Holiday rentals with a kayak in Madison County

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Top-rated Accommodation with a Kayak in Madison County

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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Top Guest favourite
The cabin is nestled among tall trees, supported by stilts. Its architecture features a combination of dark siding and wooden beams, with a spacious deck visible, furnished with outdoor seating. Natural greenery surrounds the structure, creating a peaceful atmosphere.
Cabin in Woodstock
5 out of 5 average rating, 113 reviews

The Bird's Nest - Cabin by the River

Located on one of the Seven Bends of the Shenandoah River, the Bird’s Nest is a brand new, custom built 800 square foot cabin featuring an open loft with king bed and skylights, steam shower, heated bathroom floor, and gas fireplace. Exterior amenities include a hot tub, gas grill, gas fire pit table, fire pit by the river, and private river access in a peaceful, wooded setting. Kayaks/tubes are available to use to float down the river with the unique ability to park/exit on the hosts’ property.

Top Guest favourite
A scenic view of a pond surrounded by open land and trees reveals a family enjoying the outdoors. Mountains are visible in the background, creating a peaceful and spacious setting. The landscape includes a small structure near the pond, contributing to the rural charm.
Home in Hood
4.98 out of 5 average rating, 311 reviews

Firnew Cottage

A perfect family getaway from the city in the heart of Virginia Wine Country, 15 min from Shenandoah National Park, 30 min from Charlottesville. Private cottage on 265 acres with 3 mi. hiking trail, overlooks 2 ponds/playhouse offers complete farm experience. Walk to swimming hole on river, canoe/fish in lake, feed peacocks/ goats, collect fresh eggs. Great sunsets. Fire-pit. Close to wineries, breweries, Montpelier, Monticello - only 1.5 hrs to DC/Richmond. Pet friendly. Tour included.

Guest favourite
A charming cabin is set amidst rolling green lawns, surrounded by mature trees. The picturesque mountains rise in the background under a partly cloudy sky, creating a serene outdoor environment. A gravel driveway leads up to the cabin, welcoming guests to a peaceful retreat.
Home in Rileyville
4.95 out of 5 average rating, 213 reviews

Peaceful River Retreat: Hot Tub, Kayaks & Fire Pit

*Included -4 kayaks & 1 canoe- direct access to private river front use** Perched on 2 acres of riverfront property with over 200 ft of private shoreline on river rapids. Peaceful River has 2 comfortable king, and 2 twin beds and all the furnishings you'll need to enjoy your stay - updated kitchen, spacious screened-in porch, 2 updated full baths, and a separate riverside hot tub area. The wildlife is abundant and the views are peaceful. Enjoy relaxing & exploring as your worries float away.

Top Guest favourite
A charming cottage is nestled among mature trees and vibrant landscaping, featuring a welcoming entrance. The rustic structure is complemented by lush greenery and seasonal foliage, emphasizing a serene, natural setting.
Guesthouse in Earlysville
4.98 out of 5 average rating, 375 reviews

Cottage at Frog Jump- woodland privacy at its best

Guesthouse ideal for two people. Small cottage (1 bed, 1 bath) is situated in a country setting on ten wooded acres along a large serene pond. It features a darling kitchenette with sink, fridge, microwave and toaster/convection oven. (No stove top, no oven.) You'll enjoy birdsong and views of various wildlife. A quiet, restful place to stay when you want to be near Shenandoah Nat’l Park, UVA, Charlottesville, Virginia wineries, Monticello, Montpelier, CHO, and other close-by attractions.

Guest favourite
A spacious bedroom features a king-size hand-carved Balinese wood bed with soft grey bedding. Light wood walls and a pine ceiling create warmth. Two bedside lamps provide ambient lighting, while a round mirror and a small side table add a touch of elegance.
Apartment in Stanardsville
4.8 out of 5 average rating, 647 reviews

Bali Suite

Thank you for your interest in staying here. We are taking every precaution possible to ensure the safety of our staff and guests by using CDC approved sanitizers exclusively and we are disinfecting all door handles, switches, remotes, cabinets, appliances etc. Your room is self check-in with private (key code) entrance, full bathroom, refrigerator, microwave oven, dishes, utensils, etc. We are on the property in case you need anything. All Amenities are open and operational at this time.

Guest favourite
A spacious bedroom is featured with a four-poster bed dressed in a textured blue coverlet. Soft bedside lamps illuminate wooden nightstands, while large windows allow natural light to fill the room. The warm wooden walls and floor enhance the cabin's rustic charm.
Cabin in Luray
4.94 out of 5 average rating, 364 reviews

Riverfront Cabin! Fireplaces, Farm, Kayaks & Trail

Authentic log cabin nestled by the Shenandoah River in Luray, Virginia. Over 800 5-star reviews! Remote workers paradise! Acres of private riverfront. Use our water equipment and walk the trail. Cozy up next to the wood-burning fireplace in the winter. Easy drive to the Luray Caverns, Shenandoah National Park, George Washington National Forest, Massanutten or Bryce Resorts for skiing, and much more. Fresh farm eggs and firewood sold on site. This year-round cabin is your next vacation!

Guest favourite
A screen-enclosed porch offers views of the surrounding trees and lake. Comfortable seating includes wooden chairs and a sofa, complemented by a patterned area rug. Soft lighting is provided by string lights overhead, enhancing the peaceful atmosphere of the space.
Cabin in Stanardsville
4.92 out of 5 average rating, 306 reviews

Waterfront 20 Mins to National Park & Massanutten!

Experience true lakefront living in this adorable home. Charlottesville & Massanutten Ski Resort are 25 mins. away & Harrisonburg is 30 mins away; golf course is 9 mins. away. This beautifully decorated 2 bed, 1 bath home is perfect to spend a quality vacay all year round. We have everything you need to enjoy the lake including hot tub, canoes, stand up paddle boards, 4 person paddle boat, kayak,, fishing & beach gear. The community has a nice beach w/ pavilion. Your dogs are welcome!

Guest favourite
The exterior of the cabin is showcased, featuring a dark wood facade and a spacious deck. In the foreground, four black Adirondack chairs surround a stone fire pit, with logs and rocks arranged artistically. Trees and a gentle slope add to the rustic backdrop.
Cabin in Shenandoah
4.95 out of 5 average rating, 117 reviews

Modern Riverfront Cabin w/ HotTub, FirePit, Kayaks

Welcome to Skyview River Retreat! Tucked along the tranquil South Fork of the Shenandoah River, this cozy cabin invites you to slow down and soak in the beauty of nature. Spend your days paddling in one of the kayaks or canoe, then unwind in the hot tub in the evenings, gather around the fire pit to roast s’mores, or head inside to enjoy the full arcade room. With a fully stocked kitchen and high-speed internet, you'll enjoy the perfect mix of rustic charm and everyday conveniences.

Guest favourite
A serene riverfront view is presented, featuring lush greenery along the banks of a calm river. Tall trees and gentle grasses frame the water, reflecting the surrounding landscape. A fire pit is partially visible on the right, positioned on a grassy area near the water's edge.
Apartment in Elkton
4.89 out of 5 average rating, 118 reviews

Rustic River Retreat- 2 Bedroom Riverfront Lodging

Peaceful nature and fun adventures await at this riverfront ground floor retreat. Open floor plan, full kitchen, two bedroom, 1 bath. Beautiful lot right on the Shenandoah river. fishing, canoeing, kayaking or just kick back by the fire and relax. 15 minutes from Massanutten Resort, 15 minutes from Skyline Dr., the Appalachian trail and 15 seconds from the Shenandoah river. Many wineries and breweries in the vicinity. A great place to make wonderful memories. Owner on premises.

Top Guest favourite
An open living space features a cozy sectional sofa adorned with colorful cushions, paired with a rustic coffee table. Nearby, a queen bed with a bold headboard and patterned bedding is complemented by cheerful wall decor and vibrant rugs, creating an inviting atmosphere.
Cottage in New Market
4.97 out of 5 average rating, 161 reviews

Peak season! Coffee bar, fish, fire-pit, stargaze!

PET FRIENDLY Come experience Reel and Relax!! Hike, explore the trails, fish, float, go rafting, read, enjoy a fire, grill, shop/eat in super cute country towns... Whether its the river, the rolling mountains, the whispering breeze or the cozy cottage, this property offers all of the feels you are searching for without ever leaving! Every season is magical and offers its own reason to visit!!! "This place is amazing; you have literally thought of EVERYTHING! -past guest.

Top Guest favourite
A modern studio space features large windows that allow natural light to fill the room. A cozy yellow chair sits beside a small coffee table, with a guitar resting on a stand nearby. The bed area is visible in the background, framed by a stylish shelf.
Guesthouse in Boston
4.99 out of 5 average rating, 206 reviews

The Skyhouse- simple & serene w/mountain views

Enjoy the solace and beauty of the Blue Ridge Mountains with modern and local comforts. Retreat and explore on this old 100acre farm- via foot- or float on the tiny pond in a kayak or SUP. Or venture out to Shenandoah National Park, the local coffee shops, eateries, wineries, and breweries. Whatever you choose the skyhouse is stocked with roasted coffee, farm-fresh eggs, fresh-baked bread, teas and soaps from our incredible local homesteaders and artisans.

Guest favourite
A charming A-frame cottage is nestled among lush greenery, featuring a wooden deck with a staircase leading to the entrance. The surrounding trees create a serene backdrop, while a gravel path invites guests to explore the area.
Cabin in Crozet
4.89 out of 5 average rating, 264 reviews

A-Frame Mountain Getaway Near Charlottesville

Eco-friendly cottage overlooks lake in mountains 1 BD w/ queen, ladder to sleeping loft w/ two twins, double futon in living-room. Bath with tub. Deck with charcoal grill. Only a few yards from water’s edge. Onsite walking trails with mountain bikes, canoes, and fishing. Family friendly! Pets welcome with additional $50 fee for the first pet, $25 for an additional pet. Wi-Fi in this cottage sometimes needs owner to reset. Near the Shenandoah National Park!

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