
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.

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!

Woodstone Cottage an Adirondack Experience
Woodstone Cottage is a cozy stone and log building, located between lake champlain and whiteface moutian, sitting on a 109 acres sided by Salmon River, with gorgeous hiking trails. If you're looking to enjoy a warm outdoor jacuzzi, warm sauna bath or a relaxing night with fire on a clear sky, look no further. It is a haven for a romantic getaway, a skiing experience, or a relaxing family time in the nature. If this isn't available, check my other similar property Adirondack House Experience.

Panton / Near Vergennes , Middlebury Private Home
Begin your Vermont experience at our serenely secluded, wooded hide–a-way. This inviting private home features all the best amenities including luxury linens, fully equipped kitchen, bath with custom over sized shower, a beautiful deck with gas grill, teak and glass dining table, and lounge seating for 4. It is the perfect space for 2 adults and children, or up to 4 adults, providing easy access to the best Vermont has to offer from Lake Champlain, Vergennes, Middlebury, and all points beyond.

TheADKChalet w/ Hot Tub (Adirondacks)
At face value, IG: @theadkchalet appears to be just a humble little getaway tucked in the Adirondack Mountains of Jay, NY (Lake Placid Area). But even the most discerning guests will be quickly spirited away by the rustic charm and secluded forest feel. The Chalet sleeps 4 people and has two bedrooms and one bathroom. The Chalet is located approx. 4.5hrs from NYC by car and is the perfect place to: escape the city, rekindle a romance, ski/ride Whiteface Mountain, hike, fish and so much more!

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.

Rockhaven - Island View
Rockhaven, a romantic getaway is a rare find. Step back in time and enjoy almost 600' of lake shore on Vermont's unique Lake Champlain with 180 degree views, from westerly views to New York's Adirondacks, through the north and east to Vermont's Green Mountains. This private site is 2 acres with mature trees, meadows, and wooded buffers, ensuring a peaceful and private stay. There are two cottages available; they can be rented separately or together. Each is one bedroom with private bath.

Ascent House | Keene
A unique retreat meticulously crafted for resting and recharging after exploring in our beautiful Adirondack Wilderness. Flooded with natural light, every room offers calming frames of nature. Watch the sun peak through the forest and rise over the mountains through expansive windows. Ascend the levels of the house, each revealing more landscape. Experience a designer woodfired traditional Finnish sauna & totally recharge while embracing our harsh Adirondack weather. We hope you love it here.

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

Private Guesthouse in the heart of Vergennes
Completed in 2013, the Guesthouse perfectly complements the 1871 Victorian home to which it is attached. Located on Main Street in historic Vergennes, Vermont, our home is one of several fine examples of the architecture of the 19th Century that grace our City. Our thriving downtown is a short walk away, boasting exceptional dining and shopping opportunities. Vergennes is a 20-minute drive away from Middlebury College, and 45 minutes from Burlington.

The Beech Retreat w/ Infrared Sauna
The Beech Retreat offers the perfect getaway for a relaxing stay while adventuring in the Adirondacks. Our location in Jay, NY provides easy access to Whiteface Mountain, Lake Placid, Keene Valley, and the surrounding areas. Hike, bike, or fish in the nearby mountains and rivers or enjoy winter sports during the winter months. Come back and unwind by the fire or downstairs in the game room equipped with an infrared sauna.
Popular amenities for Chesterfield pet-friendly home rentals
Pet-friendly house rentals

Running Brook

Cozy Mountain House- 50 acres/Trails/Whiteface mnt

Ten Springs Farm at the foot of Mt. Mansfield

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

Quiet 3 Bedroom Cottage on Lake Champlain

Whiteface Cottage~Level 2 EV Charger~Hot Tub~AC

Secluded Chalet w/ Hottub & Stunning Mtn Views

Cozy Hideaway w Hot Tub — Perfect for Ski Weekend!
Pet-friendly home rentals with a pool

Lower Yurt Stay on VT Homestead

EPIC Stowe Getaway - Great For Families & Friends

Cute Cottage - Poolside - Minutes To Activities

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

Mountain View Luxury Studio Lodge At Spruce Peak

Cozy Little Mountain Condo

Hill Top Apartment With Amazing View Near Stowe

Château Chavis
Private, pet-friendly home rentals

Rustic Creek Cabin in ADK/Whiteface w Hot Tub

200 acre Stowe area Bunkhouse.

The Cottage on Sterling Brook

Private 8.5-Acres | Lux Hot Tub & EV Charger

Private Modern Cabin in Keene

Green Valley Lodge- restful retreat

Beautiful lake-front cottage, Lake Champlain

Camp Red Fox - 15 min from whiteface, wood stove
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
- Waterfront rentals Chesterfield
- Rentals with beach access Chesterfield
- Family-friendly rentals Chesterfield
- House rentals Chesterfield
- Rentals with a patio Chesterfield
- Rentals with outdoor seating Chesterfield
- Rentals with lake access Chesterfield
- Rentals with a fireplace Chesterfield
- Rentals with a kayak Chesterfield
- Rentals with a fire pit Chesterfield
- Rentals with a washing machine and dryer 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
- Adirondak Loj
- Middlebury College
- Boyden Valley Winery & Spirits
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Shelburne Museum
- Warren Falls
- Waterfront Park
- Shelburne Vineyard
- Snow Farm Vineyard & Winery
- Lake Champlain Chocolates
- Elmore State Park
- Cold Hollow Cider Mill




