Guesthouse vacation rentals in Chittenden County

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Top-rated guesthouse rentals in Chittenden 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
Guesthouse in Shelburne
4.9 out of 5 average rating, 115 reviews

The Barn in Shelburne

Completely renovated in 2024! Located at the end of a quarter mile driveway on a 60 acre oasis in the heart of Shelburne, the Barn has ski on ski off access to a groomed private cross country trail network, a swimming pond, views of the Adirondacks & Green Mtns and is 100% powered by solar energy. The Barn has a completely renovated kitchen, two bedrooms, two bathrooms, brand new queen & king mattresses, and a pull out couch (perfect for kids) We live next door & look forward to hosting you!

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, 559 reviews

Cozy & Peaceful Cabin in the Woods - 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.

Guest favorite
A modern kitchen features sleek white cabinetry and granite countertops with ample workspace. A stainless steel refrigerator and oven stand ready for use. A decorative wall showcases a playful pattern. A spiral staircase leads to the upper level, with natural light flowing through a nearby window.
Guesthouse in Richmond
4.93 out of 5 average rating, 168 reviews

Send It Inn: Newly Renovated Guest House

Our beautifully renovated guest house is thoughtfully set up for you and your friends to take advantage of the best Vermont and our amazing town has to offer. Located in the center of Richmond, Vermont you are literally footsteps or a short peddle away from restaurants, breweries, trails, swimming holes, and more. Richmond's mountain bike trail system can be accessed out your door. Five of Vermont's best ski resorts are within 45 minutes. Burlington is only a 15 minute drive. Send It!!!!

Top guest favorite
A modern rustic cottage is illuminated by string lights in the evening sky, which displays warm hues of pink and orange. The exterior features wooden siding and large windows, while a cozy seating area with Adirondack chairs is visible in the shared yard.
Guesthouse in Winooski
4.98 out of 5 average rating, 373 reviews

Modern Rustic Backyard Cottage

This newly built modern rustic mother-in-law private cottage offers a convenient place to stay while exploring the Burlington/Winooski area. The cottage is nestled in my backyard on a quiet street in vibrant Winooski. The home is a 10 minute drive to downtown Burlington & the airport, and a short walk to the river, several cafes, restaurants, pubs, nature areas, and a brewery. Winooski is referred to as “the Brooklyn of Burlington” because of the foodie scene and rich cultural diversity.

Guest favorite
A sandy beach extends along the shoreline of Lake Champlain, with calm waters reflecting the blue sky. A few clouds linger above, and the area appears peaceful, inviting leisurely strolls along the waterside. Scenic trees and distant land can be seen along the horizon.
Guesthouse in Colchester
4.92 out of 5 average rating, 115 reviews

Lakeside getaway on Lake Champlain

Welcome to our cottage located on a sandy beach just steps from Lake Champlain. With a private entrance, this is the perfect retreat for couples or solo travelers. The cottage is fully equipped with everything you need with well-appointed kitchen & a King size bed. You'll also have access to high-speed internet & a smart TV. Situated just off the causeway bike path, you'll have access to miles of biking and walking trails. Downtown Burlington is just a 15-minute drive away.

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 charming red guest house is framed by snow-covered ground and leafless trees under a pastel sunset sky. The home features a gabled roof and large windows, reflecting the colorful hues of the evening. A wooden deck extends from the side, inviting outdoor relaxation.
Guesthouse in Underhill
4.97 out of 5 average rating, 103 reviews

Cozy 2-br guesthouse 15 min to Smuggler’s Notch

Relax with your family in a quiet neighborhood nestled in the foothills of Mount Mansfield. You will have access to hiking trails, mountain biking trails, snowboarding/skiing, and swimming! Smugglers' Notch, a fantastic family ski resort, is only a 15 minute drive. Stowe is 30 minutes away (one hour in winter). If you are interested in checking out Burlington during your stay, we are only a 45 minutes to amazing restaurants and lake views.

Top guest favorite
The exterior of a cozy loft is framed by trees, featuring a wooden deck adorned with string lights that provide a gentle glow. The entrance is highlighted by large glass doors, leading into the inviting interior space.
Guesthouse in Hinesburg
4.99 out of 5 average rating, 399 reviews

Hydrangea House on the Hill

The loft is surrounded by woods in a quaint, picturesque, rural part of Northwestern Vermont close to Burlington and Mad River Glen. We are 25 mins to Mad River Glen, Bolton Valley and Burlington (Lake Champlain beaches) and 10 mins to Sleepy Hollow Ski and Bike Center, Camel's Hump Nordic Ski Area, Frost Brewery and Stone Corral. Enjoy complete privacy and peaceful surroundings of nature with the full amenities of a home.

Top guest favorite
The charming exterior of the carriage barn is displayed, featuring yellow siding and a prominent wooden door. Lush greenery and colorful flowers border the entrance, adding a vibrant touch. A clear blue sky serves as the backdrop, enhancing the peaceful country setting.
Guesthouse in Shelburne
4.98 out of 5 average rating, 169 reviews

The 1865 Carriage Barn - Fireplace, SAUNA, 2 Bath

Welcome to The 1865 Carriage Barn, a historic and cozy farmhouse retreat on 6 peaceful acres next to the Shelburne Pond Nature Reserve. Enjoy vaulted ceilings, exposed beams, a gas fireplace, full kitchen, and a private porch with hill views. Relax in the outdoor sauna (by reservation) after a day of skiing, hiking, or exploring Burlington—just 15 minutes away.

Top guest favorite
A spacious living area features a gray chaise lounge sofa and a wooden coffee table atop a vibrant red area rug. Natural light filters through two large windows, and a dining table with chairs is positioned nearby. A door leads to the outdoor space.
Guesthouse in Burlington
4.98 out of 5 average rating, 235 reviews

The Guesthouse

Welcome to the Guesthouse. Located in the hill section of Burlington. This quiet space is the perfect retreat while exploring the area. Enjoy the comforts of home while traveling. The guesthouse is conveniently located for easy access to popular attractions, including UVM, Shelburne Rd., I-89, and downtown Burlington, just a short drive away.

Top guest favorite
A camper and single unit home are positioned on a gravel pathway, surrounded by greenery and flower planters. The camper features large windows and exterior steps, while the home displays an American flag and a star decoration on its facade.
Guesthouse in South Hero
4.94 out of 5 average rating, 221 reviews

Rustic 5th wheel camper close to lake.

You'll always remember your time at this unique place to stay. Camper living in Vermont winters. Owners on-site. Camper is winter ready and offers an affordable place to stay close to the lake views. Plenty of on-site parking for boats/trailer. We are close to the NY ferry but you don’t need to take a ferry to get to our place.

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