
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.

"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!
4.97 out of 5 average rating, 118 reviews
The Barn in Shelburne
Completely renovated in 2024! Located at the end of a quarter mile driveway on a 60 acre oasis in the heart of Shelburne, the Barn has ski on ski off access to a groomed private cross country trail network, a swimming pond, views of the Adirondacks & Green Mtns and is 100% powered by solar energy. The Barn has a completely renovated kitchen, two bedrooms, two bathrooms, brand new queen & king mattresses, and a pull out couch (perfect for kids) We live next door & look forward to hosting you!
4.91 out of 5 average rating, 140 reviews
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!
4.92 out of 5 average rating, 520 reviews
Lakefront Luxury | Adirondack Views + Fire Pit
Lakefront sunrises & mountain views in this newly built lakefront home — soaring ceilings, open layout, and lake views from every room. Barefoot summer days -- swimming, paddling, and fire pit nights out front. Fall brings steady breezes perfect for sailing, winging, and windsurfing, plus brilliant foliage. In winter, radiant heated floors and down duvets make it the ultimate cozy escape. Stocked kitchen, room for family & friends --total quiet at the end of a long drive made for joy and magic.
4.97 out of 5 average rating, 118 reviews
Lake Champlain charming apartment amazing views
Charming, bright apartment attached to a 2007 custom Vermont country french home located on the shores of Lake Champlain. Breath taking westerly Adirondack views offer dramatic sunsets and lake views of Button Bay. The property consists of 12 acres of fields, woods, stone walls and gardens with the home situated privately looking over the lake shore. The apartment has a private entrance. We are 12 minutes to Vergennes restaurants and shops, 25 minutes to Middlebury and 45 minutes to Burlington
4.99 out of 5 average rating, 326 reviews
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.
4.95 out of 5 average rating, 122 reviews
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.
4.93 out of 5 average rating, 199 reviews
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.
4.81 out of 5 average rating, 224 reviews
Bright 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.
4.96 out of 5 average rating, 290 reviews
Designer A-Frame Treehouse | Hot Tub & Sauna
Welcome to our newest gem at Uncommon Accommodations—a luxury modern A-frame treehouse nestled above the Lamoille River. Spend your days exploring the woods and river, then unwind in the shared riverside spa with a year-round hot tub, treehouse barrel sauna, and refreshing cold plunges. Cook dinner in your full kitchen or gather at the outdoor kitchen with a BBQ grill, pizza oven, and dining area before ending the evening with a fire, projector movie, or a quiet drink on your private deck
4.91 out of 5 average rating, 110 reviews
Log Cabin • 10 Min to Whiteface • Hot Tub • Sauna
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).
4.99 out of 5 average rating, 136 reviews
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.
4.98 out of 5 average rating, 211 reviewsPopular amenities for waterfront rentals in Chesterfield
Waterfront apartment rentals

Downtown Lakefront - 1 Min Walk Dining + Shops
4.79 out of 5 average rating, 153 reviews
The Best Nest- Beautiful Lake Champlain access
5.0 out of 5 average rating, 186 reviews
New, quaint 1 bedroom in downtown Plattsburgh
4.91 out of 5 average rating, 309 reviews
Four Pines on Lake Champlain
5.0 out of 5 average rating, 153 reviews
Doc's Lake House 1st floor, 2 bdrm full apartment
4.9 out of 5 average rating, 221 reviews
The Bootlegger Outlaw Hideout @The Pony Farm Ranch
4.94 out of 5 average rating, 137 reviews
Lake Champlain Waterfront Apartment Rental
4.99 out of 5 average rating, 285 reviews
Adirondack Hideout on Chateaugay Lake
4.99 out of 5 average rating, 144 reviewsWaterfront house rentals

Harborview Lake House
4.95 out of 5 average rating, 100 reviews
Breathtaking Views Near Lake Placid and Whiteface
4.95 out of 5 average rating, 224 reviews
Lakefront home-walk downtown, 15 min to Lk Placid
4.95 out of 5 average rating, 166 reviews
The Crow's Nest | Beachfront home on Malletts Bay
4.94 out of 5 average rating, 108 reviews
Spacious Lakefront Retreat w/Stunning Views
4.8 out of 5 average rating, 343 reviews
Sauna, Dock & 180° Views – Lakefront Retreat
4.96 out of 5 average rating, 189 reviews
Luxury Waterfront Home in Lake Placid - Otter Way
4.99 out of 5 average rating, 106 reviews
Modern House on Lake Champlain
5.0 out of 5 average rating, 63 reviewsWaterfront apartment rentals

Adirondack Studio Retreat–Cozy Lake Placid Escape!
4.97 out of 5 average rating, 260 reviews
Cozy & Comfortable ADK Condo
4.89 out of 5 average rating, 107 reviews
The Green Mountain, Colchester, Vermont
4.97 out of 5 average rating, 108 reviews
One level condo in the heart of Stowe Village!
4.94 out of 5 average rating, 295 reviews
Condo with Backyard Oasis on Ausable River
4.95 out of 5 average rating, 19 reviews
Gorgeous Lakefront Condo, Whiteface Club & Resort!
4.98 out of 5 average rating, 59 reviews
Stowe Nook on the Little River
4.97 out of 5 average rating, 99 reviews
Swiss Condo #2 - Water Access
4.9 out of 5 average rating, 30 reviewsDestinations to explore
- 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





