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 favorite

Cabin in Ray Brook

4.94 out of 5 average rating, 416 reviews

Lake Placid Area, Dukes Cabin-Dog Friendly!

Located between Lake Placid and Saranac lake, with Scarface Mountain only 200 yards away. Two bedroom cabin (King and Queen) with a large fenced back yard with a fire pit. This house is dog friendly with two large doggie doors to back yard. We do have an additional $75 cleaning fee for up to two dogs. Lots of parking and additional parking for trailers. A pontoon boat for rent. Nice back yard lounge area and a BBQ for grilling. The house is located on a main road there will be some road noise.

Guest favorite

Cabin in Saranac Lake

4.92 out of 5 average rating, 121 reviews

Betsy's Wildlife Retreat: Private & Dog Friendly

Permit # STR20-00383 *Up to 2 dogs welcome. Sorry, NO cats! Dogs must be crated when left at home alone *Wifi: 100 megabyte speed download, 10 megabyte speed upload * 10 mins from Lake Placid, 5min from Saranac Lake * Enjoy skiing at Whiteface, boating, rock climbing, hiking, fishing, & golf. *Close to the airport, shops, restaurants, and lakeside beach. *Open concept layout, with a warm homey feel. There is a large yard surrounded by a beautiful wooded area providing lots of privacy.

Top guest favorite

Home in Lake Placid

4.96 out of 5 average rating, 223 reviews

Charming 2 Bedroom Modern 1880’s Farmhouse

A renovated 1880’s farmhouse with all the modern amenities yet keeping the charm. It is between Lake Placid (5 miles) and Saranac Lake (4.5 miles) in North Elba’s tiny hamlet of Ray Brook. It has a completely fenced in yard with lots of room to play and a large back deck to watch it all happen. *We allow 2 small or 1 medium well behaved, fully vaccinated, house trained dog.s. If your pet falls within these guidelines please book otherwise please contact for approval. Thank you, STR-200445

Guest favorite

Home in Wilmington

4.95 out of 5 average rating, 175 reviews

Vacation Home for All Seasons!

Beaver Brook Chalet: Hot Tub, Game room with Ping Pong table, Foos Ball and TV, Dog-Friendly (no cats), Close to Whiteface, Lake Placid and Lake Everest. This fantastic 4 Bedroom, 2 Full Bath home is located on a private lane and sleeps 10 guests in 4 beds plus a Queen-size foam mattress. Additional amenities include pot belly gas stove, outdoor fire pit, BBQ grill, fully equipped kitchen, deck, mountain view, and location that is 1/2 mile from Hardy Road Mountain Bike and Hiking Trails.

Top guest favorite

Home in Saranac Lake

4.92 out of 5 average rating, 266 reviews

Moody Pond Home~Walk to Mount Baker or Downtown SL

Walk out the front door & you are already at one of the most popular walking & hiking spots in Saranac Lake. Clean, comfortable 3BR, 2FB home. Pets welcome for an additional $100 fee. Front porch with swing overlooks the pond where you can watch the deer, loons & occasional bald eagle without leaving the property. Private back yard. Quiet, friendly single family home neighborhood surrounds the 1.2 mile pond perimeter. Whether you're looking for activity or serenity, you will find it here

Top guest favorite

Home in New Haven

5 out of 5 average rating, 116 reviews

Beautiful timber frame just minutes to Middlebury!

This large, gracious home was custom built in 1987 and was fully renovated in 2019. Gorgeous post and beam construction with endless windows and mountain views! Enjoy the large kitchen surrounded by a great room & solarium. 6 bedrooms with 3.5 baths can accommodate a crowd. Mudroom with custom lockers. Enormous fire ring with Adirondack chairs. Central heating/AC, super fast WiFi . 5 mins to Middlebury. Home is on 25 acres, providing privacy and peace. Making memories is easy here!

Guest favorite

Cottage in Lake Placid

4.91 out of 5 average rating, 142 reviews

Baby Buddha- Lake Placid Village

Our cottage is located in the desirable Hillcrest neighborhood and is a short 6 min walk to downtown. Stroll three blocks, one through the park and you will be in the heart of downtown by the movie theater where there are plenty of restaurants and things to do. Well behaved and housebroken pets welcome for a one time surcharge of $25 for the length of stay. Please make yourself comfortable and let us know if you have any questions. Permit Number: STR-200314

Guest favorite

Home in Burlington

4.93 out of 5 average rating, 114 reviews

Cozy, safe, conveniently located, newly renovated.

"Bienvienue" to our charming, recently renovated house to provide a comfortable stay in our quiet safe neighborhood and beautiful city. Suitable for a small family or two couples. Pet friendly with nice fenced back yard, pergola patio with grill. Also screened in front porch for bug free summer lounging. Five minute walk to Lake Champlain and waterfront park , ten minute walk to market place restaurants and nightlife or North Beach Park.

Guest favorite

Cabin in Morristown

4.93 out of 5 average rating, 380 reviews

Magical Karma Cabin in the Woods

They don't come any sweeter than this cabin!!! All PETS WELCOME!!! The fenced in yard gives your pets freedom and you a worry-free vacation. The cabin is very private but only minutes from everything. We are aiming to create a eco friendly and living with nature environment. Part of that is to have an edible landscape during the warm months. From berries to carrots to herbs it is wonderful experience for young and old. MRT-10102198

Top guest favorite

Cabin in Stowe

4.99 out of 5 average rating, 299 reviews

BEARfoot Bungalow

Magical 1 bedroom cabin tucked away in the woods with a mountain view & an extremely private yard. 3 acres of land adjacent to 75+ acres of Stowe Land Trust, protected land for hiking right out the door. Outdoor shower, hot tub, A/C, propane fireplace, covered deck, fire pit, corn hole & hammock. The best star gazing in Stowe! 1.5 miles from the village of Stowe but with a very remote feel. A well located and special property.

Top guest favorite

Home in Lake Placid

4.99 out of 5 average rating, 300 reviews

Cozy home Lake Placid Village

3 bedrooms, 2 bathrooms . Off-street parking I have 3 parking spaces 3 cars Max. Per regulation. Washer/Dryer, Fully stocked kitchen,WI-FI A/C etc... . Walk to Olympic Center, pubs/ restaurants / shopping. 10 minutes to Whiteface. Max 6 ppl. in beds, have Aerobeds to accom 2 more ppl./kids. Ask about pets. $50 Pet Fee (Dog) will apply .* 2 night minimum * 1 mile to the Rail Trail Permit Number STR-200159.

Guest favorite

Home in South Burlington

4.89 out of 5 average rating, 235 reviews

Cute and Cozy Burlington Bungalow-Pet Friendly

Our Burlington bungalow is a cozy and comfortable spot to stay in the south end of Burlington. A great location, it is a short drive to downtown restaurants and shops, the University of Vermont, and parks on beautiful Lake Champlain including Oak Ledge and Red Rocks. Gorgeous hikes, ski areas and small Vermont villages are a short drive, with easy access to 1-89. Enjoy our warm and charming home!