
Waterfront holiday 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.

Lakefront Cottage near Smugglers Notch Vermont
SunCroft is the perfect destination for a quiet getaway combined with outdoor activities. This country cottage has gorgeous views of a small lake nestled in mountains. Morning mists coming off the pond’s surface are particularly beautiful while relaxing with coffee and listening to loon calls. Within a few steps of the lake, you can enjoy swimming and kayaking or bring your own fishing poles. The surrounding area offers hiking, biking, and microbreweries. Driving distance to Burlington or Stowe.

"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!

Secluded Riverside Cottage w. Sauna next to Smuggs
Welcome to our Smugglers Notch getaway at the family owned and ran Brewster River Campground! This cozy cottage sits right on the beautiful Brewster River and is immersed within 20 acres of nature tucked away in the mountains. Enjoy the river's soothing sounds as you cook, sleep, and unwind from a day of outdoor activities. Only a 3 min. drive to all of the activities at Smuggler's Notch Resort, restaurants, bars, and hiking, as well as the magical Golden Dog Farm "Golden Retriever Experience".

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.

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.

Grand Suite w/ Backyard Access on Mirror Lake
Welcome to your home away from home in the heart of the Adirondacks! This modern oversized studio offers top-of-the-line amenities, including an oversized shower, and a spacious balcony perfect for morning coffee or evening relaxation. Located just steps above the village, our apartment is surrounded by scrumptious food options, boutiques, and parks. Explore the iconic small town or enjoy a tranquil evening in your peaceful haven. Book your stay with us today for a memorable urban escape!

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 • Swimming Hole
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, level 2 EV charger, 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).

Gorgeous lakefront retreat near Burlington
Lovely lakeside home w/expansive views of Lake Iroquois! Beautifully furnished 2 bedroom, 1.5 bath home with high-end finishes, hardwood, and slate floors. Relaxing great room, full kitchen, dining room, one-bedroom, and 1/2 bath on the first level. The entire upper level is devoted to a bedroom suite and features its own balcony, an oversized bathroom with a tiled shower, and a soaking tub. 2 kayaks and a canoe are available to explore the lake! 20 min. to Burlington.

Adirondack Cabin Sanctuary-The Beaver’s Den
This charming cabin hides in thirteen private wooded acres. Gorgeous views include a babbling brook, small pond, and delightful woodland paths. The cabin boasts hardwood floors, a stunning fireplace, functional kitchen and bathroom spaces, safe drinking water, electricity, an outside deck and a screened porch with firepit. Short drives will bring you to Whiteface Mountain, Lake Placid, and Lake Champlain.
Popular amenities for waterfront rentals in Chesterfield
Waterfront apartment rentals

Lake Champlain Waterfront Apartment Rental

The Best Nest- Beautiful Lake Champlain access

Downtown Lakefront - 1 Min Walk Dining + Shops

River Stone Retreat

Dog Team Falls Apartment - Minutes from Middlebury

The Bootlegger Outlaw Hideout @The Pony Farm Ranch

Lake Champlain and Adirondack Views

Secluded Village Gem: Cozy Studio Overlooks River!
Waterfront house rentals

Camp Wildwood

Historic Edge of the River, Adirondacks

Sunrise Lake House! Comfort-Hot Tub-Beach

Haven Tiny House by Stowe | Hot Tub, Sauna & Views

Sauna, Dock & 180° Views – Lakefront Retreat

Shelburne Bay Lakefront Home w/ Private Beach

Magical Augur Lake Retreat-Great for Large Groups!

Moose Lodge at Trout Pond
Waterfront apartment rentals

Blue Gem on the Lake

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

One level condo in the heart of Stowe Village!

Condo with Backyard Oasis on Ausable River

Harbor 21/ Amazing Views STR# 00213

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

*Seasonal Rental* Beautiful Condo 3 NearSugarbush

Stowe Nook on the Little River
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- Buffalo Holiday rentals
- Rentals with a patio Chesterfield
- Rentals with lake access Chesterfield
- Rentals with a fireplace Chesterfield
- Rentals with a kayak Chesterfield
- Rentals with a firepit Chesterfield
- Rentals with a washing machine and dryer Chesterfield
- House rentals Chesterfield
- Rentals with beach access Chesterfield
- Rentals with outdoor seating Chesterfield
- Family-friendly rentals Chesterfield
- Pet-friendly rentals Chesterfield
- Waterfront rentals Essex County
- Waterfront rentals New York
- Waterfront rentals United States
- Sugarbush Resort
- Bolton Valley Resort
- Stowe Mountain Resort
- Fort Ticonderoga
- University of Vermont
- Middlebury College
- Lake Flower
- ECHO, Leahy Center for Lake Champlain
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Snow Farm Vineyard & Winery
- Shelburne Museum
- Warren Falls
- Shelburne Vineyard
- 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





