
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.

The cozy clubhouse
Take a break and unwind at this peaceful cozy studio apartment with a private deck looking out over the garden and classic New England stone wall. Located on a quiet dead end street in the village of Haydenville. Not far from the local rail trail, hiking trails, and only a 13 minute drive to downtown Northampton. Very close to Look Park and Valley View Farm common wedding venues. A gateway to the Berkshires, with easy drive access to the Tanglewood music venue, Mount Greylock, and Mass MOCA.

Luxurious and Sunny Bedroom Suite!
Luxurious and sunny suite with private bath, separate entrance, Tv/sitting room, reading nook, desk/work area, and coffee bar. 6 blocks to town, and beautiful views of Skinner Mt. Decorated with handcrafted wood furniture by one of Northampton's most recognized furniture makers. Private patio, large backyard with pick-your-own raspberries and blueberries. The suite has a private parking space, and is conveniently located near the bike path, and route 91. Come relax, and explore Northampton.

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!

1840 restored beauty in the best downtown location
Newly restored 2nd-floor apartment in 175-year-old home 2 blocks from Amherst Cinema & steps to everything this vibrant downtown has to offer. Walking distance to Amherst College and UMass. This home retains the character of days gone by, yet sparkles with new wood floors, modern bathroom & new appliances. Original wood-paneled entry hallway & exposed beams throughout. Antique furnishings, historic wall decor, and a sunny kitchen with built-in reclaimed wood bar. Small balcony w seating for 2.

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.

Hadley Hay House | No Cleaning fees!
Rest easy in this picturesque, very spacious tranquil home ready for you for a relaxing stay. Minutes from umass, 10min to either Amherst or Noho. Not only will you have access to the hot tub and walk in the hay fields behind the house but we are directly across from the Connecticut River. Perfect spot for swimming or kayaking. Enjoy a beautiful view of the mountains/hay and corn fields from multiple rooms in the house. This space is above an all female wood working shop, happy to give tour!

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.

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!

Large Studio – Walk to Town
IMPORTANT: Please read the full description about the eco-friendly policy and click the "CONTACT HOST" button, rather than making a reservation. I will respond very quickly to your request. Thank you for your consideration! A unique studio, loft-like, surrounded by beautiful gardens, a short walk to downtown and Smith College; perfect for visiting the five colleges, attending weddings, graduations, workshops, writing and research; close to hiking and bicycle trails.

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

Sweet suite, walk to town tout suite!

The Cobalt Blue Room at Smith Manor

Hilltown Cabin Hideaway: A River Runs Through It!

The Farmhouse - Hot tub eclectic farmhouse 3 br

Riverfront Getaway

Vermont Mirror House

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

Long Mountain Suite W/Hot tub
Family- and pet-friendly home rentals

Private Studio for a Sweet Getaway!

Peaceful Cabin in the Woods

Cedar Wet Room w Soaking Tub
Flamig Farm Staycation

House Above the Hollow

Private Guest House Downtown Noho

Charming retro retreat with vintage soaking tub

Garden Apartment in Northampton
Family-friendly home rentals with a pool

The 1770 House

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

Hollywood Bungalow in the Berkshires #C0191633410

Perfect Base for Your Berkshire Adventure
When is the best time to visit Hadley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ547 | ﺩ.ﺇ555 | ﺩ.ﺇ584 | ﺩ.ﺇ624 | ﺩ.ﺇ764 | ﺩ.ﺇ687 | ﺩ.ﺇ687 | ﺩ.ﺇ679 | ﺩ.ﺇ690 | ﺩ.ﺇ709 | ﺩ.ﺇ690 | ﺩ.ﺇ635 |
| 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 ﺩ.ﺇ404 per night before taxes and fees

Verified guest reviews
Over 8,760 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 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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- Rentals with a patio Hadley
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- Pet-friendly rentals Hadley
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- Family-friendly rentals Hampshire County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Monadnock State Park
- Catamount Mountain Ski Resort
- Mount Snow Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Norman Rockwell Museum
- Ski Sundown
- Berkshire Botanical Garden
- Naumkeag
- Hancock Shaker Village
- Clark University
- Connecticut Science Center
- Dcu Center
- Mount Monadnock
- University of Connecticut
- Massachusetts Museum of Contemporary Art
- Smith College
- Mount Greylock
- University of Massachusetts Amherst
- Balderdash Cellars




