
Family-friendly holiday rentals in Rochester
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Top-rated family-friendly rentals in Rochester
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Studio Suite with Vermont Style & Amazing Views
Central to Killington, Pico & Sugarbush Ski Areas. Breathtaking views. Features all Vermont has to offer in any season - Golf, Downhill & X-country Skiing, nearby VAST trails, Snowshoeing, Hiking, Trail & Road Biking. Unit is en suite w/sitting area, dining table/desk, kitchenette (no stove). Shower and toilet with ADA bars. Handicap accessible. Large closet, dresser. Streaming TV/DVD/VHS, selection of games, discs and tapes. 2 entrances - public and private. Stone patio and fire pit. Quiet.

Cozy cottage near Killington & Sugarbush
Escape the real world at this charming and cozy cottage tucked away in a corner of 17 acres of rolling grassy hills. Take in the unmatched views of the hollow from the living room or wrap-around porch. Endless nearby trails for hiking/biking/xc skiing, and Rochester's stores, cafes, and restaurants are less than 10 minutes away. Grocery store, berry picking, lakes, swimming holes, golfing, restaurants, breweries, and wineries all within an easy drive. Killington/Sugarbush both ~35 minutes away.

Bristol Cozy Yurt near Hiking/Skiing|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..

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.

Mountain Home ready for you!
Get away from it all in a secluded home atop a mountain in the National Forest. Home with deck and panoramic view of the Green Mountains. Idyllic in all seasons. Summer is lusciously green; fall colors seen from our deck; the magic of winter. Tons of privacy, but minutes from town. 35 min to Killington or Sugarbush; snowshoe outside your door, and x-country nearby. Snow tires or chains needed from Dec.-March. Please note that we cannot help you if your car gets stuck en route to the house.

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.

Sculpted Earthen Yurt Near World Class Skiing
Secluded winter wonderland near Vermont's best skiing! Enjoy a 25-acre mountain homestead all to yourself, w/two beautifully-appointed yurts & a cabin. Toasty warm sculpted earth design, persian rugs, organic linens, & full kitchen w/many artisan touches. Stargaze around the fire circle under a glittering dark sky. A winter paradise for downhill & XC skiers; a haven for digital nomads, writers, & creatives; a refuge of deep quiet. Between Sugarbush, Mad River Glen, & Snow Bowl.

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.

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.

The SugarMaple Treehouse @ Vermont ReTREEt
Nestled amidst the Green Mountain National Forest, this glamping style treehouse is cradled by three maple trees and stands as a haven above the ground. It was hand crafted by us to offer a reTREEt in the heart of central Vermont. We are centrally located between Killington and Sugarbush with plenty of outdoor activities to enjoy. The treehouse now has a bath house with a limited kitchenette just steps away from the treehouse.

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.
Popular amenities for Rochester family-friendly rentals
Family-friendly home rentals with a hot tub

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

Macintosh Hill Farm

Lake Dunmore Getaway — Foliage Views & Ski Retreat

Romantic Treehouse- Hot tub, A/C, 20 Min to KLT

Scandinavian design Chalet w/ private hiking trail

Outside Inn - Hot Tub/Killington/MtnTop Inn/VAST

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

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

"Swiss Charm"- A Beautiful Riverfront Chalet

Hydrangea House on the Hill

Moon Valley Country Retreat no clean fee pets yes

Fairytale cabin at The Wild Farm

Hancock hideaway

Nature Lover's Paradise

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

Private Modern Cabin w/View of Fields, Hills
Family-friendly home rentals with a pool

Ski home to Trail Creek!

Right at Killington !

Dog Friendly Mountain Condo w/Spa, Pool, Sauna

One Bedroom Suite Near Okemo

Dog-Friendly/Spa Onsite/Pool/Wine Bar

Beautiful Spacious Condo at Killington Resort

On Pico Great times 1 nite Ok 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 | $420 NZD | $456 NZD | $347 NZD | $418 NZD | $347 NZD | $345 NZD | $414 NZD | $383 NZD | $385 NZD | $376 NZD | $345 NZD | $433 NZD |
| 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 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 $173 NZD per night before taxes and fees

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

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Rochester holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Magic Mountain Ski Resort
- Bolton Valley Resort
- Pico Mountain Ski Resort
- Fort Ticonderoga
- Cochran's Ski Area
- Bromley Mountain Ski Resort
- Dartmouth Skiway
- Whaleback Mountain
- Dorset Field Club
- Fox Run Golf Club
- Lucky Bugger Vineyard & Winery
- Autumn Mountain Winery
- Northeast Slopes Ski Tow
- Country Club of Vermont
- Montshire Museum of Science
- Storrs Hill Ski Area
- Burlington Country Club
- Ethan Allen Homestead Museum
- ECHO, Leahy Center for Lake Champlain
- Vermont National Country Club
- Adirondack Extreme Adventure Course
- Killington Adventure Center




