
Family-friendly vacation rentals in Hadley
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Hadley
Guests agree: these family-friendly homes 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!

Luxury w sunny balcony in best downtown location
Bright, newly renovated, luxuriously furnished, tree-lined flat a few steps from Northampton's vibrant downtown. Sliding glass doors open to a lovely balcony overlooking trees and roofs. Open floor plan, eat-in butcher-block kitchen, dishwasher, living room with movie projector, home theater system, queen pullout sofa. Spacious queen bedroom with 42" HDTV, private study nook. Access to yard areas with outdoor dining table, heated 36-ft pool, play gym. Basement washer/dryer. Off-street parking.

Serene 1-br suite on 75 acre horse property
Find your peaceful retreat in our 1-bedroom suite, situated on a serene 75-acre horse property with scenic nature trails. Enjoy a private entrance, dedicated workspace, and complimentary high-speed WiFi, making it an ideal haven for remote workers. Take in the picturesque views of our horse pastures, with up to 20 horses, right from your windows. Our property is nestled in the woods, about 1/3 mile from the main road. Located near Amherst, Hampshire, UMass, Smith, and Mt. Holyoke colleges.

Separate apt, 1 mile from downtown, 1 guest only
This is a private, clean, comfortable apartment with New pillow top mattress for 1 person with separate entrance in our new home. You will have the space to yourself. We are a mile from downtown near the bike path, the mill river, and Smith college. Private bathroom with a shower; kitchen basics: fridge, microwave, toaster, teapot, pour over coffee. Wifi and smart tv. Sunny with central air in the summer warm and cozy in the winter. Walk or ride a bike to town. We’re located in Village Hill.

Cozy Hilltown Cottage
Enjoy a peaceful stay in this cozy, creative space. Set on 10 acres of gardens and woods, this cottage is perfectly located to explore Western Massachusetts - with places like MASS MoCA, Shelburne Falls, Tanglewood and Northampton all within a 30min to 1 hour drive. Upstairs is a queen bed and full bath, while downstairs features a functional kitchen, work desk, grand windows, and a living space with full sleeper sofa. We live in the main house on property but respect your privacy-see photos!

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.

Sweet Retreat minutes from Northampton & Amherst
Our home is in Hadley, MA which is less than 5 minutes from Amherst and 10 minutes from Northampton. Amherst is home to the flagship campus of University of Massachusetts, Amherst College and Hampshire College. Northampton is home to Smith College and in nearby South Hadley is the campus of Mount Holyoke College. Hadley is known for it's farmlands and open spaces. Northampton is a vibrant arts community that overflows with great restaurants, shops, cafes, music venues and galleries.

Brookside Carriage House. Private, Great Location.
1890's Carriage House. Bright 850 sq. ft., 2nd flr. studio. Original wood flrs, 12' ceiling, skylights, modern amenities w/ rustic charm. Onsite parking. Two sleeping nooks: One QUEEN, One FULL bed & a leather couch; open floor plan. Shower, laundry, full kitchen, dining table, lounging area, Juliet balconey. Eclectic, spacious, private, quiet, all in a fantastic location. This is a large studio. Staircase to 2nd floor. No TV. Dog friendly; contact me first. Non-Smoking/vaping.

Goreytastic Private ApARTment @ the EMC
Self-contained completely private in-law Edward Gorey inspired artistic apartment at the Easthampton Music Conservatory (right off the Williston Campus.) Romantic, campy, silly, spooky, quirky space with Edward Gorey and original artwork, a micro library including classic TV shows and popular B movies, vintage Nintendo system & oversized beanbags for Nintendo aficionados of all ages. To be clear: entirely self-contained space. Private EVERYTHING. NO shared spaces.

Amherst, Quiet, Private, Cozy Studio Apartment
This cozy studio is ideally located for exploring nearby colleges: UMass, Hampshire, Amherst, Mount Holyoke, and Smith. Nestled in the scenic Pioneer Valley, enjoy stunning landscapes, forests, and rivers, as well as cultural highlights like the Eric Carle Museum, Yiddish Book Center, and Emily Dickinson Museum. Just minutes from hiking trails, art galleries, gourmet dining, and music venues, our studio offers the perfect base for your Pioneer Valley adventure.

Color, Convenience, Class, Colleges
The reviews say it all! We'll make you comfortable in our classy, colorful and convenient basement garden apartment on the Hadley/Amherst line. Close proximity to all schools in the Five College Consortium, we are surrounded by the fertile farmlands, beautiful mountains and happy valley....with a view of the UMass campus a mile away as the crow flys. Culture abounds! Due to families traveling from afar during graduation weekends, we require a 3 night minimum.

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.
Popular amenities for Hadley family-friendly rentals
Family-friendly home rentals with a hot tub

Serenity Ashford Lake

Sweet suite, walk to town tout suite!

Hilltown Cabin Hideaway: A River Runs Through It!

The Farmhouse - Hot tub eclectic farmhouse 3 br

Foliage Lake Views from Hot Tub, Fire Pit & Kayaks

Clean and sunny house near Smith College

Onomea Farm

Beautiful 2-BR + Loft w/ Hot Tub at Lake Ashmere
Family- and pet-friendly home rentals

Trainmaster's Inn - Caboose

Staying at Ten Hillcrest

Farm Fresh Feeding Hills

Peaceful Cabin in the Woods

Bright Noho studio suite perfect walk to downtown

Little House Inn - Brimmy - Private Home

The Great Room in Historic Fitzwilliam

Pumpkin Pine Cottage: your next adventure awaits!
Family-friendly home rentals with a pool

The 1770 House

Sunset Ridge

The Creation Station

NE Historical Mansion-pets and pet lovers welcome

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit

Enjoy every season the Berkshires have to offer.

Silver Brook Cabin

Close AirPort|SixFlags|Big E|Free Private Parking
When is the best time to visit Hadley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$31,159 GYD | G$31,577 GYD | G$33,250 GYD | G$35,551 GYD | G$43,497 GYD | G$39,106 GYD | G$39,106 GYD | G$38,687 GYD | G$39,315 GYD | G$43,079 GYD | G$40,779 GYD | G$33,041 GYD |
| Avg. temp | -3°C | -1°C | 3°C | 10°C | 16°C | 20°C | 24°C | 23°C | 18°C | 12°C | 6°C | 0°C |
Quick stats about vacation rentals that are family-friendly in Hadley

Total vacation rentals
Explore 60 vacation rentals in Hadley

Nightly prices starting at
Hadley vacation rentals start at G$18,821 GYD per night before taxes and fees

Verified guest reviews
Over 8,290 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Hadley vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Hadley rentals

4.9 Average rating
Hadley stays are highly rated by guests—averaging 4.9 out of 5!
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- Family-friendly rentals Hampshire County
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