Family-friendly vacation rentals in Williamstown

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Williamstown family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
An outdoor deck features a round table surrounded by four black metal chairs, offering a panoramic view of rolling hills and trees. The clear blue sky complements the lush greenery of the landscape.
Apartment in Townshend
4.94 out of 5 average rating, 239 reviews

Private Apt. on Farm, Hot Tub with views!

MathildeRating, 5 stars1 week ago
Amazing view, great and comfy Airbnb. The hot tub is such a nice plus with the incredible view over the mountains. It was so well equipped we had most of our meals in the Airbnb because the kitchen was so functional. I highly recommend this Airbnb!
Top guest favorite
A charming red farmhouse is set against a backdrop of rolling hills and blue skies. The property includes a separate red building nearby, surrounded by lush green grass and a landscaped stone garden featuring colorful flowers and greenery.
Home in Colrain
4.94 out of 5 average rating, 178 reviews

Secluded Farmhouse Retreat - stunning views

HerinRating, 5 stars4 weeks ago
Mark's High Pocket Bed and Barn was absolutely stunning and cozy. My friends and I stayed while attending a wedding nearby, and were so delighted by the home the minute we walked in. Thoughtful furniture and decoration through out the house, as well as beautiful yard and walking paths that were so nice to explore on a sunny spring day. The home was immaculately clean and well stocked. Mark was very communicative and responsive. We would all very happily stay at this home again!
Top guest favorite
The spacious A-frame home is set against a backdrop of vibrant trees and lush greenery. A well-manicured hill leads to the house, which features large windows allowing natural light to fill the interior. The bright blue sky complements the tranquil outdoor scenery.
Chalet in Dover
4.97 out of 5 average rating, 113 reviews

Grey Wolf's Den: 5 miles to Mount Snow w/HOT TUB

CaterinaRating, 5 stars3 months ago
Great location! This was a two family trip up to Mt Snow. We had a wide range of ages and 2 dogs. The house had plenty of toys and things for the kids to do - their favorite was the scavenger hunt! The kitchen is one of the best stocked kitchens compared to other Airbnbs we have used. The beds were comfortable - plenty of extra pillows and blankets. The couch and chairs in the living area were also very comfortable. The hot tub was very nice and enjoyable after everyone went skiing.
Superhost
A charming farmhouse is depicted, featuring a white exterior and a welcoming red front door. Windows provide natural light, and a wood pile is neatly stacked beside the entrance. Lush greenery and seasonal foliage surround the home, set against a clear blue sky.
Home in Northampton
4.88 out of 5 average rating, 637 reviews

The Farmhouse - Hot tub eclectic farmhouse 3 br

AngieRating, 5 stars3 weeks ago
This is our second time staying in The Farmhouse, and our 5th or 6th time booking with Ginny. This property is very relaxing, we brought our three dogs and they loved the backyard. The house was clean and organized. We enjoyed breakfast on the farmers porch. The hot tub was nice. It’s a quick drive to downtown NoHo, Florence and EastHampton. So much to do in this area. We highly recommend.
Superhost
A rustic living space features wooden beams and warm, ambient lighting. An antique stove serves as a focal point, surrounded by comfortable seating and a wooden table. Shelves filled with various items add character to the cozy atmosphere.
Cabin in Londonderry
4.82 out of 5 average rating, 473 reviews

Stunning Rustic Apple Barn - hot tub & sauna

ErikaRating, 5 stars3 weeks ago
Absolutely stunning!!! We fell in love with this little gem. Everything was perfect. Loved being out in the hot tub and enjoying the wildlife. So nice and peaceful. Place was immaculate and had wonderful charm. We are definitely coming back again. Thank you Ben!
Top guest favorite
An open-concept kitchen features a central island with bar seating for two, surrounded by wooden cabinetry and ample natural light from large windows. A dining area with a table for six is visible, complemented by wooden chairs and a cozy living space in the background, showcasing a comfortable setting.
Home in Newfane
4.98 out of 5 average rating, 136 reviews

Peaceful cabin close to skiing & Brattleboro

MarinaRating, 5 stars2 months ago
This house is incredibly comfortable and well equipped. The location is lovely and private. We came for relaxation and with the fire pit and the hot tub we got our money's worth. My friends who are great cooks enjoyed the gas stove and some very well seasoned cast iron pans. Come here and enjoy the natural light and comfy space.
Guest favorite
The exterior showcases a rustic wooden building surrounded by lush greenery and vibrant shrubs. A winding stone path leads to the entrance, while large glass doors provide a welcoming view into the interior. The setting is serene and integrated with nature.
Apartment in Londonderry
4.96 out of 5 average rating, 581 reviews

Vermont Getaway Apartment

NinaRating, 5 stars2 weeks ago
Communication with the hosts was very easy and kind! The place was as described and pictured, it was a lovely little getaway!!
Superhost
A spacious deck extends over the water, featuring wooden railings and two Adirondack chairs. A covered dock provides access to the calm lake, surrounded by lush greenery and distant forested hills. The soft reflections on the water create a serene atmosphere.
Home in Argyle
4.83 out of 5 average rating, 150 reviews

Expansive Lakehouse with Jacuzzi

MeghanRating, 5 stars9 months ago
My family and I had a wonderful time! Larry is very sweet, gave us a tour, offered to help with docking our boat and even offered my husband the tools to fix the bunk on our trailer. The house is big and beautiful!! Very clean, the beds are comfortable, the kitchen has everything you need!! The hot tub is definitely a bonus as we used it everyday!! The dock was perfect, we had room for our pontoon boat and jet skis. All around the perfect place for some R&R!!! My family and I love Cossayuna Lake as we are semi local and it was our first experience with an Airbnb. Thank you Larry for sharing your home!! Highly recommend this for your next vacation!!

Family- and pet-friendly home rentals

Guest favorite
A circular stone entryway frames a winding path leading to a quaint cabin nestled among tall trees. Sunlight filters through the forest canopy, casting a gentle glow on the surrounding greenery.
Guesthouse in Lenox
4.93 out of 5 average rating, 105 reviews

The East Street Cabin

PeterRating, 5 stars7 months ago
We were in Lenox to attend a reunion for the Lenox School for Boys ( Grad “66” ). The cabin was perfect for our needs especially because we could have our dog with us. Most of our time was spent with activities scheduled for the reunion so we didn’t really get to enjoy the peaceful atmosphere surrounding the cabin. There will be another reunion in 2026 so we will be looking forward to another stay at the Luv Shack. Thanks for sharing your abode. Pete & Becky Davis Mechanicsburg PA
Superhost
The exterior of a renovated antique farmhouse is displayed, featuring a white facade and multiple entrances framed by greenery. A spacious lawn surrounds the house, complemented by mature trees in the background under a clear blue sky.
Home in Lanesborough
4.9 out of 5 average rating, 110 reviews

Elmwood Farmhouse

HannahRating, 5 stars1 week ago
Our friend group really enjoyed staying here on a rainy weekend in May. Hanging out by the wood burning stove and doing puzzles at the table was a highlight, and our dog loved being able to be outside on the dog run. The location was fantastic - right in between Lenox and North Adams - so we were able to access museums and hikes easily. Would highly recommend!
Guest favorite
A charming exterior is visible with a well-maintained pathway leading to a covered porch. The porch features colorful seating options, and greenery surrounds the area, including shrubs and small trees. A flag hangs proudly from the porch, while a mailbox is positioned near the driveway.
Loft in Wilmington
4.91 out of 5 average rating, 202 reviews

Walk to Village/Lake Whitingham

JuliannRating, 5 stars1 week ago
Great little studio apartment attached to Emily’s house, very peaceful yet walkable to downtown Wilmington!!! Easy to get to the Hoot and Toot trail, and about a mile from the boat launch/picnic grove at the lake!! Absolutely would recommend and stay again!!
Superhost
The cabin features a rustic exterior with wood siding and a metal roof, set among trees. A spacious deck envelops the front, offering outdoor space to enjoy the surroundings. Two windows brighten the façade, providing natural light to the interior.
Cabin in Woodford
4.85 out of 5 average rating, 368 reviews

400+ Airbnb Visits: Incredible Mountain Cabin

JianaRating, 5 stars2 weeks ago
We had a wonderful stay at Ali and Carson’s cabin! They were incredibly helpful and welcoming hosts. The Mountain View from the cabin is absolutely stunning, even with the rainy weather, it was breathtaking. We also enjoyed exploring the charming nearby towns, and our two dogs had a great time as well. Despite the rain, we loved our stay and are already looking forward to coming back when the weather is better. Highly recommend!
Superhost
A charming antique house is framed by a vibrant maple tree displaying brilliant orange and red foliage. Fallen leaves blanket the ground, while the warm hues of the house complement the colorful autumn landscape.
Apartment in Ashfield
4.87 out of 5 average rating, 251 reviews

Zachariah House Main St. Ashfield

SophieRating, 5 stars1 week ago
Great location for exploring nearby towns like Northampton, Amherst, Shelburn falls. As Laura said, no cell service in this town but their WiFi worked great in the unit and it’s a quite peaceful area to stay. The home feels like a well maintained cabin. It’s rustic and cozy but you might find a spider in the shower. I did not find the beds very comfortable but otherwise had a very relaxing stay. Laura was a great host and very responsive
Top guest favorite
A quaint colonial home is surrounded by lush greenery, with a vibrant rainbow arcing across the sky in the background. The well-maintained garden features blooming daffodils, and the soft grass invites relaxation and exploration.
Apartment in Newfane
4.97 out of 5 average rating, 454 reviews

Rock River Retreat: VT Oasis Pet Friendly

Kate-LynnRating, 5 stars1 day ago
It was a wonderful stay. Whether you’re just looking to relax or for a little adventure this stay offers it all. Even though it was a rainy stay they offer plenty of movies, books and games.
Top guest favorite
A spacious bedroom features a large window with a view of the lush greenery outside. The bed is adorned with a mix of pillows and a colorful area rug rests on the floor, enhancing the room's serene atmosphere.
Cabin in Lee
4.91 out of 5 average rating, 123 reviews

Secluded Berkshire cabin with scenic views

LindaRating, 5 stars3 months ago
Katie's house is warm and comfortable with a great wood stove/fireplace and a well equiped kitchen. You can walk out the door and into the lovely woods. Our three generation family of seven was very comfortable. We would love to return.
Superhost
Cabin in Jamaica
4.88 out of 5 average rating, 304 reviews

Green Mountain Modern House: iconic modern getaway

ChrissyRating, 5 stars1 month ago
We stayed for a few days during our April break and had a nice relaxing time. The area was quiet and the host had a ton of great recommendations in their guidebook for things to/places to eat, but a lot were closed for the off-season/the days we were there, even in nearby Manchester (that's on us, certainly no fault of the host's just something to consider when timing your stay). The house had a unique vibe that our kids especially were thrilled with – as Star Wars fans, they referred to it as the Sand Crawler House. The stream directly across the street provided a fun and peaceful attraction and the trails in nearby Jamaica State Park were beautiful as well. The home was as described, stocked with board games and puzzles, etc., and the EV charger was a nice bonus for our plug-in hybrid SUV.

Family-friendly home rentals with a pool

Guest favorite
A serene backyard features a heated saltwater swimming pool, surrounded by lounge chairs and a safety fence. Verdant landscapes and a blue sky provide a tranquil backdrop, while a red barn is visible in the distance, adding to the rural charm.
Home in Salem
4.98 out of 5 average rating, 191 reviews

Magical Farm Getaway - a must visit!

StephanieRating, 5 stars3 months ago
A fun winter break/birthday getaway! Sarah’s house had plenty of bedrooms for all guests. The game room, pool table, and wood stove/fireplace were great to have on these cold February days. Everyone enjoyed the sunroom and large dining table. The hot tub and outdoor sleds were used as well. The history of the house and beautiful views from the property were an interest to all. I bet this house is a lovely spot in the summer as well!
Guest favorite
An outdoor heated pool is surrounded by a stone patio, furnished with lounge chairs and umbrellas. Lush green grass and neatly trimmed shrubs outline the pool area, complemented by trees and well-maintained landscaping in the background.
Townhouse in Dover
4.96 out of 5 average rating, 148 reviews

Bear's Den - Mt Snow Townhome w/ Heated Pool!

NikkiRating, 5 stars3 months ago
Had a great time! Within 4 minutes of a stellar breakfast at Trail 87 and within 5 min of mount snow base.
Top guest favorite
A child relaxes on a clear inflatable float in a sparkling swimming pool. Colorful bubbles and additional floats drift nearby, while sunlight reflects brightly on the water's surface. The pool's uniform depth is visible along the sides.
Apartment in Northampton
4.98 out of 5 average rating, 307 reviews

Sunny Inspirit Apartment in best downtown location

ZeneRating, 5 stars1 month ago
This place was cozy! I loved the rainfall showerhead so much that I now want one. My favorite part was the informational binder supplied, as this was my very first time in the area. My daughter is attending Smith in the fall, and we came to check out the area. I did love the porch as well. Perfect view when it was raining and snowing.
Guest favorite
A clear blue pool is surrounded by a sunbathing area featuring white lounge chairs. Lush greenery and trees are visible in the background, providing a natural setting. A fenced area with tall trees enhances the outdoor space for relaxation.
Condo in Dover
4.87 out of 5 average rating, 239 reviews

Mt Snow Ski In/Out at Seasons

MarkRating, 5 stars1 month ago
The unit is very comfortable for a family and very convenient to Mount Snow. Updated bathrooms and washer/dryer. Great clubhouse and pool facilities at Seasons condo. Andrew was a pleasure to work with.
Guest favorite
A clear blue pool is surrounded by a paved area, featuring built-in steps for easy access. Lounge chairs are positioned nearby, providing a comfortable space for relaxation. A wooden fence encloses the area, ensuring privacy, while greenery adds a natural touch to the setting.
Home in Saratoga Springs
4.86 out of 5 average rating, 111 reviews

Saratoga Springs convenient tranquil location.

MelissaRating, 5 stars3 weeks ago
Really just a great weekend! The house was spacious and perfectly accommodated our family. Also perfect distance from town where there is tons to do. Julie was available for questions and was so easy to communicate with. We were in the area to celebrate our son’s college graduation and really could not have selected a more perfect spot!
Top guest favorite
The living room is furnished with a blue sofa and a light armchair, complemented by wooden side tables and lamps. A coffee table is positioned centrally on a carpeted floor. Walls are adorned with wood paneling and artwork, enhancing the space's rustic charm.
Townhouse in Dover
4.94 out of 5 average rating, 81 reviews

Cozy Bear- 1 mile to Mt Snow Ski Home

KimberlyRating, 5 stars3 weeks ago
We really loved staying here. The location was perfect and the accommodations were fantastic. Our host was exceptional in making sure we were comfortable and informed. We will definitely try to book again.
Top guest favorite
A large, inviting pool is framed by lounge chairs, offering ample seating for relaxation. The pool reflects the cloudy sky and surrounds are well-maintained. The house is visible in the background, featuring a bank of windows that overlooks the serene lake landscape beyond.
Home in Pittsfield
4.98 out of 5 average rating, 56 reviews

Berkshire Lakefront Home W/Pool-100%Renovated

Lesley-AnneRating, 5 stars1 week ago
Our group of 10 family members and close friends had a wonderful time at this lovely house. It's large, clean, comfortable, and well equipped for cooking and relaxing together. The instructions were clear and comprehensive. Jay is friendly, knowledgeable, and responsive - in short, an excellent host. Our whole experience gets a big thumbs up!
Guest favorite
A tranquil swimming pond is framed by lush greenery and surrounded by wooden decking. Two lounge chairs are positioned on the deck, providing a relaxing spot to enjoy the natural scenery. A shaded area with wooden slats offers a cool retreat beside the water.
Home in Ghent
4.88 out of 5 average rating, 318 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

JasonRating, 5 stars1 week ago
Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.

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

  • Total rentals

    90 properties

  • Nightly prices starting at

    G$14,687 GYD before taxes and fees

  • Total number of reviews

    3.9K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    90 properties include access to wifi

Destinations to explore