Guesthouse vacation rentals in Chittenden County

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Top-rated guesthouse rentals in Chittenden County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite
Two wooden chairs are positioned on a wooden deck overlooking a calm lake. Cozy red and black plaid blankets are draped over the chairs. A small firepit stands nearby, surrounded by logs, offering a perfect spot for relaxation.
Guesthouse in South Hero
4.91 out of 5 average rating, 136 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
The entryway of a cottage is shown, featuring a green door framed by a porch light. A pumpkin rests beside a vintage milk can, while lanterns line the pathway. Plant decorations adorn the windows, providing a welcoming touch amidst the surrounding foliage.
Guesthouse in Shelburne
4.97 out of 5 average rating, 198 reviews

Cottontail Cottage |SAUNA | Peaceful backyard

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
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, 544 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
Guesthouse in Shelburne
4.88 out of 5 average rating, 104 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 is a ready for your next visit. The Barn has a private 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!

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
4.94 out of 5 average rating, 159 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
4.97 out of 5 average rating, 359 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 spacious studio living area features wooden ceilings and walls, creating a cozy ambiance. A small kitchenette is visible with essential amenities including a refrigerator. Natural light streams in through large windows, and a comfortable sofa is positioned near a dining table surrounded by chairs.
Guesthouse in Burlington
4.9 out of 5 average rating, 440 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.

Top 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
4.95 out of 5 average rating, 113 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, 130 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 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, 365 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
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, 232 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, 220 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.

Popular amenities for Chittenden County guesthouse rentals

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