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

Downtown Charm:A Unique Airbnb Experience Historic
Downtown Charm: A Unique Airbnb Experience near Amtrak Train Searching for more than just a place to stay? Our 1869 renovated stone/brick loft apartment is the perfect choice. Located in the heart of Downtown Plattsburgh, our space offers more than just a comfortable stay - it's an experience filled with charm and history. We have taken great care to preserve the history of the building, making it a unique and one-of-a-kind space that guests love. Come join us and see what our City has to offer!

"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!

Gateway to the Adirondacks on the River “The West”
Situated directly on the Au Sable River, where the West and the East branch meet, you'll find this comfortable duplex, located in Au Sable Forks, the "Gateway to the Adirondacks". The West offers a fully equipped kitchen, three 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

Secluded Village Gem: Cozy Studio Overlooks River!
Unwind in a charming studio retreat ideally located in Shelburne Village. Peace and privacy on the edge of the nature preserve overlooking the LaPlatte River. Perfect for travelers visiting the Burlington area. 9 miles to downtown BTV. Gorgeous space with lovely furnishings. Super comfortable bed and leather seating. Private entrance. Compact kitchenette. Dedicated workspace and high-speed internet. Dog friendly. A/C for the occasional hot summer day. Miles of trails steps from your front door!

Woodstone Cottage an Adirondack Experience
Woodstone Cottage is a cozy stone and log building, located between lake champlain and whiteface moutian, sitting on a 109 acres sided by Salmon River, with gorgeous hiking trails. If you're looking to enjoy a warm outdoor jacuzzi, warm sauna bath or a relaxing night with fire on a clear sky, look no further. It is a haven for a romantic getaway, a skiing experience, or a relaxing family time in the nature. If this isn't available, check my other similar property Adirondack House Experience.

Private Lakefront Suite - Best Views on The Lake!
Welcome to VT’s most beautiful lakefront property! Relax in one of many Adirondack chairs while enjoying incredible sunsets over Lake Champlain and the ADK Mtns. The 1 BR suite shares no space with the main home and has its own entrance and bathroom. Just imagine having one of VT’s premier lakefront wedding venues all to yourself. Just bring the s’mores to toast at our lakeside fire pit. You certainly will not be disappointed! Please read the full description about the rental prior to booking.

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.

Lewis Brook Lodge
Nestled in the Adirondack Mountains, this 1860 farmhouse is just10 minutes to Whiteface mountain , and 25 minutes to Lake Placid! Breakfast foods are included with your stay. This rental offers all the modern conveniences plus old world charm. Enjoy evenings around the fire pit, cocktails by the koi pond or relax in the ADK chairs next to Lewis Brook. We are walking distance to The Ice Jam, Adirondack Mountain Coffee, Sugar House Creamery, Recovery Lounge , post office and a library.

New, quaint 1 bedroom in downtown Plattsburgh
1 bedroom with 10ft ceilings with lots of natural light. Walking distance to amazing restaurants, craft breweries, walking and biking trails, museums, theater, parks, boating, and skiing. Close to SUNY and CCC campuses and UVM/CVPH hospital. Airport is 5 minutes away. Lake Champlain and boat basin are only a 5 minute walk. Lake Placid, Burlington and Montreal are an hour or less away. Plenty of parking for vehicles and anglers with their boats. Lots of local history to explore.

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.
Popular amenities for Chesterfield waterfront rentals
Waterfront apartment rentals

The Best Nest- Beautiful Lake Champlain access

Downtown Lakefront - 1 Min Walk Dining + Shops

River Stone Retreat

Dog Team Falls Apartment - Minutes from Middlebury

Four Pines on Lake Champlain

The Bootlegger Outlaw Hideout @The Pony Farm Ranch

New Modern Studio- Hop Skip & Jump to Waterfront

Night Sky Niche: ADK High Peaks
Waterfront house rentals

Spacious Lakefront Retreat w/Stunning Views

Brand new Beautiful Modern Clean Home On River

Lake Dunmore Getaway — Foliage Views & Ski Retreat

Summer View Lake House

Breathtaking Views Near Lake Placid and Whiteface

Sauna, Dock & 180° Views – Lakefront Retreat

Sunrise Lake House! Comfort-Hot Tub-Beach

Waterfront, Hot tub, Pet friendly, 5min-White face
Waterfront condo rentals

Wolf Jaw Lodge u61 - Lake Views!

One level condo in the heart of Stowe Village!

Waterfront condo Whiteface Mountain Views Downtown

Lakeside #1 STR # 200347

Adirondack Studio Retreat–Cozy Lake Placid Escape!

Modern Farmhouse Condo: fast WiFi+close to it ALL!

1br Deluxe Unit -Nature Escape- Smugglers' Notch

Modest Mountain Dacha
Quick stats about waterfront rentals in Chesterfield
Total rentals
20 properties
Nightly prices starting at
R1,387 ZAR before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Mount Pocono Vacation rentals
- Quebec City Vacation rentals
- The Hamptons Vacation rentals
- Rentals with a fireplace Chesterfield
- Rentals with a kayak Chesterfield
- Pet-friendly rentals Chesterfield
- Family-friendly rentals Chesterfield
- Rentals with a washer and dryer Chesterfield
- House rentals Chesterfield
- Rentals with lake access Chesterfield
- Rentals with beach access Chesterfield
- Rentals with a patio Chesterfield
- Rentals with a fire pit Chesterfield
- Rentals with outdoor seating Chesterfield
- Waterfront rentals Essex County
- Waterfront rentals New York
- Waterfront rentals United States
- Sugarbush Resort
- Smugglers' Notch Resort
- Spruce Peak
- Parc Safari
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Cochran's Ski Area
- Autumn Mountain Winery
- Country Club of Vermont
- Burlington Country Club
- Leahy Center for Lake Champlain
- Ethan Allen Homestead Museum
- Vermont National Country Club
- Lincoln Peak Vineyard
- Titus Mountain Family Ski Center
- Boyden Valley Winery & Spirits
- Snow Farm Vineyard & Winery
- Shelburne Vineyard
- North Branch Vineyards