Holiday houses in Bridport

The Cottage Apartment in downtown Middlebury.

This charming, 1st floor two-bdr. cottage apartment is steps from Main Street, downtown Middlebury, & walking distance to shops, restaurants, and the College. An historic college town, Middlebury is replete with great restaurants, shops and cultural events to enjoy, all within walking distance. The comforts of this home include private parking, gardens, separate entrance, full kitchen and bath, and sleeps four. It is only a half hour from The Middlebury College Snow Bowl, and Lake Champlain.

Location · Family · Skiing

Quiet private master suite / loft with views

Private structure, separate from the main house, about 800’ from little travelled paved road. Beautiful rural location on a 13 acre lot looking out on the NY Adirondack mountains with some lake views and often spectacular sunsets. About 5 minutes to NY Crown point state park and the Champlain Bridge Restaurant, 20 minutes to Middlebury college or Vergennes. 55 minutes to the Burlington Airport. Plenty of restaurants in a 20 minute radius. Closest ski area is Middlebury snow bowl ( +- 40 min)

Location · Family · Parks

Charming farmhouse at Sunrise Orchards

Our beautifully maintained, 100-year-old farmhouse, sits at the center of 200 acres of apple orchards, woods, and pastures, owned, and operated by our family, in the beautiful Champlain Valley of central Vermont. Our farmhouse offers the perfect location for a multi-family vacation or family reunion, a spacious and quiet setting for a retreat, or a quick getaway to rural, central Vermont, any time of year. Just 10 minutes from Middlebury College, an ideal rental for weekend college events.

Family · Location · Hospitality

Orchard Guesthouse - 1 mile to Middlebury

Orchard Guesthouse on our apple orchard is a delightfully unique place to stay. A former pickers cottage, we offer dorm style bedrooms and bathrooms with a rustic yet cozy interior. Includes full use of the house and adjacent yard. We are conveniently located 2 miles from Middlebury and 1 mile from Middlebury College campus. Come enjoy a full range of outdoor activities, adventure is on your doorstep! Perfect set up for groups - cycling, hiking, skiing (nordic/alpine) or college events.

Location · Value · Accuracy

Water's Edge at Beaver Pond

Like being on a boathouse, this unique custom cottage/camp embraces the spirit of Adirondack lakehouse living... with a breathtaking view from every room! Perched on the shore of private Beaver Pond, this pristine lake offers great recreational activities (canoe/ kayak/ paddleboard/ swimming/ fishing). Inside the cottage, this home is designed with every detail carefully selected, and all modern amenities included! Cozy, comfortable and well-appointed... a perfect vacation location!

Family · Location · Hospitality

Vantage Point Guest House Mountain Views

Charming 2-bedroom home located on 27 acres is a perfect retreat! Vantage Point is surrounded by apple orchards, fields and woods. Whether you stay for two nights or a month, our home has all the amenities to make your stay comfortable and relaxing! Close to Middlebury & Middlebury College (20 min) and Vergennes (30 min). Ferry to Ticonderoga, NY is just 2 miles down the road as is a boat ramp to Lake Champlain. Recent updates include new washer and dryer, new oven, Roku smart tv.

Location · Value · Layout

Lakefront w/ dock and sauna in the Adirondacks

Spread out in our rustic but cozy 4 bedroom home! The entire house will be yours to enjoy, along with a dock, sauna, 2 kayaks, 2 SUPs and a canoe. AC and heaters make this a year round retreat. New STARLINK provides fast wifi. The quiet dirt road that leads to the house is perfect for evening strolls, bird watching and kid exploration (bring your bikes!). Local eateries and breweries will keep you fueled for your fun, or just relax on the screened in porch

Value · Location · TV

Brthtkng New Premier Lake Champlain Wfrnt Escape!

7/19/20 : UPDATE - We are fully compliant with all local, state and federal safety protocols. Call /text Us fir any questions, at 978-502-6282 . Be Well, Be Safe & We Look Forward to Having You as Our Guests! We are the #1 Premier Lake Champlain Breathtaking New Property with 250'+ Prime Lake Champlain West/Sunset/Adirondack Mtn. facing w/Amazing Sunsets & Jacuzzi Tub in Master Bath Overlooking Lake,Mountains & Amazing Sunsets and 250+ 5 Star Reviews!

Family · Value · TV

Pearl of the Mountain

The Beebe Farm was started in 1921 by Fred and Pearl Beebe. There are now four generations of Beebe's who have farmed this land. Over time these spectacular views have been created by hard work and devotion to agriculture. We offer this rental for you to relax and enjoy the breathtaking panorama of Lake Champlain, the Green Mountains of Vermont, and the eastern slopes of the Adirondacks. Many activities and attractions can be found close by!

Family · Value · Accuracy

Home Suite Home in Cornwall, Minutes from Midd!

Looking for a home away from home on your travels in the Champlain Valley? Whether you're searching for a place to lay your head while visiting your Middlebury College student, a home base while exploring the gorgeous Green Mountain State, or a secluded, peaceful retreat in which to write the next chapter of your book, we've got just the spot! Our home, with the private guest suite and deck, is situated perfectly for your Vermont holiday.

Location · Family · Biking

Close to college-cheerful, quiet, 2 bedroom home

This recently renovated home is conveniently located 1.5 miles from Middlebury College campus and all that Middlebury has to offer! The back deck and spacious yard are perfect for relaxing outdoors. The open floor plan is cozy for one and accommodates families well. The master bedroom is furnished with a queen bed and the second bedroom has two twin beds. Pack 'n Play and highchairs are available for young children upon request.

Location · Family · Decor

Eden Hill Retreat | Cozy Timberframe Stay

Escape to a handcrafted timber-frame retreat overlooking Vermont’s Champlain Valley. Built with love by your hosts, Eden Hill Retreat offers cozy comfort, rustic charm, and peaceful privacy — the perfect getaway for couples or solo travelers. ❤️ Message us about our romance package add-on: Local flowers, wine, chocolates, and a custom handwritten note all for $95 ❤️

Family · Location · Sleep quality