
House vacation rentals in Rochester
Find and book unique houses on Airbnb
Quick stats about house rentals in Rochester

Total vacation rentals
Explore 40 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 2,760 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 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!
Top-rated house rentals in Rochester
Guests agree: these houses are highly rated for location, cleanliness, and more.

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.

Breathtaking Riverfront Retreat w/Mountain Views
Thoughtfully designed to elevate every moment of your Vermont getaway, our home offers a comfortable & uniquely historic experience, along with panoramic views of the beautiful Ottauquechee River. Perfectly nestled between the vibrant towns of Woodstock and Killington, guests have incredible hiking, skiing, golfing, shopping, leaf peeping, delicious dining, and so much more right at your finger tips. Wonderful for families, couples, or small groups looking to explore all that VT has to offer!

Cozy Bow House Perched in Trees w/ Hot Tub & View
The cozy Bow House is perched up above a lovely valley and boasts large south facing windows, a unique bowed loft and a warm, inviting space to relax. Up a charming dirt road past Brushwood & Fairlee Forests with hiking, biking and ATV trails nearby. Lake Fairlee is a scenic 10 min drive; 15 min to Lake Morey & I-91 and 30 min to Dartmouth College. Enjoy the glow of the rising sun and beautiful views above the fog, unwind in the hot tub surrounded by the magical woods and wildlife of Vermont.

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.

Escape to Vermont
Welcome to the Red House at Stony Brook! This remodeled 1800's farmhouse offers peace, solitude and comfort in Vermont's national forest. Gaze at stars from the bedroom window and decompress in the mountains. Or, set out for a day of cycling, hiking, skiing and exploring all Vermont has to offer. A chance to experience wildlife, such as moose, birds, bears, turkeys and more. Nearby are Killington Mtn, Sugarbush, famous cycling roads, and several of VTs world renowned eateries and breweries.

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.

Birdie's Nest Guesthouse
Welcome to our newly renovated studio apartment, nestled among the trees in the serene hills of West Windsor, Vermont. Elevated on the second floor, this separate structure offers a tranquil escape with breathtaking views of Mount Ascutney and our own private pond. Immerse yourself in the comforts of this thoughtfully designed studio apartment, surrounded by the natural beauty of the Vermont landscape. Every detail has been curated to ensure your utmost comfort and enjoyment.

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!

One Room School House. No Cleaning Fees!
Renovated one room school house. Spacious, open space. Music room has been converted into a bedroom. European style kitchen area. High ceilings with fans and air-conditioner. Propane fireplace. Off-street parking. High speed internet and 65 inch Roku TV with surround sound. Three season screened porch. Also, we have recently introduced a NO CLEANING FEE policy as our way of saying "Thank You" for respecting our property and guidelines.
Popular amenities for Rochester house rentals
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Mountain View Farmhouse w/ Orchard, Pool is Open!

Steps to Golf and Mountain Biking

Ranch at Mendon Mt Orchards

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

Classic VT Ski Chalet - Walkable to Okemo Ski Lift

Charming Sugarbush Standalone Condo

Luxurious family retreat home in the mountains
Weekly house rentals

Charming Vermont Schoolhouse

Mountain Getaway Pet friendly

Relaxing Countryside Oasis!

Nice one bedroom cottage

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

Private Mad River Valley Cabin: Chef’s Kitchen

Dawnside - Green Mtns Home with White Mtns View

Vermont private retreat with gorgeous views.
Private house rentals

Stunning Mountain Views

Captain Tom's Cabin - Secluded Vermont Getaway

THE BIJOU @ Green Mountains~A Precious Gem DOG OK!

Sky Zen - Ridgeline Retreat

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

Back on rental market! Green Mtn getaway w/ sauna

The Looking Glass, a modernistic escape

Newly-Built A-Frame w/ Hot Tub & Sauna
When is the best time to visit Rochester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$60,226 GYD | G$59,807 GYD | G$57,298 GYD | G$54,370 GYD | G$55,625 GYD | G$41,196 GYD | G$51,234 GYD | G$49,979 GYD | G$49,979 GYD | G$57,925 GYD | G$57,716 GYD | G$61,480 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 |
Destinations to explore
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- Cottage rentals Rochester
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- Rentals with pools Rochester
- Condo rentals Rochester
- Pet-friendly rentals Rochester
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- Rentals with a washer and dryer Rochester
- Rentals with a fireplace Rochester
- House rentals Windsor County
- House rentals Vermont
- House rentals United States
- Lake George
- Okemo Mountain Resort
- Sugarbush Resort
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Killington Resort
- Dartmouth College
- Stowe Mountain Resort
- Fort Ticonderoga
- University of Vermont
- Fox Run Golf Club
- Middlebury College
- Bromley Mountain Ski Resort
- Adirondack Extreme Adventure Course
- Montshire Museum of Science
- ECHO, Leahy Center for Lake Champlain
- Emerald Lake State Park
- Shelburne Vineyard
- Warren Falls
- Shelburne Museum
- Camp Plymouth State Park
- Elmore State Park
- Cold Hollow Cider Mill





