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

Peaceful Woodland Yurt with Pond View
Enjoy the natural beauty of Vermont in this amazing, fully loaded, 14' guest yurt! It comes with a toasty propane fireplace, queen bed, two burner cooktop, fridge, great wi-fi, an incredibly charming and immaculate bathhouse, magnificent views, and privacy! This is the perfect getaway for those seeking peace and natural beauty without sacrificing comfort or amenities! Explore our remote hiking trails and beautiful pond. And be sure to enjoy off-grid meditation yurt when available in season.

Off Grid Tiny House
WATER IS STILL ON!! This sweet little house is great for those who want to get away from it all. It's like camping but with many more creature comforts. Hot and cold running water and a fantastic hot outdoor shower! The house does not come with sheets and towels but if you need that, please let me know and I’ll make that happen for a small fee ($15)! Great for kids! Plenty of mountain biking and hiking from your front door. Lots to explore. Nature right outside your door! 10% veteran discount.

Bristol Cozy Yurt near Hiking/Foliage|MapleFarm
Our cozy yurt is located within minutes of amazing, hiking, biking, skiing, breweries and much more! Relax around the fire while listening to our resident owls or stare up at the stars through the dome. We're centrally located to some of the best hiking and swimming skiing in Central Vermont. Mt Abe and Bartlett's Falls are the closest options. We're also close to civilization with several towns close by to explore for food, drink, art, and shopping. Or travel a bit further to Burlington..

Breadloaf Hut. Glamping, hiking, biking, foliage
Hiker, writers’, gravel/mountain biker's paradise! Our quiet glamping retreat provides easy access to miles of wilderness. The hut has a cozy bed, kitchenette, and camping basics making for an easy and cozy getaway. Follow a trail to the Catamount Trail or drive a few minutes to the Long Trail. Enjoy miles of gravel biking from the door or go to Moosalamoo or Rochester for prime mountain biking trails. In the evening, sit on the deck under a blanket of stars and warm your toes by the fire.

Earthen Yurt in Green Mtn Wonderland
Secluded mountain wonderland near Vermont's best hiking, mountain biking, and swimming holes! Enjoy a 25-acre homestead all to yourself, w/two beautifully-appointed yurts & a cabin. One-of-a-kind sculpted earth design, persian rugs, organic linens, & full kitchen w/many artisan touches. Stargaze around the fire circle under a glittering dark sky. A paradise for outdoor adventurers & nature lovers; a haven for digital nomads, writers, & creatives; a refuge of lush natural beauty & deep quiet.

Bill’s Barn Rochester Vermont 3 Bdrm entire house
Our place is a 1980's barn/woodshop that never housed animals that has been converted into a lovely three bedroom home.We are 20 minutes from Rikert 2019 hosts of the Bill Koch Festival and the Middlebury College Snow Bowl.The place is light and airy with southern and eastern sun.The main living room has 13 foot ceilings with lots of couches, arm chairs and places to hang out, read and or relax.We are in the heart of the Green Mountains with skiing and colleges, an easy drive from the house.

Cozy Cabin Studio
Relax in this peaceful quiet space! This studio apartment is above a shared garage/entrance with the home owner. The homeowner and her daughter and 2 over friendly dog live on the property. The cabin is on 5 acres with a beautiful yard and pond that you can enjoy. The studio is 5 minutes from the town; local restaurants, train station, theater are some of the few attractions. The highway is 7 minutes away. 3 miles dirt road The Vermont hills and trails await your adventure!

Hancock hideaway
Skiing, snow biking 10 minutes away at Middlebury Snow Bowl and Rikert crosscountry. Sugarbush and Killington half hour drive. Snowshoeing and hiking right behind house in the Green Mountain National Forest. Easy drive to river swimming holes and lakes. Excellent restaurants in Waitsfield and Middlebury - about half hour. Good restaurant, cafe, small grocery store, in Rochester, 4 miles. Great location, beautiful views, lovely little house, totally private, romantic.

The Guest House at Sky Hollow
This quiet 120 acre hilltop house on an 1800's farm turned homestead offers high speed internet, hiking and mountain bike trails, a swimming pond, X-C ski, and sauna. Only miles from renowned New England ski resorts, and featuring 2 bedrooms, 1.5 baths, a full kitchen, an open floor plan, and a small backyard right beside a brook, the guest house is quiet and private, the perfect retreat for a cozy weekend with outdoor adventures and creature comforts!

Black haus: a hip, cool house hidden in a forest.
You’ll love our place because of the high ceilings, the rural location, the coziness and its sense of place in nature. Our place is great for couples and solo adventurers who enjoy their privacy, who want to get away from it all but be close enough to a more 'country-urban' vibe. There is a deck for sunning, quite a large front and back yard. A great kitchen for meals at home, a forest to explore and miles of trails to mountain bike or hike.

Funky, family-friendly cabin
Our funky, fun house is nestled in the woods, with a waterfall and brook rushing by outside the large wall of windows. Situated in the Green Mountains, this is the perfect place to relax and play. The large open-floor plan is perfect for families with school-age children. Families with infants and toddlers may not find our home as friendly, as the waterfall, loft and attached farm buildings may create some safety challenges.

Suite in the Green Mountains
We have a first-floor,two-room suite with its own entrance in our home, located on an official Vermont Scenic Highway, in the middle of the Green Mountains. The suite has a large sitting room with a kitchenette; a bedroom with queen bed and A/C; and bathroom with tub/shower. NOTE: We have a second, larger unit in our home called "Two-Bedroom Apartment in the Green Mountains".
Popular amenities for Rochester family-friendly rentals
Family-friendly home rentals with a hot tub

~The ClubHaus~

Cozy Bow House Perched in Trees w/ Hot Tub & View

River House Apartment - Dog friendly

Macintosh Hill Farm

Lake Dunmore Getaway — Foliage Views & Ski Retreat

Scandinavian design Chalet w/ private hiking trail

Killington area home - 4-seasons & hot tub

Cozy Cabin -Top of Hill with Views
Family- and pet-friendly home rentals

Cloud 9 Private Suite Retreat

Tiny House at Camp Comyns

"Swiss Charm"- A Beautiful Riverfront Chalet

Moon Valley Country Retreat no clean fee pets yes

Cozy cottage near Killington & Sugarbush

Windswept Acres Sugarhouse

My house is your house!

Camping on a Private Pond
Family-friendly home rentals with a pool

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails

Relax in Recreation Paradise!

Ranch at Mendon Mt Orchards

Sugarbush Mountainside Retreat - Ski in Ski out

Winterplace - Steps away from Slopes

Spacious Private Apartment w/ Green Mountain Views

CozyCub - Pool, Hiking, Mountain Biking

Beautiful Spacious Condo at Killington Resort
Quick stats about holiday rentals that are family-friendly in Rochester
Total holiday rentals
Explore 50 holiday rentals in Rochester
Nightly prices starting at
Rochester holiday rentals start at £75 per night before taxes and fees
Verified guest reviews
Over 3,730 verified reviews to help you choose
Pet-friendly holiday rentals
Find 30 rentals that welcome pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
50 of Rochester holiday rentals include wifi access
Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Rochester rentals
4.9 Average rating
Rochester stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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- Family-friendly rentals Windsor County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Okemo Mountain Resort
- Sugarbush Resort
- Bolton Valley Resort
- Magic Mountain Ski Resort
- Fort Ticonderoga
- Cochran's Ski Area
- Dartmouth Skiway
- Pico Mountain Ski Resort
- Dorset Field Club
- Bromley Mountain Ski Resort
- Lucky Bugger Vineyard & Winery
- Autumn Mountain Winery
- Northeast Slopes Ski Tow
- Fox Run Golf Club
- Montshire Museum of Science
- Whaleback Mountain
- Country Club of Vermont
- Leahy Center for Lake Champlain
- Burlington Country Club
- Ethan Allen Homestead Museum
- Storrs Hill Ski Area
- Adirondack Extreme Adventure Course
- Killington Adventure Center
- Vermont National Country Club