
Family-friendly vacation 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.

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.

Howling Wolf Farm Yurt--A Magical Glamping Retreat
Our 88-acre farm spreads up a steep hillside above the village of Randolph, one mile away. The land is a mixture of open areas where we rotate our sheep flock daily, and wooded land with trails and old stone walls. You might hear the occasional car or truck on a nearby road, but more likely you'll hear our sheep baaing to one another or the cows across the valley trumpeting, or the abundance of birdsong. The energy here is calming and peaceful--we know you will love it as much as we do.

Quaint 1-bedroom cottage on Blue Ledge Farm
This cozy cottage is on Blue Ledge Farm- a working goat dairy. It is a one-bedroom with a double fold-out futon in living room to potentially fit 4 guests. It is within 15 minutes of both Brandon and Middlebury, 1 hour south of Burlington. Pets are allowed, on leash. It can possibly include a farm and cheese tasting for an extra $20 per person (contact host in advance). It is the perfect place if you're an animal or cheese lover looking for a rustic and relaxing stay on a beautiful farm.

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!

Cottage in the Heart of the Green Mountains
Welcome to quintessential Vermont! Come stay at my cozy yet spacious, rustic yet modern, much-beloved Red Acre Cottage. Red Acre Cottage is nestled on a scenic ridge in the idyllic town of Rochester, just east of the Green Mountains and right off of Vermont Scenic Byway Route 100, one of the state's prettiest roads. Red Acre Cottage is an easy drive to Killington/Pico, Sugarbush, Mad River Glen, Rikert Nordic Center/Blueberry Hill XC skiing, Suicide Six, and Stowe Mountain.

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.

Weasley's Enchanted Treehouse @ Vermont ReTREEt
Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling perfect for any admirer of a beloved wizarding world, or anyone who just truly appreciates a isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled among the branches of several maple trees, providing a magical and secluded escape from the hustle and bustle of everyday life.

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

Macintosh Hill Farm

Lake Dunmore Getaway — Foliage Views & Ski Retreat

Ski Patrol Cabin -Pets, Shared Hot Tub & Lap Pool

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

Scandinavian design Chalet w/ private hiking trail

Killington area home - 4 seasons - hot tub and A/C

Secluded tiny house resort - DOG FRIENDLY

Guest Suite w/hot tub & fireplace
Family- and pet-friendly home rentals

"Swiss Charm"- A Beautiful Riverfront Chalet

Moon Valley Country Retreat no clean fee pets yes

Vermont Chalet

Nature Lover's Paradise

Love Shack Yurt on Star Lake (100% off grid)

Vermont private retreat with gorgeous views.

Stick Season Barn Stay Near Middlebury College

Welcoming Retreat Near Middlebury & Lake Dunmore
Family-friendly home rentals with a pool

Comfy ski in/out studio at base of Pico-Killington

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

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

Ranch at Mendon Mt Orchards

Renovated 1BR, Walk to Lifts, Covered parking

Beautiful Spacious Condo at Killington Resort

1 night Ok at the base of Pico 1 bedrom Ski in out

Private Suite in the Green Mountains
When is the best time to visit Rochester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$50,606 GYD | G$54,997 GYD | G$41,823 GYD | G$50,397 GYD | G$41,823 GYD | G$41,614 GYD | G$49,979 GYD | G$46,215 GYD | G$46,424 GYD | G$45,378 GYD | G$41,614 GYD | G$52,279 GYD |
| Avg. temp | -6°C | -5°C | 0°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | -2°C |
Quick stats about vacation rentals that are family-friendly in Rochester

Total vacation rentals
Explore 50 vacation rentals in Rochester

Nightly prices starting at
Rochester vacation rentals start at G$20,912 GYD per night before taxes and fees

Verified guest reviews
Over 3,730 verified reviews to help you choose

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Rochester vacation rentals include wi-fi 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!
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- Family-friendly rentals Windsor County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Okemo Mountain Resort
- Sugarbush Resort
- Magic Mountain Ski Resort
- Bolton Valley Resort
- Fort Ticonderoga
- Dartmouth Skiway
- Pico Mountain Ski Resort
- Cochran's Ski Area
- Dorset Field Club
- Lucky Bugger Vineyard & Winery
- Bromley Mountain Ski Resort
- Whaleback Mountain
- Autumn Mountain Winery
- Fox Run Golf Club
- Northeast Slopes Ski Tow
- Montshire Museum of Science
- Ethan Allen Homestead Museum
- Burlington Country Club
- Country Club of Vermont
- Cozy Cottages & Otter Valley Winery
- Leahy Center for Lake Champlain
- Storrs Hill Ski Area
- Adirondack Extreme Adventure Course
- Killington Adventure Center