
Holiday houses in Hampshire County
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Hampshire County
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

Happy Maples!
I am a custom builder and I decided to have some fun building out my own special guest space. Welcome to Happy Maples! The suite is a private 600 sq ft hand crafted studio with private entrance, bath w/shower, large deck w/Adirondack chairs and grill, views of the gardens and 100' from the historic Mill River right behind the house. There is a queen bed and an additional twin memory foam bed available. 12 mins to Northampton, 20 mins to Amherst, Bike trail in back yard. Come for a fun visit!

Mountain Retreat close to Northampton & Amherst!
Come have this mountain top home situated on 150 secluded acres in beautiful historic Williamsburg all to yourselves!! If you want privacy within 10-20 minutes from Northampton, Hadley, and Amherst, then this cabin is perfect. Within walking distance, you will have access to trail systems for either your hiking or biking endeavors. You can stay and enjoy the peaceful nature of our home, sit on the massive deck while you gaze upon breathtaking views of the Pioneer Valley, or venture out.

Light filled three bedroom apartment DT Florence!
Open floor plan duplex with beautiful back yard that has a patio, dog run, chickens, grill, fire pit, and fruit trees! One block from the corner store and the Pie Bar. If you enjoy cycling the bike path abuts the back of the property! Quiet neighborhood, pet and kid friendly one block from downtown Florence. Look Park is a mile down the bike path. Plenty to do if the weather is not cooperating. Fully appointed kitchen to make cookies, home made ice cream, plenty of games and records.

Modern Comfort Meets Northampton’s Vibrant Charm
Experience the Best of Northampton! From vibrant nightlife to tranquil retreats, Northampton has something for everyone, and our newly renovated, two-bedroom duplex puts you right at the center of it all. Whether you’re catching live music, indulging in farm-to-table dining, or browsing unique local shops, every adventure is just steps away. Book your stay today and experience the perfect balance of comfort, convenience and charm in one of Northampton’s most highly rated homes!

The Suprenant House
Cozy home in the 5 college area, close to downtown Amherst minutes from UMASS and Amherst College in a rural part of Town with endless scenic views. Free fast Wifi and parking. During your stay you can enjoy a fully stocked kitchen, laundry essentials, books, board games and other activities. Your hosts live directly next door to the property and available to help at any time. You will be staying next to a working farm, where there are trucks and machines working daily.

The Walnut Apartment
This beautiful and sunny 1 bedroom apartment is perfect for your stay in downtown Northampton, Massachusetts. It is walking distance to the Amtrak train station, all downtown restaurants and venues. Perfect for a stay to visit Smith College. You will find the beautiful claw foot tub perfect for relaxing after a day spent in the beautiful Pioneer Valley. This fully furnished apartment has a full kitchen, full bathroom, new furnishing, queen sized bed and its own entrance.

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.

Large Quirky Sunny Farmhouse Apartment
The apartment is spacious, bright, and sunny. Full of charming and quirky old details like original windows, hardwood floors, and not many right angles. Definitely not a vanilla box. The furnishings are clean and comfortable and go with the farmhouse feel. Please note that the private staircase used to access the apartment is original to the house. It is steep by contemporary standards and the tread depths are all a little wonky.

Charming retro retreat with vintage soaking tub
Pet-friendly 2-bedroom apartment at the end of a quiet dead-end street close to the bike path. Stroll into downtown Northampton in just 15 minutes. Or take a 1 mile drive or bike ride to Smith College. Thoughtfully decorated with retro & contemporary details, local artwork, and a full kitchen, featuring two comfortable queen beds and a deep clawfoot tub for relaxation. A safe and serene retreat with quick access to everything.

Gorgeous Getaway
Brand-new first-floor apartment with modern styling, a king bedroom with private bath and tiled walk-in shower, a queen bedroom, a fully equipped kitchen with quartz countertops, and a cozy living room with a flameless fireplace. Just 10 to 15 minutes from the Williston Northampton School (and CLI Conservatory), and minutes from downtown Northampton, Smith College, and Cooley Dickinson Hospital.

Sunny Peaceful Home
This is a home-away-from-home! The space includes a full kitchen, laundry, wireless Internet, a queen-size bed, and more. Located in a safe, quiet, residential neighborhood, there is a river out back for swimming and many books and toys in the apartment if you're traveling with small children. You'll also have a beautiful view of the river from the 2nd-floor back deck!
Popular amenities for Hampshire County holiday rentals
Other great holiday rentals in Hampshire County

Tiny House Farm Retreat: Mountain Views, Fire pit

hope house

An 18th century farmhouse

2 bedroom apartment in the heart of Noho

Short walk to town, 1894 house.

The Creation Station

Amherst Get-a-way retreat

Luxury mid-century forest home, mins from downtown
Destinations to explore
- Rentals with pools Hampshire County
- Family-friendly rentals Hampshire County
- Rentals with a hot tub Hampshire County
- Guesthouse rentals Hampshire County
- Rentals with lake access Hampshire County
- House rentals Hampshire County
- Pet-friendly rentals Hampshire County
- Bed and breakfasts Hampshire County
- Rentals with breakfast Hampshire County
- Apartment rentals Hampshire County
- Rentals with beach access Hampshire County
- Rentals with a kayak Hampshire County
- Private suite rentals Hampshire County
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Monadnock State Park
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- University of Connecticut
- Taconic State Park
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Dcu Center
- Ski Sundown
- Mount Monadnock
- Clark University
- Naumkeag
- University of Massachusetts Amherst
- Norman Rockwell Museum
- Massachusetts Museum of Contemporary Art
- Mount Greylock
- Hancock Shaker Village
- Mount Holyoke College
- Naismith Memorial Basketball Hall Of Fame
- Connecticut Convention Center





