
Family-friendly holiday 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.

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. Discounts may apply over 4 nights.

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!

1880s bright sun+design in best downtown location
Sun-drenched, recently renovated 2nd floor apartment in gracious 4-family Victorian home, steps from Northampton's vibrant downtown. Wonderful open living/dining/kitchen space w wood floors, lots of comfy couch seating, 65" 4K TV, stainless-steel appliances, butcher block counters. Master BR with queen bed, 55" 4K TV, 2nd BR with double bed. Comfy queen blow-up mattress can be set up in LR. Updated bathroom with shower and tiled floor. Washer and dryer in basement (shared with another apt).

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.

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.

Charming Amherst Comfort
Rest and de-stress in this relaxed and peaceful home. You will have every need met in this private, comfortable, and well stocked apartment. We have a desk for remote work, a tv with streaming capabilities, an equipped kitchen, and provide coffee and tea. Located in a quiet, family-friendly neighborhood, this home is a quick and easy drive into Amherst town center. This home is 10 minutes to UMASS, Amherst college, and Hampshire, and 15 minutes from Northampton and Mount Holyoke.

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.

Tree Top Suite, cozy downtown apartment
This is an entire apartment, close to downtown. It is on the third floor, so you will have to walk up two flights of stairs. Because there are dormers (peaked areas in the ceiling), especially tall people might feel a little cramped in this space. There is a king size bed in the bedroom, a living area that includes a kitchenette, dining area, seating area and a smart TV with a fire stick, and a large bathroom. Outdoor seating on the front porch is for your use only.

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.

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

Berkshire Mountain Top Chalet

Sweet suite, walk to town tout suite!

Hilltown Cabin Hideaway: A River Runs Through It!

The Farmhouse - Hot tub eclectic farmhouse 3 br

Lake Views from Hot Tub Propane Fire Pit 4 Kayaks

Vermont Mirror House

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

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

Trainmaster's Inn - Caboose

Berkshires Cottage by Lake. Year Round Adventures.

Mill River Cottage (pet friendly!)

The cozy clubhouse
Flamig Farm Staycation

House Above the Hollow

Private Guest House Downtown Noho

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

The 1770 House

Sunset Ridge

Ezekiel's Palace 24th

NE Historical Mansion-pets and pet lovers welcome

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit

Silver Brook Cabin

Enjoy every season the Berkshires have to offer.

Home Away From Home
When is the best time to visit Hadley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $262 NZD | $266 NZD | $262 NZD | $284 NZD | $348 NZD | $312 NZD | $312 NZD | $309 NZD | $314 NZD | $322 NZD | $314 NZD | $289 NZD |
| 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 holiday rentals that are family-friendly in Hadley

Total holiday rentals
Explore 60 holiday rentals in Hadley

Nightly prices starting at
Hadley holiday rentals start at $150 NZD per night before taxes and fees

Verified guest reviews
Over 8,800 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
60 of Hadley holiday 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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- Six Flags New England
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- Catamount Mountain Ski Resort
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- Bash Bish Falls State Park
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