Holiday rentals in Chesterfield

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Top-rated holiday rentals in Chesterfield

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A modern wooden exterior features a combination of large windows and a welcoming front door. The building includes two spacious garage doors, all set against a backdrop of colorful autumn foliage. A manicured pathway leads to the entrance.
Loft in Keeseville
5.0 out of 5 average rating, 232 reviews

Adirondack Gem in the Champlain Valley/VT Views

Our country home is nestled in a peaceful wooded area overlooking Lake Champlain and the VT Green Mtns . The 900 sq ft Loft is private and welcoming, with many thoughtful details for your comfort and total relaxation. Cuddle up with comfy chairs, cozy throws and an abundance of books and magazines. It is so quiet, and the beds so comfortable, that a restful night's sleep is almost a guarantee. Kayaking, canoeing, and fishing opportunities abound with water access close-by. Very kid-friendly.

Top guest favourite
The exterior of a wooden house is displayed, featuring a sloping entrance with a wooden walkway leading to the main entry. Large windows provide views of the lake and surrounding greenery, while colorful flower beds enhance the peaceful setting.
Home in Port Kent
4.93 out of 5 average rating, 381 reviews

18 Lake Stunning View of Champlain in Adirondacks

Welcome to 18 Lake. Situated in beautiful, quiet, Port Kent, NY, this gem is the perfect place to relax and get away. People come from all across the country to tour this charming area on bicycles in summer, and from all over the world during the winter for Lake Placid's winter sports. In fall, the colors are vibrant and breathtaking. Fresh maple products are on tap in Spring. Enjoy area attractions such as Ausable Chasm, High Falls Gorge, Port Kent Beach, golf, orchards, hiking and biking.

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!

Superhost
The exterior view of the Dutch Oak Cabin showcases a rustic wooden structure with a red metal roof. A picnic table is situated on the grassy area in front, providing a perfect spot for outdoor dining. Surrounding trees offer a natural backdrop.
Cabin in Keeseville
4.89 out of 5 average rating, 81 reviews

Poke-O-Moonshine Retreat

Dutch Oak Cabin – Clean, Modern Comfort at the Base of Poke-O-Moonshine Welcome to Poke-O-Moonshine Retreat. Set right at the base of Poke-O-Moonshine Mountain in the heart of the Adirondacks. With direct access to the Ranger Trails just steps from your door, this is the perfect base for hiking, climbing, and exploring the region’s natural beauty. Whether you’re boating on Lake Champlain, taking on a summit, or looking to unwind, this cabin offers a peaceful, well-equipped place to return to.

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, 120 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
Place to stay in Peru
4.93 out of 5 average rating, 196 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
The exterior of a hillside home is showcased, featuring natural wood siding and multiple windows. A screened porch is evident, providing a view of the surrounding greenery and Lake Champlain in the distance. The well-maintained lawn enhances the tranquil setting.
Home in Keeseville
5.0 out of 5 average rating, 67 reviews

Quiet Adirondack Retreat with MASSIVE Views

Come rejuvenate at our Adirondack hilltop home on 7 acres overlooking Lake Champlain, Green Mountains of Vermont, and the Adirondack Park. **30 minutes from Whiteface Mountain skiing** Whether you are looking to reconnect with family/friends, unwind after a day of hiking/biking/skiing/golfing/leaf peeping in the Adirondacks or finish that book/album you are working on, you will find a quiet environment to relax and enjoy your break inside the Blue Line of the 6-million-acre Adirondack Park.

Guest favourite
Several colorful canoes and kayaks are arranged along the grassy shore, with yellow, red, and white hulls visible. A blue canopy stands nearby, providing shade over a seating area. The calm lake reflects the surrounding greenery and cloudy sky in the background.
Home in Keeseville
4.98 out of 5 average rating, 61 reviews

Magical Augur Lake Retreat-Great for Large Groups!

Perched on 2 acres overlooking Augur Lake, bring the whole family to experience the magic of this amazing place with lots of room for fun playing in the sandbox, lawn games, paddling, and bonfires; or enjoy some relaxation and watch the sunrise on the lake from the patio with a cup of coffee or take in the fresh evening breeze during happy hour. Whether you decide to cozy up by the fireplace with your favorite book, or are playing board games, the memories you make here will last a lifetime.

Top guest favourite
Home in Au Sable Forks
4.82 out of 5 average rating, 233 reviews

Adirondack Vacation Destination Lodge on Fern Lake

This mountain retreat is designed for relaxation, comfort and fun! Located in the pristine Adirondack Park and located adjacent to Palmer Brook Sportsman Club that provides over 5000+ acres of recreational trails for xc skiing (no lifts/ tow rope), snowshoe, snowmobile, atv, mountain bike trails all starting from your doorstep. Arrangements can be made for access Jan-Aug months simply include this request in your stay and enjoy the great outdoors all day and relax by the fireplace at night.

Guest favourite
A mid-century modern house is framed by vibrant autumn foliage. The structure features a sloped roof with a combination of white siding and metallic panels. An inviting balcony holds several Adirondack chairs, while a rock landscaping adds to the natural setting.
Home in Willsboro
5.0 out of 5 average rating, 61 reviews

Modern House on Lake Champlain

Unplug and unwind in this renovated mid-century-modern inspired house on Lake Champlain in the Adirondack Park. Enjoy privacy and nature on the 3.5 acre lot with 200 feet of shore. The bedrooms each have en-suite bathrooms. Relax in the soaking tub and watch a movie. Sink into an Adirondack chair, take in Mount Mansfield and be on the lookout for deer and other wildlife. Take a short hike through a cedar forest down to the shore. The house also serves as an art gallery for local artists.

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. Lastly for security, we have a camera focused on driveway entrance.

Top guest favourite
The open-plan living area features a spacious sectional sofa positioned near a light-toned rug. Natural wood beams enhance the ceiling, while windows invite ample light. The fully-equipped kitchen, complete with modern appliances, is easily accessible, and a washer/dryer is visible in the adjacent area.
Guest house in Willsboro
4.98 out of 5 average rating, 41 reviews

The Farmhouse

Nestled in the rolling hills of the Adirondack Mountains, 'The Farmhouse' is a guest house attached to our home and provides a serene setting for you and your family. Hiking, camping, and woodland walks abound in the area, including a newly established trail less than 0.1 miles from the front door. Nearby Lake Champlain provides endless water oppourtunites, and Whiteface mountain, a 45 minute drive is a major ski and hiking destination. Ausable Chasm is a short 15 minutes away.

Popular amenities for Chesterfield holiday rentals