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

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.
LocationValueGrill

3 BR home near I-89, BTV, UVM & Malls
This home has a great location with quick access to I-89, & it's close to UVM, St. Mike, Champlain College, Malls, downtown Burlington, TJmaxx, Restaurants, & Bars. 8-minute away from the BTV airport! Places within walking distance: Healthy Living, Trader Joe's, Chipotle, Hannaford, Dave's Hot Chicken, Applebee's, & Target. This home is close to Lake Champlain/Waterfront, bike paths, hiking trails, ski resorts, & 30min drive to Ben & Jerry's Factory! Rental Permit #: RENTALREG-2025-438
LocationFamilyBathroom

"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!
LocationFamilyWifi

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.
LocationFamilyAir conditioning

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.
LocationFamilyBathroom

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.
ValueLocationLaundry

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.
ValueFamilyQuiet

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.
ValueLocationTV

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!
LocationFamilyParks

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.
FamilyValueView

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

EPIC Stowe Getaway - Great For Families & Friends
FamilyValueBeach

Charming Sugarbush Standalone Condo
ValueFamilyCheck-in

Serene Mountain Studio Spruce Peak Lodge | 1328
FamilyValueComfort

Catherine House
FamilyLocationBackyard

Mott House, South Hero Vermont
FamilyLocationCleanliness

Lakeside Bungalow ~ Pool | Hot Tub | Beach
FamilyLocationHospitality

Whispering Maples
LocationFamilyPool

Sugar House Homestead: A Perfect Retreat
FamilyLocationGrill
Weekly house rentals

Stunning remodel walking to Lake Champlain
ValueLocationNearby

Déjà View: Beautiful Home with Views of the Lake
LocationFamilyCheckout

Lakefront w/ dock and sauna in the Adirondacks
FamilyLocationPets

Quiet Adirondack Retreat with MASSIVE Views
LocationFamilyNearby

Magical Augur Lake Retreat-Great for Large Groups!
LocationFamilyBiking

Modern House on Lake Champlain
LocationFamilyAccess

High Peaks Haven
FamilyValueView

Adirondacks 46 peaks LakeChamplain Retreat
LocationValueWalkability
Private house rentals

Historic Edge of the River, Adirondacks
FamilyLocationBackyard

Late Summer and Fall specials. Adirondack fun.
LocationFamilyWalkability

Lakehouse Family Getaway.
LocationValueCheck-in

Tramonto Cottage on the Lake Hot Tub Pet Friendly
LocationFamilyAccuracy

Modern Mountain Lodge | Sauna | Hot Tub | Gym
ValueLocationPets

This Old House
LocationFamilyQuiet

Bittersweet Retreat on Willsboro Point
FamilyLocationNearby

The Lake House Retreat
FamilyLocationBathroom
Destinations to explore
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- Sugarbush Resort
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- Fort Ticonderoga
- University of Vermont
- Middlebury College
- Lake Flower
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Snow Farm Vineyard & Winery
- Warren Falls
- Shelburne Vineyard
- Shelburne Museum
- Cold Hollow Cider Mill
- Elmore State Park
- Waterfront Park
- Boyden Valley Winery & Spirits
- Lake Champlain Chocolates
- Green River Reservoir State Park
- Branbury State Park
- Titus Mountain Family Ski Center
- Ethan Allen Homestead Museum
- Little River State Park
- Alburg Dunes State Park
- Parc Safari





