Guesthouse accommodation & holiday rentals in Chittenden County

Find and book unique guesthouse accommodation & rentals on Airbnb

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 Shelburne

4.96 out of 5 average rating, 141 reviews

Shelburne Milk House |SAUNA |Close to Burlington

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.)

18 – 25 June

$2,186 AUD total

Guest favourite

Guesthouse in Monkton

4.99 out of 5 average rating, 448 reviews

Cozy & Peaceful 40 Acre Retreat - 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.

17 – 24 Nov

$2,072 AUD total

Guest favourite

Guesthouse in Winooski

4.97 out of 5 average rating, 258 reviews

Modern Rustic Backyard Cottage

This newly built modern rustic mother-in-law 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, a local grocery store, and a brewery. Winooski is referred to as “the Brooklyn of Burlington” because of the foodie scene and rich cultural diversity.

3 – 10 Sept

$2,093 AUD total

Guest favourite

Guesthouse in Burlington

5.0 out of 5 average rating, 332 reviews

Tiny House by Winooski Falls, Vermont River House

River House is across from the Winooski Falls and is part of Burlington's historic mill neighborhood. It's a 10 minute walk to the Winooski Circle which is full of restaurants and activity. Downtown Burlington and Lake Champlain are a 10 min (2 mile) drive away. This unique, arty tiny house features hardwood floors, a small kitchen and bathroom, and a shared outdoor space. Eva was so excited to be named the most hospitable host in Vermont by Airbnb in 2021. Come visit to find out why! ;)

20 – 27 Nov

$2,363 AUD total

Guest favourite

Guesthouse in Richmond

4.96 out of 5 average rating, 114 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!!!!

31 Dec – 7 Jan

$3,142 AUD total

Guest favourite

Guesthouse in Burlington

4.89 out of 5 average rating, 389 reviews

Bright and Cozy Private Treehouse Apartment

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.

5 – 12 Mar

$2,669 AUD total

Guest favourite

Guesthouse in Monkton

4.98 out of 5 average rating, 106 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. Please don’t try booking for the April 2024 eclipse - I have family coming!

8 – 15 Jan

$1,719 AUD total

Guest favourite

Guesthouse in Burlington

4.97 out of 5 average rating, 34 reviews

Parkside Guest House. Walk/Bike everywhere.

You will be visiting the energy and grit of Burlingtons Old North End. We are a family of four who love it here because we are walking distance to everywhere! The shops and restaurants of Church Street, the campuses of Champlain College and the University of Vermont, Lake Champlain, The fields and walking trails of the Intervale. Being parkside brings us everything from quiet weekend mornings to mid day kids on the way to the playground, to boom box basketball afternoons.

2 – 9 Nov

$2,357 AUD total

Guest favourite

Guesthouse in Hinesburg

5.0 out of 5 average rating, 228 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.

19 – 26 Mar

$2,277 AUD total

Guest favourite

Guesthouse in Burlington

4.98 out of 5 average rating, 183 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.

21 – 28 Aug

$2,945 AUD total

Guest favourite

Guesthouse in South Hero

4.9 out of 5 average rating, 120 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.

12 – 19 Sept

$1,360 AUD total

Guest favourite

Guesthouse in Burlington

4.92 out of 5 average rating, 365 reviews

Carriage House in Heart of Downtown Burlington

Our three bedroom carriage house is tucked away in a private garden a mere block from downtown Burlington. It's the perfect spot for exploring the city or using as a base for your outdoor adventures year round. It's great for groups, business travelers, and families (see our kid-friendly amenities).

11 – 18 Oct

$5,126 AUD total