Pet-friendly vacation rentals in Chesterfield

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Top-rated pet-friendly home rentals in Chesterfield

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favourite

Home in Ferrisburgh

4.99 out of 5 average rating, 245 reviews

Hip Guest Cottage on Lake Property with Farm and Yoga Barn

Escape to the country at Stoneledge Farm, a restored organic farm on Lake Champlain. The separate guest cottage features an open-plan layout living area, exposed architectural wood beams, pops of color, chic furnishings and decor, and lake views. Private yoga barn overlooks the lake and is a short walk from the cottage and is available for guests. We welcome our guests with hotel quality towels, bed linens and bathroom toiletries. The kitchen is stocked with fresh eggs from our chickens, local milk and VT Coffee! All of the outbuildings on the farm (see above). Lake access for fishing and swimming encouraged. Hiking abound We are running our farm so we are always around, but we will wait for you to knock on our door! The property is located in the country, home to dirt roads, lush fields, and beautiful views, but is conveniently located just 15-20 minutes from several quaint small towns. Use our bikes! But a car would be nice... We have an additional $25 cleaning fee per day for guests who choose to bring a dog. We collect this at the completion of your visit to cover the extra care we take following a visit from a 4 legged friend. We hope you understand!

May 2 – 9

$327 CAD per night

Guest favourite

Apartment 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!

Jun. 22 – 29

$218 CAD per night

Guest favourite

Cabin in Keene Valley

4.98 out of 5 average rating, 247 reviews

Unique Rustic Adirondack Cabin

This is a unique rustic cabin on a private dirt road nestled on a mountain brook in the forest adjoining the Giant Mountain Wilderness Area. This small (200 sq ft + 80 sq ft sleeping loft), Adirondack style cabin was completely refurbished this past year using locally sourced woods and built by hand. Located two miles from downtown Keene Valley, and at 1800 feet, this is an ideal place for those who prefer the quiet forest, the peaceful sound of a mountain brook, and possibily seeing animals.

Jan. 11 – 18

$155 CAD per night

Guest favourite

Chalet in Jay

4.94 out of 5 average rating, 145 reviews

Adirondack Base Camp Cabin

Cozy Mountain Chalet in Jay, NY on beautiful Glen Road. Only .7 miles to the Jay Covered Bridge, 3 miles to the Jay Mountain summit trail head, 7 miles to Whiteface Mountain, and 16 miles to Lake Placid. Keene and Keene Valley trail heads are only minutes away. The cabin has 3 acres of wooded property with a front driveway as well as a back access drivweway which is nice to walk. There is Satellite TV and wifi. There is good cell coverage. World Class Fishing, Ausable Rivers are close

Dec. 6 – 13

$220 CAD per night

Guest favourite

Tiny homes in Jay

4.95 out of 5 average rating, 404 reviews

The Shepherd's Crook at Blue Pepper Farm

Tucked in the woods on our working sheep farm, our off-grid tiny house is the perfect escape and stepping stone into the Adirondack mountains for hiking, skiing, and snowshoeing. Enjoy the coziness of the Crook between forays into our north country wilderness! What you will find: adventure, peace, quiet, woodstove, candles, down blanket, fire pit, privacy, composting outhouse, firewood for sale. **Please note there is NO electricity and NO running water. Akin to glamping!

Oct. 9 – 16

$97 CAD per night

Guest favourite

Guesthouse in Highgate

4.98 out of 5 average rating, 529 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!

Mar. 28 – Apr. 4

$161 CAD per night

Guest favourite

Cabin in Lewis

4.98 out of 5 average rating, 135 reviews

Adirondack Cabin Sanctuary

This charming cabin hides in thirteen private wooded acres. Gorgeous views include a babbling brook, small pond, and delightful woodland paths. The cabin boasts hardwood floors, a stunning fireplace, functional kitchen and bathroom spaces, safe drinking water, electricity, an outside deck and a screened porch with firepit. Short drives will bring you to Whiteface Mountain, Lake Placid, and Lake Champlain.

Oct. 21 – 28

$219 CAD per night

Guest favourite

Tiny homes in Jay

4.96 out of 5 average rating, 170 reviews

Cozy tiny house with endless Adirondack adventures

Center of: trout fishing in the AuSable river, hunting,skiing and hiking. 20 minutes from Whiteface Mt. ski center ,1/2 hour from Lake Placid and all Olympic venues, 20 minutes from High Falls Gorge. 5 minutes from grocery, gas,and deli. Enjoy an outdoor firepit ,barbecue and picnic area while relaxing in a country side setting with beautiful views of the AuSable River and Adirondack hillsides.

Nov. 21 – 28

$155 CAD per night

Guest favourite

Home in Keeseville

4.84 out of 5 average rating, 123 reviews

The Paddle Inn

Our house is very open and spacious. It is designed to get around easily. There are multiple places to sit and eat or enjoy nature. The house has numerous windows and is well lit. There is a lot of deck space and a big back yard for games. We are always friendly and open, just down the road if anything is needed! We love meeting new people and do what we can to make your stay comfortable!

Mar. 12 – 19

$227 CAD per night

Guest favourite

Guesthouse in South Hero

4.9 out of 5 average rating, 119 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.

Dec. 25 – Jan. 1

$189 CAD per night

Guest favourite

Cabin in Jay

4.96 out of 5 average rating, 657 reviews

Adirondack Mountainside A-Frame

A cozy pet friendly A-frame nestled in the Jay Range with view of Whiteface Mountain. The home features a living room, fireplace, loft bedroom and fully equipped kitchen. With endless activities to choose from, we are located just 10 minutes from Whiteface Mountain and 20 minutes from Lake Placid.

Dec. 12 – 19

$288 CAD per night

Guest favourite

Guesthouse in Hinesburg

4.97 out of 5 average rating, 107 reviews

Cozy cottage in peaceful location

Adorable cottage in quiet location. Close to Burlington, hiking, skiing, and Lake Champlain. Cottage is completely separate from the main house with its own parking. Private, yet close enough to owners if anything is needed.

Jan. 2 – 9

$218 CAD per night