Guesthouse vacation rentals in Vermont

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Top-rated guesthouse rentals in Vermont

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

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Guest favorite

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.

Dec 26 – Jan 2

R3,176 ZAR per night

Guest favorite

Guesthouse in Woodstock

4.98 out of 5 average rating, 209 reviews

Cozy Little Spot (Self Check-in)

Contactless check-in. Cozy guest house, cabin-studio-getaway; enjoy the sounds of a stream outside the window (next to the bed). Views of a larger brook below. The"Cabin"is nestled in the trees giving a feeling of floating above the brook below. The interior is decorated w/family heirlooms gathered from around the country. Nothing fancy, just a cozy simple getaway. 3.25 mi from town. Choose from a variety of activities in town or hop on nearby trails. NO PETS ALLOWED. ZERO CONTACT WITH OWNERS.

Aug 2 – 9

R2,938 ZAR per night

Guest favorite

Guesthouse in Brattleboro

4.99 out of 5 average rating, 199 reviews

Light Filled Loft in the Vermont Countryside

Our spacious, tranquil, light-filled Barn Loft is thoughtfully and creatively designed. Complete with a living area, sleeping alcove, flat-screen TV, full kitchen, dining area, and large bathroom with a deluxe shower. A private deck with seating that looks out into our lovely Vermont woods and verdant gardens is attached to the loft. Stay a night or a week, there is plenty to do in every season. We are a friendly, welcoming, worldly, family. We look forward to hosting you at our country home.

May 7 – 14

R2,150 ZAR per night

Guest favorite

Guesthouse in Springfield

4.86 out of 5 average rating, 322 reviews

Connecticut River-Cozy Cottage

This cozy cottage is located on the beautiful Connecticut River, nestled between fertile farmland and Skitchewaug Mountain with views abound. The cottage design utilizes a small footprint while offering functionality and basic comforts, including a small kitchen. Great for all seasons, close to Okemo, Sunapee, Ascutney and other worthy attractions. Hiking and snowshoeing options at your front door. Secrete fishing and swimming holes located on the property. Boat dock available upon request.

Oct 16 – 23

R1,693 ZAR per night

Guest favorite

Guesthouse in Brattleboro

4.93 out of 5 average rating, 432 reviews

Mahalo Temple Retreat

Retreat in Mahalo's beautiful, private sound healing temple surrounded by nature, amongst streams, berry bushes, fruit & nut trees, medicinal plants and veggie gardens. We are set back just enough from a main road to find your serenity and yet close enough to civilization for human interaction and trails for hiking. Quiet and peaceful location just a few min off I-91 and just over 2 miles from the center of Brattleboro. A fun and quirky town with art cafes, restaurants, and great shops.

Jul 9 – 16

R1,951 ZAR per night

Guest favorite

Guesthouse in Wallingford

4.98 out of 5 average rating, 592 reviews

Vermont Home Central to Ski Areas-No Cleaning Fees

Comfortable guesthouse located conveniently on US Route 7 near ski areas. Half hour from Manchester Outlet Stores. Near Long Trail/Appalachian Trail, Weston and Dorset Playhouses and miles of scenic country roads. Close to Elfin Lake and White Rocks National Recreation Area.Great for couples, small families, solo adventurers, and business travelers. Queen size bed and full kitchen. Great for overnight stay or week-long vacation to enjoy the beauty of Vermont. No cleaning fees!

Nov 27 – Dec 4

R2,657 ZAR per night

Guest favorite

Guesthouse in North Bennington

4.98 out of 5 average rating, 151 reviews

Birch House - lake, green trees + modern comforts

We're a little guest house near a lake in Vermont with green trees + modern comforts. Perfect for couples + individuals looking to relax + enjoy nature. Renovated, air conditioned light space with cozy, minimalist vibes. A small modern cabin that's peaceful + private. Tucked into a quiet neighborhood. Main home is a separate building next door. Near Bennington College. 12 minutes to downtown Bennington. Please note that due to a severe allergy, we cannot accommodate animals.

Oct 23 – 30

R2,906 ZAR per night

Guest favorite

Guesthouse in Montpelier

4.89 out of 5 average rating, 386 reviews

La Casita del Norte

La Casita del Norte is a private, bright, self-contained apartment in a small building separate from our home – a relaxing retreat in a quiet neighborhood within easy walking distance of Vermont College of Fine Arts, the State House and downtown Montpeler. WE ARE FOLLOWING AIRBNB’S NEW ENHANCED CLEANING AND SANITIZING PROTOCOL IN ORDER TO MAKE YOUR STAY AS SAFE AND WORRY-FREE AS POSSIBLE. And we use green cleaning products wherever possible.

Jun 21 – 28

R1,616 ZAR per night

Guest favorite

Guesthouse in Highgate

4.97 out of 5 average rating, 531 reviews

Beautiful lake-front cottage, Lake Champlain

Lakefront cottage located in Highgate Springs, Vermont, on the Canadian border. The 2-bedroom cottage sits adjacent to the owner-occupied main house, on a large one-acre lot, with 120 feet of Lake Champlain shoreline. Enjoy the stunning sunset views while sitting on the deck overlooking the water. Private dock included. Montreal and Burlington each 45 minutes away. Available level-2 car charger. Well-behaved pets allowed. Super-fast WIFI!

Apr 9 – 16

R1,990 ZAR per night

Guest favorite

Guesthouse in Hartland

4.95 out of 5 average rating, 914 reviews

Yurt In The Woods - Private Refuge

The Yurt In The Woods is 30 ft in diameter which offers 700 spacious sq. ft. It's surrounded by trees and has a yard. 2 night stays required for all Weekends. I require atleast a two night stay for the whole month of October. There is a "one" night stay fee of $40 Allowed 2 dogs with the agreement to my animal policy & $50 fee WiFi 1,000 megabits per second a fiber network Outdoor Gas grill available May - October

Apr 8 – 15

R2,709 ZAR per night

Guest favorite

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.

Mar 20 – 27

R3,613 ZAR per night

Guest favorite

Guesthouse in Groton

4.98 out of 5 average rating, 246 reviews

Groton Forest Retreat

Comfortable, secluded, sparkling clean 2nd story loft IN Groton State Forest, and offering privacy, peace, and quiet. Forest trails outside your door; star-gaze with little to no light pollution! Hike, byo bike, swim, byo kayak, explore; foliage in Fall. To ensure the safety of all guests, A&K are fully COVID-19 vaccinated and ask all guests to be fully vaccinated as well.

Nov 22 – 29

R2,162 ZAR per night