Pet-friendly holiday rentals in Chesterfield

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Top-rated pet-friendly home rentals in Chesterfield

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Top Guest favourite
The exterior of a modern house is framed by vibrant autumn foliage, showcasing a blend of orange, yellow, and red leaves. A paved driveway leads to the entrance, accented by stone landscaping and a small garden. Large windows reflect the surrounding nature.
Apartment in Lake Placid
4.99 out of 5 average rating, 205 reviews

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

Guest favourite
A cottage is seen perched on a grassy bank, overlooking a river. Tall trees frame the scene, providing a natural backdrop. The water's surface reflects the surroundings, while a hint of light is visible from the cottage window, suggesting warmth inside.
Home in Willsboro
4.97 out of 5 average rating, 116 reviews

"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!

Guest favourite
A charming cottage features a combination of stone and log exterior, framed by vibrant trees in autumn colors. A green pitched roof complements the rustic design. The front yard is adorned with a variety of plants and seating arrangements, creating a serene environment.
Castle in Schuyler Falls
4.91 out of 5 average rating, 388 reviews

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.

Top Guest favourite
A cozy living space features two striped armchairs and a woven coffee table adorned with a vase of sunflowers. A well-equipped kitchen, visible in the background, includes wood cabinetry and modern appliances. Natural light fills the room, enhancing the inviting atmosphere.
Cottage in Panton
4.97 out of 5 average rating, 259 reviews

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.

Top Guest favourite
A charming chalet stands amidst a wooded area, with warm interior lights glowing through the large front windows. A stone fire pit is surrounded by wooden Adirondack chairs, creating a cozy outdoor gathering space under strung lights scattered among the trees.
Cabin in Jay
4.99 out of 5 average rating, 161 reviews

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!

Top Guest favourite
A rustic cabin is framed by lush greenery, surrounded by a manicured garden. An outdoor picnic table is situated on the grass, complemented by a patio umbrella and flower pots. The entrance features a welcoming door, adding charm to the serene woodland setting.
Place to stay in Peru
4.93 out of 5 average rating, 174 reviews

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.

Guest favourite
A dining table is set with elegant tableware, including glassware and a decorative vase of flowers. The backdrop features a serene view of Lake Champlain, with lush greenery and distant islands under a clear blue sky.
Cabin in South Hero
4.93 out of 5 average rating, 202 reviews

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.

Top Guest favourite
A queen-sized bed is positioned against a wooden wall with slanted ceilings. Large triangular windows provide views of the surrounding forest and mountains, allowing natural light to fill the space.
Home in Keene
4.97 out of 5 average rating, 220 reviews

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.

Top Guest favourite
Two white Adirondack chairs are positioned on a grassy area overlooking the Ausable River. The river flows gently under a cloudy sky, surrounded by trees displaying vibrant autumn foliage in shades of orange and green.
Apartment in Clintonville
4.88 out of 5 average rating, 264 reviews

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.

Top Guest favourite
An aerial view captures the cozy chalet nestled among lush green trees, with distant mountain peaks visible in the background. The cabin is surrounded by a spacious outdoor area, showcasing a wrap-around deck that invites relaxation.
Cabin in Jay
4.96 out of 5 average rating, 259 reviews

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

Top Guest favourite
The exterior of the guesthouse is shown, featuring a white wooden facade with multiple windows. A prominent cupola tops the structure, reflecting sunlight under a clear blue sky. Lush green trees and shrubs surround the building, enhancing the serene ambiance of the area.
Guesthouse in Vergennes
4.98 out of 5 average rating, 132 reviews

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.

Guest favourite
An airy living and dining area features high ceilings with natural wood accents and large windows allowing ample natural light. A dining table is set for meals, while a cozy seating area includes two armchairs and a sofa, creating a welcoming space for relaxation.
Cabin in Jay
4.97 out of 5 average rating, 103 reviews

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