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Vacation rentals in Rochester

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Top-rated vacation rentals in Rochester

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Treehouse in Hancock

The Beaver Pond Treehouse @ Vermont ReTREEt

Nestled in the heart of the Green Mountain National Forest and above a lively beaver pond, this treehouse stands as a haven from the everyday, crafted by our hands to offer a reTREEt into wilderness in the heart of central Vermont. Elevated above the earthly realm, this sanctuary is cradled by three hemlock trees. Beyond the arboreal haven, the allure of the surrounding area between Killington and Sugarbush beckons with a selection of wilderness based activities. Treehouse now has plumbing!!!!

Guest suite in Royalton

Private Guest Suite on 155 Acre Royalton Town Farm

1 Bed, 1 Bath apartment attached to historic farm house. This cozy space is the perfect spot for a weekend getaway or a long family vacation on a historic Vermont Farm. Equipped with all the linens and dishes you will need and even a few extras like farm fresh eggs in the fridge and hot chocolate. Close to I-89 and 30 minutes of Ski Resorts like Saskadena Six. Property of 155 acres has trails, sledding hills and our farm animals you can enjoy. Check our reviews, you won't be disappointed!

Cabin in Randolph

Secluded Log Home on 109 Acre Natural Wonderland!

Enjoy our remote, easily accessible, immaculate new log house, set in nature on 109 acres. Pond, woods, fields and trails; with high speed internet and smart TV! Sleeps 6, including a queen bed, 2 bunk beds, and a sleep sofa. Fully equipped kitchen, including a full-sized refrigerator, microwave, Keurig coffee maker and many other amenities. Screened in porch. Views from every room! In the heart of the ski corridor. Explore the trails, and the meditation yurt when available!

Home in Rochester

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.

Cabin in Hancock

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.

Home in Rochester

The Guest House at Sky Hollow

This quiet hilltop house on an 1800's farm turned homestead at the end of a dirt road 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!

Cabin in Rochester

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.

Cabin in Hancock

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.

Home in Rochester

Mountain Home ready for you!

Get away from it all in a secluded home atop a mountain in the VT National Forest. Home with large 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 lovely town of Rochester. Tubing and swimming holes nearby, tons of hiking and biking trails and berry picking nearby.

Home in Rochester

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.

Rental unit in Hancock

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 bathroom with tub/shower. NOTE: We have a second, larger unit in our home called "Two-Bedroom Apartment in the Green Mountains".

Home in Rochester

Modern Farmhouse on 25 Acres - Superb Views

This Truex Cullins designed Farmhouse is inspired by the iconic old farmsteads found throughout northern New England. Embracing the dramatic beauty of Rochester's north hollow the house is a serene retreat where connection to your partner, family and the environment will thrive. Unplug, recharge, renew and enjoy all that mountain living has to offer.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Rochester vacation rentals

Free parking on premises

Air conditioning

Other great vacation rentals in Rochester

Home in Middlebury

Nice one bedroom cottage

Cabin in Rochester

The Langhorne

Cottage in Rochester

Cozy cottage near Killington & Sugarbush

Chalet in Rochester

Birch Tree Hideaway

Home in Rochester

Bill’s Barn Rochester Vermont 3 Bdrm entire house

Loft in Rochester

Quiet loft apt in ski country

Rental unit in Rochester

Sunny & Spacious Village Loft

Home in Rochester

A Green Mtn getaway: 4-season charm, sauna & views

Quick stats about vacation rentals in Rochester

Total rentals
70 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
5.6K reviews
Nightly prices starting at
$90 before taxes and fees

Frequently Asked Questions

Do apartment rentals in Rochester have free parking?
Absolutely! We offer over 10 apartment rentals with free parking in Rochester. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Rochester?
Rochester has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there pet-friendly vacation rentals in Rochester?
Four-legged friends are welcome in Rochester. Choose from more than 40 vacation rentals for guests traveling with pets.
Do house rentals in Rochester have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Rochester. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Rochester have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Rochester. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Rochester have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Rochester. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Rochester?
Yes! Work meets play with ease at over 40 vacation rentals in Rochester featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for Apartment Rentals in Rochester?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

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