Guesthouse vacation rentals in Chittenden County

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Top-rated guesthouse rentals in Chittenden County

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Guest favorite

Guesthouse in South Hero

4.93 out of 5 average rating, 123 reviews

Rockhaven - Kibbe point cottage

Rockhaven, a romantic getaway is a rare find. Step back in time and enjoy almost 600' of lake shore on Vermont's unique Lake Champlain with 180 degree views, from westerly views to New York's Adirondacks, through the north and east to Vermont's Green Mountains. This private site is 2 acres with mature trees, meadows, and wooded buffers, ensuring a peaceful and private stay. There are two cottages available; they can be rented separately or together. Each is one bedroom with private bathroom.

Top guest favorite

Guesthouse in Shelburne

4.97 out of 5 average rating, 181 reviews

Cottontail Cottage |SAUNA | Fireplace!

Quiet and peaceful cottage in a beautiful setting. Located on 6 acres adjacent to the Shelburne Pond Nature Reserve and only 15 min to the Church Street Marketplace in downtown Burlington. Enjoy the sunrise over the hills behind the cottage and sunsets over the Adirondacks to the west. Sit in the chairs or chaise lounge in the private backyard listening to the birds or relax in the shared sauna after a day of skiing or snowshoeing. (The sauna is available by reservation to ensure your privacy.)

Top guest favorite

Guesthouse in Monkton

4.99 out of 5 average rating, 513 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.

Superhost

Guesthouse in Essex

4.89 out of 5 average rating, 27 reviews

Follow Your Heart Farm - Mariot's

Follow your heart to the heart of the Green Mountains. Mariot's is one of three self-contained units located at Follow Your Heart Farm, our beautiful 100-acre wooded venue with an extensive network of trails for exploring. It’s handy to many famed Vermont ski resorts including Smugglers Notch, and just 30 minutes to downtown Burlington and Lake Champlain. From July 2023 we'll be open as a wedding venue and able to host your whole wedding party. Come enjoy this amazing place in any season!

Top guest favorite

Guesthouse in Winooski

4.98 out of 5 average rating, 329 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

Guesthouse in Burlington

4.9 out of 5 average rating, 427 reviews

Bright and Cozy Prvt Treehouse Apt Near downtown!

An airy and cozy second story apartment that offers a small bed room, studio living space, and raised porch, all privately tucked away behind a natural lawn. Very close to downtown Burlington and North End restaurants. Just three blocks from the Church Street marketplace (bars, shopping, food,) this lovely apartment is the perfect Burlington getaway. Taco Gordo, Mayday, and Pho Hong are just a few minutes walk away for delicious North End dining. Please read the additional details.

Superhost

Guesthouse in Monkton

4.91 out of 5 average rating, 69 reviews

Reclaimed Timber Frame Guesthouse

Open, airy reclaimed timber frame guesthouse. 1 bedroom with a queen size bed and a sleeping loft with two additional queen size beds. Converted from an old cabinetry shop and located between Middlebury and Burlington. We live on the property in a separate home. Walk to the pond via shared outdoor space. Nearby hiking options within a 10 minute drive. Views of Cedar Lake and great options for biking, whether you prefer paved roads, dirt roads, or mountain bike trails.

Top guest favorite

Guesthouse in Vergennes

4.97 out of 5 average rating, 114 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.

Guest favorite

Guesthouse in Underhill

4.96 out of 5 average rating, 74 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

Guesthouse in Hinesburg

4.99 out of 5 average rating, 327 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

Guesthouse in Burlington

4.98 out of 5 average rating, 214 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

Guesthouse in South Hero

4.93 out of 5 average rating, 184 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.