Family-Friendly rentals near Sugarbush Resort

4.96 out of 5 average rating, 193 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

The exterior of a contemporary concrete home is showcased, featuring a unique asymmetrical roof design with solar panels. The structure is surrounded by trees, and large windows allow glimpses into the interior. Natural stone accents provide contrast against the smooth concrete façade.

4.9 out of 5 average rating, 109 reviews

Architectural House Prickly Mountain

This architectural showpiece is a high-concept concrete manse featuring well-designed details from FAIA Architect David Sellers, such as a curving staircase, exposed concrete structural elements, double height ceilings and open views. PLEASE READ description carefully and ask questions prior to booking. There are 3 beds, 3 baths, open floor plan kitchen, living and dining area and small grassy yard with a view, tucked away in the forest on Prickly Mountain Rd, Warren in the Mad River Valley

4.91 out of 5 average rating, 106 reviews

A charming treehouse is perched among vibrant autumn foliage, surrounded by trees displaying shades of yellow and red. The wooden structure features a red roof and a spacious deck that offers a scenic view, harmonizing with the natural hillside landscape.

Treehouse in Warren

The Birch Perch! Treehouse with spa and fire pit!

Romantic Honeymoon or fun family fantasy come true this treehouse has it all! Built by The DYI Network Treehouse Guys! Every detail custom crafted in this home in the tree tops makes your ultimate Vermont experience. All just 8 minutes to the lifts at Sugarbush. Kitchenette, cast iron stove, clawfoot tub, washer/dryer, AC, & outdoor shower all encased in a whimsical perch near skiing, waterfalls, biking and hiking. Incredible hillside views from your private deck! Romantic Hot tub in the trees!

Superhost

4.8 out of 5 average rating, 118 reviews

Morel Mountain Hideaway

Come relax in the quiet woods in the Mad River Valley in this well appointed standalone home. Half a mile walk to Warren Falls and 3.9 miles to Sugarbush Resort. The home is situated on 10 acres offering places to explore and hike in the woods and a fire pit out back. Two minutes from Warren Village and 8 to Waitsfield provide you with dining and shopping close by. This home is well equipped with all you need to enjoy a home cooked meal with a cozy living room to play games and entertain.

A cozy lounge area features a beige carpet, a comfortable sofa, and a white coffee table. A wooden accent wall adds warmth, while a wall-mounted television is paired with a rustic sign. Natural light filters through nearby windows, illuminating the space.

4.95 out of 5 average rating, 121 reviews

Mountainside condo at Sugarbush!

Sugarbush at your doorstep! Ski, walk, hike, or bike from this cozy 1-br slope-side condominium steps from all resort amenities. Enjoy multiple dining options and mountain activities without getting in your car. Located on the first floor of the Center Village Condominium building, this unit offers ground-level access and designated parking. Enjoy the Mad River Valley with a short drive to Warren Village and Waitsfield for shops, dining, breweries and more. Please read all listing details.

4.98 out of 5 average rating, 297 reviews

A wooden cabin is set against a backdrop of colorful autumn foliage. The exterior features multiple large windows and a spacious deck with seating arrangements, including two lounge chairs. A grill and stacked firewood are visible on the deck, inviting outdoor gatherings.

Cabin in Roxbury

Off Grid Secluded Farm Stay Cabin

In a secluded, hand-crafted off the grid cabin, come and enjoy the elements with us at Drift Farmstead. A 3-minute walk leads you through gardens and pasture, to Ravenwood, a small, intimate cabin with everything you need. Be it an extended weekend tucked in seclusion, amongst the birds, river and trees, or find the comforts of a 37 acre small farm nestled in the mountains and settle in, working from afar. Top shelf skiing at Sugarbush is near, along with Vermont's finest grub and beer.

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

Enjoy all the MRV has to offer in our renovated 2 Bedroom, 1 bath condo at the Bridges Resort. The Resort features two outdoor pools, one indoor pool, hot tub, indoor and outdoor clay and Har-Tru tennis and Pickleball courts, updated fitness center, volleyball, basketball, horseshoes, badminton and children's playground. Tennis lessons and clinics available on site. Both gas and charcoal grills are available. Two Fire pits located just outside outdoor. Plenty of convenient parking.

The exterior of a multi-story condo building is shown, featuring a welcoming entryway adorned with seasonal decor. Private balconies are visible on upper levels, and snow is present on the ground, suggesting a winter setting. Clear blue skies frame the scene.

4.92 out of 5 average rating, 159 reviews

Another Day in Paradise at Sugarbush Mountain

Steps to Sugarbush Mountain in Warren, Vermont. This a one bedroom, one bath condo located in Center Village on Sugarbush Mountain. Pull out sofa is also available in the main living room. Perfect for skiing, snow shoeing, mountain biking & hiking. Condo is walking distance to chairlift. Short drive to Warren Falls, Mad River Glen, Mount Ellen and many delicious restaurants. The condo is within walking distance (5 minutes) to Clay Brook Hotel, where many weddings are held.

4.94 out of 5 average rating, 561 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!

4.99 out of 5 average rating, 323 reviews

A modern house with wooden exterior is shown from an elevated perspective, surrounded by autumn foliage. A hot tub is positioned on a spacious deck, which includes a seating area with four chairs and a small table. Scenic mountain views and vibrant trees enhance the natural setting.

Tiny home in Warren

Luxury Glass Tiny House - Mountain View + Hot Tub

Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

4.97 out of 5 average rating, 177 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!

4.95 out of 5 average rating, 216 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

Popular amenities for family-friendly rentals near Sugarbush Resort

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.91 out of 5 average rating, 128 reviews

Mountain Retreat | Hot Tub, Game Room, Sleeps 10

4.91 out of 5 average rating, 313 reviews

Apartment in Hinesburg

Backyard Bunker Retreat

4.88 out of 5 average rating, 307 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

4.98 out of 5 average rating, 214 reviews

Tiny home in Wolcott

The Caterpillar House: Tiny w/ Hot Tub & Fire Pit

4.99 out of 5 average rating, 123 reviews

A red cabin is nestled within a lush green forest, surrounded by trees. A gravel driveway leads up to the entrance, while a vibrant lawn extends in the foreground. The bright blue sky and soft clouds create a serene backdrop.

Home in Norwich

Relaxing Countryside Oasis!

4.94 out of 5 average rating, 473 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

4.94 out of 5 average rating, 219 reviews

A cozy living space is highlighted by a modern pink chair positioned near a wood stove, which emits a warm glow. Large glass doors offer views of the wooded surroundings, while a Moroccan rug adds texture to the concrete floor.

Chalet in Royalton

Scandinavian design Chalet hiking trail + hot tub

4.98 out of 5 average rating, 205 reviews

An aerial view captures a charming barn-style home surrounded by lush greenery, with expansive views of a serene lake in the background. The property features meticulously maintained lawns and a landscape rich in trees, set against a backdrop of rolling hills and distant mountains.

Barn in Hinesburg

Cozy Cabin -Top of Hill with Views

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 244 reviews

A two-story log house is set among trees with snow covering the ground. A wide wooden deck features multiple chairs, and a door is visible on the base level. The structure showcases earthy tones and has a circular window above the entrance, enhancing its rustic appearance.

Home in Roxbury

Captain Tom's Cabin - Secluded Vermont Getaway

4.99 out of 5 average rating, 573 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

4.96 out of 5 average rating, 172 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

4.94 out of 5 average rating, 781 reviews

A treehouse structure is nestled among tall trees, showcasing a rustic wooden exterior with ample windows. A wooden walkway connects the treehouse to the ground, providing access. Sunlight filters through the surrounding foliage, creating a serene atmosphere.

Treehouse in Hancock

The Beaver Pond Treehouse @ Vermont ReTREEt

4.99 out of 5 average rating, 419 reviews

The exterior of a cozy loft is framed by trees, featuring a wooden deck adorned with string lights that provide a gentle glow. The entrance is highlighted by large glass doors, leading into the inviting interior space.

Guesthouse in Hinesburg

Hydrangea House on the Hill

The charming home is set back from a gravel driveway, surrounded by trees. A large front porch features double doors framed by decorative windows. A vibrant red outbuilding is visible on the left, enhancing the rustic atmosphere of the property.

4.98 out of 5 average rating, 199 reviews

Cozy 3 BR ski town home tucked away retreat

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, 170 reviews

Sculpted Earthen Yurt in Green Mtns

4.94 out of 5 average rating, 262 reviews

A sun-filled living area features large windows that offer views of the surrounding trees. A cozy seating arrangement includes a blue couch and a brown accent chair. A low coffee table sits atop a vibrant, striped rug, complemented by a soft bean bag nearby.

Cabin in Moretown

Waldhaus - Modern Forest Cabin

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.

4.91 out of 5 average rating, 58 reviews

Year Round Green Mountain Escape- Bridges Resort

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, 215 reviews

Ski In/Ski Out with upgrades!

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

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, 76 reviews

Powder Hound Condo

4.85 out of 5 average rating, 13 reviews

Bridges 77 at Sugarbush

4.83 out of 5 average rating, 131 reviews

Charming Sugarbush Standalone Condo

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.

4.94 out of 5 average rating, 143 reviews

Private Suite in the Green Mountains

4.98 out of 5 average rating, 115 reviews

A cozy living area features a comfortable blue couch paired with a matching armchair. A wooden dining table with black chairs is set near a well-equipped kitchen. A fireplace is visible, with a modern TV mounted above. Light filters through large windows dressed with sheer curtains.

Apartment in Killington

Jack S'Bearo- AC, Pool, Mountain Views, Hiking Gym

Family-friendly home rentals with Wifi

4.99 out of 5 average rating, 110 reviews

A charming two-story cottage is nestled among colorful autumn foliage. A spacious deck with table and chairs overlooks a clear stream, with seating arranged in a circle nearby. Natural stone pathways guide towards the cottage, enhancing the serene, wooded atmosphere.

Cottage in Warren

Cozy Cottage on the Clay Brook

4.93 out of 5 average rating, 14 reviews

Home in Fayston

4BR Mad River Valley Chalet w/ View, Close to All

A bright living area is furnished with a sectional sofa in teal and a wooden coffee table. A fireplace with a brick surround adds warmth. Light streams through glass doors leading to a balcony, while wall art provides color and personality to the space.

4.95 out of 5 average rating, 126 reviews

Ski-in, Ski-Out / 4 beds / seasonal pool

4.92 out of 5 average rating, 184 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!

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

5 out of 5 average rating, 16 reviews

Clay Brook Haus: Sauna, Pvt Swimming Hole, Shuttle

4.98 out of 5 average rating, 49 reviews

A spacious living area showcases wooden beams and warm-toned walls. Large windows allow natural light to enter. Furnishings include two sofas, a coffee table, and various side tables. A vibrant area rug covers the wooden floor, and decorative plants add a touch of greenery.

Home in Waitsfield

Charming and Centrally Located Waitsfield Home.