
House holiday rentals in Rochester
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Top-rated house rentals in Rochester
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Stylish Vermont Cabin | Views · Trails · Luxe
Combining sweeping views of distant hills with complete privacy and wraparound porches on two sides, the Red House is a custom cabin built for couples and smaller families. Surrounded by working farms and within easy reach of trailheads to hike or bike Mt Ascutney, or to visit Woodstock, Hanover, Ludlow and the Upper Valley, the Red House sits among some of the best restaurants in Vermont and awaits the discerning traveler who has earned the right to do absolutely nothing and experience it all.

Architectural House Prickly Mountain
This architectural showpiece is a high-concept concrete manse featuring well-designed details from FAIA Architect David Sellers, such as a curving staircase, exposed concrete structural elements, double height ceilings and open views. PLEASE READ description carefully and ask questions prior to booking. There are 3 beds, 3 baths, open floor plan kitchen, living and dining area and small grassy yard with a view, tucked away in the forest on Prickly Mountain Rd, Warren in the Mad River Valley

The Barnbrook House
Come relax in the serenity of the quiet countryside. This home boasts beautiful views, a large stone fireplace, and stained glass windows throughout the home. Enjoy the comforts of home with a full kitchen, amenities, and beds with 1500 thread count sheets while exploring the interesting features of this one of a kind house. Sit by the spring fed pond overlooking the property laced with apple trees. The home has direct access to short walking trails and is close to VAST trails for snowmobiling.

The Willow House: a Modern Vermont Retreat
Just 7 miles (12 minutes ) to the Dartmouth Campus, this newly re-built little house sits beside its own pond on the edge of a sheep pasture. All the comforts of a modern home in 600sqft. Enjoy access to hiking trails and State Forest lands as well as an easy drive to world-class skiing an hour away and all that the Dartmouth College community offers just minutes away. This is the best of pastoral Vermont, with outside living-dining space ( south facing deck and north facing screen porch).

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.

Relaxing Countryside Oasis!
Welcome to our cozy 2BR/1BA cabin, ideal for 6 guests. Relax by the indoor fireplace or outside by the fire pit and hot tub. Listen to the stream from the patio. Fully equipped kitchen and washer/dryer for convenience. Only 10 mins from Dartmouth College and 5 mins to downtown Norwich, VT. Multiple ski resorts within 30-minutes. Perfect for a serene getaway, this cabin offers a blend of comfort, nature, and convenience, ensuring a memorable stay for family, friends, or a romantic retreat!

The Spring Hill House
Escape to a haven of natural beauty and tranquility at The Spring Hill House. Our unique bow roof home offers breathtaking views of Camel’s Hump and the majestic Green Mountains, the perfect setting for a rejuvenating getaway. Despite being removed from the hustle and bustle of city life, The Spring Hill House is still centrally located, providing easy access to some of Vermont's most popular destinations. Please note: We have a firm no kids policy due to the open loft and stairs.

Porch House
Cozy house in the heart of Rochester village. Antiques and books abound, all modern amenities. Wrap around porch delightful in the summer. Walk to grocer, restaurants, pub, bakery, bookstore, art gallery, bike shop, yoga studio, farmer's market, river. Nice trails right behind house. Hiking, swimming holes, tubing, downhill/backcountry/x-country skiing, mountain/road biking, golf courses, craft breweries, distilleries, all nearby. 30 min drive to Killington/Sugarbush/Middlebury.

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!

Forest Hideaway
Our single story 2 bedroom 1 bath home is located within 30 minutes of Mad River Glen and Sugarbush ski areas and the quaint towns of Bristol, Richmond and Waitsfield. Drive another 15 minutes to Burlington or the Bolton Valley Ski Area. Hiking, biking and cross country skiing trails are nearby, or just sit on the porch and enjoy the sounds of the nearby river. Snow tires and front wheel or 4 wheel drive vehicles necessary during the winter months.

Dramatic Views at the Above the Clouds Guesthouse
As featured in Conde Nast Traveler (1/21/22) Peaceful & impeccable retreat with a 180 degree view of Vermont's tallest mountains. Near Vermont's premier skiing, hiking, & outdoor adventures, you’ll love the sunset views and cozy atmosphere (huge sheepskin in front of the fireplace) and the attention to detail (live-edge wood details, spa-like bathroom). This is an incredible retreat for couples and families, adventurers and business travelers alike!
Popular amenities for house rentals in Rochester
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Mountain View Farmhouse w/ Orchard, May Flowers

Trail Creek - ski home!

Ranch at Mendon Mt Orchards

SugarBear- Pool, AC, Sauna, Gym, Tennis!

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Charming Sugarbush Standalone Condo

Dana Road House Sunlit VT Country Home w/HotTub
Weekly house rentals

THE BIJOU @ Green Mountains ~ A Precious Gem

Sky Zen - Ridgeline Retreat

Cheerful 3-bdrm; 2-bath Home in Rochester Village

Back on rental market! Green Mtn getaway w/ sauna

Newly-Built A-Frame w/ Hot Tub & Sauna

The Looking Glass, a modernistic escape

Beautiful Green Mountain Log House

Last chance to Spring Ski.
Private house rentals

Charming Vermont Schoolhouse

Skyeburst | Modern Mtn Home

Charming Modern Cabin Retreat

Perry Pond House

Fred Eddy Farmhouse

Golden Hour on Lake Dunmore; Near Middlebury

Get Cozy at The Treehouse

Hideaway Mountain at Killington
When is the best time to visit Rochester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $339 SGD | $342 SGD | $335 SGD | $333 SGD | $341 SGD | $252 SGD | $314 SGD | $306 SGD | $306 SGD | $355 SGD | $353 SGD | $376 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 house rentals in Rochester

Total holiday rentals
Explore 40 holiday rentals in Rochester

Nightly prices starting at
Rochester holiday rentals start at $128 SGD per night before taxes and fees

Verified guest reviews
Over 2,760 verified reviews to help you choose

Family-friendly holiday rentals
40 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!
Destinations to explore
- Plainview Holiday rentals
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- Rentals with outdoor seating Rochester
- Rentals with a firepit Rochester
- Rentals with pools Rochester
- Apartment rentals Rochester
- Pet-friendly rentals Rochester
- Cottage rentals Rochester
- Rentals with a washing machine and dryer Rochester
- Rentals with a patio Rochester
- Flat rentals Rochester
- Rentals with a fireplace Rochester
- Family-friendly rentals Rochester
- House rentals Windsor County
- House rentals Vermont
- House rentals United States
- Lake George
- Okemo Mountain Resort
- Sugarbush Resort
- Killington Resort
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Fort Ticonderoga
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Stowe Mountain Resort
- Dartmouth College
- Adirondack Extreme Adventure Course
- University of Vermont
- Montshire Museum of Science
- ECHO, Leahy Center for Lake Champlain
- Middlebury College
- Emerald Lake State Park
- Shelburne Museum
- Warren Falls
- Camp Plymouth State Park
- Shelburne Vineyard
- Waterfront Park
- Quechee Gorge





