Holiday houses in Rochester

Tiny House set between ski resorts and mtn bikehub

This 1-bedroom building is perfect for your escape to the Green Mountains. Set on the top of an eleven acre site with rolling pastures and mountains surrounding the place, the shipping container is close to many different Vermont Ski resorts in the winter (Sugarbush, Killington, Pico, and the Middlebury Snow Bowl) and is the perfect landing spot for mountain biking, swimming, fishing and hiking in the warmer months. In the summer months, neighboring cows can be seen grazing the pastures beyond.

Location · Nearby · Sleep quality

Stunning Mountain Views

The crisp mountain air of the Green Mountains is beckoning! Come experience our newly built passive home, featuring energy efficiency at its finest, while you soak in stunning mountain views from nearly every room. We are located off of scenic route 100 near the quaint town of Rochester, an ideal location for outdoor recreation including downhill skiing (Sugarbush and Killington ~30min drive), cross country skiing, snowboarding, hiking, biking, swimming, tubing and leaf peeping in the fall.

Location · Family · Kitchen

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.

Location · Family · Quiet

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

Value · Location · View

Great find for Summer fun. Dogs allowed (2 max)

This inviting home sits right at the head of the Green Mountain National Forest. Open floor plan, sleeps up to 6, quiet & peaceful. Visit Texas Falls or Robert Frosts home stead. Hike a section of the long trail, bike scenic Rte 125 or just getaway, relax and get back to nature. The night sky is a beautiful canvas of stars, far from city lights. Come sit by the fire pit. This is a great spot for family or friends to gather! Book your summer vacation now and start making memories.

Location · Family · Access

5 bed Ski Chalet in the Green Mountains with Sauna

Enjoy a peaceful mountain getaway outside the charming town of Rochester, VT in the heart of the Green Mountains. This recently built chalet provides ample space for all guests to enjoy a comfortable and relaxing stay with a four-person sauna in the basement. Take advantage of the many outdoor recreational opportunities, including hiking, mountain biking (~30 miles of single track in Rochester), world class downhill skiing at Killington and Sugarbush, and backcountry skiing at Brandon Gap.

Value · Family · View

The Langhorne - Vermont Mountain Getaway

Relax with the whole family at this peaceful place to stay. This 3 bed/1.5 bath cabin in the woods is the perfect place to experience nature. Our home is located on Hawk Mountain, a couple miles above the cozy town of Rochester VT in the White River Valley. 30 minutes to Killington, 40 to Sugarbush, and 20 to Middlebury Snowbowl, this is a great getaway for those who like to go on nature walks, hike, mountain/road bike, downhill/XC ski, or just have a quiet vacation in the mountains.

Family · Location · Access

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.

Value · Family · Pets

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.

Family · Value · Laundry

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.

Location · Value · Layout

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!

Value · Family · Laundry

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.

Family · Value · Quiet