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, 100 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 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
4.99 out of 5 average rating, 70 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
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, 554 reviews

Cozy & Peaceful Cabin on 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, 90 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
Guesthouse in Warren
5 out of 5 average rating, 14 reviews

Modern guesthouse in Mad River Valley Fernstone

Nestled at 1,800 feet in Alpine Village in Warren, Vermont, our newly built, charming A-frame offers the perfect Vermont escape. The studio features a queen-sized bed, a well equipped kitchen, and a cozy living area with ever changing seasonal views. A loft with two twin beds, accessible by a ladder, provides extra sleeping space. Only about 15 minutes to the best skiing in the East, Warren Falls, the Warren Store, the Waitsfield Farmers Market, Lareau Farm and the Round Barn wedding venues.

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, 87 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.

Top guest favorite
Guesthouse in Charlotte
5 out of 5 average rating, 18 reviews

Warm & Cozy Forest Cottage w/ Sauna

Private cottage retreat in Charlotte, VT with cedar sauna, 10-ft windows, and forest views. Just 2 min to Mt. Philo hiking, 8 min to Lake Champlain, and 20 min to Burlington dining, culture, and UVM; 30 min to Middlebury College. Perfect for couples or solo travelers seeking a romantic get-away or cozy, winter retreat. Looking for a longer stay? We offer generous discounts for weekly stays or stays 28 days or more— perfect for remote work, relocation, or extended travel.

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, 138 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, 132 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
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
4.94 out of 5 average rating, 139 reviews

Winter Getaway Near Skiing & Middlebury

*WINTER IN VT* Come ski or roam 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. 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
A modern cabin with dark green siding is nestled among snow-covered trees. Warm light spills from the windows, highlighting the inviting entrance. A covered porch with lounge chairs is visible, framed by string lights, creating a cozy ambiance in a winter setting.
Guesthouse in Moretown
4.98 out of 5 average rating, 46 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.

Top guest favorite
A serene guest house is framed by lush greenery and open fields. Sunlight bathes the light-colored exterior, complemented by a modern metal roof. A solar panel rests on the adjacent structure. The surrounding area features a manicured lawn, with casual seating arranged outside.
Guesthouse in Monkton
4.97 out of 5 average rating, 144 reviews

Beautiful, 1 BR guesthouse

Lovely, light filled guest house built in 2019. Situated on 12 acre property with lovely views, starry night sky, great biking, hiking and x-country skiing from the cottage. Adjacent to Raven Ridge Natural Area with short hike offering beautiful views of the valley and Lake Champlain. Hinesburg, Bristol and Vergennes are 10-20 minutes, 30 minutes to Burlington and Middlebury. 2 hours to Montreal.

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