Holiday rentals with a patio in Addison County

Charming Barn Guesthouse Near Middlebury Breadloaf

Come stay at our lovely renovated barn guesthouse in the Green Mountains of Vermont near Middlebury College. Perfect spot for a quiet retreat or home base for your outdoor adventure! 3 min. to Rikert Nordic Center, 9 min. to Middlebury SnowBowl. 40 min. to Sugarbush. 1 hr to Killington. Sleeps 1-6 people on 3 floors: entry level living area and laundry; mid-level with kitchen, bedroom, and bathroom ; upstairs loft bedroom suite with seating area (futon, chairs, bookcase, and TV), and desk.

Picture Perfect Lake Dumore Home

Located directly on Lake Dunmore, our home is the perfect house to catch the sun glistening on the lake. With 2 bedrooms, it can comfortably sleep up to 2 families of 4, easily split between the upper and lower level with the main/deck level in between. Tons of family fun to be had: pool table, foosball, hot tub, games/toys, stocked kitchen, a deck and dock overlooking the pristine mountain lake and minutes to Branbury State Park's Beach. Nay's Lake House has mini split cooling and heating.

Off Grid Secluded Cabin on 37 Acre Farm

In a secluded, hand-crafted off the grid cabin, come and enjoy the elements with us at Drift Farmstead. A 3-minute walk leads you through gardens and pasture, to Ravenwood, a small, intimate cabin with everything you need. Be it an extended weekend tucked in seclusion, amongst the birds, river and trees, or find the comforts of a 37 acre small farm nestled in the mountains and settle in, working from afar. Top shelf skiing at Sugarbush is near, along with Vermont's finest grub and beer.

Purple Door Cottage in the heart of Middlebury!

Purple Door Cottage is located in the heart of Middlebury on a peaceful side street. Completely renovated, AC & heat everywhere, lots of comfy beds, great deck with grill and fire ring, fast WiFi, king bedroom for the parents, fun guest room with 1 queen, 1 full & 1 twin, full bath & 1/2 bath. Walk to restaurants, shops, grocery stores, and even the College! Incredibly well designed home can comfortably accommodate a couple or a crowd! Brand new 55" Smart TV, new beds, linens, sofas, etc.

Vermont Alpine Cabin

Nestled among the ferns and trees, this one bedroom, with office, 1950s cabin is the “Romantic Cozy Cabin” you have been searching for. With a peek-a-boo view of the mountains this property provides calm and tranquility in your very own private retreat. Start your mornings off by watching the sunrise from the front porch with your morning beverage among Vermont’s stunning nature. Retire in front of the gas “wood burning” stove reading, doing a puzzle, or watching a good movie.

Mountain View Retreat

This clean, quiet, ground-level apartment enjoys an out-of-town feel and expansive mountain views while being conveniently located to the town of Middlebury, Middlebury College, the Green Mountain National Forest, the Middlebury College Snow Bowl and the Rikert Nordic Center, and more. This 1 bedroom/1 bath apartment features an open living concept and a fully equipped kitchen and is just 1.5 miles from restaurants and grocery stores and 2 miles from the college.

Countryside cottage near Middlebury & Lake Dunmore

The Story Cottage is a 650 sq ft modern cottage on private 2 acres. Nestled in the Champlain Valley with expansive views of the Adirondack Mountains that will truly make your stay memorable. Story Cottage has been thoughtfully designed for couples, small groups and digital nomads. You’ll have everything you need to stay cozy at home. Want to explore? You’ll be centrally located to all the best the Green Mountain State has to offer! Follow us @storycottagevt

Gnome Home Mountain Ski Chalet w/Sauna Killington

Mountaintop Chalet perched in the heart of Green Mountains. Enjoy true mountain living all year long 25m to Killington, White River access minutes from home, abundance of hiking trails, and golf courses. Central to Killington, Rochester, & Woodstock. After your adventures, return to a welcoming & comfortable home with beautiful views from every room, multiple decks, new! fireplace, & sauna, and plenty of special touches to help you unwind and relax.

Country Setting Close to Town

Five minutes from Middlebury College, this home provides a peaceful, beautiful setting. The only traffic, aside from an occasional car, is the walkers, runners, and bicycle riders taking advantage of our lovely road. An easy 2.5 mile drive takes you into downtown Middlebury, where you will find restaurants, cafes, a movie theater, shops, galleries, and cultural events. The home has a kitchenette for light cooking.