Guesthouse vacation rentals in Addison County

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Top-rated guesthouse rentals in Addison County

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Top guest favorite

A serene landscape features a calm pond reflecting a spacious house and surrounding greenery. Lush grasses and trees line the gentle slope of the property, with two wooden chairs positioned nearby, inviting relaxation by the water's edge.

Guesthouse in Bristol

5 out of 5 average rating, 96 reviews

Private quest suite/ Awesome Mountain View

Nestled on an old country road just off of rural route 17 in the heart of the Green Mountains, this spacious private suite separate from our main home awaits your arrival . You can relax and enjoy the peace on 10 secluded peaceful acres. We welcome all of our quests with fresh flowers from our garden The cathedral ceiling guest suite is detached from the main home . You have your own private entrance and parking space . The quest loft room features a living room area overlooking a magnificent view of the Green Mountain National forest of Vermont. With a cozy sofa and chair to relax and enjoy the view with a cast iron stove to warm you on cooler nights. It is furnished with a hotel comfort king bed upgraded linens ,and a selection of pillows for your individual comfort needs. Your private bathroom on the first floor level has a walk in shower and a linen closet filled with cotton linens for your comfort. There is a flat screen TV, sling tv/netflex, a CD player with a collection of relaxation CD's and an I phone docking station for your personal enjoyment as well as access to wi-fi. There is a Keurig coffee maker and selction of coffees , and a tea kettle with a selection of teas, so you can relax and prepare your favorite morning beverage and enjoy the morning view. There is a mini refrigerator for your use and dishes and utensils . Two ceiling fans fans and AC are here for your comfort if needed for warmer summer nights. Our home is located on 10 beautiful open meadow acres which overlook the Green Mountain National Forest. We maintain perennial gardens and have many old apple trees on the land . It is bordered by Baldwin Creek. Just a 10 minute drive down a scenic mountain road along Baldwin Creek you can explore our little town of Bristol. It is a great country town to start out your morning at the Bristol Bakery { a local coffee breakfast cafe} we have a wonderful Art gallery and a local brewery / The Bob Cat Cafe. And a great takeout sandwhich shop/ Almost Home . The town of Middlebury located on the falls of Otter Creek, is 25 minutes away, famous for the Otter Creek Brewery Middlebury College and lots of fun shops to explore as well as two Vermont galleries The city of Burlington is just 45 min. north and is located on the shores of Lake Champlain and has a bustling downtown area wonderful dining and shopping and nightlife The Sugarbush Valley is 20 minutes over the mountain, It is scenic drive, which crosses over the Appalachian trail down into the Sugarbush Valley The valley is quaint and artsy and hosts many things to see and explore, the original home of Flatbread Pizza Things to do are endless in this area : Hiking the Appalachian trail .. biking... walking on our country roads.., swimming in our local rivers and swimming holes ... fishing .. cheese tasting.... wine tasting... visiting museums... and farmers markets... country stores...restaurants ...local Vermont Brewery,s... Lake Champlain ...or just sitting and relaxing and enjoying the view from where you are !! We are always in awe of our fantastic mountain sunrises and awesome sunsets over Lake Champlain with the Adirondack Mountains as the backdrop ....and sometimes we are in awe of the rainbows that arrive after a summer storm across our enchanted valley .... We hope you will choose to come and enjoy our beautiful mountain view and our enchanting Valley here in Vermont with us !!! We love sharing it all with our quests. Your Hosts Joanne and Greg

Top guest favorite

A charming guest house is depicted, characterized by its red siding and gabled roof. An American flag is displayed at the entrance, while a covered porch features seating options. Lush green grass and trees frame the property, adding to the serene landscape.

Guesthouse in Leicester

5 out of 5 average rating, 17 reviews

Peace of the Farm Guest House

Forget your worries in this spacious and serene space. Located on 57 acres of pastures, hayfields and woods, our guest house sits central on Foxcroft Farm and is situated about 800' from the main road, down the driveway past our house, barns and gardens. The farm is about 5 miles from Brandon, 3 miles to Lake Dunmore, 12 miles to Middlebury, 45 minutes to Killington or Lake Champlain ferries/ bridge to NY State. Biking, hiking, kayaking, boating, fishing, skiing, local wineries, beers, arts...

Guest favorite

Aerial view of lush green meadows and wooded hills under a partly cloudy sky. A winding road leads towards a family vacation home surrounded by trees, with a pond visible nearby, creating a serene and natural setting.

Guesthouse in Warren

4.97 out of 5 average rating, 68 reviews

Detached Guest House Apt on 100 Secluded Acres

As a family vacation home since 1978, we finally moved to Warren full time in 2015 and built this guest house / detached garage apartment so family & friends could stay too. The home, off a paved road, is situated on 100 acres in a wooded meadow adjacent to the Green Mountain National Forest. While totally secluded, we are mere minutes to town, ski resorts, swim holes, hiking, biking, golf and the great area restaurants. If you are looking to make the move too, I am a licensed Vermont Realtor.

Guest favorite

A modern open floor plan showcases a spacious living area with a sectional couch in deep blue. Bright windows offer views of natural surroundings. A wooden dining table with seating for six is positioned nearby, connecting to a contemporary kitchen outfitted with sleek appliances.

Guesthouse in Waitsfield

4.98 out of 5 average rating, 61 reviews

Beautiful Newly Constructed- 1 Bedroom Apartment

NEW CONSTRUCTION! Located just a 1/2 mile from the base of Mt. Ellen, access to classic Mad River Valley mountain bike trails just outside the door. This newly constructed apartment has over 1000ft of living space and large windows covering every wall. This quiet apartment is a great Vermont get away for a couple or small family. Spacious living room, kitchen, bedroom, combined with the natural light and views on two sides allows you to take in all the best that this part of Vermont has to offer

Top guest favorite

A scenic view captures a rustic red house nestled amidst a lush green landscape, with rolling hills in the background. A tranquil pond reflects the surrounding trees, while the expansive natural area suggests a peaceful retreat in a rural setting, ideal for relaxation and outdoor activities.

Guesthouse in Lincoln

5 out of 5 average rating, 38 reviews

Hemlock House With Mountain Views

Tucked away on 120 acres in a peaceful end of the road location at the foot of Mt Abraham, surrounded by national forest. Minutes to hiking and walking trails with access to a spring fed pond. Good for swimming, catching native brook trout or just relaxing nearby. Perfect for families and friendly dogs are welcome. Rural location—a car is a must. 15 minutes to Bristol, 30 minutes to Middlebury. 30 minutes to Mad River Glen, 30 minutes to Middlebury Snowbowl and 45 Minutes to Sugarbush.

Top guest favorite

A cozy bedroom features a spacious bed adorned with plush white linens and two yellow accent pillows. Nightstands flank the bed, each with a lamp, while a circular mirror reflects the warm ambiance. The blue-green walls enhance the room's serene atmosphere.

Guesthouse in Salisbury

4.93 out of 5 average rating, 115 reviews

Welcoming Retreat Near Middlebury & Lake Dunmore

Come swim, hike, or ski while staying at our welcoming and comfortable 2nd floor studio apartment with plush linens, comfortable King bed, a well equipped kitchenette plus space to relax, work & play. + Garage parking. -Single Family home also now available as1 or 2 BRs 7 min from Middlebury with all its amenities 5 min from Lake Dunmore 13 min from Brandon 16 min from Rikert Outdoor Center for cross country 18 min from Snowbowl for down hill skiing 32 miles - approx 50 mins from Killington

Top guest favorite

An outdoor seating area is visible, featuring two white Adirondack chairs positioned beside a fire pit. Stones surround the flames, which are softly glowing. A gravel path leads to a rustic barn with an orange door, surrounded by trees and outdoor string lights.

Guesthouse in Monkton

4.99 out of 5 average rating, 536 reviews

Relax & Recharge in 40 Acres - Pups Welcome

The Barn at Grousewood, located 35 minutes to Burlington. If you are looking for a cozy, relaxing get away, we welcome you to our converted barn. Spin some vinyl, read or play games. Centrally located for day trips to breweries, hikes and restaurants. We have hiking trails for snowshoeing and exploring our woods full of wildlife. Deer, bear, bobcat, owls, porcupine, wild turkey, grouse and more. Enjoy a fire outside or relax in front of the hearth. WiFi for traveling workers & dog friendly.

Top guest favorite

An entryway is presented featuring a wooden bench against a green wall, adorned with coats and hats hanging on a rack above. Colorful artwork decorates the walls, with a cozy door leading to the outdoors. A fireplace is partially visible, adding warmth to the space.

Guesthouse in Bristol

5 out of 5 average rating, 84 reviews

Studio Retreat

About this Space Our cozy Studio Retreat is nestled in the woods on the 2nd floor of our detached garage, 5 min outside the charming village of Bristol. Bristol has several very good restaurants, shops, an art gallery and a library. You'll find hiking, biking trails and swimming. Middlebury is 15 min away and offers art galleries, breweries, a winery, shops, restaurants, hiking, skiing and more. Burlington is 45 min away, Sugarbush & Mad River Glen ski areas are just 30 min away. Lots to do!

Top guest favorite

A vibrant living area features a stylish, floral-patterned sofa, modern tables, and a cozy seating arrangement. Natural light brightens the space, complemented by cheerful flower arrangements. The kitchenette area is visible in the background, enhancing the room's inviting and functional design.

Guesthouse in Ferrisburgh

5 out of 5 average rating, 83 reviews

Vick's Picks Studio

Private studio space filled with natural light, ambient lighting on dimmers, clean modern furnishings, queen size bed, modern fold down sofa, kitchen area with 4 burner gas stove top, Breville toaster oven, refrigerator, ceiling fan, separate bathroom with shower and closet, plenty of parking. Located on a quiet road on 15 acres in Ferrisburgh, VT with picturesque views of the Adirondack Mountains. Central to unique small towns nearby, Lake Champlain, and Burlington, VT.

Guest favorite

The historic brick farmhouse features a central entrance adorned with a small landing and wooden steps. Flanking the door, two windows allow natural light to enter. Flower pots filled with vibrant blooms sit at the base of the steps, surrounded by lush greenery.

Guesthouse in Middlebury

4.86 out of 5 average rating, 129 reviews

Historic Farmhouse in Middlebury

We offer a historic, four bedroom farmhouse in a peaceful, rural setting surrounded by wetlands, forrest, and farms. This is a family and pet friendly property with a private entrance, full kitchen, living and dining areas, full and half bathrooms, access to our fenced backyard, and dedicated laundry facilities. By making arrangements ahead of your stay, you can use our 3 season barn; send us a message letting us know how and when you would like to use it.

Top guest favorite

The exterior of the guesthouse is shown, featuring a white wooden facade with multiple windows. A prominent cupola tops the structure, reflecting sunlight under a clear blue sky. Lush green trees and shrubs surround the building, enhancing the serene ambiance of the area.

Guesthouse in Vergennes

4.98 out of 5 average rating, 127 reviews

Private Guesthouse in the heart of Vergennes

Completed in 2013, the Guesthouse perfectly complements the 1871 Victorian home to which it is attached. Located on Main Street in historic Vergennes, Vermont, our home is one of several fine examples of the architecture of the 19th Century that grace our City. Our thriving downtown is a short walk away, boasting exceptional dining and shopping opportunities. Vergennes is a 20-minute drive away from Middlebury College, and 45 minutes from Burlington.

Top guest favorite

The modern cabin is surrounded by lush greenery, showcasing its dark exterior. A covered porch features wooden beams, two lounge chairs, and hanging planters. Steps lead to the entrance, while a bicycle leans against the porch, highlighting an outdoor-focused retreat.

Guesthouse in Moretown

4.96 out of 5 average rating, 27 reviews

Modern Tiny House in the Woods

Fayston Haven Cabin, built in 2024, is a modern cozy cabin with all the hygge vibes. This cabin sits in the heart of the Mad River Valley and is minutes to outdoor adventure of all kinds! Only 20 minutes to Sugarbush and Mad River Glen and 10 minutes to the quaint villages of Waitsfield and Waterbury. The convenience of the location is key for both outdoor enthusiasts and those just looking to get away and relax in nature.