
Pet-friendly holiday 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.

Entire House. 2+ bed, 2 bath near Lake & bikeway
Kick back and relax in this stylish space located less than 3 miles to downtown and under a mile walk to lake vistas & beaches. Access to the bike path is at the end of the street. Perfect for cyclists, runners, bikers, dog walkers & beach goers. Completely remodeled house with new appliances, fully equipped kitchen, laundry & high speed internet. Two bedroom suites each with their own bathroom; the King suite upstairs has additional TV & sitting area. Plus there is a bonus room with futon.

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.

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.

Waterbury Center Guest Bedroom - 244 Howard
The guestroom room has a separate entrance located off a covered, back porch with a small table and chairs for summer use. There is adjustable heat and cool air from the wall mounted air-source, heat pump. The little kitchen alcove is convenient for coffee or tea or a light meal (toaster oven, single induction “hot” plate, water heater) We live in a historic building. Our neighborhood is very close to Rte 100. Waterbury village and Stowe are nearby too with skiing, hiking and biking.

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

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!

Adirondack Cozy Log Cabin
We are a pet friendly cozy cabin set in the Jay Range. This hand-crafted log cabin was built from the trees right on the property. Featuring authentic rustic charm along with all the modern conveniences, a new cook’s kitchen, dishwasher, gas range and a wood burning stove. Relax in the deep soaking tub, perfect for after a long hike in the high peaks district. If privacy, comfort and tranquility are what you are after, the Cabin is the right place for you.

Downtown Burlington, Renovated, 1 bedroom+
Downtown Burlington! Completely renovated 1 bedroom apartment in historical 1845 house. New kitchen. open floor plan, super comfy futon if you need an extra bed. Bathroom with modern feel juxtaposed with a classic claw foot tub. Brand new amenities with a touch of historical flair: high speed wifi, 65" tv, hardwood floors through out, AC and heating controls. 7 minute walk to Church St. Close to UVM and Champlain College. 1 off street parking spot.

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!

Beautiful+Modern Flat: downtown, parking, laundry
Totally new modern little apartment with a cozy gas fireplace, and all the amenities: Full kitchen, washer, dryer, dishwasher, super fast wifi, and convenient location to downtown or the lakefront. NESPRESSO coffee maker and coffee provided free. Walk or bike is just a few minutes to lakefront or Church Street Marketplace. One parking spot provided! 15%weekly stay discount 30%monthly!!
Popular amenities for Chesterfield pet-friendly home rentals
Pet-friendly house rentals

Running Brook

White Spruce Cottage ~ Wilmington/Whiteface Mtn NY

The Guest House at Sky Hollow

Forest Hideaway

Enjoy every season in the Lake Champlain Region

Whiteface Panoramic View, Hot Tub, Gas Fireplace

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

Quiet 3 Bedroom Cottage on Lake Champlain
Pet-friendly home rentals with a pool

3rd Floor Studio @ The Lodge at Spruce Peak

Mott House, South Hero Vermont

Dog-Friendly Secluded Cabin

Cute Cottage - Poolside - Minutes To Activities

Concrete Ski House Near Sugarbush

Lodge At Spruce Peak Lux Studio | 1125

Cozy Lodge with Hottub/Sauna/Games near Whiteface

In Smuggs 5* 6 Daycations daily inc. Mtn. View!
Private, pet-friendly home rentals

Rustic Creek Cabin in ADK/Whiteface w Hot Tub

Adirondack Riverfront Retreat

Hideaway studio: breweries, skiing, dogs welcome

Hydrangea House on the Hill

The cutest little cabin in the Adirondacks!

Lodge with AC & Hot Tub

Edin's Chalet Adirondacks-Whiteface 4 Beds-2 Baths

Barn in Shelburne, Private Cross Country Ski Area
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal 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
- Waterfront rentals Chesterfield
- Rentals with outdoor seating Chesterfield
- Family-friendly rentals Chesterfield
- Rentals with beach access Chesterfield
- Rentals with a firepit Chesterfield
- Rentals with a patio Chesterfield
- Rentals with a fireplace Chesterfield
- Rentals with a kayak Chesterfield
- House rentals Chesterfield
- Rentals with a washing machine and dryer Chesterfield
- Rentals with lake access Chesterfield
- Pet-friendly rentals Essex County
- Pet-friendly rentals New York
- Pet-friendly rentals United States
- Sugarbush Resort
- Whiteface Mountain Ski Resort
- Bolton Valley Resort
- Lake Flower
- Fort Ticonderoga
- ECHO, Leahy Center for Lake Champlain
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- University of Vermont
- Stowe Mountain Resort
- Adirondak Loj
- Shelburne Museum
- Shelburne Vineyard
- Snow Farm Vineyard & Winery
- Boyden Valley Winery & Spirits
- Waterfront Park
- Lake Champlain Chocolates
- Middlebury College
- Warren Falls
- Elmore State Park
- Cold Hollow Cider Mill




