
Family-friendly holiday rentals in Northampton
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Northampton
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

1880s skylit design apt w balcony, best location
Elegant spacious sun-drenched 2-bdrm penthouse in 4-family Victorian on tree-lined street in downtown Northampton. Easy walk to Smith campus. Skylights; large tiled bathroom w/ shower, jacuzzi tub, washer/dryer; renovated kitchen with Italian-tiled floor; open floor plan with ample dining area; living area with large leather couch, handmade rustic wood coffee table, lg TV, Yamaha digital piano, cathedral ceiling, and glass doors onto a balcony. Home theatre in master bedroom. Off-street parking.

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.

Northampton MA Downtown Townhouse close to Smith
Discover the charm of Northampton from our unique Townhouse apartment nestled in a National Register of Historic neighborhood. This is more than just a place to stay. it's an invitation to experience the rich tapestry of vibrant community. 3 minutes walk to downtown Northampton, where you will enjoy from an array of shops, local restaurants, art galleries, cafes, music venues & the Amtrak station. Whether you're here for business or pleasure, you're at the epicenter of culture & convenience.

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.

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.

Sweet suite, walk to town tout suite!
NOW WITH A HOT TUB!! Fully- private master bedroom suite available in a quiet neighborhood near everything in Northampton! Your own porch with a cafe table and chairs leads to your private entrance to the suite. Roomy and bright bedroom has a huge bathroom with a shower, office/ kitchenette/ eating area, and closet with fully-supplied laundry. The king bed includes a locally-made, medium-firm mattress and abundant bedding. The TV is connected by Roku to all major streaming services.

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.

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.

Newly renovated Northampton getaway!
Our newly remodeled apartment in a private neighborhood is thoughtfully designed with your needs in mind including many amenities. Enjoy the fully functional kitchen, spacious bathroom, 2 bedrooms and a cozy living room with a large 65" HD TV and high-speed internet. Located within easy walking distance to downtown restaurants and bars, local shops, Amtrak station, Smith College and Northampton Fine Arts Center. Enjoy your Northampton experience in a private yet luxurious setting.

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.

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

Berkshire Mountain Top Chalet

Log Cabin: Amazing Views, River Frontage, Hot Tub

Beautiful Timber Frame Retreat

The Creation Station

Hadley Hay House | No Cleaning fees!

Hilltown Cabin Hideaway: A River Runs Through It!

Vermont Mirror House

Lake Views from Hot Tub Fire Pit & 4 Kayaks
Family- and pet-friendly home rentals

Berkshires Cottage by Lake. Year Round Adventures.

Roost House (2 BR Apt. downtown)

Cedar Wet Room w Soaking Tub

The cozy clubhouse
Flamig Farm Staycation

Berkshire Treehouse Retreat

Bedroom Forest View I Sauna I Fire-pit I Trails

Sunny Chalet Nestled in the Woods of Ashfield
Family-friendly home rentals with a pool

Cozy private apt 8 mins from UCONN - solar powered

Mountain View 4x4 Rustic Cabin Retreat w/Fireplace

The 1770 House

Adams Farm-"The Little Farmhouse"

Triggers Cabin

Enjoy every season the Berkshires have to offer.

Mt Snow Chalet: Peaceful Escape w/Hot Tub

Farm Stay with Horses & Pool | Mountaintop Views
When is the best time to visit Northampton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $205 SGD | $204 SGD | $212 SGD | $216 SGD | $293 SGD | $256 SGD | $259 SGD | $255 SGD | $256 SGD | $263 SGD | $261 SGD | $228 SGD |
| 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 Northampton

Total holiday rentals
Explore 110 holiday rentals in Northampton

Nightly prices starting at
Northampton holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 14,090 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
110 of Northampton holiday rentals include wifi access

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

4.9 Average rating
Northampton stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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- Rentals with a patio Northampton
- Rentals with a firepit Northampton
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- Pet-friendly rentals Northampton
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- Family-friendly rentals Hampshire County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Six Flags New England
- Berkshire East Mountain Resort
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Mount Snow Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Taconic State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Ski Sundown
- University of Connecticut
- Norman Rockwell Museum
- Naumkeag
- Dcu Center
- Berkshire Botanical Garden
- Hancock Shaker Village
- Mount Holyoke College
- Clark University
- Crooked Lake
- Smith College
- University of Massachusetts Amherst
- Mount Monadnock





