
Waterfront holiday rentals in Chesterfield
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Top-rated waterfront rentals in Chesterfield
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"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
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
The Crow's Nest | Beachfront home on Malletts Bay
The Crow's Nest is a stunning luxury listing on Malletts Bay. This new construction home offers a dream vacation experience for up to 7 guests. Situated directly on the beach at Malletts Bay, you can live the Vermont lake life with your toes in the sand, paddle boarding on the lake, or from the top-level primary suite, enjoying unparalleled views of Lake Champlain. Out of state travelers will love visiting Church Street in Downtown Burlington, a quick 20 minute drive from The Crow's Nest!
4.94 out of 5 average rating, 108 reviews
Breathtaking Views Near Lake Placid and Whiteface
ALGONQUIN MOUNTAIN CHALET: This luxurious 5 bedroom, 3 bath home features direct Whiteface Mountain views, hot tub, barrel sauna and game room with small-size ping pong table and Smart TV. 1.4 miles to Whiteface and 20 min to Lake Placid. Sleeps 12 guests in 6 beds and 2 Queen-size foam mattresses. Dog Friendly. Take a short, rustic trail to the Ausable River at the back of the property. Other amenities: Gas fireplace, fire pit, park-style BBQ Grills, Smart TVs, deck with mountain view.
4.95 out of 5 average rating, 224 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, 137 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 reviews
Lakefront w/ dock and sauna in the Adirondacks
Spread out in our rustic but cozy 4 bedroom home! The entire house will be yours to enjoy, along with a dock, sauna, 2 kayaks, 2 SUPs and a canoe. AC and heaters make this a year round retreat. New STARLINK provides fast wifi. The quiet dirt road that leads to the house is perfect for evening strolls, bird watching and kid exploration (bring your bikes!). Local eateries and breweries will keep you fueled for your fun, or just relax on the screened in porch
4.93 out of 5 average rating, 123 reviewsPopular amenities for waterfront rentals in Chesterfield
Waterfront apartment rentals

Downtown Lakefront - 1 Min Walk Dining + Shops
4.79 out of 5 average rating, 154 reviews
New, quaint 1 bedroom in downtown Plattsburgh
4.91 out of 5 average rating, 309 reviews
The Best Nest- Beautiful Lake Champlain access
5.0 out of 5 average rating, 186 reviews
Four Pines on Lake Champlain
5.0 out of 5 average rating, 153 reviews
Lake Champlain and Adirondack Views
4.97 out of 5 average rating, 236 reviews
Adirondack Hideout on Chateaugay Lake
4.99 out of 5 average rating, 144 reviews
Lake Champlain Waterfront Apartment Rental
4.99 out of 5 average rating, 285 reviews
Doc's Lake House 1st floor, 2 bdrm full apartment
4.9 out of 5 average rating, 221 reviewsWaterfront house rentals

Harborview Lake House
4.95 out of 5 average rating, 100 reviews
Lakefront home-walk downtown, 15 min to Lk Placid
4.95 out of 5 average rating, 166 reviews
Lakefront Luxury | Adirondack Views + Fire Pit
4.97 out of 5 average rating, 118 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 reviews
Moose Lodge at Trout Pond
4.97 out of 5 average rating, 60 reviewsWaterfront apartment rentals

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
Adirondack Studio Retreat–Cozy Lake Placid Escape!
4.97 out of 5 average rating, 260 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
Harbor 21/ Amazing Views STR# 00213
4.76 out of 5 average rating, 21 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





