Family-friendly vacation rentals in Milton

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Popular amenities for Milton family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A spacious living room features a large sectional sofa on a vibrant area rug. Light streams in through multiple windows, illuminating a glass coffee table and a stone fireplace. Bookshelves line the walls, adorned with plants and decorative items, creating an inviting atmosphere.
Cabin in Stowe
4.92 out of 5 average rating, 357 reviews

The Rabbit Hole - Luxury Cabin in heart of Stowe

SuzanneRating, 5 stars1 month ago
The house was perfect for us. We were a group of 8 and everyone had a comfortable place to sleep, plenty of space to move around, park our cars and sit while relaxing throughout the house. Ryan was so helpful and quick to respond if we had any questions. Lovely house, hope I get to return.
Guest favorite
The spacious living area features a large sectional sofa and a coffee table made from natural wood. A flat-screen television is mounted on the wall. Sliding glass doors lead to the outdoor space, while wooden floors and a vaulted ceiling create a warm ambiance.
Cabin in Starksboro
4.88 out of 5 average rating, 284 reviews

Charming getaway tucked away in the Green Mtns

TraceyRating, 5 stars1 month ago
Not sure if it was the mattress, the sheets and quilt, the pillows, the Vermont woods, Vermont fresh air, or the rain hitting the roof… maybe all of it… but, my husband and I have not slept so well in… maybe EVER! Rob’s home is super comfy and dog friendly. The hot tub is a nice feature and works wonderfully. If you are looking for a quiet, peaceful location for your visit, this hits all the marks. Sitting outside with your morning coffee is a treat. If weather doesn’t cooperate, recommend sitting in the den in front of the picture window. Our old dog truly appreciated exploring the fenced yard, and we loved allowing him off off-leash. Great place to stay!
Guest favorite
A cozy post-and-beam cabin sits amid a snowy landscape, surrounded by tall trees. Warm light glows from the windows, illuminating the inviting deck and pathway leading to the entrance. Snow blankets the ground, creating a serene winter scene.
Home in Cambridge
4.93 out of 5 average rating, 158 reviews

3 BDR Mtn Home near wedding barns, Smuggs/Stowe

EverettRating, 5 stars3 months ago
Samantha and Chris's place was a perfect spot for a Smugglers Notch getaway! it's a beautiful home, perfect for a family of 4. Even in cold temperatures( at -5F and lower) with lots of snow, the place was cozy warm with the wood burning furnace (clean and devoid of smoke) as well a propane heater downstairs. Literally 2 turns from the slopes of a great family ski mountain! But the views and location of the property were amazing for those wanting to do other things than ski. Samantha was responsive and an excellent communicator. I have to throw in that everything in their kitchen was in excellent condition (every appliance) including sharp functional chef knives (an uncommon phenomenon for a renter) Thank you Samantha and Chris! Sharing your home with us was a touch- stone of great new family memories!
Guest favorite
A serene forest scene captures a shallow stream flowing among bare trees, with a gentle sunlight filtering through. In the foreground, a colorful insulated cup with a giraffe design rests on a rock, surrounded by autumn leaves, adding a touch of whimsy.
Apartment in Hinesburg
4.93 out of 5 average rating, 287 reviews

Hilltop Haven

LeahRating, 5 stars6 days ago
We had a wonderful stay at the Monty's place -- the apartment was well stocked with many thoughtful items, the area is very peaceful and near to outdoor activities, and the hosts were friendly and responsive. Would definitely stay again! Thank you!
Guest favorite
Wooden cabinetry surrounds a gas fireplace, housing a flat-screen TV and various games. A comfortable armchair is situated nearby, with large windows providing views of the surrounding greenery and natural light illuminating the space.
Home in Stowe
4.94 out of 5 average rating, 189 reviews

Huge deck, hot tub, foosball, surrounded by nature

MaritaRating, 5 stars2 months ago
Great stay at Jen’s beautiful chalet. Easy to communicate with and well equipped with many kitchen supplies and all the needed towels, linens, hairdryers, and a thoughtful welcome package. Only about 15 mins from the mountain and 10 mins to town. Thanks!
Top guest favorite
The exterior of the chalet is showcased, highlighting a welcoming entryway with a wooden deck and a pathway made of stones leading towards the lush greenery. The backdrop features rolling mountains under a clear blue sky, enhancing the natural setting.
Home in Wilmington
4.98 out of 5 average rating, 288 reviews

Breathtaking View, Hot Tub, Sauna, Pets Ok!

LauraRating, 5 stars1 week ago
This property was exactly what we were looking for for our low key bachelorette/girls weekend! Judi was fantastic about communicating with us about the best hiking trails, nearby activities, and most delicious local restaurants. The house was fully stocked with everything we needed including a beautiful kitchen with all of the essentials and more. The fire pit and hot tub were the icing on the cake. It was spacious, homey, and incredibly clean. We can’t wait to come back!!
Guest favorite
A charming cottage features a combination of stone and log exterior, framed by vibrant trees in autumn colors. A green pitched roof complements the rustic design. The front yard is adorned with a variety of plants and seating arrangements, creating a serene environment.
Castle in Schuyler Falls
4.92 out of 5 average rating, 363 reviews

Woodstone Cottage an Adirondack Experience

BeccaRating, 5 stars3 weeks ago
My husband and I needed a relaxing getaway and this spot 100% met the mark. Area was quiet and on a dead and road so we didn’t even hear passing traffic. We frequently travel “off grid” and remote cottages and cabins through out the upper east coast and this was the most private we have come across. The cabin had everything we needed and all of the charm. The property was lovely, with walking paths and our Labrador could not have been happier. Of course the hot tub and sauna took relaxing to the next level. We are both looking forward to coming back!!
Superhost
A well-lit living room features a gray couch with decorative pillows, a wooden coffee table, and a sleek TV stand. Natural light enters through two windows, enhancing the warm atmosphere. A ceiling fan offers comfort, while a side table holds decorative items.
Apartment in Morristown
4.92 out of 5 average rating, 221 reviews

Cozy Country Apartment with private hot tub

AbbeRating, 5 stars3 months ago
Steve's place was great! Reasonably close to Stowe, easy to check in and out, and as described in the listing.

Family- and pet-friendly home rentals

Top guest favorite
A rural house is framed by mature trees, displaying vibrant autumn foliage. The spacious yard features a mix of greenery and colorful bushes, with a clear blue sky overhead. The house is set back from the road, offering a peaceful country setting.
Guest suite in Plainfield
4.95 out of 5 average rating, 414 reviews

House in beautiful rural Plainfield

NykkiRating, 5 stars5 days ago
My daughter and I had a wonderful stay. Gail and her husband were the nicest hosts. We had some great chats. The area is absolutely beautiful and peaceful.
Guest favorite
A blue house with a pitched roof is set against a clear blue sky. Lush green grass surrounds the property, and trees provide a natural border. A person is seen walking across the spacious lawn, highlighting the outdoorsy setting.
Home in Montgomery
4.95 out of 5 average rating, 129 reviews

Hillwest Mountain View

MelissaRating, 5 stars7 months ago
We had a lovely time at this quaint mountainous home. The neighbor nearby had some horses that grazed near the home every morning and the vistas in the distance were incredible to see. We would love to come back again next year, maybe during the more peak foliage season. Thank you all so much for your hospitality, especially for providing us an extra night!
Guest favorite
Cabin in Hyde Park
4.95 out of 5 average rating, 355 reviews

Serene Country Cabins 1 In the heart of Vermont

JeffreyRating, 5 stars4 days ago
Another great stay! Hauss are wonderful and always communicating well. The cabin is clean, cozy, everything we need. The area is quiet and serene. We will definitely do over!
Superhost
A well-lit bedroom features a spacious bed with neutral bedding, set against lightly painted walls. A textured area rug covers the hardwood floor. A wooden dresser and a blue nightstand are positioned in the room, complemented by framed artwork on the walls.
Apartment in Winooski
4.85 out of 5 average rating, 122 reviews

Centrally Located Winooski Apartment

SandyRating, 5 stars2 months ago
Great place - suited are needs perfectly. Dave responded instantly for a minor question. Very clean and well stocked amenities. Would recommend.
Top guest favorite
A charming 1925 bungalow showcases a welcoming front entrance with wooden steps leading to a sunlit porch. Lush green shrubs frame the home, accompanied by blooming flowers along the sidewalk. The blue exterior complements the quaint neighborhood, inviting exploration of nearby surroundings.
Bungalow in Burlington
4.92 out of 5 average rating, 808 reviews

Charming Old North End bungalow

DavidRating, 5 stars4 days ago
Genevieve's Place was perfect. Walkable/Ridable to downtown and the lake. Peaceful street and neighborhood. Loved the space and great library of books to flick through. Genevieve was awesome with her communications and super helpful when I albescent mindedly locked myself out. Will definitely be back.
Top guest favorite
A cozy living area features a large stone fireplace as its focal point, surrounded by rustic wooden logs. A comfortable sofa and rocking chair invite relaxation, while warm lighting creates an inviting ambiance. A small entertainment center is positioned against the wall, adding functionality.
Chalet in Frelighsburg
4.91 out of 5 average rating, 329 reviews

Frelighsburg. Charming mountain log pavillon

AmandaRating, 5 stars4 months ago
Our family absolutely loved Louise & Michel's chalet - it is charming and cozy. We had a lovely stay and hope to visit again.
Guest favorite
A serene view across Lake Champlain stretches to the distant mountains, framed by trees with autumn foliage. A pathway is visible in the foreground, leading along the lakeshore, while the expansive sky showcases soft clouds.
Guest suite in Burlington
4.92 out of 5 average rating, 382 reviews

3 Cozy Rooms ,2 Bathrooms,2 Bedrooms,Beach,Bike

AlisonRating, 5 stars10 months ago
Another amazing stay at Margarette’s! We had so much fun. Her & George are such generous hosts. The location is perfect to easy access to the bike path and the private beach is beautiful and perfect. Realized that we’ve been coming here for years and years and we will continue to do so. Great value highly recommend!
Guest favorite
A spacious outdoor terrace is furnished with blue cushioned seating and a glass-top table. A barbecue grill is positioned nearby. The views of the waterfront and surrounding landscape are complemented by the bright sky and gentle natural light.
Condo in Malletts Bay
4.98 out of 5 average rating, 104 reviews

The Green Mountain, Colchester, Vermont

AngeliqueRating, 5 stars1 month ago
Fantastic place to stay just north of Burlington! Colchester was beautiful and this condo is so close to the bike paths and causeway. Beautiful spot!

Family-friendly home rentals with a pool

Top guest favorite
A breathtaking view showcases the sun rising above the horizon, casting warm orange and yellow hues across the sky. The silhouette of Camel's Hump is visible in the distance, framed by softly illuminated clouds. The scene evokes a sense of tranquility and natural beauty.
Apartment in Barre
4.94 out of 5 average rating, 163 reviews

Relax in Recreation Paradise!

JenniferRating, 5 stars3 months ago
Chad was an incredible host! He was extremely accommodating with any requests we had. The views from his place are breath-taking! We enjoyed snowshoeing from the backyard onto trails in the woods. I fell in love with his cat who visited daily! He kept the driveway plowed and salted in a timely fashion. We enjoyed our stay and would highly recommend his place!
Guest favorite
The exterior of the cottage features a warm wood facade with red accents. Large windows allow natural light to fill the interior. A spacious deck is visible, equipped with a grill and outdoor seating, providing a comfortable area to enjoy nature.
Home in Granville
4.96 out of 5 average rating, 145 reviews

Epic Views of the Green Mountains

ColbyRating, 5 stars2 weeks ago
We had a great stay at William’s. The location was beautiful and the house was comfortable. We had a great mix of day-tripping and relaxing with a view. We also ran into William and he was very helpful and friendly.
Guest favorite
A custom-made yurt is nestled among lush greenery, surrounded by tall trees. Sunlight filters through the foliage, illuminating the yurt's circular structure and chimney. Wildflowers and grasses frame the foreground, creating a natural, serene setting.
Yurt in Randolph
4.95 out of 5 average rating, 434 reviews

Lower Yurt Stay on VT Homestead

AlinaRating, 5 stars1 week ago
Beautiful spot to relax, reconnect and leave refreshed! We enjoyed everything about our stay, especially the sauna, living pool, and hike to the yurt! We would love to return, thank you for sharing such a peaceful place with us, it was exactly what we needed.
Top guest favorite
The heated in-ground pool is framed by a spacious patio, showcasing a view of the Richelieu River at sunset. Lush greenery surrounds the area, with a fence enhancing privacy. Comfortable seating arrangements are present near the pool, creating a welcoming outdoor space for relaxation.
Cottage in Noyan
4.98 out of 5 average rating, 292 reviews

Sunset Cottage on the Richelieu River CITQ#302701

FrancescaRating, 5 stars5 days ago
We can’t thank Lisa enough for sharing her home with us, even though our stay was fairly short. Lisa was a very gracious host, very responsive, and very friendly. The cottage (and backyard) looks like it’s from a postcard - very picturesque. The surroundings are extremely calm and relaxing. The entire home was well equipped with everything we needed (cleaning supplies, condiments, towels, kitchen utensils etc.) and very clean. The beds were super comfortable and the pillows even better. Also, having the pool clean and the water nice and warm was the cherry on top! We look forward to visiting Lisa’s home again, and fully take in what the area has to offer. Thank you very much Lisa!
Top guest favorite
Townhouse in Stowe
4.87 out of 5 average rating, 214 reviews

Gorgeous panoramic views - 4 miles to the mountain

RuthRating, 5 stars2 months ago
Absolutely wonderful stay! As a family of five, we couldn't have asked for a better place. The unit was incredibly spacious, comfortable, and had such a warm, homey feel—it truly felt like a home away from home. The mountain view from the living room window was beautiful, a perfect backdrop for our mornings and evenings. Jeff, the host was exceptional—extremely responsive, thoughtful, and helpful throughout our stay. Every question or request was handled quickly and kindly, which made our experience stress-free and enjoyable. We had some wifi issues which took time to resolve but Jeff helped and made sure it is taken care of. The apartment was impressively well-equipped with everything we needed, clearly a lot of care went into preparing the space for guests. The location was perfect for us— surrounded by beautiful trails that we explored as a family. If you are into skiing, the ski tracks are short drive away. It was the ideal base for both adventure and relaxation. Highly recommended
Superhost
A seasonal outdoor pool is surrounded by a fenced area, featuring lounge chairs and a colorful hammock. Lush green trees provide shade, while sunlight reflects off the clear water. A nearby cottage is visible in the background, adding to the tranquil setting.
Cottage in Stowe
4.77 out of 5 average rating, 241 reviews

Cute Cottage - Poolside - Minutes To Activities

ChrisRating, 5 stars2 months ago
Linda was a fantastic host, and her home was even better than listed. The cabin was a good size for our family of four + dog; the 2 bed / 2 bath arrangement allowed for good privacy when needed. The fireplace was great for apres and winding down at night. Location is a nice mix of seclusion (off the Mountain Rd), but close to everything.
Guest favorite
A hot tub is situated beneath a covered gazebo, surrounded by natural foliage. A pathway leads through decorative stones to a cedar sauna in the background, while a gentle mist rises from the hot tub, creating a serene atmosphere.
Chalet in Mansonville
4.87 out of 5 average rating, 377 reviews

Chalet Potton Cottage - spa, sauna & pool

ShafiqRating, 5 stars3 weeks ago
We had a beautiful stay here. Being Muslims, privacy was our priority, and we found the place very suitable and private. Had all basic equipments and necessities. The kitchen was well stocked with utensils, as well as the rooms with extra linens and towels. The host was friendly and quick to respond. She had given us all required instructions before our check in by message, which made our check in super easy. The patio had good seating also. With the pool, sauna, and hot tub, we were able to have a great stay Alhamdulillah. The pool was to open from June and we had our stay in the last week of May, and so we requested for pool access and the host was nice enough to let us use it. Would definitely consider coming here again!
Top guest favorite
An indoor pool area is showcased, featuring a clear, tranquil water surface reflecting light from large windows. Light-colored walls and tiled flooring complement the space, which contains several poolside lounge chairs arranged around the perimeter.
Townhouse in Stowe
4.98 out of 5 average rating, 245 reviews

Stowe 3BR Townhouse-Excellent location & amenities

LauraRating, 5 stars1 week ago
It was a great and convenient place. Clean with plenty of amenities. Although it sleeps 6, we had 3 people-- one in each bedroom.

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

  • Total rentals

    30 properties

  • Nightly prices starting at

    $80 before taxes and fees

  • Total number of reviews

    1.8K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

Destinations to explore