
Cottage holiday rentals in Rochester
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Top-rated cottage rentals in Rochester
Guests agree: These cottages are highly rated for location, cleanliness and more.

Casa Rio Loco!
This charming guest cottage affords well appointed privacy while being centrally located in convenient proximity to all the activities the Mad River Valley has to offer. Nestled along a quiet oxbow of our namesake waterway, if you have come for the winter sports you will be a 5/7 minute drive to the Sugarbush base areas, and 10 minutes will bring you to Mad River Glen ("ski it if you can"). Explore the towns of Waitsfield and Warren Village in less than 5... Snowshoeing? Walk out the front door!

Cozy Forest Cottage on Vermont's Catamount Trail
Only an hour from downtown Burlington, and 40 minutes from Sugarbush, this post & beam tiny house sits on a x-country ski/snow shoe trail, where it crosses French Settlement Rd. in the mountain town of Lincoln. Built in 2021 for guests, friends & family, this cozy cottage has all the amenities one appreciates, when living in the deep north country. After a day of outdoor recreation or local touring, kindle a wood fire in the wood stove, settle in with a good book or chill with a bottle of wine.

Mountain Cabin- Border state park, trails, private
Tucked in the forest near the end of a dead end dirt road this cabin sits on a ridge with awesome views and sounds of a creek below. Fully renovated interior in 2021 yet keeping its rustic charm. Peaceful and quiet nestled against Camels Hump State Park, but still the luxury of high speed internet. Master bedroom has large picture window towards the forest with the creek below. Enjoy morning coffee on the porch with its beautiful south eastern exposure. Minutes from Waterbury and Waitsfield

The Cottage in East Poultney
The Cottage is located in historic East Poultney next to the old Poultney schoolhouse (now historical society). Slate Valley hiking/bike trails surround the area. About 1 mile to the town of Poultney, which has stores, shops, restaurants and a Pub. The sidewalk starts in front of the cottage which leads directly to town. Great for a walk, jog or bike ride. Pico, Killington and Bromley Mountains all less than an hour drive. 3 miles away from Lake St Catherine and under 10 miles to Lake Bomoseen.

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.

Banjo's Cottage near Middlebury & Recreation Areas
Private getaway on our 200 acre organic farm with sunroom, wood stove, fully equipped kitchen & wifi. Level 2 EV charger. Walk to Fern Lake, hike/ski/bike our woods trails, explore Moosalamoo Recreation Area by foot, bike or kayak. Canoe Lake Dunmore, swim Silver Lake. 15 minutes to the Rikert Nordic Center, Blueberry Hill, and Middlebury Snow Bowl; an hour to Killington, Sugarbush & Mad River ski areas. Easy access to Middlebury College, golf courses, local breweries & top tier restaurants.

Cozy Cottage on the Clay Brook
Relax at this cozy, well-appointed cottage on the Clay Brook, where you can enjoy the sound of the river amidst a peaceful, wooded setting. Although it feels remote, we are conveniently located at Sugarbush Access Rd and Rte 100, making us easy to find! With all of Mad River Valley attractions nearby, the cottage is perfect for year-round enjoyment, whether you wish to cool off in the brook, roast marshmallows at the fire pit after hiking, admire the fall foliage, or unwind after skiing!

The Barn at North Orchard, Near Middlebury
Our barn sits on an 80 acre estate with fab views of the Green Mts. near Middlebury/Burlington. Perfect for 2 adults and a child or grandparents/ 2 friendly couples. Close to skiing, hiking, lake & river swimming, great restaurants... local beer, wine, cheese!. Want yoga, pasta class, or massage? We will gladly hook you up. Or, you could stay in to read, work, and enjoy the serenity of the mountains. A very private garden patio for morning coffee/ afternoon beer or wine or awaits you.

Hilltop Cottage With a View
Our newly built cozy and relaxing guest cottage is located in New Haven . It has stunning views and gorgeous sunsets!! Located just seven miles from Middlebury ,Vergennes and Bristol . All of which have great shops and restaurants! Close to many local attractions including ,Woodchuck Cider house, Lincoln Peak Vineyard, Ski areas, Hiking , rivers, lakes, restaurants and much more! Our goal was to provide guests with a home away from home! We feel our cottage offers that and much more.

Vermont Hillside Garden Cottage
Cozy converted artists’ studio, tucked in the hills at the end of a country road. Open the French door to views of a sprawling garden and rolling fields, alight with fireflies in the spring and bursting with color in the fall. Warm yourself by the wood burning stove after winter fun or unwind with a local microbrew by the fire pit, listening to the Whippoorwills on a summer evening. Beautiful in all seasons, this modern, comfy cottage is the perfect place to get away from it all.

Ogden's Mill Farm
Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.

von Trapp Farmstead Little House
Come stay in the beautiful Mad River Valley! Our guest house named the Little House is surrounded by forest and 3.5 miles from the town of Waitsfield. Located on the North East corner of our farmland you'll find yourself less than a mile from our Farm Store where you can stock up on our organic cheeses, yogurts, and meats or beer, wine, and other provisions from over 40 local producers. Enjoy a quiet vacation or a skiing, hiking, biking, or rafting adventure!
Popular amenities for Rochester cottage rentals
Cottage rentals with a hot tub

Cute Cabin! Plymouth, Vermont.

Good Woods~Okemo~Killington~Dogs~HotTub~Fireplace

Cozy Killington Getaway • Hot Tub + 5 min from Mt.

Newly Renovated, Hot tub, 2min to Killington lift

3BR lakefront with dock, swim platform, & firepit

Andas Hus: Little Luxury
Pet-friendly cottage rentals

Cozy Cottage in the Mad River Valley

Shattuck Hill Cottage

Adorable Dog Friendly Cottage w/FIOS

Fern Hill - charming lake cottage

Mountain Cottage with Epic View

Private cottage in the woods

Warren Vacation Rental ~ 3 Mi to Sugarbush Resort!

Fir West (MTN Biking/ Hiking!)
Private cottage rentals

Stone Wall Cottage, Stonewall : GMHA, Okemo

Countryside Cottage with Sauna and Fireplace

Cottage on Lake Dunmore

Waterfront cottage on the shores of Lake Dunmore

Idlewild Cottage on Star Lake Near Okemo

31 Lili West - across from Silver Lake on 5 acres

The Vershire Fortress

Family or couples retreat on Lake Bomoseen
Quick stats about cottage rentals in Rochester

Nightly prices starting at
Rochester holiday rentals start at $327 AUD per night before taxes and fees

Verified guest reviews
Over 100 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Rochester rentals

5 Average rating
Rochester stays are highly rated by guests—averaging 5 out of 5!
Destinations to explore
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- Cottage rentals Windsor County
- Cottage rentals Vermont
- Cottage 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
- ECHO, Leahy Center for Lake Champlain
- Stowe Mountain Resort
- Montshire Museum of Science
- Dartmouth College
- Adirondack Extreme Adventure Course
- University of Vermont
- Shelburne Museum
- Middlebury College
- Waterfront Park
- Lake Champlain Chocolates
- Emerald Lake State Park
- Shelburne Vineyard
- Warren Falls
- Camp Plymouth State Park



