
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!

Jay Brook Lodge near Whiteface
Stunning style and exceptional quality home located in Jay Just minutes away from the Ausable River, Jay Mountain Trailhead and Whiteface Mountain. This home offers 5 bedrooms with 3.5 bathrooms suitable for up to 16 guests. Newly finished basement that provides entertainment for the entire family with a Billiards table, Ping Pong, and an Xbox game console. Enjoy the outdoor Hot tub and fire pit with Adirondack chairs. Lake Placid is just a 25 min drive and Whiteface mountain is a 13 min drive.

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.

Bright, Cozy, Private Vermont Respite
A countryside retreat that lands you in the heart of some of Vermont's most iconic attractions: 25 minutes to Burlington, Lake Champlain and Waterbury, 15 to Bolton, 45 to Stowe/Sugarbush, and 5 to the Sleepy Hollow Nordic/Mountain Biking Center. With the Johnnie Brook running through the backyard, hiking trails close to the property and the quaint Richmond town center just a few miles away, this home away from home has everything you need to rest, relax and enjoy some of the best of Vermont.

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

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.

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.
Popular amenities for Chesterfield house rentals
House rentals with a pool

Last Run Stowe: Pool, spacious, 5min to Village

Mott House, South Hero Vermont

Lakeside Bungalow ~ Pool | Hot Tub | Beach

Cozy 2 bedroom true log cabin

Charming Sugarbush Standalone Condo

Catherine House

EPIC Stowe Getaway - Great For Families & Friends

Concrete Ski House Near Sugarbush
Weekly house rentals

Charming 1930 Bungalow near Park & Beaches

Camp Wildwood

Adirondacks 46 peaks LakeChamplain Retreat

Quiet Adirondack Retreat with MASSIVE Views

Modern Farmhouse on 25 Acres - Superb Views

Sauna, Dock & 180° Views – Lakefront Retreat

Available June 19 and 20ADKBaseCamp, 4m Whiteface

Forest Hideaway
Private house rentals

Iron Peaks Lodge- Near Whiteface, dogs welcome!

Bittersweet Retreat on Willsboro Point

Sky Zen - Ridgeline Retreat

Historic Edge of the River, Adirondacks

The Gambrel Mountain Retreat at Twin Ponds

Shelburne Bay Waterfront Getaway

Gorgeous Lakefront Home w/ Private Beach & Views

Magical Augur Lake Retreat-Great for Large Groups!
Destinations to explore
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- Rentals with a fire pit Chesterfield
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- Family-friendly rentals Chesterfield
- Pet-friendly rentals Chesterfield
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- House rentals Essex County
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- House rentals United States
- Sugarbush Resort
- Bolton Valley Resort
- Stowe Mountain Resort
- Fort Ticonderoga
- University of Vermont
- Middlebury College
- Lake Flower
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- ECHO, Leahy Center for Lake Champlain
- Snow Farm Vineyard & Winery
- Shelburne Museum
- Shelburne Vineyard
- Warren Falls
- Cold Hollow Cider Mill
- Elmore State Park
- Waterfront Park
- Boyden Valley Winery & Spirits
- Lake Champlain Chocolates
- Ethan Allen Homestead Museum
- Green River Reservoir State Park
- Titus Mountain Family Ski Center
- Little River State Park
- Branbury State Park
- Lincoln Peak Vineyard





