Vacation rentals in Marlboro

Refined, serene and like no other, Marlboro, VT.

Our elegant, supremely comfortable, and private guesthouse is surrounded by a wonderful garden and 350 acres of woodland in the quiet of rural Vermont. We are 30 minutes from Brattleboro to the east, with its many shops and restaurants, and 12 minutes from the small town of Wilmington to our west, with some restaurants, shops, and a supermarket However, we always recommend bringing groceries, etc., for your first night and next morning. We are pleased to offer a 20% discount for 7 days or more!

Hidden Forest Cabin: Kitchen, Deck, Babbling Brook

Welcome to the Meadowbrook cabin: a restorative hidden gem for couples, friends, families, artists, & remote workers to reconnect with nature & each other. ✳ 15% discount for bookings of 7 nights or more! ✨ Highlights ✨ ‣ 10 private acres with babbling brooks, little trails, a meadow & rustic garden ‣ Fully-equipped kitchen ‣ Large deck with variety of seating for dining, birdwatching, stargazing, or chilling ‣ 11 minute drive to Brattleboro’s Downtown shops, restaurants, cafes, & river swims

Carriage Barn - Marlboro

Our place is within easy reach of Mt Snow, Carinthia, Marlboro Music Festival, and the super sweet town of Brattleboro. The 2-level apartment is entirely private and self-contained. Bonus offerings include an abundance of fresh country air and proximity to miles of woods trails. It's ideal for couples, solo travelers, and it's pet-friendly too. A short walk through the woods brings you to a spring-fed lake that is quiet and pristine. Winter, spring, summer, fall. Each season has its own magic.

4BR home amongst Skiing/Hiking with Amazing views!

Relax w/ the whole family & friends at this sweet, bright, open cabin surrounded by hiking trails & lakes. Enjoy amazing views/explore our 33 acres of rolling VT hills & meadows. Conveniently located b/w Wilmington & Brattleboro, Mt Snow less than 20 min. Home will allow you to stargaze on back deck AND make a quick trip into town for dinner/shopping. Watch the sunset, & sip something cool on beautiful back deck. Framed in natural wood, every window looks to green, creating a sense of solitude.

“Down Under” A peaceful mountain escape in Vermont

A clean & cozy getaway nestled at the end of a quiet country road. Perfect for couples or small families . This apartment has direct access to nature trails from your door and Molly Stark State Park (across the main road) Private entrance & parking provide privacy and easy access to your home away from home. Mount Snow Ski Area 8 miles Harriman Reservoir 4 miles Wilmington Village Historic District 3 miles We're close to "everything" but still feel like we're out in "the middle of nowhere!

Barnside Cottage at Fruition Farm

Welcome to the Barnside Cottage at Fruition Farm, a newly renovated retreat on 182 acres in southern Vermont. Just 24 minutes from Mount Snow, it offers comfort, privacy, river access, a full-length deck, and four-season beauty. Enjoy hiking, foliage, gardens, and peaceful views. Camp at your own private riverside campsite, complete with fire pit and picnic area. Owners are nearby for support, and up to two dogs are welcome. A cozy, stylish getaway designed for rest, connection, and adventure.

Beautiful Timber Frame Retreat

This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

Large home in scenic Marlboro

Blueberry Lodge was designed by renowned architect Piet Van Dijk with an open, modern plan that is conducive to entertaining and social gathering. The space can accommodate the needs of different family arrangements with four bedrooms and en suite bathrooms on the first floor, and a great room on the second floor with multiple living spaces. The lodge has been our family vacation home for 25 years. It is well-suited for relational, multi-generational gathering in a beautiful location.

Shakespeare’s Folly Side Farm and AirBnB.

Located on a gorgeous south-facing hillside in Marlboro, VT, Shakespeare's Folly Side Farm is a light, airy, quiet apartment with stunning views, beautiful gardens, and walking paths. We have friendly a dog, vegetable and flower gardens and a small orchard, with raspberries and blueberries. Free picking in the summer. A magical and inspiring place of rolling lawns and 40 mile views yet so close to the many rich cultural and recreational options in southeast Vermont.

Peaceful cabin close to skiing & Brattleboro

Country privacy close to the best of Southern VT! This spacious home is close to skiing (20 min to Mt. Snow; 35 min to Stratton), river swimming holes, hiking, biking, art galleries and great restaurants. Open concept with fireplace, cook's kitchen, jet bathtub, gardens, winter hot tub off deck, and large patio and fire pit give the perfect vibes for your VT gathering. Secluded from neighbors but close to amenities, this home is a comfortable and peaceful retreat.

Architectural GuestSuite

The Guest Suite is located on the first floor of an architectural studio in historic Wilmington, Vermont. Please enjoy the piano, drums, and art supplies! The Guest Suite is both UNIVERSALLY ACCESSIBLE, TOBACCO FREE, and ANIMAL FREE due to allergies in our family. LineSync Architecture staff will be working from 8:30am - 5ish upstairs, and once in a while on the weekends. When guests are in we try to be super sensitive and quiet, but footsteps will be heard!

Wilmington. In Town Village Home

Beautifully renovated bright, 125 year old home in town. House thoroughly cleaned and sanitized after each stay. Touchless flushing toilets. Mini-Split air conditioning in each bedroom and on the main level. Minutes to MT Snow. Easy walk to town for food and shopping. Deerfield river directly across the street. 2 min from the lake. Valley hiking trails within sight. There is a 2 car limit. A request for additional vehicles needs to be made prior to check-in.