
House vacation rentals in Chesterfield
Find and book unique houses on Airbnb
Top-rated house rentals in Chesterfield
Guests agree: these houses are highly rated for location, cleanliness, and more.

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.
LocationValueAccuracy

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.
FamilyLocationSolo travel

"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!
LocationValuePets

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.
FamilyLocationLayout

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.
LocationFamilyAccuracy

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.
ValueLocationSkiing

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.
ValueFamilySleep quality

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.
FamilyValueAccuracy

Comfy Vermont Farmhouse
We invite all visitors to feel at home on the farm. Your stay in this newly renovated 3 bdrm farmhouse can be truly nourishing. Enjoy a fully equipped kitchen, comfy beds, 55" TV, Record Player, games, and walking access to our beautiful Organic Farm and Café. The views are simply stunning in all seasons. Conveniently located 10 minutes from Burlington, the beaches of Lake Champlain, and UVM. In under 30 minutes you can be hiking in the Green Mountains or swimming in local swimming holes.
LocationValueAccuracy

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.
FamilyValueWifi

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.
LocationFamilyWifi

Gorgeous Renovated Barn 20 minutes from Burlington
Historic renovated barn 20 minutes from Burlington, next to best cycling routes of Vermont, lake Champlain, beaches, hiking trails, orchards, wineries and farm to table restaurants. 30 to 60 minutes from Bolton (30min), Sugarbush (50min) and Stowe (60min). Ideal for a family of 4 or 5, or two couples. A 5 minute walk from a country store and deli and a 5 minute drive from the Essex, New York ferry. Beautiful indoor and outdoor fireplace.
LocationFamilyAmenities
Popular amenities for Chesterfield house rentals
House rentals with a pool

EPIC Stowe Getaway - Great For Families & Friends
ValueFamilyCheckout

Charming Sugarbush Standalone Condo
ValueLocationCleanliness

Serene Mountain Studio Spruce Peak Lodge | 1328
LocationFamilyAccuracy

Mott House, South Hero Vermont
LocationValueView

Catherine House
FamilyLocationPool

Lakeside Bungalow ~ Pool | Hot Tub | Beach
LocationValueIndoor spaces

Whispering Maples
FamilyLocationCondition

Large Stowe condo with game room
ValueFamilyCleanliness
Weekly house rentals

Enjoy every season in the Lake Champlain Region
ValueFamilyLong stay

Modern House on Lake Champlain
FamilyLocationGetting around

Magical Augur Lake Retreat-Great for Large Groups!
FamilyLocationBeach

Quiet Adirondack Retreat with MASSIVE Views
FamilyLocationOutdoor spaces

High Peaks Haven
FamilyValueSkiing

Adirondacks 46 peaks LakeChamplain Retreat
ValueFamilyOutdoor spaces

Camp Wildwood
FamilyLocationLaundry

The Mountain waits
LocationFamilyGetting around
Private house rentals

Shelburne Bay Lakefront Home w/ Private Beach
LocationFamilySleep quality

The Lake House Retreat
FamilyLocationQuiet

Don’t miss the Fall Colors! Book now!
FamilyLocationBathroom

This Old House
LocationFamilyKitchen

Tramonto Cottage on the Lake Hot Tub Pet Friendly
FamilyLocationBeach

Southern Point Cottage on Lake Champlain
LocationComfortBathroom

Heart of Malletts Bay home
ValueFamilyWalkability

Charming 3BR lakefront house
FamilyLocationAccess
Destinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Quebec City Vacation rentals
- Niagara Falls Vacation rentals
- Jersey City Vacation rentals
- Portland Vacation rentals
- Newark Vacation rentals
- Mont-Tremblant Vacation rentals
- Salem Vacation rentals
- Providence Vacation rentals
- Newport Vacation rentals
- 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
- 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
- Branbury State Park
- Green River Reservoir State Park
- Alburg Dunes State Park
- Little River State Park
- Titus Mountain Family Ski Center
- Ethan Allen Homestead Museum
- Parc Safari





