Pet-friendly holiday rentals in Chesterfield

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.

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

Vacation Home for All Seasons! Weekly Discount!

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.

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!

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

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.

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

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.

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!