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

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.
4.97 out of 5 average rating, 133 reviews
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.
4.97 out of 5 average rating, 496 reviews
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!
4.98 out of 5 average rating, 220 reviews
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.
5.0 out of 5 average rating, 185 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.
4.99 out of 5 average rating, 274 reviews
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.
4.87 out of 5 average rating, 492 reviews
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.
5.0 out of 5 average rating, 157 reviews
2 bedroom apartment in the heart of Noho
This memorable place is anything but ordinary. Close to I91 for Easy access to Smith, UMASS, and MT. Holyoke college. Easy short walk to the Academy of Music, art galleries, shops and over 50 great restaurants. This location is perfect for guests coming to town for an event or to just get away for a fun and relaxing visit. Pet friendly so bring the four legged love ones with you! Great off leash dog park near smith.
4.83 out of 5 average rating, 272 reviews
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.
5.0 out of 5 average rating, 164 reviews
hope house
Sunny and open writing studio with over 150 years of literary history. Built in 1870, this lovely little house was where George Curtis edited Harper's magazine, wrote essays on transcendentalism , and argued for women's suffrage ( A recent guest informs me that George Curtis helped Thoreau build his cabin on Walden Pond ) The house has since sheltered painters, librarians, and poets.
4.96 out of 5 average rating, 388 reviews
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!
4.93 out of 5 average rating, 710 reviews
North Street Nest, sunny downtown apartment
This is an entire apartment, close to downtown. Off street parking is available, as well as on street parking. You won't need to to meet with anyone to check in. Outdoor seating on the deck is for your use only. The apartment is close to downtown. Many points downtown are within walking distance.
4.98 out of 5 average rating, 857 reviewsPopular amenities for Pioneer Valley vacation rentals
Other great vacation rentals in Pioneer Valley

Amherst Get-a-way retreat
4.99 out of 5 average rating, 178 reviews
Mill River Cottage (pet friendly!)
4.99 out of 5 average rating, 443 reviews
An 18th century farmhouse
4.97 out of 5 average rating, 109 reviews
Cozy get-away!
4.96 out of 5 average rating, 729 reviews
1880s balconied luxury pad, best downtown location
4.91 out of 5 average rating, 251 reviews
Tiny House Farm Retreat: Mountain Views, Fire pit
4.98 out of 5 average rating, 308 reviews
A Country Retreat-Enhanced Studio Apartment
4.96 out of 5 average rating, 227 reviews
Short walk to town, 1894 house.
4.97 out of 5 average rating, 178 reviewsDestinations to explore
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- 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
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