
Holiday rentals with outdoor seating in Rochester
Find and book unique rentals with outdoor seating on Airbnb
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 €105 per night before taxes and fees

Verified guest reviews
Over 5,290 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!
Top-rated rentals with outdoor seating in Rochester
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Off Grid Secluded Farm Stay Cabin
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.

1958 Classic "Hunting Cabin" w/ Breathtaking Views
Welcome to CAMP TREETOPS, located in the heart of the beautiful Vermont mountains. Our cabin is nestled at the top of a private mountain, surrounded by breathtaking views of Killington, Pico mountains, and the White River. Originally purchased from a Sears & Roebuck catalog as a hunting cabin owned by the same family until 2019. The cabin has since been transformed into its original vintage classic camp décor with antique furnishings and unique vintage finds that take you back in time.

Gorgeous Treehouse High on Mountain-Amazing View!
Lilla Rustica is an elevated cabin among the trees. Private, with Stunning views this was built by "The Tree House Guys" a local Vermont company whom can be found having a season on the DIY network. Tons of detail, while keeping the design natural and simple. Unbelievable views of Camels hump State park. A loft with one queen bed and downstairs has a queen bed with three sides of the bed having windows facing the views. Hiking offered right from the cabin. An awesome getaway!

Cozy cottage with Panoramic Views (now with AC!)
**Now has A/C!** 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. Upgraded ultra-fast wifi for all your streaming and remote working needs. Great nearby trails for hiking/biking/xc skiing, and Rochester's grocery store, cafes, restaurants, and bike rentals are less than 10 minutes away. Killington/Sugarbush both ~35 minutes away.

The Swallows Nest in a wildlife preserve
NEW THIS YEAR: High speed internet, Heat pumps for heat and AC throughout the house, and a new refrigerator/ freezer Secluded and beautiful, at the end of a gravel dead end road, the Swallow’s Nest is part of our organic farm and wildlife refuge. You’ll find serenity here with huge open vistas. We are two miles from the town of Brandon. Brandon has restaurants, shops, art galleries and music venues. Check out what’s happening in Brandon at the Brandon area chamber of commerce.

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.

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!

Scandinavian design Chalet hiking trail + hot tub
This bright, well-designed Scandinavian-style chalet is the perfect cozy retreat. Nestled in the woods on a plot of 20+ acres, it offers scenic views and a private hiking trail leading to beautiful vistas, transforming into a winter wonderland for skiing adventures, a summer paradise for outdoor relaxation, and a vibrant canvas for leaf peeping during Vermont's stunning fall foliage season. Goodland wood burning hot tub is available 365 days a year.

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.
Popular amenities for outdoor seating rentals in Rochester
House rentals with outdoor seating

Charming Vermont Schoolhouse

Private Oasis Under 10 Mins from Woodstock

The Barnbrook House

Nice one bedroom cottage

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

Nature Lover's Paradise

One Room School House. No Cleaning Fees!

Stylish Vermont Cabin | Views · Trails · Luxe
Apartment rentals with outdoor seating

The Wolf's Den at Sugarbush Mt Ellen

Dog heavenly! Private, beautiful and relaxing.

Overlook at the Office

Hideaway Lodge at Lake Dunmore Cozy VT Retreat

Mountain View Retreat | Private Deck + Fast WiFi

Vermont Country Suite

Private Resort Luxury in the Heart of Vermont

Mountain View Apartment
Apartment rentals with outdoor seating

Ski-in, Ski-Out / 4 beds / seasonal pool

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

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

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

AC • Vermont Retreat • Dogs Welcome • Pool & Spa

Serene Top Floor Condo (resort style amenities)

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed

Updated large condo across from AT and skiing
When is the best time to visit Rochester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €218 | €225 | €201 | €149 | €161 | €172 | €186 | €189 | €189 | €214 | €186 | €234 |
| 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 |
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Cottage rentals Rochester
- House rentals Rochester
- Family-friendly rentals Rochester
- Rentals with a patio Rochester
- Rentals with a firepit Rochester
- Rentals with pools Rochester
- Apartment rentals Rochester
- Pet-friendly rentals Rochester
- Flat rentals Rochester
- Rentals with a washing machine and dryer Rochester
- Rentals with a fireplace Rochester
- Rentals with outdoor seating Windsor County
- Rentals with outdoor seating Vermont
- Rentals with outdoor seating United States
- Lake George
- Okemo Mountain Resort
- Sugarbush Resort
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Dartmouth College
- Killington Resort
- Stowe Mountain Resort
- Fort Ticonderoga
- University of Vermont
- Middlebury College
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Adirondack Extreme Adventure Course
- Montshire Museum of Science
- Emerald Lake State Park
- ECHO, Leahy Center for Lake Champlain
- Camp Plymouth State Park
- Shelburne Museum
- Shelburne Vineyard
- Warren Falls
- Cold Hollow Cider Mill
- Elmore State Park





