
Holiday rentals with outdoor seating in Hampden County
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Hampden County
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Little House Inn - Private House - Secluded
Reconnect with loved ones in our peaceful and cozy, family-friendly home. Our little house is situated on an acre & a half of land surrounded by wetlands and woods yet minutes from local colleges and amenities. Enjoy the beautiful night sky while relaxing by the fire pit. Or take in the woodland view from your deck with your morning coffee and yoga workout (mat provided). Deer, turkeys, bunnies, & many native birds are regular visitors. Check out our guidebook for places to eat & things to do.

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.

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.

Vintage 3BR Farmhouse | Near Town + Mount Holyoke
Enjoy the charm of an 1875 farmhouse with modern comforts in this spacious 3-bedroom, 2-bath suite on the first floor! Renovated throughout, the space offers a bright living room, full kitchen, and peaceful bedrooms. Relax on the wrap-around porch or stroll to Mount Holyoke College (less than 500 meters) and Village Commons for a peaceful afternoon. Perfect for family getaways or visiting nearby colleges with Amherst and Northampton just a short 20 minute drive away.

Clean and sunny house near Smith College
Our guest house is in a quiet woodsy neighborhood 1 mile from Smith College. We are 2 miles from downtown Northampton. There is one queen bed downstairs, another queen upstairs in bedroom 2, and two twin beds in bedroom 3. There is a washer/dryer, fireplace, and back deck with gardens and woodlands. We have a new patio and hot tub right off the deck in a private area. There is a short river walk at the end of the block and a nearby trail meanders along the river.

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.

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.

The Creation Station
Welcome to The Creation Station. I am your host John. The Creation Station was built with love and care by me with my friends and family. Amenities? Pool, jacuzzi tub, projector, giant deck and a stage with sound system, drums amps and karaoke input. The most unique amenity though is The Enchanted Forest. A lit trail surrounding the property. Fun for kids of all ages! Please let me know how I can make your stay amazing. See you soon! John

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 outdoor seating rentals in Hampden County
House rentals with outdoor seating

Clean/Spacious 1 bedroom house! (w/parking & yard)

D. Chief's Lodge Cheerful Cabin at the Camp

Farm Fresh Feeding Hills

Goldilocks Cottage at Round Hill

Cozy lakehouse

Serene Lakefront Retreat

Peaceful Lake Escape w/ Porch, Fire Pit & Kayak

Historic Williams House
Apartment rentals with outdoor seating

Quiet & Cozy Main Street Retreat

Light filled three bedroom apartment DT Florence!

Sunny Peaceful Home

Bright and cozy 3 bedroom apartment in Chicopee

North Street Nest, sunny downtown apartment

Spacious Apartment! Easy on & off of I-91 & I-90

Garden Apartment in Northampton

Enjoy every season the Berkshires have to offer.
Other holiday rentals with outdoor seating

Lovely 1 Bedroom w private entrance

Serene 1-br suite on 75 acre horse property

The Floating Library: private hiker's hideaway

Berkshires Cottage by Lake. Year Round Adventures.

Elegant 3BR Longmeadow Home| Sauna| Near Big E

Newly renovated Northampton getaway!

Lake Views from Hot Tub Propane Fire Pit 4 Kayaks

Luxurious and Sunny Bedroom Suite!
Destinations to explore
- Rentals with an EV charger Hampden County
- Family-friendly rentals Hampden County
- Rentals with breakfast Hampden County
- House rentals Hampden County
- Smoking-friendly rentals Hampden County
- Bed and breakfasts Hampden County
- Rentals with a hot tub Hampden County
- Rentals with a kayak Hampden County
- Pet-friendly rentals Hampden County
- Rentals with a washing machine and dryer Hampden County
- Rentals with a fireplace Hampden County
- Rentals with a patio Hampden County
- Rentals with lake access Hampden County
- Private suite rentals Hampden County
- Flat rentals Hampden County
- Waterfront rentals Hampden County
- Rentals with a firepit Hampden County
- Rentals with pools Hampden County
- Rentals with outdoor seating Massachusetts
- Rentals with outdoor seating United States
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Taconic State Park
- Kent Falls State Park
- University of Connecticut
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Dcu Center
- Ski Sundown
- Wesleyan University
- Clark University
- University of Massachusetts Amherst
- Norman Rockwell Museum
- Mount Southington Ski Area
- Naumkeag
- Smith College
- Connecticut Convention Center
- Massachusetts Museum of Contemporary Art





