Holiday rentals in Chittenden County

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Top-rated holiday rentals in Chittenden County

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Guest favourite

Flat in Shelburne

4.89 out of 5 average rating, 292 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 Oct

$174 SGD per night

Guest favourite

Guest suite in Essex

4.93 out of 5 average rating, 302 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.

23–30 Dec

$127 SGD per night

Guest favourite

Guest house in Monkton

4.98 out of 5 average rating, 105 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!

25 Nov – 2 Dec

$190 SGD per night

Guest favourite

Guest suite in Shelburne

4.95 out of 5 average rating, 129 reviews

Sunny Basement Suite with Private Entrance

Located in a mature, walkable Shelburne neighborhood, this sun-filled walkout basement suite is spacious and has a separate entrance. There is a bedroom with a queen-sized bed, a full bathroom, an oversized living room that includes a ping pong table for your enjoyment. The mini-kitchen includes a microwave, toaster oven, mini-fridge, sink, and Keurig machine. During the warmer months, relax on the patio just outside the unit and enjoy comfortable dining outdoors.

28 May – 4 Jun

$160 SGD per night

Guest favourite

Barn in Starksboro

4.97 out of 5 average rating, 107 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.

19–26 Oct

$187 SGD per night

Guest favourite

Guest house 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.

16–23 Feb

$263 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.

19–26 Sep

$185 SGD per night

Guest favourite

Guest suite in Huntington

4.98 out of 5 average rating, 109 reviews

Countryside Suite: Rest and Recharge!

Clean, Comfortable, Cozy. Here is your home base to explore Vermont’s outdoors! In the heart of the mountains, rivers and trails; on a quiet, accessible town road. A comfy queen size bed and two chairs for relaxing in this quiet space. Your suite includes a compact mini-kitchen area, washer/dryer, WIFI, Roku TV, boot dryers, and space for gear. Modern heat and A/C, 30 min to downtown Burlington!

18–25 Sep

$171 SGD per night

Guest favourite

Flat in Winooski

4.95 out of 5 average rating, 172 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.

9–16 Feb

$145 SGD per night

Guest favourite

Guest suite in Essex

4.95 out of 5 average rating, 110 reviews

Private Apartment, Large Yard, Close to Everything

Walking distance to a park, pool, and library. A short drive to Indian Brook Reservoir and mountain biking at Saxon HIll. Close to Smuggs, Stowe, and Bolton Valley for skiing or Montreal for day trips. Perfect for events at the Champlain Valley Expo, the Inn at Essex, UVM, SMC, and Champlain College. Large back yard is fully fenced in, plus front & back porch!

31 Dec – 7 Jan

$141 SGD per night

Guest favourite

Flat in Richmond

4.95 out of 5 average rating, 150 reviews

Vibrant Village Studio

Welcome to this sunny Richmond village studio! This newly renovated studio apartment features a dedicated bedroom space. The kitchen is fully equipped for your cooking needs, and conveniently located above a restaurant and bar. Enjoy village living where everything is in walking distance (market, coffee shop, restaurants, park, river)! Photography: Shem Roose

19–26 Jul

$184 SGD per night

Guest favourite

Guest suite in Hinesburg

4.96 out of 5 average rating, 1115 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.

23–30 Oct

$222 SGD per night