
Waterfront vacation rentals in Castleton
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Castleton

Total vacation rentals
Explore 40 vacation rentals in Castleton

Nightly prices starting at
Castleton vacation rentals start at R 1,457 ZAR per night before taxes and fees

Verified guest reviews
Over 970 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Castleton vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Castleton rentals

4.8 Average rating
Castleton stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated waterfront rentals in Castleton
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

Elegant & Rustic Cabin - A Peaceful VT Getaway.
Nestled on 10 hillside acres just outside the small town of West Rupert, our cabin offers a relaxing "get-away-from-it-all," yet is convenient to all that southern VT and eastern NY has to offer. Perfect for a romantic weekend with a special someone, a relaxing country vacation with family, or a fun retreat with good friends. 3 BRs (plus sleeping loft) and full bath. Hike, bike, ski, golf, fish, shop, swim, dine, antique, explore, etc...or just relax and do nothing. Make yourself at home!
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Top of the World! Jacuzzi! Private Hiking Trails!
Welcome to one of the most unique "retreats" in Vermont! Perched atop a private mountain with beautiful 100 mile views! Ideally located between Killington (7 miles) & Okemo resorts, near Woodstock. Relax in the Jacuzzi while enjoying the views and stars. Private, peaceful hiking trails and waterfalls, with trail maps. Direct access to the Green Mtn. Forest, new BlackStone Grill! There's a picnic table near the water falls and Buddha Rocks. Enjoy your own nature paradise! Small private beach!
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Cabin on Dream Lake, home in Lake George area
Escape to a peaceful, cozy cabin on Dream Lake, an ideal retreat for those seeking tranquility. Located 10 minutes from the village of Lake George, this haven offers a perfect blend of peaceful seclusion and easy access to Lake George, Saratoga and Glens Falls. Enjoy beautiful views from the porch, private yard and lake access, fire pit and grill. This is a perfect getaway for any season, especially for those who enjoy being in nature. Full kitchen, full bath, laundry, extra cots provided
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Hideaway Lodge Lakefront- Screen Porch & MTN Views
Wake up to mountain views in a cozy, rustic studio with full kitchen and bath. Step onto your screened porch overlooking Lake Dunmore's peaceful south cove, with a private dock, two kayaks, a canoe, and a paddleboard to use. Centrally located for year-round recreation: swim, kayak, hike, bike, or fish in summer; ski or skate in winter. 20 minutes to Middlebury, close to downhill and XC ski areas. Animal lovers welcome; friendly (if vocal) dogs may greet you. Helpful owners live upstairs.
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Waterfront Vermont Lake House w/ Panoramic Sauna
Waterfront on Lake St. Catherine, with almost 100ft of private lake frontage and a view that's hard to beat. Watch the sunrise from the deck or from inside our new panoramic barrel sauna. Explore the lake by kayak or canoe — both included for guests. Keep an eye out for both bald eagles and loons. There's also a fire pit for evening s'mores — firewood included as well. Great for families — we've got a crib, a bunk room for the kids, and a bookshelf of board games for those rainy days.
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Hillside Cottage @ The Mettawee Retreat
The Hillside Cottage is a luxury cabin with views of the Mettawee River. Located on 26 acres on a back road, it is peaceful & private. Enjoy fishing, swimming, kayaking or relax on the deck. This riverside retreat includes a king bed, jacuzzi tub & a kitchenette. Sitting around the fire pit with dinner cooked on the grill is the perfect ending to a long hike. Whether it’s a quick get-away or an extended vacation, the Hillside Cottage is a simple solution from a complicated life.
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The Swallows Nest in a wildlife preserve
NEW THIS YEAR: High speed internet, Heat pumps for heat and AC throughout the house, and a new refrigerator/ freezer Secluded and beautiful, at the end of a gravel dead end road, the Swallow’s Nest is part of our organic farm and wildlife refuge. You’ll find serenity here with huge open vistas. We are two miles from the town of Brandon. Brandon has restaurants, shops, art galleries and music venues. Check out what’s happening in Brandon at the Brandon area chamber of commerce.
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Kingsley Grist Mill Waterfall & Private Beach OMG
One of the "World's Most Amazing Vacation Rentals " as seen on the exciting NetFlix series, s.2, ep.7 and on HGTV's "You Live in What?, s.2, ep.1. Join us this season for the romance, the history, the breakfast, the natural mineral spring tap water, the concert, the rafting, the architecture and the legacy of the KGM, Vermont's Wright-esque falling water masterpiece. No cleaning fees added. Come make history with us ! Near Killington & Okemo Mtns.
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Lakefront A-Frame Home Emerald Lake, NY
A Frame style home with 100 + feet of lake frontage. 2 bedroom plus a loft bedroom with 2 twin beds. 1 and 1/2 baths and large open basement A-frame style home on a small, quiet lake in upstate NY in the town of Hampton/Whitehall, NY (not on Lake George), 5 miles from the VT border, 33 miles from Lake George village, with a screened in porch, a large deck, and a grill provided (new grill 2025). Water activities 4 kayaks 1 - 4 person paddle boat
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Modern 3-bedroom A-frame in Londonderry w/ Pond
This 1970s A-Frame has been newly renovated and is ready to host guests. This home is located on a 2.6 acre property complete with a swimmable pond , outdoor firepit (snow dependent) and dining al fresco. It's located only a few minutes away from amenities such as Londonderry Market, Pingree Park, Lowell Lake and several restaurants. For skiing, this home is in proximity to Magic (8min), Bromley (9min), Okemo (25 min) and Stratton (20 min).
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Family or couples retreat on Lake Bomoseen
Newly Renovated! 3 bedrooms 2 baths relax and take in the lake views on the multiple decks. Great for a small family or couples retreat. Boat slip and dock and 100 feet of frontage to enjoy. Bring your boat or kayak or rental. Fully stocked kitchen. Just Bring your SHEETS and TOWELS. Sunsets are great! Lake activities or hiking, biking, horseback riding, all close by. Close to Rutland and Skiing! No large parties or events
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Waterfront Cabin • Dock • Fire Pit • Kayaks & SUPs
Relax at this private Vermont lakefront getaway on North Bay. Unwind in a bright, comfortable space with a full kitchen, fast WiFi, and cozy bedrooms. Walk a few steps to the water front to enjoy morning coffee on the dock. Perfect for year-round escapes: -Summer (kayaks, SUPs, floating mat) -Fall (foliage, fire pit, hiking trails) -Winter (skiing, snowshoeing, ice fishing) -Spring (deck, hammock, fishing opener).
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Popular amenities for Castleton waterfront rentals
Waterfront apartment rentals

Spacious, Sunny, Second Story 2 Bedroom Apartment
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49 River Street
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Apt D, Waterfront, Historic building, remodeled
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Unique historic remodeled Pub
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Lakefront Suite in Resort/King bed/Kitchen/Balcon
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Cozy Vermont Escape Near Killington and Woodstock
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LG Apt. directly on the lake.
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Doc's Lake House 1st floor, 2 bdrm full apartment
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Waterfront house rentals

High Oaks Lodge on Cossayuna Lake
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Luxury Condo Tucked in the Heart of Killington
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Lake Dunmore Oasis near Middlebury
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Lake Dunmore Retreat 15 min to Middlebury College
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Summer View Lake House
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New Listing! Luxury waterfront Lake Bomoseen home!
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The Summerwind Lodge
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Ti Mill House
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Other waterfront vacation rentals

Little Falls Cottage
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Brookside Cabin + Hot Tub | Woodstock & Killington
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Stunning 3 br Timber Frame ski retreat on 6 Acres
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Vermont Lake House
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Cozy Camper on Lake Bomoseen
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Idlewild Cottage on Star Lake Near Okemo
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Cariad Bach Yurt
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The Barn at Cold River ~ 20 minutes to Ski Resorts
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Destinations to explore
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- Family-friendly rentals Castleton
- House rentals Castleton
- Cottage rentals Castleton
- Pet-friendly rentals Castleton
- Rentals with beach access Castleton
- Rentals with lake access Castleton
- Rentals with a kayak Castleton
- Waterfront rentals Rutland County
- Waterfront rentals Vermont
- Waterfront rentals United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Saratoga Race Course
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Dartmouth College
- Six Flags Great Escape Lodge & Indoor Water park
- West Mountain Ski Resort
- Fort Ticonderoga
- Middlebury College
- Hildene, The Lincoln Family Home
- Killington Resort
- Fox Run Golf Club
- Gore Mountain
- Bromley Mountain Ski Resort
- Saratoga Spa State Park
- Emerald Lake State Park
- Adirondack Extreme Adventure Course
- Montshire Museum of Science
- National Museum of Racing and Hall of Fame
- Trout Lake





