Holiday rentals with a kayak in Virginia

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Top-rated Accommodation with a Kayak in Virginia

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

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Top Guest favourite
Guesthouse in Gloucester
5 out of 5 average rating, 167 reviews

Spring Break Retreat • Dock, Firepits, & Kayaks

A waterfront summer retreat tucked into 10 secluded wooded acres above Bland Creek, perfect for long days and relaxed evenings - Screened porch with water views and cool creek breezes - A Pool is available for rent for private use - Firepit evenings, and true outdoor living - Dock, kayaks, fishing, and direct water access -Outdooring dining options and family-friendly - Immaculately clean and thoughtfully stocked for a seamless stay - Peaceful setting just minutes from downtown Gloucester

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, 133 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
The cabin features a rustic design with wooden shingles and large glass windows. A wood-fired hot tub sits on a raised platform beside the cabin. Surrounding trees provide a natural backdrop, and the sky is partially cloudy, offering a serene environment.
Cottage in Willis
4.99 out of 5 average rating, 227 reviews

* Redwood Lodge * Floyd County, Virginia

Reconnect with nature, true spa experience with the legit barrel steam water over hot rocks sauna and a wood fired hot tub plumbed to hot and cold valves. The tub is filled with fresh spring water by the guests themselves. The wood-fire keeps the water hot but not necessary. This mountain stay is nestled in the mountains of Floyd County Virginia. Floyd's live music, parkway, buffalo mountain, hiking, kayaking, country stores, rivers, lakes, and streams are just a few of the mentioned To Do's.

Top Guest favourite
A serene view of the water showcases the Rappahannock River and surrounding landscape. The horizon blends various shades of blue with green grass and patches of marshland, inviting a sense of tranquility. Wisps of clouds drift across the expansive sky.
Guesthouse in White Stone
5 out of 5 average rating, 285 reviews

Waterfront Guesthouse II on the Rappahannock

The “Beach House” is a guest cottage at Snug Harbor, a 2 acre private property overlooking the Rappahannock River and Chesapeake Bay. Perfect for a couple’s getaway, this well-appointed cottage has beautiful water views and includes access to our private beach & dock (with guest slip) with use of our paddle boards and kayaks. The cottage’s 1st floor features an open liv/din/kit area, full bath with large shower and a covered patio. The 2nd floor features a large loft bedroom with a queen bed.

Guest favourite
A Victorian cottage sits on a private island, surrounded by a serene lake. The green roof contrasts with the pastel exterior, while a footbridge leads to the shore. Lush grass and scattered trees create a peaceful landscape, with distant water views enhancing the setting.
Cottage in Hacksneck
4.95 out of 5 average rating, 140 reviews

Pretty Byrd Cottage, a Victorian Bayfront Getaway!

Imagine getting away from it all by crossing a footbridge to a private island with a Victorian cottage on your own private 3-acre lake! This property is a unique oasis that combines today's modern conveniences with the charm of elegant decor. Enter the front door and be taken in by the surrounding water views, and enjoy charming verandas and a balcony that overlook the lake and gardens surrounding the cottage. Guests can also enjoy the use of a private beach, fishing, kayaks and a paddleboat!

Top Guest favourite
A wooden deck is shown overlooking a serene pond, framed by lush trees. A dining table with chairs is set for outdoor enjoyment, while soft natural light reflects off the water's surface, creating a peaceful ambiance.
Farm stay in Onancock
4.99 out of 5 average rating, 316 reviews

Private romantic pet friendly waterfront cottage

On Virginia’s beautiful Eastern Shore, The Birdhouse at Windfall Farm is the ultimate romantic getaway. Just steps from Pungoteague Creek (a short boat ride to the Chesapeake Bay)on one side and a picturesque large stocked pond on the other, The Birdhouse is a charming 1 bedroom hideaway, with abundant wildlife, walking trails on our 62 acre working farm, kayaking, fishing, crabbing, and stargazing, all amid Nature’s beauty. Be our guest for an unforgettable time on Virginia’s Eastern Shore!

Top Guest favourite
A two-story beach house stands amidst lush greenery, featuring a spacious wrap-around porch with multiple seating areas. Large windows allow for ample natural light, while the light-colored exterior complements the serene surroundings. The property is partially surrounded by trees, enhancing privacy.
Home in Machipongo
4.99 out of 5 average rating, 109 reviews

Private Country Beach Retreat

Welcome to Mason Jar Retreats Beach Home. Our home is a private beachfront property with the best of both country and beach living. Located on 6 acres on a private road with only a few steps to take to your private oasis on the Chesapeake Bay. Enjoy sunsets from the beautiful porches while taking in the natural surroundings. Our home is only three miles from a vineyard and winery and 20 minutes to Cape Charles with lots of shopping and dining in a quaint beach town. *LGBTQ+Friendly Home

Top Guest favourite
A charming tugboat with a red exterior is anchored near a calm lake, surrounded by vibrant autumn foliage. Reflections of the boat and trees can be seen in the water. Two kayaks rest on the grassy bank beside a wooded trail.
Houseboat in Louisa
4.98 out of 5 average rating, 316 reviews

Tugboat/Private Lake - Farm Animals - Fish, Swim,

Get swept away to a Magical Tug/Houseboat! Newly renovated with all modern conveniences, incl. fully stocked kitchen, full bathroom, AC, heat, & WiFi. Tug floats on an 8 acre private Lake w/ Island on 142 Wooded Acres, with 5+miles of hiking/biking trails. Enjoy Swimming, Kayaking, SUP, Fishing, Hiking, Biking, Exploring, or just relax on your own beach by the fire pit. Visit farm animals just a short walk around the lake...Theo the Cow, Sheep, goats, turkey, ducks, chickens, and rabbits.

Top Guest favourite
An open-concept living room is showcased with a view of the lake through large glass doors. A neutral color palette is present, complemented by a cozy seating arrangement and a round coffee table. Natural light illuminates the space, enhancing the serene atmosphere.
Home in Radford
4.95 out of 5 average rating, 110 reviews

Stunning Lake Views! Pet Friendly/35mins to VT

Lakeview Hilltop–Adorable lake house with panoramic views of Claytor Lake, Virginia! Nestled on a 1-acre hill, this pet-friendly home features a newly renovated bathroom. Perfect for family/friends getaways or visits to Virginia Tech. Relax on the spacious patio, ideal for grilling, lawn games, and evenings by the fire pit. Kids will love the clubhouse with a slide, toys, and floats. Kayaks and life jackets available! Bring your lake gear, and unwind on our private dock for a true retreat!

Top Guest favourite
A contemporary cottage rests by tranquil water, surrounded by trees. A spacious deck with white railings adjoins the home, leading down to the water’s edge. A small blue kayak is positioned nearby, complementing the serene landscape reflected in the water.
Home in Colonial Beach
5 out of 5 average rating, 128 reviews

Waterfront Cottage in Colonial Beach at Placid Bay

Luxury Cottage with private water views full of natural wildlife. You will love the open floor plan with a chef's kitchen stocked with All the essentials including beverages and coffee. Sleep late with private bedrooms that include luxurious bedding Enjoy the expansive outdoor space complete with Patio, Pergola, Fire Pit, and large deck with outdoor kitchen. Walk down to the 28ft foot dock where you can fish, relax in the sun or take the Kayaks for a ride Close to DC and NOVA

Top Guest favourite
The cabin exterior features a wooden porch with a welcoming sign and comfortable seating. A sloped roof with a metal finish complements the vibrant siding. Flower beds with colorful blooms and neatly arranged stones add charm, while lush greenery surrounds the property.
Cabin in Bedford
4.98 out of 5 average rating, 286 reviews

Rocreek Cabin at Little Stoney Creek

Located in Bedford ,VA three miles from the Blueridge Pkwy and Peaks of Otter; Rocreek is a “cabin in the woods”, adjacent to a peaceful pond and Little Stony Creek. If you’re looking for the peaceful sounds of a creek and waterfall outside your bedroom window and porch, quiet woods, great green space for your dog, and really fun hosts, this is your next vacation destination! Fishing, hiking, and outdoor fire pit are just a few things you’ll enjoy during your stay with us!

Guest favourite
A charming two-story cottage is set on a lush green lawn, with a clear view of the Chesapeake Bay in the background. The cottage features large windows and a sloped roof, with a small wooden addition on one side, surrounded by well-maintained grass.
Tiny home in Cape Charles
4.98 out of 5 average rating, 341 reviews

The Laughing King Retreat Honeymoon Island Cottage

Honeymoon Island Cottage is an adults-only lodging experience like no other. You and your guest will stay in a charming tiny farmhouse that is located just steps from the Chesapeake Bay on a USDA certified organic farm. Enjoy access to a private saltwater pool, private beach, Chesapeake Bay water access for boating, swimming, paddleboarding, fishing or just soaking, dig for clams, collect wild oysters, or just sit and marvel at the beauty. We look forward to welcoming you.

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