
House vacation rentals in Chesterfield
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Top-rated house rentals in Chesterfield
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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.

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.

The Cabin at Pinestone - Adirondacks/Whiteface
Construction was just completed on this small, 2 bedroom cabin located in the heart of the Adirondacks. Everything in this house is brand new. Minutes from every attraction; Whiteface Mountain, Lake Placid, Mountain Biking, hiking, etc.. Quiet, private location would make for a perfect romantic get-away or comfortable place to relax after a busy day. Modern amenities include: Rustic furnishings, shiplap, barn board, granite countertops, heated bathroom floor, dishwasher, central air & fire pit.

"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!

The Barnbrook House
Come relax in the serenity of the quiet countryside. This home boasts beautiful views, a large stone fireplace, and stained glass windows throughout the home. Enjoy the comforts of home with a full kitchen, amenities, and beds with 1500 thread count sheets while exploring the interesting features of this one of a kind house. Sit by the spring fed pond overlooking the property laced with apple trees. The home has direct access to short walking trails and is close to VAST trails for snowmobiling.

Modern, hilltop, lakeside retreat!
A minimal, refined retreat nestled in trees offers peaceful, modern luxury. Use the dock for swimming and relaxing, kayaking, and paddleboarding. Built in 2021 to the highest standards, for extended family. Located about 15 minutes from downtown Burlington & downtown Winooski w/ access to all manner of outdoor & maritime activities! We encourage you to enjoy coffee on the dock in the morning! Views from the house vary with the season due to the leaves on the trees. The lake is always beautiful.

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.

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.

So. Burl. quiet setting 10 mins fr. everything
Burlington ski house, recently completely renovated. Located 10 minutes from downtown Burlington and the water front. One hour from most ski resorts puts you in the middle of all the action. Pet friendly! Dog door with fully fenced in yard for your pets to run. Beautiful new Artesian Elite hot tub to relax in with open air gazebo to enjoy year round. Large open kitchen/living room concept to entertain with. Wheel chair ramp accessibility. 2 bedrooms and a pull out sofa in the living room

The Crow's Nest | Beachfront home on Malletts Bay
The Crow's Nest is a stunning luxury listing on Malletts Bay. This new construction home offers a dream vacation experience for up to 7 guests. Situated directly on the beach at Malletts Bay, you can live the Vermont lake life with your toes in the sand, paddle boarding on the lake, or from the top-level primary suite, enjoying unparalleled views of Lake Champlain. Out of state travelers will love visiting Church Street in Downtown Burlington, a quick 20 minute drive from The Crow's Nest!

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.

Birchwood Lodge - Our Home in the Woods
Birchwood Lodge is only four miles from the entrance to Whiteface Mountain. The property in Wilmington is nestled on three wooded acres with a babbling stream that meanders past the screened-in porch on the back of the house. This is a great place to create vacation memories as you explore the Adirondack and Olympic offerings or join the young at heart and explore the woods and stream in your own backyard at Birchwood Lodge.
Popular amenities for Chesterfield house rentals
House rentals with a pool

Mott House, South Hero Vermont

Lakeside Bungalow ~ Pool | Hot Tub | Beach

Cozy 2 bedroom true log cabin

Charming Sugarbush Standalone Condo

Stunning Mountain Top Cabin

Private 3 Acre Forest Retreat | Trails Pool Fire

Sugar House Homestead: A Perfect Retreat

Chilson Brook Alpacas Bonsai Cabin
Weekly house rentals

The Lake House Retreat

Home Base in the Heart of the Adirondacks

Historic Edge of the River, Adirondacks

The Looking Glass, a modernistic escape

Peaceful Meadow Retreat • Cobbler Hill Farm Stay

Mountain View

ADK Lake Champlain Retreat

Home away from home
Private house rentals

Owl's Head Overlook

Stunning 3BR Home w/ Lake access/hot tub

Iron Peaks Lodge- Near Whiteface, dogs welcome!

Jay Mountain Studio

Rustic Charm

The Gambrel Mountain Retreat at Twin Ponds

M&T AirBnB

Relax on the Shores of Lake Champlain
Destinations to explore
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- Rentals with a fire pit Chesterfield
- Pet-friendly rentals Chesterfield
- Rentals with a fireplace Chesterfield
- Rentals with a kayak Chesterfield
- Family-friendly rentals Chesterfield
- Rentals with a washer and dryer Chesterfield
- Rentals with a patio Chesterfield
- Rentals with beach access Chesterfield
- Rentals with lake access Chesterfield
- Waterfront rentals Chesterfield
- Rentals with outdoor seating Chesterfield
- House rentals Essex County
- House rentals New York
- House rentals United States
- Sugarbush Resort
- Bolton Valley Resort
- Stowe Mountain Resort
- Fort Ticonderoga
- Whiteface Mountain Ski Resort
- Lake Flower
- Parc Safari
- Middlebury College
- ECHO, Leahy Center for Lake Champlain
- University of Vermont
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Elmore State Park
- Warren Falls
- Shelburne Museum
- Shelburne Vineyard
- Cold Hollow Cider Mill
- Snow Farm Vineyard & Winery
- Waterfront Park
- Cochran's Ski Area
- Boyden Valley Winery & Spirits
- Lake Champlain Chocolates
- Ethan Allen Homestead Museum
- Titus Mountain Family Ski Center
- Lincoln Peak Vineyard





