Guesthouse holiday rentals in Chittenden County

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Top-rated Guesthouses in Chittenden County

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Guest favourite

Guesthouse in South Hero

4.92 out of 5 average rating, 126 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 favourite

Guesthouse in Monkton

4.99 out of 5 average rating, 521 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 favourite

Guesthouse in South Burlington

5 out of 5 average rating, 67 reviews

Cozy Cottage, convenient area!

Recently renovated, 1 bedroom cozy cottage located in a convenient location. A short walk to the airport, with restaurants, shopping and other necessities near by. Central location to mountains for skiing/snowboarding 30 minutes to Bolton Valley 45 minutes to Stowe Mountain Less than 10 minutes to UVM, Champlain College, St. Mike's and the UVM Medical Center. Quiet yard with outdoor seating. Parking spot on-site, along with other extras to make your time away from home more relaxing!

Guest favourite

Guesthouse in Richmond

4.95 out of 5 average rating, 144 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 favourite

Guesthouse in Winooski

4.98 out of 5 average rating, 335 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 favourite

Guesthouse in Burlington

4.9 out of 5 average rating, 431 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 favourite

Guesthouse in Underhill

5 out of 5 average rating, 62 reviews

Peaceful 1-bedroom in the Green Mountains

Come stay with us for the best of both worlds - 20 mins from Smugglers Notch Resort with year round activities and 40 mins to vibrant Burlington and Lake Champlain Islands for shopping, food, art and more. In the summer & fall, Rt 108 is opens to cars and the drive to Stowe is just 30 mins. Experience Vermont in every season - with easy access to skiing ,hiking, biking and scenic drives. Clean, quiet and beautiful - a perfect retreat or a convenient home base for your next adventure!

Top Guest favourite

Guesthouse in Shelburne

4.98 out of 5 average rating, 135 reviews

Shelburne Carriage Barn| SAUNA | 2 Full Baths

Charming 1865 carriage barn in peaceful country location with equestrian chic decor. Vaulted ceilings, exposed beams, cozy gas fireplace and pleasant porch with beautiful views of hills out back. The property is located on 6 acres adjacent to the Shelburne Pond Nature Reserve and only 15 min to the Church Street Marketplace in downtown Burlington. Relax in the shared outdoor sauna after a day of skiing or snowshoeing. (The sauna is available by reservation to ensure your privacy.)

Top Guest favourite

Guesthouse in Vergennes

4.97 out of 5 average rating, 119 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 favourite

Guesthouse in Hinesburg

4.99 out of 5 average rating, 339 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 favourite

Guesthouse in Burlington

4.98 out of 5 average rating, 218 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.

Guest favourite

Guesthouse in South Hero

4.93 out of 5 average rating, 196 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.