House vacation rentals in Chesterfield

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Top-rated house rentals in Chesterfield

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Top guest favorite
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 favorite
A single-story house is framed by lush greenery and a serene pond. The structure features a large porch that extends along the front, with a chimney visible on the roof. The soft hues of sunset provide a warm ambiance to the setting.
Home in Westport
4.99 out of 5 average rating, 119 reviews

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.

Top guest favorite
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!

Top guest favorite
A bright living room features a large sectional sofa adorned with colorful accent pillows. A wooden coffee table with a glass top sits on a vibrant floral area rug, while natural light filters through a sheer window covering, illuminating the space.
Home in South Burlington
4.99 out of 5 average rating, 244 reviews

Luxury Urban Farmstay, centrally located

Enhance your visit to our beautiful Green Mountain State with a unique housing experience-rent a private home on Woods Edge Farm. 10 minutes from downtown Burlington, UVM & the airport, this tiny urban farm is tucked in a quiet residential neighborhood backed by woods & trails. Your stay won’t lack amenities: fully equipped chef’s kitchen, backyard patio, Roku tv. Beyond the private patio, wander onto the farm to pick your own berries for breakfast or arrange a tour with farmer/chef/host Anne.

Top guest favorite
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 favorite
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
4.98 out of 5 average rating, 245 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 favorite
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.

Top guest favorite
The exterior of the chalet is showcased, highlighting a welcoming entryway with a wooden deck and a pathway made of stones leading towards the lush greenery. The backdrop features rolling mountains under a clear blue sky, enhancing the natural setting.
Home in Wilmington
4.98 out of 5 average rating, 330 reviews

Stunning Views, Luxury, Near Whiteface,Lake Placid

LOOKOUT MOUNTAIN CHALET – Luxury 4 bedroom, 3 bathroom retreat just 1.9 mi to Whiteface 🎿 and 20 minutes to Lake Placid! Sleeps 10 in 4 beds plus queen foam mattresses 🛏. Dog-friendly 🐾, hot tub ♨, Finlandian sauna 🧖‍♂️, fireplace 🔥, direct mountain views 🌄 Enjoy the BBQ park-style BBQ grills; large deck, Trex furniture, spacious, custom bathroom showers, Smart TVs, and fully equipped kitchen with granite counters. Close to hiking and biking trails, lakes, dining, and year-round fun!

Top guest favorite
The modern exterior of New Bridge House is highlighted, showcasing a sleek design with large windows and a combination of natural stone and concrete patios. Surrounding pine trees provide a natural backdrop, while outdoor seating areas invite relaxation.
Home in Wilmington
4.98 out of 5 average rating, 100 reviews

New Bridge House | 10 Minutes from Whiteface

Welcome to New Bridge House. A contemporary oasis in the heart of the Adirondack Mountains. Kick back and relax in this calm, stylish space. The design of this home welcomes the outdoors with its large windows, clean finishes and color palette inspired by nature. Its wooded location set back from the road creates a relaxing sanctuary after a day of enjoying outdoor activities. New Bridge House is located near the best skiing, hiking, biking and fishing areas the Adirondacks have to offer.

Top guest favorite
A bright living area features a cozy orange sofa and a wooden rocking chair. A large wall-mounted photograph of a snow-covered mountain adds visual interest. A dining table is positioned in the foreground, with a floral arrangement on display.
Home in Burlington
4.94 out of 5 average rating, 173 reviews

Déjà View: Beautiful Home with Views of the Lake

Newly renovated, historic home with modern features and designs. Our home is located in downtown Burlington and features a wall of windows with spectacular lake and mountain views. The Lake Champlain waterfront and Battery Park are a short 10-15 minute walk away, while the top of Church Street is a 15-20 minute walk. Our 4 bedroom, 2 bath home is great for families and quiet guests as it is nestled in a quiet neighborhood oasis. The backyard has plenty of space to enjoy the sunsets.

Top guest favorite
A sprawling meadow extends towards distant mountains, with a varied landscape marked by trees and fields. The sky is partially covered with clouds, offering a serene view of the natural surroundings and hints of autumn colors in the foliage.
Home in Wilmington
4.94 out of 5 average rating, 562 reviews

THE VIEW! THE VIEW! THE VIEW!

A 1900 farmhouse that has been in the family for generations. Recently renovated to accommodate up to 5 guests, it is clean with simple furnishings and a SPECTACULAR VIEW! Located RIGHT ON NYS RTE 86 (close to the road) with easy access to nearby attractions. The house is split in 2 and is designed for 2 families. I rent out "The View" using airbnb exclusively. My wife and I reside in the back portion of the house with a separate entrance and separate parking.

Top guest favorite
An aerial view captures the serene expanse of Lake Champlain surrounded by lush green fields and trees. A winding dirt road leads to the rustic home, while a boat is seen in the distance, creating a tranquil scene against the bright blue sky.
Home in Westport
4.93 out of 5 average rating, 121 reviews

Lakefront w/ dock and sauna in the Adirondacks

Spread out in our rustic but cozy 4 bedroom home! The entire house will be yours to enjoy, along with a dock, sauna, 2 kayaks, 2 SUPs and a canoe. AC and heaters make this a year round retreat. New STARLINK provides fast wifi. The quiet dirt road that leads to the house is perfect for evening strolls, bird watching and kid exploration (bring your bikes!). Local eateries and breweries will keep you fueled for your fun, or just relax on the screened in porch

Popular amenities for Chesterfield house rentals