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Vacation rentals with a kayak in Madison County

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Madison County

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A modern cabin is positioned on stilts, set against a backdrop of lush green trees and the serene Shenandoah River. The exterior features a sleek metal roof and a patio area with chairs, inviting relaxation while taking in the natural surroundings.

Cabin in Woodstock

5 out of 5 average rating, 109 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 favorite

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.

4.98 out of 5 average rating, 307 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.

Top guest favorite

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, 370 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.

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, 642 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.

A gray-shingled house with a mix of gabled and flat roof design is surrounded by lush lawns. Outdoor seating is visible on a patio with an umbrella, complemented by landscaped gardens and mature trees in the background against a clear blue sky.

Apartment in Culpeper

4.96 out of 5 average rating, 190 reviews

TreeTop at Mt Run Lake (Private Guest Apartment)

Spacious one bedroom guest apartment with SEPARATE ENTRANCE, private separate patio and reserved parking in this newly decorated full apartment, set on four acres with lakefront views situated in the foothills of the Blue Ridge Mountains. One flight of stairs up to a beautiful apartment with fantastic views of the lake and surrounding property. Private and secluded yet only 10 minutes from Historic downtown Culpeper with its many restaurants, local shops, grocery stores and pharmacies.

The exterior of a lakefront home is set amidst green landscaping, featuring a spacious wooden deck adorned with a bright blue stand-up paddleboard. A screened porch extends from the home, and nearby trees create a shaded area, enhancing the serene outdoor environment.

Cabin in Stanardsville

4.92 out of 5 average rating, 304 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!

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, 115 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.

A wooden pier extends into the Shenandoah River, where kayaks and paddleboards are securely stored. Two individuals are seen wading in the water, while another person walks up the steps from the river. Lush greenery surrounds the area, enhancing the natural setting.

4.94 out of 5 average rating, 361 reviews

Riverfront Cabin! Farm, Kayaks, Trail & Fireplaces

Authentic log cabin nestled by the Shenandoah River in Luray, VA. 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!

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, 114 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.

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, 152 reviews

Fall foliage soon! Coffee bar, swim, fish, firepit

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.

A cozy cabin exterior is framed by lush greenery, featuring a wooden porch with a lattice railing. Large windows provide natural light to the interior, while the slanted roof adds a rustic charm to the structure. The setting offers a tranquil connection to nature.

Cabin in Crozet

4.91 out of 5 average rating, 227 reviews

#5 Mountain Getaway Near Shenandoah National Park

The #5 Hazelnut Cottage is an eco-friendly cozy cabin with 1 bedroom w/ an organic latex Savvy Rest queen bed overlooking a lake and near the Shenandoah National Park. A/C and heat. Living room with futon, fully equipped kitchenette, full bath. Covered porch. Linens included. TV/DVD. Free WIFI. Pets welcome with additional fee. Hike, canoe, fish and bike onsite on a 129 acres. Nearby wineries, 9 miles to Crozet and 15 miles to Charlottesville, 40 min to Monticello.

Top guest favorite

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, 203 reviews

The Bunkhouse- 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 bunkhouse is stocked with roasted coffee, farm-fresh eggs, fresh-baked bread, teas and soaps from our incredible local homesteaders and artisans.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Madison County kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

Home in Charlottesville

4.99 out of 5 average rating, 154 reviews

Belleview Retreat | 5 Bedroom Home Near Downtown

The outdoor area features a large pool surrounded by sun loungers and shaded seating. Bright umbrellas provide respite from the sun. A blue house with a spacious deck is visible in the background, along with a storage shed and landscaped grassy areas.

Home in Mineral

4.88 out of 5 average rating, 41 reviews

Blue House and a Pool

Top guest favorite

Home in Mineral

4.99 out of 5 average rating, 172 reviews

The Lake Lodge: Private Slip, Lake Access, Hot Tub

Top guest favorite

Home in Mineral

4.98 out of 5 average rating, 90 reviews

Authentic 3 Bedroom Log Cabin, with Lake Access

An open living area showcases high wood ceilings and a cozy seating arrangement. A circular wooden coffee table is centered on a patterned rug, surrounded by lounge chairs. A dining space with a large table and colorful chairs is visible in the background, along with a modern kitchen.

4.98 out of 5 average rating, 88 reviews

Cozy European Cottage at Lake near SNP entrance

The exterior of a charming multi-level home is showcased, framed by lush greenery and well-maintained landscaping. A large lawn in the foreground leads up to the entrance, featuring a welcoming porch with a flag, while numerous windows reflect the clear blue sky.

Home in Woodstock

4.95 out of 5 average rating, 135 reviews

Riverfront Retreat on 14 Acres

Top guest favorite

A spacious deck overlooks the lake, featuring a large shaded table with seating for several. An umbrella provides shade, while additional outdoor furniture accommodates relaxation. Lush greenery surrounds the area, enhancing the serene lakefront ambiance.

5 out of 5 average rating, 59 reviews

Lakefront 3BR+Loft | Dock | Firepit | Kayaks

The property is framed by vibrant autumn foliage, showcasing colorful leaves against a clear sky. The wooden deck extends from the house, offering a welcoming outdoor space. Surrounding trees provide privacy and a natural setting, enhancing the relaxing ambiance of the retreat.

4.95 out of 5 average rating, 55 reviews

Mountain Retreat with Stunning Views|Hot tub|Wifi

Cottage rentals with a kayak

The cabin's exterior is framed by tall trees, with a covered porch featuring a wooden railing. Two chairs and a small table are placed on the porch, while colorful potted flowers add a welcoming touch. Leaves cover the ground, indicating a serene natural setting.

Cottage in Crozet

4.93 out of 5 average rating, 123 reviews

#1 Mountain Cabin Near Shenandoah National Park

Top guest favorite

A charming green cottage features a covered front porch with seating, inviting visitors to enjoy outdoor moments. The well-maintained yard showcases a mix of grass and stone pathways, with large windows allowing natural light to enhance the inviting exterior.

Cottage in Crozet

4.98 out of 5 average rating, 261 reviews

High Street | Walk to Everything Crozet | Pet-Frie

Top guest favorite

Cottage in Elkton

4.96 out of 5 average rating, 46 reviews

Riverfront Tree House- Ski, Hot Tub, 3 Fire Pits

Top guest favorite

A wooden deck overlooks the river, furnished with several red Adirondack chairs and a central picnic table. Lush green trees provide shade, and American flags are displayed, adding a touch of character to the serene riverscape.

Cottage in Luray

5 out of 5 average rating, 22 reviews

Gorgeous Cottage w/ Large River Dock. Kayaks

Cottage in Edinburg

4.72 out of 5 average rating, 47 reviews

River, fire pit, easy drive, and cell service

A covered outdoor patio is visible, featuring two wicker chairs with cushions and surrounded by planter boxes filled with flowers. A view of well-maintained greenery and a gravel area highlights the peaceful outdoor setting.

Cottage in Marshall

4.89 out of 5 average rating, 109 reviews

Garden Oasis outdoor entertainment at FrogPointe.

The exterior of a single-story house is shown, featuring a welcoming front porch with a wooden railing. An American flag is displayed near the entrance. A winding stone pathway leads through a well-kept yard, bordered by a wooden fence and surrounded by trees.

Cottage in Mineral

5 out of 5 average rating, 8 reviews

Lake Anna Hideaway Haven — lake access

A spacious living area features a cozy sofa and an accent chair near a wood-burning stove. Natural light fills the room through large windows, highlighting the warm wood floors and the understated artwork above the fireplace. A wooden bookshelf and a TV stand add functional elements to the space.

Cottage in Edinburg

5 out of 5 average rating, 25 reviews

Shenandoah Valley Farm Cottage

Cabin rentals with a kayak

The exterior of the cabin is surrounded by lush greenery and features a deck with a hot tub. Two kayaks are positioned on the stone pathway in front of the cabin, which is constructed with dark wooden siding and has large windows for natural light.

Cabin in Rileyville

4.89 out of 5 average rating, 65 reviews

Timber Creek: Riverfront - A Cottage Getaway

Cabin in Orange

4.9 out of 5 average rating, 100 reviews

Lakefront Eco Retreat | 5BR, Dock & Sunset Views

Top guest favorite

A newly built cabin featuring a dark blue exterior with white trim. The front porch is framed by a set of large windows, and a pathway of stones leads to the entrance. Surrounding greenery and trees provide a natural backdrop.

5 out of 5 average rating, 69 reviews

Pio- New cabin! Riverfront!

Cabin in Woodstock

4.9 out of 5 average rating, 113 reviews

Riverfront Luxury Cabin | Pool, Hot Tub & Views

Cabin in Shenandoah

4.9 out of 5 average rating, 164 reviews

log cabin on the river(3 acres w/pond)kayaks+

Top guest favorite

A scenic aerial view captures the Lakefront Log Cabin, characterized by its rustic wooden structure and vibrant red roof. Surrounding greenery complements the serene lake setting, with a private boat dock visible in the distance. Various farm animals can be seen peacefully roaming the yard.

Cabin in Louisa

4.99 out of 5 average rating, 294 reviews

Lakefront Cabin - Farm Animals - Fish, Swim, Boat,

Top guest favorite

A wooden deck offers a serene view of the surrounding mountains and the river below. Two striped chairs are positioned alongside a circular table, inviting relaxation while enjoying the natural scenery. Bare trees enhance the tranquil atmosphere of this outdoor space.

Cabin in Maurertown

4.96 out of 5 average rating, 98 reviews

MountainWaters-Mtn, River, Relax

Top guest favorite

A multi-level log cabin features a spacious wrap-around deck with multiple seating areas overlooking the surrounding greenery and the riverbank. The outdoor fire pit sits in a sandy area bordered by trees, providing a serene space for gathering.

4.97 out of 5 average rating, 59 reviews

Log Cabin|Private River Access|Pets Free|Starlink

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