Family-friendly vacation rentals in Wardsboro

Find and book unique family-friendly homes on Airbnb

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

  • Total vacation rentals

    Explore 90 vacation rentals in Wardsboro

  • Nightly prices starting at

    Wardsboro vacation rentals start at ﺩ.ﺇ367 per night before taxes and fees

  • Verified guest reviews

    Over 5,310 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Wardsboro vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Wardsboro rentals

  • 4.8 Average rating

    Wardsboro stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated family-friendly rentals in Wardsboro

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Guest favorite
The custom home features warm wood siding and a welcoming porch with flower boxes. A spacious deck with rustic railings extends from the second floor, while a covered area includes seating. Surrounding greenery enhances the natural setting, creating a serene outdoor ambiance.
Cabin in Wardsboro
4.86 out of 5 average rating, 177 reviews

Mountain side acres

10 years of love and affection went into building our 2 bedroom custom home. Sticking with natural products to blend together the beauty of the surrounding area. Lay in bed at night and listen to river that runs the entire length of the property. The house has a full kitchen with seating for 6. Spacious living room for relaxing or admiring one of the many birds that visit all year round. Two upstairs bedrooms and office space. Walkout basement with full entertainment area, hot tub,exercise room.

Guest favorite
Cabin in Wardsboro
4.99 out of 5 average rating, 100 reviews

Cozy Log Cabin Between Mount Snow and Stratton

Charming 3 Bedroom Log Home Located in the Green Mountain National Forest 7 Min. From Mount Snow and 15 Min. from Stratton Mountain. This home offers a large living room and dining room with cathedral ceilings and a wood burning stove nestled into a stone fireplace. Hardwood floors, log walls an ceilings provide the perfect backdrop to this cozy Vermont home. Step onto the back deck and hear the tranquil sounds of the babbling brook or sit on the front porch just enjoying the fresh Vermont air.

Top guest favorite
The log cabin is illuminated against the night sky, showcasing its rustic charm. Snow accumulates around the entrance and pathway, while warm light spills from the windows, creating a cozy atmosphere. The sloped roof features wooden beams, enhancing the cabin's unique design.
Cabin in Stratton
5 out of 5 average rating, 190 reviews

Log Cabin King Beds AC Near Hike Bike Swim Golf!

Kick back and relax in this calm, stylish, newly built log cabin which was finished in early 2022. Fully equipped with stainless steel appliances, soapstone counters, central a/c, all new furniture, mattresses and bedding. First floor master bedroom leads into a large, covered, screened in porch, which is perfect for your early morning coffee or evening cocktails. Starlink high speed Wi-Fi and a smart tv in the living room and bedroom. 7 Minutes from Stratton Mtn, 15 from Mt Snow. Nearby lakes!

Top guest favorite
A warm living space is highlighted by a stone fireplace, wooden walls, and large windows that frame the surrounding trees. The area features a cozy couch with a throw blanket, a rustic dining table, and multiple black dining chairs, creating an inviting atmosphere.
Home in Wardsboro
4.96 out of 5 average rating, 130 reviews

Hot Tub & Game Room - Ski Mt. Snow/Stratton

Nestled in the heart of Southern Vermont, our cozy and inviting home sits 10 min from Mt Snow and 15 min from Stratton, making it the ideal base for your adventure. Whether you're hitting the slopes, exploring hiking trails, or simply unwinding, you'll find everything you need for a memorable stay. Soak under the stars in our 7-person hot tub or cozy up inside for a night of relaxation. Discover the charm of Vermont and visit local breweries, farm-to-table restaurants, farms, and quaint towns.

Top guest favorite
Chalet in Wardsboro
4.98 out of 5 average rating, 103 reviews

Shiny Elk Chalet - near Mt Snow w/ cozy fireplace

The Shiny Elk Chalet is your bright and sunny mountain home located in the Southern VT near the Green Mountain National Forest just 7 miles from Mount Snow Ski Resort, and 13 miles from Stratton Mountain. Rest and relax on a small private cul-de-sac. Huge windows and filled with natural light in the afternoon. Summer: enjoy the firepit and make some s'mores! Grill on our propane grill and enjoy the beautiful stone patio and patio furniture. Explore the local towns, waterfalls, and the VT.

Top guest favorite
The cabin's exterior showcases a warm wooden facade with large, strategically placed windows. A spacious screened porch extends from the building, inviting natural light and outdoor enjoyment. A stone pathway leads to the entrance, surrounded by landscaped gravel and native vegetation.
Cabin in Jamaica
4.99 out of 5 average rating, 302 reviews

New Cabin in Jamaica

Recently constructed 500sq ft passive solar cabin, 10 minutes to Stratton Mtn., 20 minutes to Mt. Snow and Dover for skiing, shopping, food, or a beer at Snow Republic. Quiet road but very accessible. Perfect area for hiking, biking, relaxing walks along the Ball Mountain Brook or kayaking on Grout Pond or Gale Meadows. Enjoy a campfire in the side yard/former pony corral or relax on the spacious screened in porch. 30 minutes from seasonal farmers market and from Manchester for outlets.

Guest favorite
The tiny house exterior features a charming porch with colorful railings and vibrant green doors. Tall trees surround the cottage, and a light dusting of snow covers the ground, adding to the serene atmosphere of the setting.
Tiny home in Jamaica
4.94 out of 5 average rating, 1,344 reviews

Apple Blossom Cottage: A Tiny House

The ABC is located just 15 minutes from the Stratton Mountain Gondola and just 2 miles from the popular Jamaica State Park. Comfortable for up to 5 people. The private tiny house includes fresh linens, dedicated Wi-Fi, a kitchenette, hot shower, flushing toilet, fire pit and porch. The calendar is accurate. Stratton Mountain Resort 10 miles Grace Cottage Hospital 7 miles Magic Mtn 15 miles Bromley 18 miles Mount Snow 15 miles Brattleboro 24 miles Okemo 30 miles Killington 47 miles

Top guest favorite
The cabin is illuminated in warm light, set against a twilight backdrop. Its large front deck features comfortable seating and a fire pit on the ground level, creating an inviting space for gatherings in a serene outdoor environment.
Cabin in Wardsboro
4.95 out of 5 average rating, 155 reviews

Cabin w/Hot tub, Sauna near Mt.Snow & Stratton.

Rustic cabin situated on a quiet cul-de-sac between Mt. Snow & Stratton Mtns. Features 2 beautiful wood burning fireplaces, sauna, outdoor hot tub & fire pit and Generac stand by generator. Modern kitchen on main floor w/4 bedrooms and 2 full bathrooms . Huge open concept layout perfect for entertaining. Natural light beams in onto the loft and master bedroom just upstairs from the main floor. Basement offers a pull out couch w/ easy access from driveway. Coffee /Firewood included.

Top guest favorite
An elevated deck is softly illuminated by hanging lights, featuring a hot tub and a panoramic barrel sauna. Snow covers the ground, and the landscape is filled with distant hills under a twilight sky, creating a serene outdoor retreat.
Cottage in Shaftsbury
4.98 out of 5 average rating, 760 reviews

Schoolhouse Spa Retreat on a Vermont Farm

Escape to our historic and lovingly-renovated schoolhouse on a 250-acre verified-regenerative farm, where Green Mountain views meet modern comfort. Unwind in your private hot tub and barrel sauna after exploring farm trails, then fall asleep to the gentle sounds of sheep grazing in the pastures below. This is Vermont at its most authentic—working farm life with all the luxury. Level 2 EV charger, in-unit washer/dryer, and ductless AC for summer comfort.

Guest favorite
A warm campfire flickers in the foreground, surrounded by a circle of stones. The A-frame cabin is illuminated in the background, showcasing large windows that reflect the soft light of dusk. Tall trees frame the scene, enhancing the serene forest setting.
Cabin in Wardsboro
4.89 out of 5 average rating, 188 reviews

Mod Cabin in woods Hot Tub near Stratton & MtSnow

Private AFrame cabin on 7 acres w/hot tub! 7.5 Miles to Mt Snow, 12 Miles to Stratton. Gorgeous modern kitchen fully stocked and open to the living/dining room with a cozy wood burning fireplace. 2 bdrms on 1st floor (1 kid friendly), amazing loft overlooking the living room and sprawling front lawn 3rd bdrm upstairs. Spend the days on the mountain and head back home to crank up the fire and reminisce about your day. Make memories for years to come.

Guest favorite
A cozy cabin is set among vibrant trees in various autumn hues. The outdoor area features a gravel circle with four colorful Adirondack chairs, providing a welcoming spot for relaxation. Stairs lead up to a wooden deck that overlooks the surrounding natural landscape.
Cabin in Wardsboro
4.95 out of 5 average rating, 106 reviews

Cozy Ski Cabin with Hot Tub, Fireplace, EV Frndly

Relax in front of the fireplace with the whole family or soak in the outdoor hot tub all year round at our cozy cabin after a day of hiking, exploring, or skiing in Southern Vermont. Nestled between Mt. Snow and Stratton Ski Resorts, we're just a short drive from local farms, snow mobile trails, boating, sledding, hiking and horseback riding. With lots of family friendly restaurant options in the area boasting local flavors, you'll never go hungry.

Guest favorite
Chalet in Jamaica
4.98 out of 5 average rating, 285 reviews

Classic Vermont A-Frame | Fire Pit | Near Stratton

Escape to a classic Vermont A-Frame in Jamaica, Vermont on a private wooded 3-acre property along scenic Route 100. Near Stratton Mountain, Mount Snow, Jamaica State Park, and Pike Falls, this peaceful mountain retreat is perfect for hiking, swimming holes, fall foliage, scenic drives, and outdoor adventures. Enjoy mornings on the screened porch and evenings around the fire pit listening to the river across the street under the Vermont stars.

Popular amenities for Wardsboro family-friendly rentals

When is the best time to visit Wardsboro?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ1,359ﺩ.ﺇ1,458ﺩ.ﺇ1,183ﺩ.ﺇ922ﺩ.ﺇ948ﺩ.ﺇ856ﺩ.ﺇ973ﺩ.ﺇ933ﺩ.ﺇ959ﺩ.ﺇ999ﺩ.ﺇ988ﺩ.ﺇ1,429
Avg. temp-5°C-4°C1°C8°C14°C18°C21°C20°C16°C9°C4°C-2°C