Family-friendly vacation rentals in Waitsfield

4.96 out of 5 average rating, 194 reviews

The cabin complex is illuminated with warm lighting, surrounded by snow-covered trees. An outdoor fire pit is visible in the foreground, and decorative evergreens add a festive touch. The rustic architecture and inviting decorations create a charming winter setting.

Cabin in Waitsfield

Peaceable Nation at Sugarbush Mt. Ellen

Peaceable Nation at Sugarbush Mt. Ellen, a world class experience at the foot of Mt Ellen Sugarbush and on the Catamount X-C ski Trail is available as a fun group rental for 2-4 people. The entire cabin complex is yours! Enjoy the The Bear Den, a rustic cabin with Loft (Queen) and pull out Queen, the Whiskey Bunkhouse with a full size and a drop down table twin bed if requested, This charming Village is part of a larger compound. Stunning views. Winter tubing run! One well behaved pet allowed

Indoor spacesKitchenCheckout

4.93 out of 5 average rating, 189 reviews

A cozy kitchen area features a combination of modern and rustic design elements. Light wood paneling complements the yellow walls and a large window allows natural light to illuminate the space, highlighting a dining table and chairs, along with contemporary appliances.

Cottage in Waitsfield

Casa Rio Loco!

This charming guest cottage affords well appointed privacy while being centrally located in convenient proximity to all the activities the Mad River Valley has to offer. Nestled along a quiet oxbow of our namesake waterway, if you have come for the winter sports you will be a 5/7 minute drive to the Sugarbush base areas, and 10 minutes will bring you to Mad River Glen ("ski it if you can"). Explore the towns of Waitsfield and Warren Village in less than 5... Snowshoeing? Walk out the front door!

Indoor spacesKitchenWalkability

4.98 out of 5 average rating, 176 reviews

A unique treehouse is seen perched among tall trees, with a blend of rustic wood siding and large windows that reflect the surrounding greenery. The structure stands elevated from the ground, supported by slender pillars, blending harmoniously with the natural forest environment.

Treehouse in Hancock

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

FamilyIndoor spacesView

4.99 out of 5 average rating, 162 reviews

A circular fire pit is surrounded by three rustic wooden benches, positioned on a grassy area among lush trees. Two adults and a child sit comfortably, enjoying the warm glow of the fire. Behind them, the unique treehouse structure, with large windows, blends into the natural setting.

Treehouse in Moretown

4-Season Treehouse @ Bliss Ridge; Best Views in VT

Insulated, thermostat control! LUXURY! 1-of-a-kind, 5⭐️Interior bathroom, @Bliss Ridge - 88acre, OG farm, private estate surrounded by 1000s acre of wilderness. NEW SAUNA& cold plunge!!! Our 2 architectural wonders = real treehouses, built withIN the living trees, not stilted cabins. Fabulous “Jotul” fireplace, indoor hot shower / plumbing, fresh mtn spring water, stable access ramp. Our original treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works! No pets.

FamilyIndoor spacesDecor

4.97 out of 5 average rating, 151 reviews

A spacious living area is showcased, featuring a red sectional sofa positioned around a round coffee table. Natural wood beams cross the ceiling, complementing the stone fireplace. Two modern chairs are arranged nearby, with a decorative plant on a side table, enhancing the welcoming ambiance.

Chalet in Waitsfield

Warm Luxury Mid-Century Modern Chalet

Woodward Haus is a stylish MCM retreat with wood, glass, & stone design. Perfect for remote work, a romantic weekend, a multifamily gathering, a girls' weekend, or retreat. MRV offers all season fun: farmer's market, swimholes, farms, hiking, road & mtn bike, golf, climbing, tubes on the river and lake, can't be beat. The house is nestled in the woods w/ beautiful views mountains. The area's food & breweries, including Lawsons are phenomenal. 1 min to MRG & 14 min to Sugarbush. Exp Wifi

FamilyKitchenComfort

4.94 out of 5 average rating, 255 reviews

A cozy living room is depicted, featuring a brown leather sofa adorned with decorative pillows. A wooden coffee table stands in the center, holding various items. A lampshade softly illuminates the space, and a mirror is mounted on the wall, reflecting light from a ceiling fixture.

Apartment in Waitsfield

Historic District Overlooking the Mad River Studio

This beautiful apartment is located the second floor of Bridge Street's most popular building, neighboring the Covered Bridge with views of the Mad River. The setting is gorgeous, the apartment is immaculate and charming. 15 minutes from Sugarbush and Mad River Glen Ski Resorts, endless hiking trails, Mt. biking, kayaking, golfing, swimming, fishing and walking distance to Lawson's Finest Liquids Brewing Company. Please check out our reviews as they have been nothing but positive!

KitchenIndoor spacesWifi

4.95 out of 5 average rating, 570 reviews

An elevated cabin nestled among trees features a wooden exterior with large windows. A spacious deck is furnished with seating, providing a serene outdoor space surrounded by lush greenery.

Treehouse in Moretown

Gorgeous Treehouse High on Mountain-Amazing View!

Lilla Rustica is an elevated cabin among the trees. Private, with Stunning views this was built by "The Tree House Guys" a local Vermont company whom can be found having a season on the DIY network. Tons of detail, while keeping the design natural and simple. Unbelievable views of Camels hump State park. A loft with one queen bed and downstairs has a queen bed with three sides of the bed having windows facing the views. Hiking offered right from the cabin. An awesome getaway!

FamilyIndoor spacesHospitality

A spacious deck features comfortable seating with plush cushions and a wooden table. The railing provides unobstructed views of rolling green hills and distant mountains, creating a serene outdoor space ideal for relaxation. Overcast skies enhance the natural colors of the surrounding landscape.

4.94 out of 5 average rating, 106 reviews

Sunny Retreat, Mountain Views on 4 Private Acres

Incredible views from this fantastic house set on 4 acres central to all activities in the Valley - hiking, biking, skiing, fun at the river. A mile to downtown Waitsfield for groceries, shopping, etc. The house gets tremendous sun and all rooms have an exceptional view of the mountains and the valley, which are spectacular year round. The kitchen has everything you need for cooking, and there’s also a gas grill. Spend the day out exploring and then relax on the deck!

Indoor spacesFamilyHeating

4.98 out of 5 average rating, 164 reviews

The spacious kitchen features wooden cabinets and countertops with an array of modern appliances, including a stainless steel refrigerator and oven. Pot racks hang from the ceiling, and a window provides natural light, enhancing the inviting atmosphere of the cooking area.

Home in Moretown

Secluded Mad River Valley Cabin: Chef’s Kitchen

Discover a private Vermont retreat in the heart of the Mad River Valley. Shielded in the pines, our well-appointed cabin offers a quiet escape within a scenic 25-minute drive to Sugarbush and Mad River Glen. It’s an ideal base for skiing, hiking, swimming holes or fly fishing the nearby Mad River. After a day of adventure, enjoy local dining or cook a gourmet meal in our chef’s kitchen. Perfect for those seeking both outdoor thrills and total relaxation. Follow @mrvstays

Indoor spacesFamilyHiking

4.97 out of 5 average rating, 181 reviews

The exterior of the Little House is showcased, featuring a wooden facade and a gray door. The structure is framed by vibrant autumn foliage, with leaves in shades of yellow, orange, and red. A wooden deck leads up to the entrance, surrounded by a serene forest atmosphere.

Cottage in Waitsfield

von Trapp Farmstead Little House

Come stay in the beautiful Mad River Valley! Our guest house named the Little House is surrounded by forest and 3.5 miles from the town of Waitsfield. Located on the North East corner of our farmland you'll find yourself less than a mile from our Farm Store where you can stock up on our organic cheeses, yogurts, and meats or beer, wine, and other provisions from over 40 local producers. Enjoy a quiet vacation or a skiing, hiking, biking, or rafting adventure!

Indoor spacesKitchenCheck-in

4.95 out of 5 average rating, 219 reviews

An open-concept living area features exposed wooden beams and a cathedral ceiling, illuminated by string lights. A wooden staircase leads to a loft, while colorful area rugs define separate spaces. A full kitchen is visible, complemented by rustic furnishings and natural light from nearby windows.

Loft in Waitsfield

Cozy Vermont Loft/Mountain Views + Romantic Escape

Tucked into the mountains of Waitsfield, this cozy Vermont loft is the perfect romantic escape. With warm wood beams, mountain views, and an inviting open space, it’s designed for slow mornings, quiet evenings, and a true getaway from the everyday. Curl up with a book, enjoy coffee with a view, or head out to ski, bike, hike, and explore the Mad River Valley—then come home to a space that feels both peaceful and special. Ski/Mountain Bike/Hike/Swim = RESET

Indoor spacesFamilySkiing

A two-story deck house is nestled among lush greenery, featuring a metal roof and large windows that reflect the surrounding nature. Expansive mountain views are visible in the background, complemented by a well-manicured lawn and a seating area with Adirondack chairs.

4.91 out of 5 average rating, 124 reviews

Mad River Lookout

A unique way to experience Vermont and the Mad River Valley. This two floor deck house on 2+ acres offers mountain views, welcoming spaces and picturesque surroundings. An excellent match for skiers, hikers, as well as those looking simply to detach and unwind. A king sized sleigh bed in the master bedroom with views to the mountains, and sleeps 7 overall. 15 minutes to Sugarbush, Mad River Glen and The Long Trail. 35 minutes to Stowe Village.

KitchenFamilyHeating

Popular amenities for Waitsfield family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.92 out of 5 average rating, 130 reviews

Home in Warren

Mountain Retreat |AC,Hot Tub, Game Room, Sleeps10

FamilyKitchenValue

4.99 out of 5 average rating, 135 reviews

The farmhouse is displayed with a classic white exterior and a metal roof. A welcoming front porch is flanked by steps leading up to the entrance. Surrounding fields stretch into the distance beneath a clear blue sky, showcasing the home's peaceful rural setting.

Home in East Montpelier

The 1919 Mountain Farmhouse, new hot tub and patio

Indoor spacesKitchenTV

4.88 out of 5 average rating, 309 reviews

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

Charming getaway tucked away in the Green Mtns

Indoor spacesKitchenAccuracy

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, 150 reviews

South Hill Lodge- 5 BR Post & Beam Home

KitchenIndoor spacesSleep quality

Snow-covered grounds are visible, framed by tall evergreen trees. In the background, a mountain slope is partially visible, marked by ski trails. A white fence and signs of winter's chill set the scene, with cloudy skies overhead.

4.97 out of 5 average rating, 140 reviews

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

KitchenIndoor spacesWifi

4.99 out of 5 average rating, 160 reviews

The charming exterior of a classic cabin is surrounded by lush greenery, with a well-maintained front yard featuring flowering shrubs. A covered porch, adorned with hanging plants, invites relaxation, while the cabin’s traditional wood siding and gabled roof contribute to its rustic appeal.

Cabin in Stowe

Adorable Stowe Cabin w/ Hot Tub, River, Wood Stove

FamilyIndoor spacesView

4.94 out of 5 average rating, 478 reviews

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

Lower Yurt Stay on VT Homestead

KitchenIndoor spacesHospitality

4.92 out of 5 average rating, 121 reviews

A spacious living area features a large sectional sofa positioned to take in views through floor-to-ceiling windows. A coffee table sits in the middle, complemented by wooden dining chairs and a table in the background. Natural light enhances the wood-paneled ceiling.

Home in Warren

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

KitchenFamilyAmenities

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 229 reviews

A two-story house features a sloped green metal roof, with large windows adorning its beige exterior. A welcoming deck is accessible through a set of stairs, surrounded by landscaped grass and greenery. A storage shed is positioned to the left, tucked among the trees.

Cottage in Moretown

Cozy Cottage in the Mad River Valley

Indoor spacesFamilyParking

4.97 out of 5 average rating, 304 reviews

A tiny house features a wooden exterior with a light-colored door framed by large windows. A small porch with two chairs and a table provides an inviting entrance, while additional seating is arranged on a grassy area, surrounded by trees and natural greenery.

Tiny home in Duxbury

Tiny House at Camp Comyns

KitchenFamilyBiking

4.98 out of 5 average rating, 881 reviews

The treehouse stands tall on wooden supports among a dense forest of tall trees. Its wooden exterior features a spacious deck with railings, while warm light glows from within, casting a welcoming ambiance. The natural surroundings create a serene atmosphere.

Treehouse in Hardwick

Streamside Treehouse in the Woods with Sauna

Indoor spacesKitchenTV

4.99 out of 5 average rating, 578 reviews

An outdoor seating area is visible, featuring two white Adirondack chairs positioned beside a fire pit. Stones surround the flames, which are softly glowing. A gravel path leads to a rustic barn with an orange door, surrounded by trees and outdoor string lights.

Barn in Monkton

Cozy VT Barn by Burlington-Firepit-BringUrDog-WiFi

Indoor spacesFamilySolo travel

4.96 out of 5 average rating, 175 reviews

An open-concept living area showcases rustic wooden beams and large windows, allowing natural light to fill the space. A dining table with wooden chairs is positioned near the kitchen, which features modern appliances and a cozy wood stove on a stone base.

Home in Granville

Epic Views of the Green Mountains

FamilyIndoor spacesCleanliness

4.93 out of 5 average rating, 108 reviews

A cozy living area is arranged with two beige sofas positioned around a wooden coffee table. A small television is placed on a stand, and large windows allow natural light to fill the space. A patterned rug adds warmth to the floor.

Home in Moretown

Cozy net zero apartment

FamilyKitchenComfort

Large glass doors frame a stunning mountain view, showcasing the surrounding landscape. A spacious deck with outdoor seating is visible. Inside, a wooden dining table with several chairs is positioned nearby, illuminated by pendant lighting, and a spiral staircase offers access to the upper level.

4.96 out of 5 average rating, 185 reviews

Mid century modern gem with views of Sugarbush

KitchenIndoor spacesNearby

Earthen home in Granville

The interior of a cozy yurt features an orange clay wall and a wooden ceiling with exposed beams. A spacious bed is dressed in white linens, and a small desk with a chair sits nearby. A wood stove is positioned next to a area rug, enhancing the inviting atmosphere.

4.93 out of 5 average rating, 175 reviews

Sculpted Earthen Yurt in Green Mtns

FamilyKitchenCheckout

Family-friendly home rentals with a pool

A person is seated on a rocky outcrop, gazing out over a vast expanse of mountains and valleys. The landscape features a mix of green forests and patches of snow, under a clear blue sky. The serene setting invites contemplation and connection with nature.

4.92 out of 5 average rating, 61 reviews

Year Round Green Mountain Escape- Bridges Resort

Indoor spacesKitchenGetting around

A cozy living area is highlighted by a flat-screen TV displaying Netflix, positioned above a minimalist fireplace. A tabletop showcases two glasses of red wine beside a wooden platter of assorted cheeses and fruit, complemented by flowers in a vase and flickering candles.

4.88 out of 5 average rating, 217 reviews

Ski In/Ski Out with upgrades!

FamilyIndoor spacesAmenities

The living area features a light-colored sofa, two armchairs, and a coffee table with a decorative tray. A large window offers natural light and leads to the balcony. A patterned area rug anchors the space, alongside a cozy electric fireplace set into the wall.

4.87 out of 5 average rating, 109 reviews

Sugarbush Mountainside Retreat - Ski in Ski out

Indoor spacesFamilyLaundry

A snow-covered slope is flanked by trees adorned with frost, creating a winter wonderland. Skiers can be seen navigating the path under a sky filled with clouds and sunlight filtering through. The serene atmosphere captures the essence of outdoor winter activities.

4.91 out of 5 average rating, 77 reviews

Powder Hound Condo

Indoor spacesFamilyBiking

4.83 out of 5 average rating, 132 reviews

Home in Warren

Charming Sugarbush Standalone Condo

KitchenIndoor spacesHospitality

4.94 out of 5 average rating, 67 reviews

Fall Foliage Spacious Waitsfield Home & Spa/Loft

Indoor spacesKitchenPool

Guest suite in Starksboro

A bright and spacious loft area is highlighted by tall windows allowing natural light to illuminate the room. A well-equipped kitchenette is visible, along with a cozy seating arrangement featuring a small table and two chairs, next to a large bed dressed in soft linens.

4.95 out of 5 average rating, 148 reviews

Private Suite in the Green Mountains

KitchenIndoor spacesPool

The dining area features a circular white table surrounded by four modern white chairs with wooden legs. Two black-and-white framed photographs adorn the walls alongside a decorative letter 'VT', adding character to the neutral-toned space.