Vacation rentals with a patio in Chesterfield

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Top-rated accommodations with an outdoor patio in Chesterfield

Guests agree: these accommodations with an outdoor patio are highly rated for location, cleanliness, and more.

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Guest favourite

Condo in Killington, Vermont, US

4.95 out of 5 average rating, 130 reviews

🎿Cozy Fireplace Condo-Mins. to Everything 🚵

Seeking Adventure? This end unit garden level condo is 6 minutes to Killington AND Pico! Quick access to the Appalachian Trail to ATV, mountain bike, hike, and swim. Relaxing? Work remotely with fast Wi-Fi, hang on the porch swing, or unwind in front of the wood fireplace. Hop in the power adjustable king bed, pull the darkening shades, and turn on the sound machine for restful sleep so you can wake up and do it again! A portion of each stay is donated to local VT nonprofits

May 1 – 8

$169 CAD per night

Guest favourite

Cottage in Hinesburg

4.95 out of 5 average rating, 169 reviews

Bright new cottage in exquisite Vermont setting

Relax in "Findaway" cottage. Centrally located between Burlington and Montpelier and directly adjacent to Sleepy Hollow cross country ski and bike area, Birds of Vermont museum and the Vermont Audubon Center. Settle in and relax, hike right out the door, or sip a drink on the deck overlooking a beaver pond where you may see beaver, otters, deer, birds or even a moose! Surrounded by gardens and not far from downhill skiing and hiking options, swimming, sailing, dining and Lake Champlain.

Jan. 13 – 20

$314 CAD per night

Guest favourite

Guest suite in Castleton

4.98 out of 5 average rating, 119 reviews

Mi Casa es su Casa!

Relax in this refurbished quiet Lake view rental. Minutes from Lake Bomoseen/Crystal Beach. Large family room, Cast iron wood-stove. Wall of windows w/lake views. 65" 4K TV, surround sound system. Wi-Fi access. Galley kitchen includes range, microwave, Keurig, fridge & wine cooler. Spacious bedroom, queen size bed w/ heated mattress pad. Lots of storage. Full bathroom. Private deck w/Adirondack chairs. Kayaks & boat launch. 25 min to Rutland, 35 min to Pico & 47 min Killington Ski Resorts.

Mar. 6 – 13

$174 CAD per night

Guest favourite

Cabin in Elizabethtown

4.82 out of 5 average rating, 158 reviews

Secluded ADK cabin | by High Peaks hike | Lakes

Relax with the whole family or a group of like-minded friends at this peaceful and ultra secluded wooden cabin. On the property, you can use fire pit, play ping pong, and enjoy in any way you prefer. The house is adjacent to former cross-county skiing trails that are used as hiking trails. You can easily make a short drive to Lake Placid & Whiteface for skiing. Keene with many hiking trails is 20 minutes away; many hiking trails are within 3-5 minutes drive (Rocky Peak, Hurricane, Baxter).

Feb. 4 – 11

$259 CAD per night

Guest favourite

Cabin in Roxbury

4.97 out of 5 average rating, 188 reviews

Off Grid Secluded Cabin on 37 Acre Farm

In a secluded, hand-crafted off the grid cabin, come and enjoy the elements with us at Drift Farmstead. A 3-minute walk leads you through gardens and pasture, to Ravenwood, a small, intimate cabin with everything you need. Be it an extended weekend tucked in seclusion, amongst the birds, river and trees, or find the comforts of a 37 acre small farm nestled in the mountains and settle in, working from afar. Top shelf skiing at Sugarbush is near, along with Vermont's finest grub and beer.

May 5 – 12

$211 CAD per night

Guest favourite

Guest suite in South Burlington

4.99 out of 5 average rating, 178 reviews

Suite Escape - Quiet retreat, close to everything!

Spacious guest suite nestled in a quiet family neighborhood, private entrance, use of shared deck with seating overlooking backyard. King bed and full kitchen with all necessities. Washer/dryer in unit and large walk-in shower. L-shaped sectional with smart 65” TV (no cable). Centrally located within minutes to all the Colleges, UVM Med Center, Down Town Burlington and Lake Champlain. This entire property is non-smoking; including tobacco and cannabis products as well as e-cigarettes.

Nov. 19 – 26

$331 CAD per night

Guest favourite

Apartment in Plattsburgh

4.95 out of 5 average rating, 128 reviews

New, quaint 1 bedroom in downtown Plattsburgh

1 bedroom with 10ft ceilings with lots of natural light. Walking distance to amazing restaurants, craft breweries, walking and biking trails, museums, theater, parks, boating, and skiing. Close to SUNY and CCC campuses and UVM/CVPH hospital. Airport is 5 minutes away. Lake Champlain and boat basin are only a 5 minute walk. Lake Placid, Burlington and Montreal are an hour or less away. Plenty of parking for vehicles and anglers with their boats. Lots of local history to explore.

Mar. 30 – Apr. 6

$150 CAD per night

Guest favourite

Guesthouse in Monkton, Vermont, US

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!

Dec. 29 – Jan. 5

$225 CAD per night

Guest favourite

Guest suite in Burlington, Vermont, US

4.97 out of 5 average rating, 147 reviews

*Hot Tub* | Bicycles | Paddle Boards | King Bed

This guest suite was built for my parents who recently retired. They're awesome. When they are out traveling the place is yours! The suite is located in a duplex. My family and I live on the other side. We're awesome too (IMHO) Quick Stuff: - salt water hot tub - outdoor space - 2 inflatable stand up paddle boards - 4 bicycles - beach gear - record player - board games - kid, baby, dog, friendly - thoughtfully styled - bike path - the beach! - dog park, playground, workout station

Aug. 26 – Sep. 2

$846 CAD per night

Guest favourite

Cabin in Bristol

4.95 out of 5 average rating, 108 reviews

Cozy Cabin on the River in Bristol

Come experience true tranquility in this vintage and cute riverside cabin. The calming babble of the rocky New Haven River is the perfect soundtrack for you to relax, play, and explore. The small cabin has a deck and plenty of outdoor space with a picnic bench and fire pit. Feels remote but just a two minute drive to charming downtown Bristol featuring great restaurants, bars and shopping. Outdoorsy people will love all the swimming and hiking in the area as well!

Aug. 14 – 21

$280 CAD per night

Guest favourite

Chalet in Jay

4.96 out of 5 average rating, 166 reviews

Enchanting ADK Haven with a Soothing Hot Tub

Step into a world of tranquility in our snug Adirondack cabin, nestled just a heartbeat away from the majestic Whiteface Mountain. Unwind on the wrap-around deck, soak in the hot tub by the fireplace, and rejuvenate your soul. This cabin isn't just a stay; it's a rejuvenating sanctuary for your soul, perfectly located—12 mins to Whiteface, 24 mins to Lake Placid. A sanctuary for unforgettable memories in nature's embrace. Welcome to your haven.

Oct. 5 – 12

$569 CAD per night

Guest favourite

Guesthouse 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.

Mar. 24 – 31

$297 CAD per night