 5 average rating, 106 reviews

Cozy Haven: Convenience & Charm

Welcome to our charming Florence, Massachusetts Airbnb! Only 10 minutes from downtown Northampton, our newly renovated property blends comfort, convenience, and natural beauty. Our location provides swift access to Northampton's vibrant heart. Within a 10-minute drive, you'll be amid bustling streets with eclectic shops, superb dining, and a lively arts scene. Explore boutiques, galleries, and cafes that define Northampton's creative and entertaining spirit.

Guest favorite

Home in Agawam

4.97 out of 5 average rating, 150 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.

Guest favorite

Guesthouse in Amherst

4.95 out of 5 average rating, 546 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 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!

Guest favorite

Rental unit in Enfield

4.99 out of 5 average rating, 193 reviews

FROG Suite Apartment

Welcome to the FROG Suite apartment, the prefect place in a comfy private space. Be it for work, pleasure, travel or leisure, this alluring updated space is located upstairs over the garage in a quiet residential neighborhood and includes a private keyless entry door lock. Apartment is located upstairs over the garage and is attached to the house.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Wilbraham vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Wilbraham's top sights

Rice Fruit Farm4 locals recommend

Applebee's Grill + Bar4 locals recommend

Iron Duke Brewing4 locals recommend

Eastfield Mall4 locals recommend

Pinocchio's3 locals recommend

Frontera Grill3 locals recommend

Other great vacation rentals in Wilbraham

Guest favorite

Rental unit in Northampton

4.92 out of 5 average rating, 592 reviews

Sunny Peaceful Home

Guest favorite

Home in Longmeadow

4.98 out of 5 average rating, 42 reviews

3 BR Quiet Cape House w/ Hot Tub

Guest favorite

Guesthouse in Stafford

4.95 out of 5 average rating, 65 reviews

A Barn Experience

Guest favorite

Farm stay in West Simsbury

4.96 out of 5 average rating, 463 reviews

Flamig Farm Staycation

Guest favorite

Rental unit in Ashford

4.97 out of 5 average rating, 237 reviews

Enjoy a Farm Stay without the Work

Guest favorite

Rental unit in Wilbraham

4.98 out of 5 average rating, 95 reviews

Western Mass Retreat!

Guest favorite

Home in Springfield

4.96 out of 5 average rating, 23 reviews

Quiet 2 Bedroom - near Big E, Massmutual, Six Flag

Superhost

Rental unit in Chicopee

4.8 out of 5 average rating, 5 reviews

Cozy two bedroom apartment

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Quick stats about vacation rentals in Wilbraham

Total rentals
10 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
590 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Big Y World Class Market, Randall's Farm, and Iron Duke Brewing

Vacation rentals in Wilbraham

Top-rated vacation rentals in Wilbraham

Guest suite in Agawam

Guest suite in Granby

Guesthouse in Northampton

Camper/RV in Wilbraham

Guest suite in Belchertown

Rental unit in Pelham

Home in Ware

Home in Feeding Hills

Rental unit in Northampton

Home in Agawam

Guesthouse in Amherst

Rental unit in Enfield

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Wilbraham vacation rentals

Stay near Wilbraham's top sights

Other great vacation rentals in Wilbraham

Rental unit in Northampton

Home in Longmeadow

Guesthouse in Stafford

Farm stay in West Simsbury

Rental unit in Ashford

Rental unit in Wilbraham

Home in Springfield

Rental unit in Chicopee

Quick stats about vacation rentals in Wilbraham

Total rentals

Nightly prices starting at

Total number of reviews

Wifi availability

Popular amenities

Local attractions

Destinations to explore