
Family-friendly vacation rentals in Rutland County
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Top-rated family-friendly rentals in Rutland County
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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.
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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
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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.
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Remote Cozy Yurt with Sunset Views
Enjoy some time in a secluded yurt nestled in a quiet valley with spectacular sunset views. It comfortably sleeps 4, but can accommodate more. There is a bathhouse with an outdoor shower, compost toilet, and sink. Complete with propane stovetop, grill, and all necessary kitchenware. Stays in colder months will enjoy the warmth and comfort of a wood stove. Guests can also enjoy a small trail system on property for exercise or leisure. We hope you will come enjoy this peaceful retreat!
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Alpine Reflection + Hot Tub
Escape to this luxury glass tiny home perched at 1,500 feet in elevation in Ludlow, Vermont—architect-designed and built in Estonia with stunning views of Okemo Mountain. Tucked away in a private forest setting, this one-of-a-kind retreat features a hot tub, fire pit, outdoor shower under the trees, radiant heated floors, and floor-to-ceiling windows that immerse you in nature. Designed for quiet luxury relaxation and unforgettable mornings, it’s the perfect escape every season
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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.
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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.
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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.
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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.
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Red Rooster: Cozy ADV hub on a urban micro-farm.
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.
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Baby Queens Barbie-core Studio Apt (dog friendly)
Enjoy a stylish experience at this centrally-located place. This studio apartment is perfect for the solo traveller or couple. The queen bed is super comfy. Brand new and renovated throughout. The kitchen is stocked for basic cooking. I'll make sure there is always coffee and cream for you. Pets are welcome if they do not get up on the furniture. It's easy access to downtown Rutland to enjoy yoga studios, restaurants, and coffee shops.
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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.
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Popular amenities for Rutland County family-friendly rentals
Family-friendly home rentals with a hot tub

Well appointed lakehouse. Peaceful family fun.
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Comfy Cottage w/ Hot Tub in Historic East Poultney
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Chalet on a Hill w/ Mountain & Lake View, Hot Tub
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~The ClubHaus~
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SugarBear- Pool, AC, Sauna, Gym, Tennis!
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The Overlook - Views | Hot Tub | Fire Pits | Games
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Outside Inn - Hot Tub/Killington/MtnTop Inn/VAST
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Moguls Unit: Skyeship Gondola 2 miles w/ HOT TUB
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Family- and pet-friendly home rentals

New Firepit, Great Location, Dog Friendly, Kitchen
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Moon Valley Country Retreat no clean fee pets yes
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Mi Casa es su Casa!
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Convenient Vermont Getaway
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Vermont Hill Top Studio
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Hillside Cottage @ The Mettawee Retreat
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Great Cabin Southern Vt.
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Mountain Getaway Pet friendly
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Family-friendly home rentals with a pool

On Pico Hike out back door 1 Bedrm 1 night okay
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Luxury Condo Tucked in the Heart of Killington
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Ski-In/Out, AC, Pools, Hot Tub, Pet-Friendly
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Updated large condo across from AT and skiing
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Beautiful Spacious Condo at Killington Resort
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Ski In/Out Spruce Glen C, AC, Sauna, Fireplace
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Topridge 3BR w Incredible View & Private Hot Tub!
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Golf and Mountain Biking outside the door!
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- Family-friendly rentals Vermont
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- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Dartmouth College
- Six Flags Great Escape Lodge & Indoor Water park
- West Mountain Ski Resort
- Fort Ticonderoga
- Middlebury College
- Hildene, The Lincoln Family Home
- Killington Resort
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- Adirondack Extreme Adventure Course
- Montshire Museum of Science
- Trout Lake
- Camp Plymouth State Park
- Warren Falls
- Quechee Gorge
- Jamaica State Park
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