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Family-friendly vacation rentals in Williamstown

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Williamstown

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Rental unit in Mechanicville

4.84 out of 5 average rating, 335 reviews

“The Chelsea flat” -Spacious Upper West Side Charm

🎈Look No Further! 🎈 🥳 You. Will. Love. This. Place! It’s close to Saratoga 🐎, it’s VERY large (1800sq’ total); it’s CLEAN & modern! 🍻 🔥 COMPLETELY REMODELED For 2023 💯 Insta-Worthy Airbnb 📸 ✅You’ll find everything you need to COOK 👩‍🍳 , plenty of room to RELAX 🧘‍♂️ , s’mores by the outdoor Fire pit, grill steaks 🥩 on the Weber grill & just unwind after a day at the track 🐎 or whatever excursions the capital region has to offer! A perfect place for you, your family AND friends! 🤩

Home in Readsboro

4.86 out of 5 average rating, 124 reviews

Relax 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! ☺

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 Wilmington

4.83 out of 5 average rating, 162 reviews

The Vermont Barn (Mount Snow)

Follow/Tag us on Instagram: thevermontbarn Perfect place to kick back after a long day of hiking, skiing or even just the hustle and bustle of everyday life any time of year! Enjoy our wood stove or soak in the hot tub outside. Our place is very accessible to: hiking, skiing, (Mt. Snow), kayaking, fishing, lake, biking, golfing and small town gems just down the road. Full access to Clubhouse (5 min walk): pools, hot tub, arcade and gym. Great for families, large groups, kid and pet friendly.

Chalet in Dover

4.92 out of 5 average rating, 288 reviews

A charming VT chalet

Charming chalet nestled in the Mt Snow valley. Relax to the sound of a babbling brook in the back yard while you hang around a stone fire pit! Unwind in the quiet serenity of this country home complete with fully equipped kitchen with a newly installed gas fireplace , a comfy open living room with flat screen cable tv & DVD player Roko & High speed Internet . We have a lock box located on the post near the front entrance. combo provided upon arrival . Washer & dryer located on first level.

Home in Averill Park

4.98 out of 5 average rating, 170 reviews

Lake House in Averill Park, NY (age 30+ excl kids)

Our lake house is on Glass Lake in Averill Park, NY. In case you want to venture off, it is close to Saratoga (race season!), the Berkshires MA, Albany NY, and Vermont. Incredibly private with spacious property. Our lake house is great for families with kids and couples, and handicap accessible. It is great for any season (leaves, skiing, fishing, swimming). Kayaks, row boat.....and the lake!! Age requirement of at least 30 years old for guests (except kids).

Condo in Dover

4.87 out of 5 average rating, 228 reviews

Mt Snow Ski In/Out at Seasons

Directly on the mountain. Minutes walk to 2 trails. Full kitchen, dishwater, washer/dryer, microwave. Fireplace with free wood. Large screen TV in living room and tv in each bedroom. Plenty of board games. King size bed in Master. Free parking for 2 cars. Ground floor with deck with tables and chairs for relaxing. Free parking. The pool (indoor & outdoor) and hot tubs are free to renters as is fully equipped gym (all year) and tennis courts in summer.

Townhouse in Dover

4.96 out of 5 average rating, 143 reviews

Bear's Den - Mt Snow Townhome w/ Ski Home Trail!

Renovated 3-level, 2 bedroom+ twin sleep loft, 2.5 bathroom townhouse on Mt Snow. For the non-snowy months, enjoy the outdoor heated pool, gas fire pit, grill, tennis courts & hiking trails up the mountain as well as other great local activities, lakes and festivals near by. In the winter, take the shuttle 1 mile to the mountain and take the private ski trail back home. NOTE: Pool is Open between Memorial Day & Labor Day

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!

Home in Dover

4.87 out of 5 average rating, 237 reviews

Mt Snow retreat, ski & summer

Warm and welcoming space for relaxation and play, your home base for VT recreation. 7 min. drive to Mount Snow, convenient location. Easy access to hiking, mountain biking, x-c skiing, golf course, and more! Sleeps 5 easily. ~10 min. walk to Moover, 7-11, restaurants. INTERNET - There is a fiber optic connection and the plan speed is 50Mbps down / 30Mbps up.

Home in Averill Park

4.95 out of 5 average rating, 154 reviews

Cozy, peaceful lake house close to Jiminy Peak

My fabulous, peaceful lake house is located on beautiful quiet 3rd Burden Lake complete with a large private porch, dock, a canoe and one kayak. The house has incredible views throughout . Great kayaking, hiking, fishing,close to MASS MOCA. 25 minutes to Troy, Chatham and Albany. Very close to Jimney Peak for skiing in the wintertime.

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Popular amenities for Williamstown family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in East Chatham

4.79 out of 5 average rating, 184 reviews

Hot tub in Berkshires! 3 Queen 2 Bath! Windswept!

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

Farm stay in Valley Falls

4.89 out of 5 average rating, 221 reviews

Country Getaway Lodge / Ranch

Cottage in Shaftsbury

4.98 out of 5 average rating, 641 reviews

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub

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 Dover

4.98 out of 5 average rating, 80 reviews

Wonderful House! Rec Room HotTub Firepit Garden!

Family- and pet-friendly home rentals

Guesthouse in Stephentown

5 out of 5 average rating, 394 reviews

Dog Friendly Studio

Home in Lanesborough

4.9 out of 5 average rating, 108 reviews

Elmwood Farmhouse

Loft in Wilmington

4.93 out of 5 average rating, 187 reviews

Walk to Village/Lake Whitingham

Rental unit in Wilmington

4.93 out of 5 average rating, 181 reviews

Quaint cozy vermont apartment

Rental unit in Northampton

4.95 out of 5 average rating, 237 reviews

Cedar Wet Room w Soaking Tub

Farm stay in Ghent

4.91 out of 5 average rating, 229 reviews

Retrograss Farm Apartment

Home in Ghent

4.9 out of 5 average rating, 274 reviews

Renovated guesthouse on 52 acres!

Rental unit in Newfane

4.97 out of 5 average rating, 433 reviews

Rock River Retreat: VT Oasis Pet Friendly

Family-friendly home rentals with a pool

Chalet in Wilmington

4.95 out of 5 average rating, 92 reviews

Rustic Sunny Vermont Home near Mount Snow

Home in Hancock

4.86 out of 5 average rating, 44 reviews

Jiminy Peak Peaceful Home in Berkshires

Home in Newfane

4.92 out of 5 average rating, 48 reviews

6 BR Perfect Private Retreat in Vermont!

Bungalow in Easthampton

4.92 out of 5 average rating, 476 reviews

The Creation Station

Home in Dover

5 out of 5 average rating, 54 reviews

The Villa - Industrial Farmhouse with Hot Tub

Home in Ghent

4.88 out of 5 average rating, 301 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

Home in Canaan

4.99 out of 5 average rating, 83 reviews

Berkshire Lake House, gunite pool, Chef's Kitchen

Home in Dover

4.89 out of 5 average rating, 47 reviews

Queen Suite, Living Room, 2 TVs -Spring House 2

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

Total rentals
80 properties
Nightly prices starting at
R1,268 ZAR before taxes and fees
Total number of reviews
4.1K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wifi availability
80 properties include access to wifi

Destinations to explore