Family-friendly vacation rentals in Easthampton

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Easthampton family-friendly rentals

Family-friendly home rentals with a hot tub

Home in Pittsfield
4.82 out of 5 average rating, 180 reviews

Beautiful House By The Lake W/Jetted Hot Tub

AndrewRating, 5 stars4 weeks ago
Our stay was excellent. House was exactly as advertised and fit our needs perfectly. We were a large group including young children and everyone had plenty of space both for sleeping and recreation. Kitchen was well stocked with anything you needed to cook your meals. Host was responsive and very clear with instructions and answering questions. 5/5 stars. Would highly recommend. A quick note for future guests. If the weather is cold the kitchen floor gets cold. Would recommend packing slippers.
Superhost
A tranquil lake reflects a charming red house set against a backdrop of lush green trees and blue sky. The surrounding nature provides a serene atmosphere, inviting peaceful contemplation and relaxation.
Home in Lee
4.96 out of 5 average rating, 78 reviews

Spectacular Berkshire Retreat on Private Lake

SharonRating, 5 stars4 months ago
Our family (and dog) stayed for Thanksgiving weekend and we had an amazing time. There is a gorgeous 0.8 mile walk in the woods right from the back of the house. We loved the hot tub! And we made fires in the fireplace every day. The kitchen was well appointed and we were easily able to cook our Thanksgiving dinner. We were close to Great Barrington, Lenox, and Stockbridge. Great food. Great shopping. Guidos in Pittsfield was great for food shopping. The house and setting were perfect. We will definitely be back!
Top guest favorite
A cozy living room features ample seating with multiple sofas and armchairs arranged around a central coffee table. Bookshelves filled with books and decorative items line the walls, complemented by large windows that illuminate the space with natural light.
Home in Colrain
4.94 out of 5 average rating, 176 reviews

Secluded Farmhouse Retreat - stunning views

SophonRating, 5 starstoday
This was a great home away from home. Wish it didn’t rain as much as it did. We really wanted to walk the grounds more. Inside was cozy and warm. Anything you needed it was there. Definitely thinking about coming back in the winter because it would be a perfect winter wonderland. Thanks again Sophon
Guest favorite
Home in Hadley
4.93 out of 5 average rating, 61 reviews

Large Family Home Near Five Colleges

SusanRating, 5 stars6 months ago
I give this place 10/10. The house was amazing! It was immaculate and soo well stocked. The kitchen was free of any clutter but had everything we needed. The host was unbelievably responsive w/ anything we asked. We can’t wait to go back!
Superhost
Home in Northampton
4.88 out of 5 average rating, 632 reviews

The Farmhouse - Hot tub eclectic farmhouse 3 br

KatherineRating, 5 stars3 weeks ago
A peaceful location with chill activities for all ages...we enjoyed the phonograph, the retro Atari, the hot tub, the window bird feeder, and watching birds in the spacious yard and conservation area. Herons, hawks, and songbirds viewed. The hot tub was sparkling clean, and the linen robes were a thoughtful touch. Wifi worked great. We arrived late but instructions for entry were crystal clear. Virginia answered my questions promptly and warmly. Definitely a winner.
The exterior of the house features a two-story design with a covered balcony and a two-car garage. A large lawn is visible in front, adorned with seasonal decorations. Surrounding trees showcase vibrant autumn foliage, contributing to the serene landscape.
Home in Lanesboro
4.9 out of 5 average rating, 21 reviews

My Mountain Haven- The Perfect Escape

BenjaminRating, 5 stars3 months ago
The place is spacious and clean. Small issues were fixed quickly. I recommend connecting to the host via text message, rather than the Airbnb app, because some Airbnb messages were not received. The house is located close to Jiminy Peak and sits on a secluded lot, quite a distance from the road, so you don't hear passing cars. I highly recommend using a car capable of 4-wheel drive if you arrive in the winter. Even after the host had the driveway plowed, it tends to be icy and very slippery in the winter, as it is very long and steep. The beds and living room were very comfortable. The wood fire stove is in the vestibule, when you take off your shoes. It is not like a fire place in the living room. We have a nice stay.
Guest favorite
A comfortable living area is displayed with a large television mounted on a wooden console. A light-colored cabinet holds decor items, while green plants add a touch of nature. Soft seating in neutral tones provides a welcoming space for relaxation.
Home in Chester
4.97 out of 5 average rating, 351 reviews

Riverfront Getaway

PeterRating, 5 stars1 month ago
Second time staying here, and we continue to love it! The location is great: pretty much anything in western Mass can be reached within about an hour or less from the house. At the house itself, you have a clean, comfortable, and ample space. The hot tub overlooking the river is definitely a highlight. The sounds of the river and the occasional rumble of trains passing by create a beautiful atmosphere. Highly recommended!
Top guest favorite
Home in Colebrook
4.99 out of 5 average rating, 221 reviews

Norbrook Farm ~ Rustic farmhouse w/ pond & trails

JoshuaRating, 5 stars1 week ago
This is at least our 4th time staying at what we call "The Farm" and it is our favorite getaway! We even got my brother to drive 1.5 hours out of his way on his family trip to Boston so he could check it out. A rare gem!

Family- and pet-friendly home rentals

Superhost
The historic farmhouse features a white exterior with a covered front porch and red doors. Surrounding the house is a spacious lawn with a variety of greenery, including tall trees in the background. The setting is peaceful, ideal for outdoor relaxation.
Home in Lanesborough
4.9 out of 5 average rating, 109 reviews

Elmwood Farmhouse

KarenRating, 5 stars6 months ago
We loved our stay at this beautiful house! It felt like home when we arrived and we appreciated the opportunity to check in early. There are multiple sitting areas both inside and out. Three bedrooms and two full baths are upstairs with two separate stairways and provided privacy for our group. The kitchen had everything we needed and it was nice to have spices available for our use. We enjoyed the long trail just across the street, and easy access to local markets and restaurants. We'd love to return!
Guest favorite
A dining table with four chairs is set against a wall, while a small kitchenette is visible in the background. A pair of comfortable sofas, one adorned with a decorative pillow, offers seating in the cozy living area. Natural light filters through the window, enhancing the warm ambiance.
Home in Feeding Hills
4.89 out of 5 average rating, 966 reviews

Farm Fresh Feeding Hills

RichardRating, 5 stars2 weeks ago
The close-up view of farm animals and cooking farm fresh eggs were most pleasant and enjoyable for our 3 nights in the country. We were there during an April cold spell and enjoyed the warm and cozy nights indoors. Very comfortable bed linens were especially pleasing for a great night's sleep.
Top guest favorite
A secluded apartment is surrounded by vibrant autumn foliage, with golden leaves adorning a tall tree in the foreground. The building features large windows that reflect the natural beauty of the landscape, enhancing its integration with the serene woods.
Apartment in Northampton
4.95 out of 5 average rating, 241 reviews

Cedar Wet Room w Soaking Tub

AlexRating, 5 stars3 months ago
It was very peaceful, great get away from the city. Good for the dogs. The copper tub is amazing, we could not get enough of it. And the dual showers felt so good. It felt very homey. Mr. John was a a great host.
Guest favorite
A calming room features a spacious bed covered in soft linens beneath a skylight. A wooden bookshelf filled with books sits against the wall. Two lamps provide ambient light, while a cozy chair and a low coffee table complete the inviting space.
Loft in Northampton
4.97 out of 5 average rating, 270 reviews

Light-filled Studio Apt. Near Smith

IsaiahRating, 5 stars3 months ago
Anna, bubba (the cat), and I visited the crows nest for the second time (and my third). It was wonderful, we love staying at the crows nest! It feels like we’re right at home and our cat loves running up and down the stairs. Theres plenty of hiking to do around, which was super fun to do in the snow. Carol and Robin let us know about a possible parking ban and where to park if that occurred (in their driveway), which we really appreciated!
Guest favorite
Home in Shelburne Falls
4.93 out of 5 average rating, 100 reviews

Buckland House - A World Apart

LizRating, 5 stars7 months ago
House is really awesome! We had a fantastic time. Definitely recommend.
Top guest favorite
A snow-covered path leads to Stone n' Sky Lodge, which stands out against a winter landscape. Large trees frame the scene, with gentle snowfall creating a serene atmosphere. The lodge features a screened-in porch and is partially obscured by snowdrifts.
Home in New Salem
4.89 out of 5 average rating, 215 reviews

Stone n' Sky Lodge

JasonRating, 5 stars5 months ago
I genuinely don't know what to say other than the fact that this may be one of the greatest places I've had the honor to lodge at. I did a lot of vetting across New England to find a wonderful place that could sleep a decent amount of people, provide a scenic and comfortable escape, and keep us entertained. Sarah's wonderful Stone and Sky Lodge exceeded every expectation I just listed. It's cozy, warm, and feels like a hidden nook! The scenery and nature couldn't be more beautiful. I never got the pleasure to meet Sarah, though I wish I did. Over messages and from what my friends told me, I just know that Sarah is the most hospitable and kind host that I've talked with in a while, and I hope that next time I can thank her personally. From my friends and I, we thank you for sharing your home with us. If you think that the excellent reviews are too good to be true, don't. This IS the truth, and I can't wait to have another reason to come back to this wonderful treasure of a place.
Top guest favorite
Home in Russell
4.97 out of 5 average rating, 260 reviews

South Quarter House

FabioRating, 5 stars1 week ago
Eric is very kind. The house is exactly like the pictures and very clean. I highly recommend it.
Top guest favorite
The exterior of a three-story house is visible, featuring light green siding and white trim. A welcoming porch is adorned with potted flowers and outdoor seating. Lush grass surrounds the pathway leading to the front steps, which are lined with decorative plants.
Apartment in Northampton
4.99 out of 5 average rating, 779 reviews

North Street Nest, sunny downtown apartment

MauraRating, 5 stars1 week ago
We love the North Street Nest! It is bright, clean, and comfortable. We have stayed there two times now, and both were excellent. Other family members stayed in an adjacent apartment on a different floor; that offered additional convenience and a chance to be all together, at times. Susan is a gracious host who respects the tenants' privacy and is also willing to offer help and advice, if needed. We will be back!

Family-friendly home rentals with a pool

Top guest favorite
A cozy bedroom features a bed dressed in a floral comforter with a decorative pillow. A soft glow from a floor lamp illuminates the space, complemented by a window that offers natural light. A mini-fridge is present in the corner, adding convenience.
Guest suite in Mansfield
4.96 out of 5 average rating, 205 reviews

Cozy private apt 8 mins from UCONN - solar powered

TerryRating, 5 stars1 month ago
This is a wonderful place to stay if you are visiting UConn or the surrounding area. Keri and Jason were fabulous hosts and very responsive to my needs. Keri even anticipated needs by offering to have a fresh cup of coffee ready for me on the AM. Everything was perfect for my stay and there was definitely a comfortable feel. I will definitely be staying here in the future.
Guest favorite
A clear, inviting pool is surrounded by a neatly manicured lawn and a mix of lounge chairs, set against a backdrop of rolling green hills and trees. The sky is partly cloudy, adding to the peaceful atmosphere of the outdoor space.
Home in Hancock
4.88 out of 5 average rating, 48 reviews

Jiminy Peak Peaceful Home in Berkshires

EllenRating, 5 stars2 months ago
We had a great stay at Michelle’s place. It was very conveniently located to the base of Jiminy Peak, which made getting to and from the mountain very easy. The house was very well appointed and had everything we needed. We used the fireplace twice and it was super easy. Having access to the facilities at The Country Inn at Jiminy Peak was great as I am injured and can’t ski currently, so instead I went to the gym each day. My family didn’t want to leave and my kids are asking when we can go back!
Guest favorite
A circular pool is set within a grassy area, surrounded by lush greenery. A shaded picnic area features a large table beneath a white umbrella. Colorful inflatables are visible on the water's surface, adding a playful touch to the serene outdoor setting.
Bungalow in Easthampton
4.92 out of 5 average rating, 497 reviews

The Creation Station

AliyaRating, 5 stars2 weeks ago
John was incredible and so hospitable. His home was beautiful and well kept. Very responsive and one of the best weekends of the weekend ! 11/10 recommend :)
Superhost
A clean and inviting bedroom features a spacious bed with neutral bedding, accent pillows, and soft bedside lighting. Built-in shelves are displayed with decorative items, and a window allows natural light to brighten the area, complemented by light curtains.
Condo in Farmington
4.81 out of 5 average rating, 53 reviews

Farmington -NEWLY UPDATED NEAR UCONN HC and WEHA

DenisRating, 5 stars5 months ago
Felt right at home, check in was very easy, beautiful place, very friendly enjoyed his place thinking to coming back again my business send me to Connecticut! Thank you!
An outdoor patio area features a circular arrangement of green metal chairs and a table situated on stone paving. A large brick chimney stands as a focal point, with a grill positioned nearby. Lush greenery and planters enhance the inviting atmosphere.
Home in Great Barrington
4.88 out of 5 average rating, 17 reviews

Fun Farmhouse

EmilyRating, 5 stars11 months ago
I stayed here for a holiday weekend with my 11 y/o son, my brother and his wife and their 6 and 7 y/os, my mother, and our dogs. The house was perfect. The kids repeated a circuit between the pool, trampoline, ping pong table, air hockey table, pop a shot, soccer in the field, and Nintendo. My nephew and mom performed a puppet show in the playroom, the pups frolicked in the field, and the adults enjoyed plenty of lounging in the sun and puzzling on the large dining room table. The location is a 5-minute drive to the grocery store or town. The beds were comfortable with fresh and luxurious bedding. There was plenty of room for our group. It's an ideal getaway spot.
Guest favorite
Home in Ashford
4.87 out of 5 average rating, 78 reviews

Large secluded house in the Woods; Pool, hot tub!

TalRating, 5 stars8 months ago
We came as a group of friends with a baby to stay at Blake and Tracy's house, and we had a great stay. They were very communicative and accommodated all our requests to ensure our stay was excellent. They asked in advance if it would be okay for their child to stay in his room inside the house, and we agreed. We didn’t see him at all during our stay, and it didn’t disturb us in the slightest. The fact that Blake and Tracy live right next door was convenient, as they were readily available for anything we needed, but we never felt their presence. We will definitely come back!
Guest favorite
The outdoor space features a landscaped yard with vibrant flowers and neatly arranged cobblestone paths. A crystal-clear pool is visible beyond a decorative black fence, surrounded by trees and greenery. A gazebo adds character to the serene environment, ideal for relaxation.
Home in Brimfield
4.88 out of 5 average rating, 72 reviews

Luxury Home * Pool * Fireplace

DanaRating, 5 stars3 months ago
We had a very nice stay for a family wedding. Sharing the house with two combined families in January and the house was great for this. There are rooms with 3-4 beds in each so if you are looking for bedroom privacy then this house probably isn’t it. That said, we are all family so was fun to bunk up! The area is beautiful and there r a great set of trails right at the end of the road for hiking, walking cross country skiiing etc. Overall, a great stay and Kimberly was very communicative with everything
Guest favorite
A cozy living room is featured with a large flat-screen television mounted on the wall. Comfortable seating includes a soft sofa and armchair, with a coffee table in the center. An antique piano and guitar are positioned in the space, illuminated by natural light through the windows.
Home in Litchfield
4.93 out of 5 average rating, 185 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

TessaRating, 5 stars1 week ago
This wonderful antique home is in a Beautiful spot in the heart of Litchfield CT, and a delight early spring when the fields of daffodils awake! This unique 1793 house has a great view & sunset, fireplace, simple spa/gym making it a gem even when the pool is closed. Nearby the town with lots to offer and local farms for food shopping too. What’s not to love 💛 Bonus is a great host offering a home that is in touch with the realities of rentals, pets and people -not picky, precious or punitive. Happy to recommend and return! Thank you Elizabeth!

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

  • Total rentals

    20 properties

  • Nightly prices starting at

    $120 before taxes and fees

  • Total number of reviews

    1K reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

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