
Vacation rentals in Hampden County
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Hampden County
Guests agree: these stays are highly rated for location, cleanliness, and more.

Lemnos Experience/Game RM/MGM/BigE/Garage/king bed
A peaceful, cozy, family-friendly retreat prioritizing safety and comfort. Our stylish space offers a luxurious yet welcoming atmosphere, ideal for relaxing and creating memories with loved ones. Conveniently located at sixteen Acres near Springfield Basketball Hall of Fame, Western New England, MGM Casino, Big E, Forest Park, Massachusetts Mutual, Six Flags, Bradley Airport, and just 45 minutes from the Berkshires and 30 minutes to UMass Amherst. Perfect for friends and families experiences!

Tiny House Farm Retreat: Mountain Views, Fire pit
The Tiny House at Milestone Farm is a cozy farm retreat loaded with modern conveniences. Designed as a romantic escape for couples to relax and enjoy the tranquility of the farmlands while viewing the beautiful Holyoke range. Take in the amazing views and watch the many facets of commercial farming during the growing season. Create your own menu using our fully stocked kitchen. Meat and seasonal produce available for purchase in our farmstand. Minutes from the center of Northampton.

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.

Studio ADU Guesthouse near Six Flags
Get ready for thrills and adventure! ποΈπ° Our cozy retreat is the perfect base for your Six Flags getaway! π 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! π Book your stay with us and make your adventure unforgettable! π π

AirbytheStream waterfront, private, clean and cozy
Beautiful private camper with outdoor deck on the water. All the creature comforts but half the price. Very private yet 15 minutes to Northampton or Easthampton. Kitchen sink, 2 burner stove, refrigerator, toilet and shower, one queen bed and twin bunk beds, dinette can also turn into a bed. Pots and pans, silverware and cooking utensils are provided. Camper has power and water as well as heat and air conditioning. There is a Blackstone griddle for outdoor cooking.

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.

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.

Lovely 1 Bedroom w private entrance
Ground floor apartment with private entrance and parking on a quiet circle road. The apartment includes a "mini kitchen" with microwave, small fridge with freezer, and some kitchen basics. The unit also includes a washer and dryer! Recently renovated private bathroom. Very centrally located, 15 mins from Downtown Northampton and Springfield, 20 minutes to Amherst, central to all area colleges, and 1 hour from the beauty of the Berkshires! All are welcome!

Cozy Brick House in Chicopee
Relax with the whole family at this peaceful place to stay. The unit is part of a two family duplex house. You and your family will have the entire unit to yourselves. There are two bedrooms with queen size beds, a living room, kitchen, bathroom, and laundry room. The living room has a TV, fireplace, and Netflix. There is also a fenced in back yard with a patio and outdoor dining area as well as a firepit. The house is also pet-friendly.

NE Historical Mansion-pets and pet lovers welcome
Enjoy seamless check-in and a private 1,000 sq ft space on the third floor of our historic Victorian home. Includes 2 bedrooms, bathroom, open hallway, and a combined living/dining/kitchenette area (no sink). Pet-friendly, updated, and comfortable year-round. Accessed via the back staircase; only the entry/hallway is shared. 3rd and Top floor is strictly for guests only. Just 5 min to I-91 and Pike, 15 min to Northampton 15 min to Big E.

HOT TUB! Dog & Family Friendly in the Berkshires!
Secluded Berkshires Retreat! -Dog/s, Family Friendly cottage -Freshly painted & new floors for 2026! -Patio w/ Hot tub, fire pit, canoe use -Acre secluded lot -Historic Lee, Stockbridge, Lenox/Tanglewood, Norman Rockwell Museum w/in 30 min! -30 min Monument Mt. & Berkshires Scenic Railway -Appalachian Trail hiking -Wineries/Breweries -Outlets/Small Shops -Master w/Queen -2nd bed with 1 Twin/Full Bunk -Full size pull out couch

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.
Popular amenities for Hampden County vacation rentals
Other great vacation rentals in Hampden County

The View Guest Suite - Amherst

Private 2BR Apt. Bright & Cozy, Prime Location

The lake house

Tiny House on Big, Pet-Friendly Farm

Luxury Glamping, Private, Wood Burning Hot Tub

Berkshire Lakefront Lighthouse Getaway

King Bed w/ Game Room near Massmutual w/ Riverview

3 Bed 2 Bath house in West Springfield.
Destinations to explore
- Rentals with a kayakΒ Hampden County
- Rentals with a fireplaceΒ Hampden County
- Rentals with a washer and dryerΒ Hampden County
- Bed and breakfastsΒ Hampden County
- Rentals with breakfastΒ Hampden County
- Waterfront rentalsΒ Hampden County
- Rentals with a firepitΒ Hampden County
- Rentals with a patioΒ Hampden County
- Rentals with outdoor seatingΒ Hampden County
- Rentals with lake accessΒ Hampden County
- Private suite rentalsΒ Hampden County
- Pet-friendly rentalsΒ Hampden County
- Rentals with poolsΒ Hampden County
- Rentals with an EV chargerΒ Hampden County
- Family-friendly rentalsΒ Hampden County
- Apartment rentalsΒ Hampden County
- House rentalsΒ Hampden County
- Smoking-friendly rentalsΒ Hampden County
- Rentals with a hot tubΒ Hampden County
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Taconic State Park
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- University of Connecticut
- Mohawk Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Dcu Center
- Ski Sundown
- Naumkeag
- Wesleyan University
- Clark University
- Norman Rockwell Museum
- University of Massachusetts Amherst
- Mount Southington Ski Area
- Smith College
- Hancock Shaker Village
- Connecticut Convention Center





