
Family-friendly vacation rentals in Rutland County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Rutland County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

East Cabin
The East Cabin is quietly tucked between the Green Mountains of VT and the Adirondacks of NY. Soak up the morning sun on your private stone patio while mother nature comes to life on the pond and fields. Take a day trip to beautiful Lake George or Historic Saratoga Springs. Grill steaks on the BBQ and eat S’mores by the campfire at night. Farm fresh products for purchase at our farm store, including our own pasture raised beef. We also have the West Cabin available for your family and friends.
FamilyKitchenSleep quality
4.98 out of 5 average rating, 179 reviews
Moon Valley Country Retreat no clean fee pets yes
Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Starlink available if your phone doesn't work here. Near Lk George, Lk Champlain, & VT. Hike, fish, swim nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive a must in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.
Indoor spacesKitchenHospitality
4.91 out of 5 average rating, 1025 reviews
Mountain View Apartment
Quiet, second floor, farmhouse apartment in country setting. Two connected bedrooms sleep four, one with a queen bed and the other with two twin beds. Watch the sunrise from the private deck or walk the fields to watch the sun set over the Adirondaks. Plenty of room to roam over the farm fields. Owner on property. 15 minutes from Castleton University. Please see more under "your property" -18 mi to Killington Resort/ 15 mi to Pico Ski Resort -9 miles to Rutland Regional Medical Center
FamilyKitchenAmenities
4.91 out of 5 average rating, 141 reviews
Waterfront Vermont Lake House w/ Panoramic Sauna
Waterfront on Lake St. Catherine, with almost 100ft of private lake frontage and a view that's hard to beat. Watch the sunrise from the deck or from inside our new panoramic barrel sauna. Explore the lake by kayak or canoe — both included for guests. Keep an eye out for both bald eagles and loons. There's also a fire pit for evening s'mores — firewood included as well. Great for families — we've got a crib, a bunk room for the kids, and a bookshelf of board games for those rainy days.
Indoor spacesKitchenBiking
4.93 out of 5 average rating, 408 reviews
The Berghüttli: Glowing Swiss Hut in the Forest
The Berghüttli ("little mountain hut") is a Swiss-inspired hut and farm stay surrounded by National Forest in Goshen, VT (pop. 168). A completely private escape—no other structures in sight, just woods and quiet. Inside, a wall of windows brings the forest right up to you, while glowing maple plywood fills the space with warm light. High-speed fiber internet runs a reliable 300 Mbps. Stay connected or switch off completely. Search "The Berghüttli" on YouTube for a video tour.
KitchenIndoor spacesNearby
4.97 out of 5 average rating, 155 reviews
Charming Vermont Schoolhouse
Kick back and relax in this calm, stylish space. A beautifully restored schoolhouse circa 1860 welcomes you. Situated on a quiet country road this adorable home on one wooded acre has lovely mountain views and a peaceful setting. Nearby you will find skiing, hiking trails and quaint Vermont towns with shops and restaurants. Manchester and Rutland are 30 min. drives, Dorset is just 20 min. Granville NY has a large grocery store and other shops and is only a 15 min. drive.
Indoor spacesFamilyCleanliness
4.99 out of 5 average rating, 121 reviews
Okemo A-Frame - Floor Hammock, Sauna & Hot Tub
Welcome to the Okemo A-Frame! With an oversized deck, featuring outdoor dining, a barrel sauna, and hot tub you'll enjoy the outdoors year round. Enter into an open-concept dining area, kitchen, and living room with stylish mid-century malm fireplace. Take your rest in one of the three bedrooms or cozy up on the indoor floor hammock. Located 10 minutes from Okemo Mountain Resort and the town of Ludlow enjoy skiing, shopping, dining, and all that Vermont has to offer.
Indoor spacesKitchenHot tub
4.88 out of 5 average rating, 176 reviews
Kingsley Grist Mill Waterfall & Private Beach OMG
One of the "World's Most Amazing Vacation Rentals " as seen on the exciting NetFlix series, s.2, ep.7 and on HGTV's "You Live in What?, s.2, ep.1. Join us this season for the romance, the history, the breakfast, the natural mineral spring tap water, the concert, the rafting, the architecture and the legacy of the KGM, Vermont's Wright-esque falling water masterpiece. No cleaning fees added. Come make history with us ! Near Killington & Okemo Mtns.
Indoor spacesKitchenSkiing
4.98 out of 5 average rating, 520 reviews
Red Rooster Fall Foliage Hub Near Downtown Rutland
Welcome to The Red Rooster, a private second-floor guest suite in a historic 1867 Greek Revival Victorian with ample parking. Located on urban micro-farm, tucked into Rutland's Historic District, enjoy peaceful views and perfect urban convenience. Walk right to downtown dining, Amtrak, and the Paramount Theater! We are minutes from Killington Resort, Pico, the VAST trail, Appalachian Trail, and Lake Bomoseen. Your Green Mountain basecamp awaits.
FamilyIndoor spacesHeating
4.94 out of 5 average rating, 113 reviews
Your home away from home
Another glorious time of year in Vermont! Our house is close to the mountains (Killington, Pico, Okemo). You'll love our space for its central location to lakes, hiking, skiing, golf, restaurants and dining, downtown, art and culture, shopping and medical facilities.This first floor apartment with its home-like atmosphere has a separate entrance. It is good for couples, small families, solo adventurers, and business travelers.
FamilyKitchenBreakfast
4.96 out of 5 average rating, 698 reviews
Waterfront Cabin • Dock • Fire Pit • Kayaks & SUPs
Relax at this private Vermont lakefront getaway on North Bay. Unwind in a bright, comfortable space with a full kitchen, fast WiFi, and cozy bedrooms. Walk a few steps to the water front to enjoy morning coffee on the dock. Perfect for year-round escapes: -Summer (kayaks, SUPs, floating mat) -Fall (foliage, fire pit, hiking trails) -Winter (skiing, snowshoeing, ice fishing) -Spring (deck, hammock, fishing opener).
KitchenFamilyCleanliness
4.95 out of 5 average rating, 177 reviews
Trestle Farm
Trestle Farm, formerly a 50-year old horse rescue ranch, which we are transforming into a floriculture farm. 12 acres of open meadows to enjoy. If you’re looking for a bit of old, rustic Vermont, Trestle Farm offers all you need for a peaceful getaway, and yet it is just minutes to Rutland. With over 30 years of estate caretaking experience we welcome you to Trestle Farm to share this special Vermont hideaway.
KitchenFamilySkiing
4.98 out of 5 average rating, 102 reviewsPopular amenities for Rutland County family-friendly rentals
Family-friendly home rentals with a hot tub

Close to Killington-Loaded with Amenities-Hot Tub
FamilyIndoor spacesSkiing
4.99 out of 5 average rating, 112 reviews
Secluded tiny house resort - DOG FRIENDLY
Indoor spacesKitchenGrill
4.91 out of 5 average rating, 277 reviews
Chalet on a Hill w/ Mountain & Lake View, Hot Tub
Indoor spacesKitchenSolo travel
4.98 out of 5 average rating, 125 reviews
The Overlook - Views | Hot Tub | Fire Pits | Games
FamilyKitchenHospitality
4.97 out of 5 average rating, 111 reviews
Alpine Reflection + Hot Tub
KitchenFamilyDecor
4.96 out of 5 average rating, 118 reviews
Topridge 3BR w Foliage Views & Private Hot Tub!
FamilyKitchenView
4.93 out of 5 average rating, 114 reviews
BearWatch AC Hot Tub, Games, Grill, FirePit, VIEWS
KitchenFamilyAccuracy
4.92 out of 5 average rating, 133 reviews
Killington/Okemo, 7p Hot tub, Mtn.views, Spacious!
KitchenIndoor spacesCleanliness
4.9 out of 5 average rating, 248 reviewsFamily- and pet-friendly home rentals

Pond Cottage at Consider Bardwell Farm
FamilyKitchenAmenities
4.94 out of 5 average rating, 112 reviews
Nature Lover's Paradise
KitchenFamilyBiking
4.84 out of 5 average rating, 332 reviews
Baby Queens Barbie-core Studio Apt (dog friendly)
FamilyKitchenWifi
4.86 out of 5 average rating, 293 reviews
Vermont Hill Top Studio
Indoor spacesKitchenLayout
4.99 out of 5 average rating, 159 reviews
Cozy Home in Poultney, Vermont.
Indoor spacesKitchenParking
4.93 out of 5 average rating, 152 reviews
Cozy Contemporary Downtown Texaco
Indoor spacesFamilyNearby
4.94 out of 5 average rating, 179 reviews
Vermont Horse Farm
KitchenIndoor spacesValue
4.92 out of 5 average rating, 158 reviews
New Firepit, Great Location, Dog Friendly, Kitchen
KitchenIndoor spacesWifi
4.98 out of 5 average rating, 175 reviewsFamily-friendly home rentals with a pool

Book Peep now Stay on Pico 1 Bedroom free shuttle
FamilyIndoor spacesAccuracy
4.93 out of 5 average rating, 503 reviews
Ranch at Mendon Mt Orchards
FamilyKitchenLocation
4.87 out of 5 average rating, 283 reviews
Ski-In/Out, Pools, Hot Tub, Pet-Friendly
FamilyKitchenBathroom
4.95 out of 5 average rating, 182 reviews
Updated large condo across from AT and skiing
FamilyIndoor spacesAccess
4.87 out of 5 average rating, 127 reviews
Golf and Mountain Biking outside the door!
KitchenFamilyDecor
4.89 out of 5 average rating, 141 reviews
⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace
KitchenIndoor spacesSkiing
4.94 out of 5 average rating, 111 reviews
Winterplace - Steps away from Slopes
Indoor spacesFamilyValue
4.96 out of 5 average rating, 116 reviews
PeeP Hike Golf with Pool and Tennis 2 Bed on Mtn
Indoor spacesKitchenLocation
4.91 out of 5 average rating, 109 reviewsDestinations to explore
- Private suite rentals Rutland County
- Waterfront rentals Rutland County
- Condo rentals Rutland County
- Cottage rentals Rutland County
- Cabin rentals Rutland County
- Rentals with a sauna Rutland County
- Chalet rentals Rutland County
- Hotel rooms Rutland County
- Apartment rentals Rutland County
- Villa rentals Rutland County
- Beachfront rentals Rutland County
- Rentals with breakfast Rutland County
- Townhouse rentals Rutland County
- Rentals with pools Rutland County
- Rentals with a hot tub Rutland County
- Farmstay rentals Rutland County
- Ski-in/ski-out rentals Rutland County
- House rentals Rutland County
- Rentals with lake access Rutland County
- Pet-friendly rentals Rutland County
- Guesthouse rentals Rutland County
- Rentals with a kayak Rutland County
- Bed and breakfasts Rutland County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth College
- West Mountain Ski Resort
- Fort Ticonderoga
- Middlebury College
- Hildene, The Lincoln Family Home
- Killington Resort
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- Montshire Museum of Science
- Trout Lake
- Warren Falls
- Camp Plymouth State Park
- Quechee Gorge
- Jamaica State Park
- Six Flags Great Escape Lodge & Indoor Water park
- Branbury State Park
- Dartmouth Skiway
- Things to do Rutland County
- Things to do Vermont
- Wildlife Vermont
- Things to do United States
- Shopping and fashion United States
- Dining United States
- Museums United States
- Cultural tours United States
- Architecture United States
- Workouts United States
- Flying United States
- Art workshops United States
- Wellness United States
- Food tours United States
- Wildlife United States
- Landmarks United States
- Water sports United States
- Performances United States
- Tastings United States
- Galleries United States
- Cooking United States
- Beauty United States
- Outdoors United States





