Family-friendly vacation rentals in Winooski

Find and book unique family-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Winooski family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
A wooden dining table is surrounded by upholstered chairs, with an antler chandelier overhead. A vibrant artwork featuring a buffalo hangs on the wall, adding color to the white-paneled room. Natural light enters from an adjoining living area, enhancing the space's inviting feel.
Cabin in Stowe
4.93 out of 5 average rating, 353 reviews

The Rabbit Hole - Luxury Cabin in heart of Stowe

KaleyRating, 5 stars4 weeks ago
Absolutely perfect house for the bachelorette party of 10 girls!! It was clean, cozy, spacious, and close to all Stowe has to offer! It slept all 10 adults very comfortably, the fireplace in the living room was lovely, the front porch was so comfortable and a great spot to gather on while some were in the hot tub! Massive driveway, plenty of parking, house was fully stocked with towels and kitchen appliances. We got a ton of snow while we were there and Ryan shoveled our porch and plowed the driveway! The decor and lights throughout the space were beautiful, so welcoming and inviting. We had the best weekend and can’t wait to come back!
Guest favorite
A functional kitchen area is equipped with a stove, sink, and refrigerator. Open shelves display glassware and pantry items. Wooden cabinetry and flooring create a warm atmosphere. A small dining table with chairs is positioned nearby, inviting relaxation and dining.
Apartment in Hinesburg
4.91 out of 5 average rating, 268 reviews

Backyard Bunker Retreat

TaylorRating, 5 stars1 week ago
The place was everything we expected and more! Lynn was super nice and helpful, we informed her that we were running early and she let us check in to the Airbnb 40 minutes early. We loved having all that space to explore with the dogs. It truly was the perfect place for our weekend getaway. I would love to come back in the fall!
Guest favorite
A thoughtfully designed kitchen features natural wood cabinetry and a large island with a slate countertop. High-end appliances, including an oven and microwave, are integrated into the space, complemented by a stone backsplash. Ample storage is provided with open shelves displaying jars.
Cabin in Starksboro
4.88 out of 5 average rating, 281 reviews

Charming getaway tucked away in the Green Mtns

SarahRating, 5 stars1 month ago
We appreciated how pet friendly this place was! Fenced in yard. Blankets to cover the furniture to allow dogs on them. Close enough to many different ski mountains. Perfect to come home to the wood stove and hot tub.
Superhost
A spacious post and beam home is nestled among trees displaying vibrant autumn foliage. The property features a green metal roof and blue windows reflecting the colorful landscape. A grassy area in the foreground provides an inviting contrast to the rich hues of fall.
Home in Moretown
4.92 out of 5 average rating, 139 reviews

South Hill Lodge- 5 BR Post & Beam Home

JenniferRating, 5 stars2 months ago
Beautiful home, as described. Nice personal touches with towels and mini shampoo/conditioner. Kitchen is large and has most every appliance you would want. Caretaker does come in twice per day but is friendly and unobtrusive. You do need AWD/4WD to access the house.
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 stars2 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!
Top guest favorite
A hot tub is illuminated with soft blue lights, creating a serene atmosphere in the evening. The surrounding area features a glimpse of warm indoor lighting from the house, and a pathway is visible, leading towards the entrance.
Home in Warren
4.9 out of 5 average rating, 103 reviews

4br, 3ba with 2 master bedrooms, Sauna, Hot Tub

PaulRating, 5 stars1 month ago
Sugarbush Ski House Our stay at this besutiful Airbnb ski house in Sugarbush, Vermont, was nothing short of spectacular. From the moment we arrived, we were impressed by the spacious, modern design and the thoughtful details that made this home a great place for a family trip. The house has nice open floor plan with great views both from in the house and a large deck on the outside. The living room was very comfortable with space for all including two dogs. The kitchen is modern and has great appliances, supplies, and prep area. The bedrooms were large with comfortable beds and modern bathrooms. The other amenities were top-notch. The sauna and hot tub were absolute luxuries after a long day on the slopes, providing the ultimate relaxation experience. Everything was impeccably clean and well-maintained, adding to the overall comfort and ease of our stay. If you’re planning a trip to Sugarbush, this house is not to be missed. Definitely a five star house!!
Guest favorite
A comfortable living area features a light-colored sectional sofa, two armchairs, and a wooden coffee table. Natural light fills the space through large windows with wooden blinds. Artwork and framed photos decorate the walls, while a piano is positioned near the window.
Home in Waterbury Center
4.96 out of 5 average rating, 131 reviews

Peaceful setting with Mountain Views

HallieRating, 5 stars2 months ago
Home away from home! Susan was a fantastic host. She was very responsive and communicated quickly. This home was perfect for our group of 6 and it was extremely cozy! This was our first time in Vermont and it definitely exceeded all of our expectations. If you looking for a pleasant place to stay with amazing views, look no further than this adorable Airbnb! We skied in Stowe, toured the Ben and Jerry’s ice cream factory down the road and enjoyed some live music at the ZenBarn. I would highly recommend this property! We hope to visit again soon :)
Top guest favorite
A hot tub is positioned on a covered porch, with steam rising over the water. Colorful chairs are visible in the snow-covered landscape, framed by tall pine trees and distant mountains under a partly cloudy sky.
Cabin in Ripton
5 out of 5 average rating, 106 reviews

#7 - Hemlock Hideaway Cabin

ChrisRating, 5 stars2 months ago
Home now after a couple days at the cabin. Feeling fully rested and can’t express enough how much we needed this getaway. Ago and Marty go above and beyond to make you feel comfortable and provide you with everything you could need to relax and have a great time. We will be coming back here. Hopefully soon.

Family- and pet-friendly home rentals

Guest favorite
Home in Bristol
4.88 out of 5 average rating, 155 reviews

Large New England Home w/ Gorgeous Mountain Views

ChristopherRating, 5 stars2 months ago
This is a great house to stay in. There's a lot of space, places to sleep, sit and relax, eat, watch tv, play games, work, read, cook. Plenty of hot water.. Very private, although in a neighborhood. Nice back yard area when not covered in snow, looking up at the mountains behind. Sheri is top notch. Easy to reach, super friendly and helpful, easy going. We came at the tail end of a snow storm, but the driveway was cleared enough to get our car in and then Sheri worked with us to make sure everything was cleared before we had to go out the next day. Easy walk into the cute town of Bristol. Handful of nice shops (books, games, art, crafts, gifts, toys) and restaurants: Wokky's--ok Chinese/great staff; Minifactory--out of sight coffee/biscuits/sandwiches/fresh ingredients/lot of gluten free; Cubber's--locals' joint/excellent pizza/sandwiches; Farmhouse Chocolates--superb fresh organic truffles, bars, caramels/chocolatier is wonderful. Easy drive to Mad River Glen, Sugarbush for skiing.
Guest favorite
A serene lakeside view showcases calm waters reflecting the blue sky and surrounding greenery. Two kayaks, one red and one teal, are positioned near the shore on a rocky bank, inviting outdoor activity in a peaceful natural setting.
Cabin in Hyde Park
4.94 out of 5 average rating, 586 reviews

Dream Cabin in Vermont

EmilyRating, 5 stars1 month ago
We had an absolutely spectacular time staying with Gerette! Her beautiful cabin was everything we hoped for and more. Our golden retriever had the time of her life bounding through all of the snow!
Superhost
A vibrant purple sofa is complemented by a textured gray throw pillow and a colorful patterned pillow. A wooden coffee table features a decorative tray with a plant and a game, while a patterned rug and lamp add detail to the cozy living area.
Apartment in Middlebury
4.79 out of 5 average rating, 192 reviews

Downtown Middlebury 3 BR Home - Walk Everywhere!

rachelRating, 5 stars1 week ago
Ideal for a quick college visit. Walkable to campus and breakfast / dinner options. Dog friendly too - exactly what we needed!
Guest favorite
The exterior of a two-story house is showcased, featuring a light yellow siding and red shutters. A welcoming front entrance with a white door is visible, along with landscaped greenery surrounding the home. The setting is tranquil, bordered by trees.
Home in South Burlington
4.9 out of 5 average rating, 184 reviews

3 BR House near Burlington

DianeRating, 5 stars6 months ago
Great house and location was easy to get to, close to airport, and events.
Guest favorite
A cozy cabin nestled among trees features a wooden exterior and a vibrant red metal roof. A spacious porch wraps around the front, bordered by greenery. Sunlight filters through the leaves, creating a serene and inviting setting in a natural woodland environment.
Cabin in Morristown
4.9 out of 5 average rating, 248 reviews

Dream Log Cabins! Pets Welcome!

DaliaRating, 5 stars2 months ago
Claudia’s cabin was exactly as described- a private little cabin in the woods. The house was adorable, cozy, and close enough to Stowe for skiing (about 25 mins to base). The only minor issues I had were the use of the beautiful soaking tub (unusable due to water pressure/temperature), the temperature of the first floor bathroom( cold), and the amount of dog hair throughout. Disclaimer, I travel with my non-shedding dog so I’m not used to seeing dog hair on my clothing, and perhaps it was the previous renter who had a long haired shedding dog, but it was everywhere- couch, beds, cozy chairs, floor. Came home with hair covered clothing. There’s a sign by the door that says “no outfit is complete without dog hair”! These issues were not enough to complain to Claudia about, because as I mentioned - minor- everything else was spot on. She even had snacks in the fridge. Do bring extra toilet paper and paper towels if you book. I couldn’t find any. Otherwise, great stay.
Guest favorite
The exterior of the Carriage House is presented, featuring a well-maintained two-story building with a classic design. A welcoming front yard is adorned with lush greenery and colorful flowers. The driveway leads to a paved path, providing access to the front entrance.
Guesthouse in Burlington
4.91 out of 5 average rating, 182 reviews

The Carriage House on Caroline

ArleneRating, 5 stars4 months ago
Dori's place was lovely. There is a nice park very close to walk your dog and I felt very safe at Dori's. You can walk to Pine Street where you will find restaurants. I highly recommend Dori's place.
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, 800 reviews

Charming Old North End bungalow

JamesRating, 5 stars2 weeks ago
Genevieve's bungalow was the perfect home base for a trip to visit UVM with my daughter. The location was perfect — walkable to the lake and downtown. We rented a car so were able to drive to campus in just minutes. Her place was cozy and charming as promised. We loved the huge library of books and beautiful art on the walls. Plus, visits from Cecil the cat made it all the better. Genevieve was very easy to communicate with, directions to get inside etc. were clear, and we felt well taken care of. I can't recommend her place enough. My daughter is likely to attend UVM in the fall, and we'll be sure to book this AirBnB again.
Guest favorite
A welcoming porch is presented with a rocking chair and small side table. Hanging planters add greenery, while a flower basket enhances the inviting atmosphere. The wooden flooring is complemented by a small welcome mat, creating a cozy outdoor space for relaxation.
Apartment in Montpelier
4.87 out of 5 average rating, 696 reviews

Entire 2nd Floor Walk to Montpelier

IanRating, 5 stars1 week ago
Felt right at home. A nice spacious place for us to stay on our way to Montreal.

Family-friendly home rentals with a pool

Superhost
A cozy living area features a dark leather sofa, a plush area rug, and a comfortable armchair. French doors lead to an outdoor view, while a dining table for four is positioned nearby. Wall decor complements the warm tones of the space.
Condo in Stowe
4.79 out of 5 average rating, 137 reviews

Luxury 1 Bedroom at Topnotch Resort!

ChrisRating, 5 stars2 months ago
Our family had a great time at the Topnotch Resorts. The unit was cozy and clean with everything we needed. It was great to have access to a washer and dryer to throw in the ski clothes from the day. The indoor pool and hot tub facility was beautiful with fresh towels available and and a family changing area. The outdoor pool and hot tub were also awesome with a view of the mountains in the background. Kelly at the front desk was a complete pleasure to work with. She answered all of our questions promptly and went above and beyond to help us and made sure our stay was amazing. We will be back!
Superhost
A clean bathroom features a light-colored countertop and a sink, accompanied by a towel neatly folded beside it. A colorful shower curtain with intricate patterns enhances the space, while a full-length mirror reflects the room's details. Light-colored tiles cover the floor.
Condo in Stowe
4.81 out of 5 average rating, 284 reviews

Spacious Stowe condo Amzing views w/shared hot tub

JeffRating, 5 stars4 weeks ago
great place close to Stowe.
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 stars1 month 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
Home in Stowe
4.88 out of 5 average rating, 257 reviews

Lodge At Spruce Peak Alpine Studio Pool / Mt Views

SevastiRating, 5 stars2 months ago
PERFECT winter getaway! The location was amazing…our room had a wonderful view of the mountain, pool and hot tub. The resort itself was beautiful-great staff! Nice shops, excellent dining and bars! And, of course-snowboarding! Will definitely return! Can’t say enough about Stowe Mountain Resort! AWESOME!
Top guest favorite
A children's playground is set among trees, featuring various climbing structures and slides. In the foreground, a gas grill is positioned on a grassy area, offering a convenient cooking option. Sunlight filters through the leaves, creating a pleasant outdoor environment.
Condo in Warren
4.97 out of 5 average rating, 128 reviews

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

PedroRating, 5 stars1 month ago
Extremely nice cabin, very recently renovated. The owner has a keen eye for organization, everything is neatly placed where it should be. Linens are clean, beds were super comfortable. Amazing stay, thank you Cathy
Superhost
The exterior of a spacious home is set against a bright blue sky with fluffy clouds. Flowering plants and grass surround the entrance, creating a welcoming outdoor space. The architecture features various slopes and shapes, highlighting the unique design of the residence.
Guest suite in Jericho
4.74 out of 5 average rating, 288 reviews

Apartment, comfy and cozy with kitchen/gas fire

ZachRating, 5 stars1 month ago
Rebecca’s air bnb is awesome in a great location and she truly goes the extra mile for her visitors.
Superhost
A well-lit bathroom features a clean white sink with modern fixtures. A large mirror reflects the space, while striped curtains add a touch of color. Neatly arranged towels hang from a towel ring, and toiletries are placed nearby, enhancing the functional design.
Apartment in Stowe
4.75 out of 5 average rating, 117 reviews

Theatre in the Woods - Stowe, VT

KatieRating, 5 stars1 month ago
We love our stay. Kitchen was well stocked which made cooking easy. Bathrooms were spotless. Kids loved the games. TVs were huge and we enjoyed watching movies after a long day skiing. Very convenient to ski Stowe. The pool, hot tub and sauna at the community center were great!
Top guest favorite
A spacious two-story home is set among lush greenery, with a large front deck featuring white railings. The exterior showcases a mix of light-colored siding and dark shutters, while tall trees provide a natural backdrop, creating a peaceful atmosphere.
Home in Stowe
4.98 out of 5 average rating, 262 reviews

EPIC Stowe Getaway - Great For Families & Friends

ColeRating, 5 stars1 week ago
We had an amazing stay, this trip far exceeded our expectations and staying in such a nice place made everything so much more enjoyable. This spot was the perfect mix of private and secluded while still also being very close to Stowe, and Johnson. We were able to complete everything on our itinerary while also being able to come back every night to a beautiful home with everything we needed. It was very nice to be able to sit down with family we havent seen in so long and enjoy an amazing home cooked meal or play some board games. Thank you Kristin for your amazing hospitality. This has made Vermont one our favorite states to visit. We will definitely be back.

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

  • Total rentals

    60 properties

  • Nightly prices starting at

    ﺩ.ﺇ331 before taxes and fees

  • Total number of reviews

    5.2K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    60 properties include access to wifi

Destinations to explore