
Pet-friendly holiday rentals in Chesterfield
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Top-rated pet-friendly home rentals in Chesterfield
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Walk to the Lake. Quiet neighborhood. Comfy beds.
This completely remodeled apartment in a quiet neighborhood is walking distance to the Burlington Bikeway and Lake Champlain. Enjoy the well appointed kitchen with granite counters, full-sized, new appliances, dining table and countertop seating. The beds are very comfortable and we provide extra pillows and blankets. Filled with original artwork & designerly style. Included: high-speed internet & streaming TV, a printer, & whole-house HEPPA certified air purifier for your safety and comfort

"Beau Overlook" Enjoy 2 states from 1 great spot!
Come enjoy LOGISTICS to the Green Mountains of VT & the heart of the DACKS in one sweet spot. "Beau Overlook Cottage" perched high on the banks of the BOQUET RIVER, with sweet sounds of water tumbling over river rocks below. This home is situated 2 miles north of the Lake Champlain ~ Boquet River Delta. The beautiful LAKE scene at the sandbar of the delta must be seen to be appreciated. This relaxing sanctuary will provide an upscale and sophisticated home, whose logistics cannot be beat!

The Brookside Cabin
Our Cabin is nestled in the woods of the Adirondack Mountains. The Cabin is behind our family home. We are on a country road close to two towns. Our area offers many amenities such as fishing, hiking, boating, golf, hunting , wine tasting, leaf peeping. The cabin is heated by a wood stove and is the only heat source. “Wood Stove will injure a small child. Fast moving water in brook. Children 7 and up is ok with pre approval. The outside shower is heated, hot water available mid April -Nov.

Secluded ADK cabin | family fun & winter adventure
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).

Cozy Rustic Two Story Apartment
Located on the famous Ausable River. 20 minutes to Whifeface Mountiain or Plattsburgh and the Plattsburgh Airport. 10 minutes from the AuSable Chasm. This can be your resting point after spending a fun filled day in the Adirondacks. At this location you have the opportunity to walk down to the river to fish, paint or just sit and relax in the beautiful surroundings. You’re welcome to have an evening fire in our outdoors fire pit that can be set up for beautiful scenic views of the river.

Adirondack Timberwolf 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

Adirondack Mountain View Retreat
30 minutes from Lake Placid, this unique mountain-view space features a comfortable, secluded 3-room guest suite opening out to a private covered terrace showcasing unmatched views of the Adirondack Peaks. A pet-friendly space ideal for outdoor enthusiasts, a couple's getaway, those working from home, or those just looking to have a peaceful retreat in the countryside - come enjoy our 25 acres of fields, forests, ponds and private riverbank. Also available: airbnb.com/h/adkretreat

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!

The Greenbush Barn
Escape to the sanctuary of the countryside yet only steps from a local café. This one-bedroom guest house in a beautifully converted barn sits on six acres with views of fields, forest, and the Adirondacks. Enjoy trails for biking, hiking, and skiing right outside, Lake Champlain just 5 minutes away, plus access to gardens, orchards, and an apothecary garden. Ideal for biohackers, wellness seekers, and anyone craving a restorative homestead stay.

Winter Wonderland w/ hot tub perfect for couples
Plan a peaceful stay for up to 5 people in this cozy, well-appointed cabin with lake access that marries rustic charm with modern amenities. This is a vintage Adirondack retreat with access to a quiet and private lake perfect for swimming, paddling and fishing. We have loons and a resident bald eagle. A local winery and brewery are so close by too! Ausable Chasm is fun family-friendly attraction just down the road.

The Trailhead
Our guest suite is located on our small horse farm in the foothills of the Adirondacks. The space has a cozy rustic charm, and has everything you’ll need for a quiet mountain getaway in any season. We are located right at the entrance of the Blueberry Hill Trails, a 1000-acre trail system designed for hiking, snowshoeing, skiing, mountain biking, and horseback riding. Head out the door and you're right on the trails.

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!
Popular amenities for Chesterfield pet-friendly home rentals
Pet-friendly house rentals

Running Brook

Sauna, Dock & 180° Views – Lakefront Retreat

2-Bedroom Home in Desirable Orchard Neighborhood

Forest Hideaway

Enjoy every season in the Lake Champlain Region

The Sanctuary: 3 Bedrooms, Easy Walking, +Parking!

Charming 2 Bedroom Modern 1880’s Farmhouse

Ascent House | Keene
Pet-friendly home rentals with a pool

3rd Floor Studio @ The Lodge at Spruce Peak

Mott House, South Hero Vermont

Lower Yurt Stay on VT Homestead

EPIC Stowe Getaway - Great For Families & Friends

Cute Cottage - Poolside - Minutes To Activities

Cozy Lodge with Hottub/Sauna/Games near Whiteface

In Smuggs 5* 6 Daycations daily inc. Mtn. View!

3BR Stonybrook * Near Trapp Family & Bike Path!
Private, pet-friendly home rentals

Cozy & Peaceful Cabin in the Woods - Pups Welcome

Hideaway studio: breweries, skiing, dogs welcome

Hydrangea House on the Hill

Hyde Away | Spacious funky loft w/ parking & tub

The cutest little cabin in the Adirondacks!

Chazy on the Lake

VanHoevenberg Ridge upper level apartment.

TheADKChalet w/ Hot Tub (Adirondacks)
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Rentals with a fire pit Chesterfield
- Rentals with a patio Chesterfield
- Rentals with lake access Chesterfield
- House rentals Chesterfield
- Waterfront rentals Chesterfield
- Family-friendly rentals Chesterfield
- Rentals with beach access Chesterfield
- Rentals with a washing machine and dryer Chesterfield
- Rentals with outdoor seating Chesterfield
- Rentals with a fireplace Chesterfield
- Rentals with a kayak Chesterfield
- Pet-friendly rentals Essex County
- Pet-friendly rentals New York
- Pet-friendly rentals United States
- Sugarbush Resort
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Lake Flower
- ECHO, Leahy Center for Lake Champlain
- Stowe Mountain Resort
- Adirondak Loj
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- University of Vermont
- Shelburne Museum
- Middlebury College
- Shelburne Vineyard
- Waterfront Park
- Warren Falls
- Boyden Valley Winery & Spirits
- Lake Champlain Chocolates
- Snow Farm Vineyard & Winery
- Cold Hollow Cider Mill
- Elmore State Park




