Holiday rentals in Chittenden County

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Top-rated holiday rentals in Chittenden County

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

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Guest favourite

Flat in Shelburne

4.9 out of 5 average rating, 287 reviews

Secluded Village Gem: Cozy Studio Overlooks River!

Unwind in a charming studio retreat ideally located in Shelburne Village. Peace and privacy on the edge of the nature preserve overlooking the LaPlatte River. Perfect for travelers visiting the Burlington area. 9 miles to downtown BTV. Gorgeous space with lovely furnishings. Super comfortable bed and leather seating. Private entrance. Compact kitchenette. Dedicated workspace and high-speed internet. Dog friendly. A/C for the occasional hot summer day. Miles of trails steps from your front door!

22–29 Jun

$190 SGD per night

Guest favourite

Guest suite in Essex

4.93 out of 5 average rating, 298 reviews

Spacious Master Suite with balcony, Essex Junction

NEW! Very roomy 600 sq ft suite in quiet neighborhood, walking distance of 5-corners, 5 miles to Burlington. Vaulted ceiling, sky lights, extra large windows and a sliding glass door (leading to a balcony) make for a very bright and comfortable space! Walk in closet, full bathroom (2 sinks) and a brand new king-size bed. Kitchenette area that has refrigerator/freezer, new coffee maker, toaster, toaster oven, microwave and 2-burner cooktop suitable for simple meal cooking. Private entrance.

25 Nov – 2 Dec

$128 SGD per night

Guest favourite

Guest suite in Burlington

5.0 out of 5 average rating, 220 reviews

Cozy So End Suite

This is a sweet, compact studio with everything you need to enjoy your time in Burlington. Right off I-89/Rt. 7 Tucked away on a quiet, residential 2 block street, central & close to all amenities. Minutes away you'll find Lake Champlain access and easy hiking trails at Oakledge Park, coffee shops, restaurants, downtown Burlington and the highway. 5 minutes to the Burlington bike path, 30 minutes to Bolton for ski/snowboard fun, 45 min to Stowe, 15 minutes to Catamount for mountain biking.

16–23 Nov

$163 SGD per night

Guest favourite

Guest house in Monkton

4.98 out of 5 average rating, 104 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!

11–18 Jan

$191 SGD per night

Guest favourite

Flat in Hinesburg

4.96 out of 5 average rating, 399 reviews

The Perfect Cozy Weekend Escape

From our reviews: "We were amazed with this place - could not have asked for a more perfect place to stay - immaculate - super comfortable bed! - wonderfully inviting - the photos do not do it justice at all - A picturesque Vermont country setting - The perfect retreat to get away from it all! - impeccably clean - simply fantastic - total privacy & idyllic setting - far exceeded our expectations! - perfect for a weekend escape - a space to feed your soul - absolutely amazing!”

7–14 Feb

$182 SGD per night

Guest favourite

Barn in Starksboro

4.97 out of 5 average rating, 106 reviews

The Black Barn in a Mountain Hollow

The Ell at Prison Hollow Homestead is a lovingly renovated 1800's barn at the intersection of forest, field, and mountain. This quiet getaway offers sweeping easterly views and easy access to outdoor adventures including hiking, skiing, and fishing. Enjoy your morning coffee as the sun rises over the Green Mountains and relax in front of the fireplace at day's end. Conveniently located 35 minutes from Burlington and 30 minutes from Middlebury.

15–22 Jun

$192 SGD per night

Guest favourite

Guest suite in South Burlington

4.97 out of 5 average rating, 143 reviews

Feels Like Home Guesthouse, close to the airport

Private space, could sleep up to 4 adults. Convenient location -(2 miles from airport, on the bike path, 1 mile from Mall, 2.2 miles to University of Vermont/Medical Center and close to downtown). Main level has kitchen, full bathroom, living room with a single bed available. Second level is a full bedroom with office space, piano, a queen bed and ottoman that opens to a single bed. There is an adjoining upper deck to enjoy.

12–19 Jan

$200 SGD per night

Guest favourite

Guest house in Hinesburg

5.0 out of 5 average rating, 227 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.

17–24 Apr

$265 SGD per night

Guest favourite

Flat in Richmond

4.95 out of 5 average rating, 171 reviews

Hideaway studio: breweries, hiking, dogs welcome

Brand new private entrance 600 sq ft apartment close to skiing & all outdoor activities Vermont has to offer, with a unique piece of Phishtory. Steps from hiking & mountain biking trails, lots of ski areas & swimming holes close by. Our studio is a great basecamp or a relaxing getaway. Bright, large & sunny, located in between Burlington & Waterbury/Stowe. 1.5 miles from the charming Richmond village.

6–13 Sep

$189 SGD per night

Guest favourite

Flat in Winooski

4.95 out of 5 average rating, 170 reviews

Barn Studio with sauna- garage door, heated or AC

Cozy downstairs of a converted barn with efficient rinai heater, AC, wood-fired sauna, both inside and outdoor showers, new Casper queen-sized bed and kitchenette w/keurig, hot water kettle, microwave, toaster oven, mini-fridge, and electric coils to cook on. Fire pit and seating outdoors and sauna indoors we can start for you. Quiet long-term tenants live above.

30 Jan – 6 Feb

$147 SGD per night

Guest favourite

Guest suite in Hinesburg

4.96 out of 5 average rating, 1112 reviews

Boston Magazine Pick! Barn Loft

*** Chosen by Boston Magazine as one of five New England barns to rent! *** Beautiful barn loft close to Burlington, the Green Mountains and Lake Champlain. Air conditioning, cathedral ceilings, plenty of natural light, rustic charm and lovely views. The space has its own entrance and is completely separate and private from the main house.

27 May – 3 Jun

$209 SGD per night

Guest favourite

Tiny home in Bolton

4.96 out of 5 average rating, 430 reviews

Cozy Tiny House Cabin between Burlington and Stowe

The Four Seasons has all the comforts of home with the calm and quiet of the mountains. Enjoy the beautiful sunset views from the deck or while keeping warm in front of the wood stove. We are minutes from the Long Trail, rock, skiing, swimming holes, golf, and less than a 45 minute drive to Burlington and most ski areas.

8–15 May

$158 SGD per night