We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Family-friendly vacation 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.

0 of 0 items showing

1 of 3 pages

Home in Readsboro

4.86 out of 5 average rating, 124 reviews

December in Peaceful Vermont (Pet Friendly)

Beautiful Country Home, nestled in Vermont's Green mountains, panoramic views, with good access by the road. A babbling brook to lull you asleep from the master bedroom, and a clawfoot soaking tub, fully stocked house. Hiking, antiques, shops, lakes, picnics, covered bridges, cozy local inns, mountain views! Enjoy Vermont! Scenic roads, Mt. Snow, VAST trails, Mt.Greylock, Mass MOCA museum, nearby N.Adams, MA, Berkshires. Bennington Wilmington & Mt. Snow. PEACEFUL & PERFECT Vermont getaway! ☺

Guest suite in Granby

4.91 out of 5 average rating, 143 reviews

Whole place,staycation,3 bedrooms, spacious area

ENTIRE LIVING SPACE: Private spacious 3 bedroom lower level. Near MacDuffie Prep School & 5 prestigious colleges. Couples, solo adventurers, business travelers, families (with kids), and big groups. 14 acre. Private-golf course, pickleball, polypropylene basketball court, badminton, fishing, frisbee golf and tennis courts close by. Nature surrounds you with quiet locations to relax. 1 acre beach pond to cool off. If you are the person who likes to stay busy or relax, this is the place for you.

Home in Pittsfield

4.97 out of 5 average rating, 106 reviews

Berkshire Pontoosuc Lake- Modern and Updated

Lakefront Home for Rent. This home has been 100% remodelled! With a beautiful spot directly on Pontoosuc, the new kitchen, bathrooms, fireplace, and glass enclosed family room all benefit from the idyllic scenery. The home has 5 bedrooms and a convertible playroom with a futon for even more space. 2 bedrooms have bunk beds plus a full size bed in them. 2 bedrooms have king size beds and 1 has a queen. The master suite has an en-suite bathroom and a balcony overlooking the lake. Many upgrades!

Farm stay in Marlboro

4.89 out of 5 average rating, 612 reviews

Carriage Barn - Marlboro

Our place is within easy reach of Mt Snow, Carinthia, Marlboro Music Festival, and the super sweet town of Brattleboro. The 2-level apartment is entirely private and self-contained. Bonus offerings include an abundance of fresh country air and proximity to miles of woods trails. It's ideal for couples, solo travelers, and it's pet-friendly too. A short walk through the woods brings you to a spring-fed lake that is quiet and pristine. Winter, spring, summer, fall. Each season has its own magic.

Home in Otis

4.94 out of 5 average rating, 142 reviews

Berkshires hideaway! Hikes & serenity near lake

Welcome to your light-filled home in The Berkshires. With a two-level wraparound deck & open floorplan, you can enjoy your time together, away from the world. Big spaces and cozy spots throughout. Perfect for families (with a swingset!) or getaways with friends. Otis Reservoir, MA's biggest lake, is nearby. Audubon preserve behind the house. Great, private home base for hiking, summer music/dance/theatre, trips to Kripalu or MassMOCA, skiing... or for going nowhere at all. Dogs OK! (note: fee)

Home in West Brattleboro

4.87 out of 5 average rating, 143 reviews

Cozy Home for 2-5 People in Vermont

Comfortable house for 2 to 4 people (two queen-sized beds) and a pull-out couch for a 5th person and a self-inflatable bed. Located in a quiet neighborhood. There are two main bedrooms with queen beds in each. There is also a pull-out couch in the room with the fireplace though it is not as comfortable as the self-inflatable bed (and deflatable) in the house. Fast Wi-Fi from Xfinity. Easy to get into Brattleboro Center and an excellent location for exploring Southern Vermont.

Guest suite in Charlemont

4.9 out of 5 average rating, 198 reviews

Unique People & Pet-Welcoming Haven

Your own gracious living space with very well equipped kitchen, private deck, entrance, garden, country roads for dog walks, forests, meadows, mountain streams, stone walls, tranquility. The cottage is attached to the main house but is a "separate" entity and again has its own private entrance as mentioned above. No smoking in the cottage please but on the deck just fine. There is an air purifier that runs 24/7. Wi-Fi signal is strong and reliable. MA Taxpayer ID: 10352662

Home in Holyoke

4.97 out of 5 average rating, 322 reviews

Explore Holyoke from this charming 3 Bedroom house

This house is settled in a quiet residential neighborhood.Guests have access to the entire second floor,one flight of stairs and you're in.There are lots of windows that brighten the space,with a large dining room,office desk, and a newly renovated bathroom.The living room leads to a beautiful spacious porch over looking the park/playground.All bedrooms have comfortable matresses,lots of pillows, soft sheets,thick super soft towels. Smart TV (Netflix/hulu/sling/roku)

Rental unit in Northampton

4.92 out of 5 average rating, 592 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!

Cabin in Otis

4.86 out of 5 average rating, 413 reviews

Cozy cabin in the Berkshires

UPDATE: We have broadband!! Cozy and peaceful Scandinavian inspired post and beam cabin. simple, unfussy. Near many wonderful Berkshires activities. Minutes from Jacobs Pillow, lakes, ponds, hiking, biking, skiing. amazing local food and farms. Perfect country retreat for a weekend, a week or the whole month. sleeps up to 4.

Home in Sunderland

4.96 out of 5 average rating, 122 reviews

Iconic New England Home

This is a spacious arts and crafts style home. 5 bedrooms, 3 baths, 3 living rooms, modern kitchen, huge screened-in front porch couples with beautiful woodwork, fireplace and outdoor area. Walking distance to award winning Blue Heron Restaurant and more. May graduation weekends are a four night minimum stay.

Rental unit in Lenox Dale

4.91 out of 5 average rating, 127 reviews

Charming 2BD apartment.

Newly renovated upstairs apartment. Central to all the major attractions. Enjoy a new kitchen with granite countertops. Small town mom and pop market across the street open 7 days. October mountain around the corner. Off street parking. Owner downstairs for any of your needs.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for Northampton family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in Pittsfield

4.81 out of 5 average rating, 171 reviews

Beautiful House By The Lake W/Jetted Hot Tub

Cabin in Becket

5 out of 5 average rating, 265 reviews

Waldtreff - quiet grand cabin

Home in Colrain

4.93 out of 5 average rating, 167 reviews

Secluded Farmhouse Retreat - stunning views

Cabin in Whitingham

4.98 out of 5 average rating, 58 reviews

Vermont Log Cabin, Lake front. Close to Mount Snow

Home in Halifax

4.87 out of 5 average rating, 47 reviews

Rural VT Retreat—Complete Privacy on 140 Acres!

Home in Northampton

4.88 out of 5 average rating, 608 reviews

The Farmhouse - Hot tub eclectic farmhouse 3 br

Home in Chester

4.96 out of 5 average rating, 337 reviews

Riverfront Getaway

Home in Colebrook

4.99 out of 5 average rating, 216 reviews

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

Family- and pet-friendly home rentals

Home in Lanesborough

4.9 out of 5 average rating, 108 reviews

Elmwood Farmhouse

Home in Feeding Hills

4.89 out of 5 average rating, 931 reviews

Farm Fresh Feeding Hills

Loft in Wilmington

4.93 out of 5 average rating, 187 reviews

Walk to Village/Lake Whitingham

Rental unit in Northampton

4.95 out of 5 average rating, 237 reviews

Cedar Wet Room w Soaking Tub

Loft in Northampton

4.97 out of 5 average rating, 267 reviews

Light-filled Studio Apt. Near Smith

Home in New Salem

4.89 out of 5 average rating, 213 reviews

Stone n' Sky Lodge

Home in Cheshire

4.86 out of 5 average rating, 211 reviews

19th c. Barn in The Berkshires

Home in Russell

4.96 out of 5 average rating, 244 reviews

South Quarter House

Family-friendly home rentals with a pool

Rental unit in Lee

4.92 out of 5 average rating, 25 reviews

Dream Vacation

Home in Bennington

4.86 out of 5 average rating, 43 reviews

Karin's Place: Phenomenal Safe Guest House w/pool

Bungalow in Easthampton

4.92 out of 5 average rating, 476 reviews

The Creation Station

Rental unit in Deerfield

4.93 out of 5 average rating, 59 reviews

Nestled Inn

Home in Wilmington

4.93 out of 5 average rating, 29 reviews

Beautiful family friendly home with views & pool!

Townhouse in Lee

4.67 out of 5 average rating, 18 reviews

Beautiful 2BD Villa in Berkshires Resort

Chalet in Monterey

5 out of 5 average rating, 10 reviews

Stunning Log Cabin with brand new Pickleball court

Rental unit in Northampton

4.96 out of 5 average rating, 330 reviews

1880s sun-bathed beauty in best downtown location

Quick stats about vacation rentals that are family-friendly in Northampton

Total rentals
90 properties
Nightly prices starting at
R1,268 ZAR before taxes and fees
Total number of reviews
11K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wifi availability
90 properties include access to wifi

Destinations to explore