
Waterfront holiday rentals in Chesterfield
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Top-rated waterfront rentals in Chesterfield
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Chazy on the Lake
Beautiful home on a private road with A/C and strong WIFI so you can work from home. Quiet place where you can relax and watch this million dollar view all day. Chazy Boat ramp is 500 feet from the house so do not hesitate to bring your boat. You can enjoy the beautiful sunset outside or from the veranda or decide to stay cozy by the fireplace inside. Firewood is provided at the location, but you have to bring your own fire starter (NO liquid). NO DOCK! * Occupancy tax certificate 2025-0017 *

Private Getaway on Lake Lamoille
Tucked away on Lake Lamoille in Morristown, this beautiful brand new apartment is just minutes from town and yet offers tranquility and spectacular views. The lake is home to eagles, herons, geese, ospreys and fish! You will see kayakers out there fishing! Stowe Mt and Smuggler’s Notch are both nearby. Breweries, art galleries, restaurants are close by. You can walk or bike to the 93 mile Lamoille Valley Rail Trail from our home. Our shed is available for storing your bikes, kayaks or skis.

"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!

Metcalf Pond Camp Convenient to Smugglers Notch
Handcrafted cozy waterfront camp on Metcalf pond. Propane fireplace provides for welcome warmth after fall or winter adventures. Soak in the Hot tub on the deck. Custom spiral staircase accesses carpeted sleeping loft with books, TV, rocking chair. Enjoy the quiet off season brings to the area when most camps are shuttered for winter. Enjoy staying in and cooking and taking in the cozy atmosphere or make the approximately 20 minute drive to Smugglers Notch or enjoy other local attractions.

Cady’s Falls Cabin
Welcome to our treehouse inspired, modern cabin overlooking The Kenfield Brook on Terrill Gorge. We are located 5 miles from Stowe and its attractions, and just a few minutes from downtown Morrrisville with all its amenities. Just upstream from the picturesque Cady’s Fall swimming hole and across the brook from the amazing Cady’s Falls bike trails, our cabin is perched atop the hillside. With its simple, minimalist design it’s easy to immerse yourselves in nature and feel at home in the trees.

Gateway to the Adirondacks on the River “The East”
Situated directly on the Au Sable River, where the West and East branch meet, you'll find this comfortable duplex, located in Au Sable Forks, the "Gateway to the Adirondacks". The "East" offers a fully equipped kitchen, two bedrooms, full bath and comfortably furnished living room and Wi-Fi. Conveniently located within walking distance to grocery stores, pub, eateries and entertainment. Enjoy fishing, biking, hiking, Whiteface Mountain and Lake Placid. Come stay and enjoy the Adirondacks.

Whiteface Mtn. View Cabin close to Lake Placid
Charming cabin in the Adirondack Mtns., across the street from AuSable River w/ spectacular views of Whiteface Mountain. A short drive to famed Lake Placid, stroll through Lake Placid for an array of activities & events, or get outside & hike, fish, canoe, kayak, cross country ski, skate, snowshoe, downhill ski at Whiteface, mountain bike, etc. Guests have direct access to the river, Lake Eaton, 10 miles of hiking/ski trails, playground, & volleyball, basketball, & tennis/pickleball courts.

The Brookside Cabin
Our Cabin is nestled in the woods of the Adirondack Mountains. The Cabin is behind our family home. We are on a country road close to two towns. Our area offers many amenities such as fishing, hiking, boating, golf, hunting , wine tasting, leaf peeping. The cabin is heated by a wood stove and is the only heat source. “Wood Stove will injure a small child. Fast moving water in brook. Children 7 and up is ok with pre approval. The outside shower is heated, hot water available mid April -Nov.

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.

Bright new cottage in exquisite Vermont setting
Relax in "Findaway" cottage. Centrally located between Burlington and Montpelier and directly adjacent to Sleepy Hollow cross country ski and bike area, Birds of Vermont museum and the Vermont Audubon Center. Settle in and relax, hike right out the door, or sip a drink on the deck overlooking a beaver pond where you may see beaver, otters, deer, birds or even a moose! Surrounded by gardens and not far from downhill skiing and hiking options, swimming, sailing, dining and Lake Champlain.

The Covered Bridge Cottage- Ausable Riverfront
Situated directly by the Ausable River and surrounded by beautiful vineyards and gardens you will be immersed in nature at any time if the year. It's sure to restore the soul. The gentle rumble of the river is ever present as you look out over the natural beauty. During the summer cool off in the river and come back to the screened in porch for an evening meal. In the winter fire up the pellet stove and get cozy. 15 minutes to Whiteface and Keene and 25 Minutes to Lake Placid.

The Log Cabin • Hot Tub • Sauna • Near Whiteface
Perfect for couples & large groups! Cozy cabin + outbuildings. 10 minutes to the ski resort, on-site swimming hole & fishing access, cedar hot tub & sauna, foosball, hiking, walkable restaurants, boutique furnishings. The Log Cabin at Warner’s Camp is a piece of art. This property consists of a bespoke 3 bed, 2 bath log cabin, a studio cabin with additional bed and bath, plus an extra sleeper cabin (a charming enclosed lean-to, overlooking a stream).
Popular amenities for waterfront rentals in Chesterfield
Waterfront apartment rentals

Lake Champlain Waterfront Apartment Rental

Golden Milestone

Four Pines on Lake Champlain

The Bootlegger Outlaw Hideout @The Pony Farm Ranch

Secluded Village Gem: Cozy Studio Overlooks River!

Doc's Lake House 1st floor, 2 bdrm full apartment

New, quaint 1 bedroom in downtown Plattsburgh

East Wing 2nd Floor Apartment
Waterfront house rentals

Spacious Lakefront Retreat w/Stunning Views

Brand new Beautiful Modern Clean Home On River

Lake Champlain-ADK Mountains, Winter Specials!

Breathtaking Views Near Lake Placid and Whiteface

Sauna, Dock & 180° Views – Lakefront Retreat

Spectacular views at the “Edge” of Lake Champlain

Caboose Tiny Home | Hot Tub, Sauna, River & Views

Magical Augur Lake Retreat-Great for Large Groups!
Waterfront apartment rentals

Rivercourt Condo D2: 1 br+ loft, a/c, decks!

One level condo in the heart of Stowe Village!

Nature Retreat Near Whiteface & Hiking

Lakeside #1 STR # 200347

Adirondack Studio Retreat–Cozy Lake Placid Escape!

Farmhouse condo: Sleeps 4, close to everything!

1br Deluxe Unit -Nature Escape-Smugglers' Notch ML

*Seasonal Rental* Beautiful Condo 3 NearSugarbush
Destinations to explore
- Plainview Holiday rentals
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- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
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- House rentals Chesterfield
- Rentals with outdoor seating Chesterfield
- Family-friendly rentals Chesterfield
- Rentals with a fireplace Chesterfield
- Rentals with a kayak Chesterfield
- Rentals with lake access Chesterfield
- Rentals with beach access Chesterfield
- Pet-friendly rentals Chesterfield
- Rentals with a washing machine and dryer Chesterfield
- Rentals with a patio Chesterfield
- Rentals with a firepit Chesterfield
- Waterfront rentals Essex County
- Waterfront rentals New York
- Waterfront rentals United States
- Sugarbush Resort
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Lake Flower
- Stowe Mountain Resort
- University of Vermont
- ECHO, Leahy Center for Lake Champlain
- Adirondak Loj
- Middlebury College
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Boyden Valley Winery & Spirits
- Warren Falls
- Shelburne Museum
- Waterfront Park
- Lake Champlain Chocolates
- Shelburne Vineyard
- Snow Farm Vineyard & Winery
- Elmore State Park
- Cold Hollow Cider Mill




