
Holiday rentals with outdoor seating in Rochester
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Rochester
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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.

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.

Off Grid Secluded Cabin on 37 Acre Farm
In a secluded, hand-crafted off the grid cabin, come and enjoy the elements with us at Drift Farmstead. A 3-minute walk leads you through gardens and pasture, to Ravenwood, a small, intimate cabin with everything you need. Be it an extended weekend tucked in seclusion, amongst the birds, river and trees, or find the comforts of a 37 acre small farm nestled in the mountains and settle in, working from afar. Top shelf skiing at Sugarbush is near, along with Vermont's finest grub and beer.

Secluded Log Cabin with Unrivaled Views!
Luxurious log cabin on the edge of the Green Forest National Park. The house is set in a peaceful and quiet location overlooking many miles of Vermont mountains. Ideal for families and those seeking peace and solitude. Hiking and cycling trails at doorstep. 10min drive to local town of Hancock and a further 10min drive to Rochester. Wild turkeys often seen wandering across the front lawn. Wild deer and moose are in the woods. Ruby throated humming birds come to feed at the kitchen window.

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.

Luxury Glass Tiny House - Mountain View + Hot Tub
Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

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.

The McKinley House
In the village of Rochester. Walk to bakery, cafe, tavern, grocery, and town green. Hiking, biking and Nordic ski trails! Thirty minutes to SugarBush, Pico, Middlebury, and Killington. Located in the heart of the Green Mountain National Forest. We are dog friendly but we require a conversation about it before you can show up with your dog. We charge $100 pet fee for your stay.

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 outdoor seating rentals in Rochester
House rentals with outdoor seating

Modern Home in Lincoln W/ Sauna / Pond

The Barnbrook House

Nice one bedroom cottage

Nature Lover's Paradise

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

One Room School House. No Cleaning Fees!

Vermont Highland

Birdie's Nest Guesthouse
Apartment rentals with outdoor seating

Charming one bedroom just minutes to Middlebury!

Dog heavenly! Private, beautiful and relaxing.

Peaceful Ludlow Base 5 minutes to Okemo

Golden Milestone

Contemporary Studio in Montpelier

Dog Team Falls Apartment - Minutes from Middlebury

Mountain View Retreat

Vermont Country Suite
Apartment rentals with outdoor seating

105 Fox Hollow Village Pvt - Red Fox - Unit B-4

Renovated unit, prime location! Shuttle on/Ski off

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

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

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace

Serene Top Floor Condo (resort style amenities)

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532

Okemo Ski-in/Ski-out, Steps to lift Condo
When is the best time to visit Rochester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $284 SGD | $264 SGD | $250 SGD | $222 SGD | $239 SGD | $256 SGD | $277 SGD | $281 SGD | $281 SGD | $275 SGD | $235 SGD | $261 SGD |
| 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 with outdoor seating in Rochester

Total holiday rentals
Explore 40 holiday rentals in Rochester

Nightly prices starting at
Rochester holiday rentals start at $157 SGD per night before taxes and fees

Verified guest reviews
Over 4,870 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 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!
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- Rentals with outdoor seating Windsor County
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- Rentals with outdoor seating United States
- Okemo Mountain Resort
- Sugarbush Resort
- Magic Mountain Ski Resort
- Bolton Valley Resort
- Fort Ticonderoga
- Pico Mountain Ski Resort
- Dartmouth Skiway
- Cochran's Ski Area
- Lucky Bugger Vineyard & Winery
- Dorset Field Club
- Bromley Mountain Ski Resort
- Autumn Mountain Winery
- Whaleback Mountain
- Fox Run Golf Club
- Montshire Museum of Science
- Northeast Slopes Ski Tow
- Country Club of Vermont
- Ethan Allen Homestead Museum
- Storrs Hill Ski Area
- Leahy Center for Lake Champlain
- Burlington Country Club
- Adirondack Extreme Adventure Course
- Killington Adventure Center
- Vermont National Country Club




