
Pet-friendly holiday rentals in Chesterfield
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Top-rated pet-friendly home rentals in Chesterfield
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Aunt Shy's Hide-Away
Aunt Shy's hide-away is nestled on a dead end road in the Spruce Mill Brook Valley bounded by Saddle Hill and Hood Mountain (both on the 250-acre property). Situated in the Adirondack Park midway between the High Peaks and Lake Champlain (Exit 32 on I-87), this property is in an ideal base for enjoying the Adirondack Mountains and Lake Champlain Valley. Looking to get away from the daily grind, hike, bike, fish, ski, or just relax by the fire. Five minutes to the Meadowmount School of Music.

VanHoevenberg Ridge upper level apartment.
Magnificent mountain views in the midst of the High Peaks Region and 42.7 acre zoning, six miles from Lake Placid Village's traffic and bustle; this upper level suite features queen master bedroom plus second bedroom with double bed, and Jack and Jill bath, fully equipped kitchen, cathedral dining and living rooms. Relax and enjoy mountain sunsets from hot tub on deck. All-wheel drive needed to manage 1,000-foot paved private drive in winter. North Elba Short Term Rental Permit # STR-200360

"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

Edin's Chalet Adirondacks-Whiteface 4 Beds-2 Baths
Bring the whole family to this great place with lots of room for fun. *** Ground level offers spacious great room with living room, dinning area, eat in kitchen. full bathroom, laundromat. *** Bunk room is on ground floor with 4 full beds and huge closet. *** Loft or 2nd floor has 2 bedrooms. *** One of the bedrooms is Master and it has full bathroom with standing shower, walk in closet and deck with seating area. *** Basement bedroom has queen size bed, large full size window.

Champlain Cottage
Take a break and unwind at this peaceful oasis on lake Champlain right off interstate I89 on the Canadian border in a private estate with 6 beach accesses throughout, also a boat ramp for fisherman!! ICE fishing as well, (ask me about an ice fishing shanty rental) Very nice quiet neighborhood, watch the beautiful sunsets at the waterfront next to a nice cozy camp fire on the beach or on the deck grilling food and playing corn-hole, great WIFI connection. Come enjoy your stay.

Sunrise over South Mountain
This is a spacious guesthouse/retreat where you can relax and unwind. There are great views and walking down the road is serene, with open fields bordered by woods and teaming with wildlife. In the winter you can Nordic ski or snowshoe right outside your door, through fields and woodland paths down by an active sugar-bush. We currently have chickens as well as my friendly dog Annie who loves to play. We also have a young kitty named LB who is a pip.

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.

Adirondack Cabin Retreat – Hot Tub + Lake
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.
Popular amenities for Chesterfield pet-friendly home rentals
Pet-friendly house rentals

The Indian Lake House -lakefront-Hot Tub-Sauna-

ADK Rustic Cabin Retreat

Running Brook

Entire House. 2+ bed, 2 bath near Lake & bikeway

3 BR House near Burlington

Enjoy every season in the Lake Champlain Region

Lakefront w/ dock and sauna in the Adirondacks

Private House|Large Yard|Within 1 Mile To Downtown
Pet-friendly home rentals with a pool

Luxury Alpine Studio Ski in Ski out mountainside

Lower Yurt Stay on VT Homestead

EPIC Stowe Getaway - Great For Families & Friends

Cute Cottage - Poolside - Minutes To Activities

Cozy Little Mountain Condo

Hill Top Apartment With Amazing View Near Stowe

Château Chavis

Cozy/Private, close to hospital, i-89
Private, pet-friendly home rentals

Rustic Creek Cabin in ADK/Whiteface w Hot Tub

Cozy ADK Retreat | Hot Tub • Firepit • Nature

Adirondacks 46 peaks LakeChamplain retreat

Poke-O-Moonshine Retreat

Mountain View

A-frame w/ sauna near Whiteface & Lake Placid, NY

Private Modern Cabin in Keene

Secluded Village Gem: Cozy Studio Overlooks River!
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
- Boston Holiday rentals
- Greater Toronto Area Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- House rentals Chesterfield
- Rentals with a washing machine and dryer Chesterfield
- Rentals with a fireplace Chesterfield
- Rentals with a kayak Chesterfield
- Rentals with beach access Chesterfield
- Rentals with lake access Chesterfield
- Rentals with a firepit Chesterfield
- Family-friendly rentals Chesterfield
- Waterfront rentals Chesterfield
- Rentals with a patio Chesterfield
- Rentals with outdoor seating 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
- Stowe Mountain Resort
- University of Vermont
- ECHO, Leahy Center for Lake Champlain
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Adirondak Loj
- Shelburne Museum
- Boyden Valley Winery & Spirits
- Middlebury College
- Shelburne Vineyard
- Warren Falls
- Waterfront Park
- Snow Farm Vineyard & Winery
- Elmore State Park
- Lake Champlain Chocolates
- Cold Hollow Cider Mill




