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.

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Top 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, 118 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 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
4.98 out of 5 average rating, 175 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
Place to stay in Peru
4.93 out of 5 average rating, 187 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.

Top guest favourite
Sunlight filters through tall trees, casting elongated shadows on a grassy area by the lake. The serene water reflects the sky, creating a peaceful atmosphere. A few chairs are positioned on the grass, inviting relaxation and enjoyment of the picturesque surroundings.
Home in Willsboro
4.95 out of 5 average rating, 116 reviews

Quiet 3 Bedroom Cottage on Lake Champlain

You'll have a relaxing visit at this cozy, comfortable family camp. Enjoy swimming, kayaking and hiking. Explore gorgeous Lake Champlain or enjoy the view from the porch. The sunrises are spectacular! Lake Champlain is known for great year-round fishing. Tip: Bring your water shoes for maximum swimming comfort. Hop on the Essex Ferry to Vermont to experience shopping, art, restaurants and museums. The Shelburne Museum and ECHO, Leahy Center for Lake Champlain are perfect for families.

Top guest favourite
A spacious cabin is set in a lush green landscape, surrounded by tall trees. Large windows dominate the front, allowing natural light to fill the interior. The sloped grassy yard leads to a relaxing outdoor space, perfect for enjoying the serene woodland views.
Cabin in Enosburg
5 out of 5 average rating, 201 reviews

The Rustic Retreat at Twin Ponds

Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away. You’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. Wake up to coffee on the deck or take a stroll around the pond. And you won’t regret kicking back in the evenings - star gazing is simply magical! We are certain that you‘ll have a hard time leaving!

Guest favourite
An A-frame cabin is surrounded by tall trees, featuring a spacious deck with a railing. A fire pit is set in the yard, complemented by several wooden chairs arranged around it. String lights are hung above, creating a cozy outdoor seating area.
Cabin in Jay
4.99 out of 5 average rating, 136 reviews

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

This chalet-style cabin sits quietly in the woods with stunning, natural views and a new, private sauna. The home is in the Adirondack Park near Whiteface Mountain Ski Resort, Lake Placid, and Keene Valley, with endless opportunities for outdoor exploration & adventure year-round. Guests have access to hiking and x-country ski trails, river swimming and fishing points, and tennis courts. Enjoy the sauna, shuffleboard, record players, karaoke machine, wood stove, and fire pit at the cabin.

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.
Flat in Clintonville
4.88 out of 5 average rating, 269 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
Cabin in Wilmington
5 out of 5 average rating, 131 reviews

Private 8.5-Acres | Lux Hot Tub & EV Charger

Escape to High Peaks Hideout, a secluded 9 acre property, 10 minutes from Whiteface Mountain. This lovingly restored cabin offers a careful blend of modern comfort and rustic charm. It accommodates 4 comfortably, featuring a lofted king bed and 2 twin beds downstairs. Your mountain retreat awaits! - Luxury hot tub for 4, covered - New custom kitchen with soapstone countertops - Luxury linens - OLED TV with Sonos sound bar and Apple TV - Giant lounge sectional - Custom dimmable lighting

Top guest favourite
The main living area features a high A-frame ceiling with exposed wooden beams, creating a spacious feel. A comfortable sofa faces a modern coffee table, while a dining space with chairs is visible in the background. Large windows provide ample natural light and showcase scenic views.
Holiday home in Jay
4.97 out of 5 average rating, 176 reviews

Nine Sides Lodge- base camp for ADK Adventures

Nine Sides Lodge -3 Beds/1 Bath in the classic ski chalet, A-frame style with fresh and clean updates. -10min to Keene hiking, 15min to Whiteface Mt, 30min to Lake Placid. -Hiking, snowshoeing, XC Ski trails, stream and pond fishing - all in the neighborhood! A-frames are perfectly designed to re-kindle relationships and build a sense of togetherness! In other words, if you don't like being around your friends and family, stick to hotels. But stay here, and give your friends FOMO

Guest favourite
The cabin is surrounded by trees, featuring a spacious deck with glowing lights. A hot tub is visible adjacent to the exterior. A fire pit area is arranged with seating, surrounded by a well-maintained lawn, creating a welcoming outdoor space.
Cabin in Jay
4.98 out of 5 average rating, 174 reviews

Modern Hot Tub Sauna A-Frame near Whiteface

Welcome to the Black Pine Lodge! Nestled in the heart of the Adirondacks, this modern A-Frame 3 bed/3 bath cabin can accommodate up to 8 guests. Amenities: Hot Tub Panoramic Barrel Sauna Pool Table Helix mattresses Fire Pit Kayaks Surrounded by beautiful trees this place feels tranquil and has lots of hiking trails outside the front door. Explore other hikes, rivers & dining in neighboring Wilmington, Keene and Lake Placid. End the day relaxing at this lodge that caters to all.

Top guest favourite
A landscaped pathway with natural stone steps leads to a rustic log cabin, framed by lush greenery. The cabin features a warm wooden exterior, complemented by a surrounding garden with various plants. A decorative bell is positioned near the pathway.
Cabin in South Hero
4.98 out of 5 average rating, 117 reviews

The Cabin @ The Birches

Nestled on the serene shores of Lake Champlain, this rustic log cabin offers the perfect escape from city life. Located at 41 Kibbe Farm Rd. in South Hero, VT, this idyllic retreat promises tranquility and natural beauty in abundance. Whether you seek a peaceful retreat or an adventure-filled getaway, this lakeside log cabin provides the perfect setting. Book your stay today and experience the beauty of Vermont from the comfort of your own cabin on Lake Champlain.

Top guest favourite
The front of the cabin is framed by lush greenery and features a welcoming red door. Around a cozy patio area, four classic Adirondack chairs are arranged, complemented by blooming flower pots offering vibrant colors.
Cabin in Keeseville
4.93 out of 5 average rating, 160 reviews

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