
Vacation rentals with a kayak in Castleton
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Top-rated kayak rentals in Castleton
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My house is your house!
Relax in this refurbished quiet Lake view rental. Minutes from Lake Bomoseen/Crystal Beach. Large family room, Cast iron wood-stove. Wall of windows w/lake views. 65" 4K w/ surround sound. w/ game hook-up. Wi-Fi. Galley kitchen includes range, microwave, Keurig, fridge & wine cooler. Spacious bedroom, queen size bed w/ heated mattress pad. Lots of storage.Full bathroom. Private deck w/Adirondack chairs. Kayaks & boat launch. 15 miles to Rutland, 35 min to Pico & 47 min Killington Ski Resorts.

East Cabin
The East Cabin is quietly tucked between the beautiful Green Mountains of VT and the gorgeous Adirondacks of NY. Soak up the morning sun on your private stone patio while mother nature comes to life on the pond and fields. Take a day trip to beautiful Lake George or Historic Saratoga Springs. Grill steaks on BBQ and eat S’mores by the campfire at night. For the winter season, there are many major ski resorts close by. We also have the West Cabin available for your extended family and friends.

Lake Dunmore Getaway — Foliage Views & Ski Retreat
About this space Perched directly on the shores of Lake Dunmore, our lakefront getaway transforms into a four-season escape when the temperatures drop. In autumn, enjoy foliage views over the water, crisp mornings on the deck, and easy drives to Vermont’s most scenic byways. When winter arrives, we’re your basecamp for adventure — just 30 minutes to Middlebury Snow Bowl, 45 minutes to Killington or Sugarbush, and minutes to local snowmobile trails, ice fishing spots, and Middlebury College.

Waterfront Vermont Lake House w/ Panoramic Sauna
We invite you to come stay and experience all of the beauty that Vermont has to offer at Lake St. Catherine. Located on the west side of the lake off a quiet private drive with almost 100ft of lake frontage, there are few spots with a better view. Watch the sun rise each morning from either our private decks. Explore the lake by canoe or kayak; both available for our guests. If the dates you're looking for are booked, message us for availability at our second location! Follow us @vtlakehouse

Vermont barn apartment
The Barn Apartment at Sykes Hollow Farm is in the gorgeous Mettowee Valley with 4 friendly horses, entertaining chickens, mountain views and a host who cares about you. The farm is a quiet, private, peaceful place with 30 acres to roam, but still close to Dorset and Manchester. Fields, mountains and a pond are all here. Good for couples and solo travelers who want an amazingly beautiful setting. This listing is more than a rental... it's an entire farm. Powered by solar to help the planet!

Summer View Lake House
One of a kind year round lake house in the most peaceful setting on all of Lake George! Summer View is where you will find a relaxing vacation, stunning views, modern amenities, and an overall memorable vacation for years to come. Paddle-board around the protected bay, rent a boat and go out on Lake George's peaceful north end and return to your own dock space, sip coffee during the sunrise on the screened porch and head over to your private beach with views of rogers rock for the sunset!

Apartment in Vermont Historic Home
This lovely renovated 3-room apartment is attached to our 1885 Vermont italianate home, located is historic Middletown Springs, Vermont. We have been working on restoring this house, listed on Vermont's registry of historic homes, for a dozen years now. The apartment has its own entrance, full kitchen, and one spacious bedroom. The third room is a large sitting room with a shower and closet bath. Enjoy your morning coffee on the front porch, meet our chickens, and explore our garden.

Horse-Views Apartment
Our cozy apartment attached to our garage can sleep 2 guests and provides a unique western vibe with views of our horses from the bedroom window. The property is roomy and private but also has two main houses and two barns within sight. We are 8 minutes from the Schroon Lake village with the river within walking distance to swim, kayak or tube in. This is also a great location for many of the tourist attractions like hiking, boating, fishing, skiing/snowboarding and snowmobiling.

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.

Waterfront 1-bedroom apartment on 5 acres
This space has its own entrance/key and is attached but separate from the main house. Apartment has outstanding Western waterfront views and sunsets. Space is appropriate for 1-3 people and there is parking for 1 car. Guests have their own private apartment but shared outside amenities including patio, firepit, playset, yard, grill, kayaks, paddleboards, canoe, and dock seasonally May-September. Shared outdoor 7-person hot tub.

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).

Outside Inn - Hot Tub/Killington/MtnTop Inn/VAST
Reconnect with nature at the Outside Inn, a four season retreat, locally known as the Labor of Love. A man fell in love with a woman, but when he asked for her fathers blessing he said, first you must build her a home. So he built this beautiful post and beam cabin and they lived happily ever after! *Decorated seasonally!* IG/TikTok: outside_inn_vt FB: Outside Inn VT
Popular amenities for Castleton kayak rentals
House rentals with a kayak

Pet-Friendly Snowy Ski Chalet

North Cove Lake Dunmore Getaway

Lake Dunmore Oasis near Middlebury

The Fancy Camp on Cossayuna Lake

Dream Lake Cottage in Lake George+hot tub+fire pit

Lakefront Retreat 20 minutes from Middlebury

The Tree House on Lake George

The Grafton Chateau
Cottage rentals with a kayak

Cozy 3 bedroom lake-front home w/ beautiful views

Birch View Cottage - Lakefront Serenity

Lake Saint Catherine Cottage with private Dock.

Cottage on Lake Dunmore

Renovated Lakefront LG-Sandy Beach-EV & Pet Ready

No Frills Lakeside Cottage, EZ access, Row Boat

Bright & Homey 3 bedroom near Killington & Pico

Lakefront Bliss at The Bookhouse
Cabin rentals with a kayak

Cote's Cabin on Glen Lake

Luxury Cabin#1 Hot Tub Fire Pit Kayak Paddle Board

Cozy stone faced cottage on Lake Bomoseen.

Charming waterfront 4-bedroom cabin

Koselig Cabin: Lakefront cabin w/ stone beach

The Cabin on the Pond

Peaceful cabin on a large pond

Brand New Creekside Cabin at Killington
Quick stats about vacation rentals with a kayak in Castleton

Total vacation rentals
Explore 20 vacation rentals in Castleton

Nightly prices starting at
Castleton vacation rentals start at G$18,823 GYD per night before taxes and fees

Verified guest reviews
Over 870 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 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!
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- Rentals with a kayak Rutland County
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- Rentals with a kayak United States
- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Saratoga Race Course
- Stratton Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Magic Mountain Ski Resort
- West Mountain Ski Resort
- Saratoga Spa State Park
- Fort Ticonderoga
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Lake George Expedition Park
- Lucky Bugger Vineyard & Winery
- National Museum of Racing and Hall of Fame
- Dorset Field Club
- Northern Cross Vineyard
- Fox Run Golf Club
- Autumn Mountain Winery
- Willard Mountain
- Ekwanok Country Club
- Montshire Museum of Science




