Vacation rentals with a kayak in Virginia

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Top-rated kayak rentals in Virginia

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Guest favorite

Guesthouse in Church Road

5 out of 5 average rating, 181 reviews

Heron Rock: Lakefront Cottage on Lake Chesdin

Enjoy peaceful lakefront living at Heron Rock Cottage, where you can stroll through the woods, swim or fish off the dock, paddle the lake in kayaks, or simply relax and enjoy the wildlife and beautiful sunsets. Situated on 6 acres in Dinwiddie County, this newly renovated cottage includes 2 bedrooms, full bath, full kitchen, living room with fireplace and private patio with dining area. Your stay includes full access to the grounds and dock and you are welcome to tie up a boat if you bring one.

Guest favorite

Cottage in Willis

5 out of 5 average rating, 151 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.

Guest favorite

Cottage in Bassett

4.97 out of 5 average rating, 118 reviews

Cozy, peaceful, private cottage in the country.

Peaceful country living near Philpott Lake. Outdoors trails, hunting and fishing. Near Blue Ridge Parkway, National and State parks. Enjoy the nature in a very private, quiet cottage. Very clean non smoking, 65" TV/home theatre, WI-FI , Wood Burning Stove, and outdoor fire pit (wood provided) for your enjoyment. Come and distress yourself at Hope Haven Cottage. Pets: We welcome pets. If you have more than 2 pets, please contact us for approval. There is a pet fee of $50 for the entire stay.

Guest favorite

Farm stay in Onancock

4.99 out of 5 average rating, 223 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!

Guest favorite

Farm stay in Cape Charles

5 out of 5 average rating, 363 reviews

Private Guesthouse on Secluded Waterfront Farm

Just 5 miles from Cape Charles and 30 minutes from Virginia Beach, our contemporary Guesthouse gives you the peace and solitude characteristic of the Eastern Shore along with the convenience of being close to urban centers. Our twenty acre waterfront farm, which has plenty of nearby walking or biking, and a dock onto a secluded arm of Plantation Creek, an inlet of the Chesapeake Bay, is perfect for solo travelers, couples or small families looking for a memorable trip to the Eastern Shore.

Guest favorite

Guesthouse in Earlysville

4.98 out of 5 average rating, 339 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 favorite

Home in Chincoteague Island

4.97 out of 5 average rating, 202 reviews

Jay’s Retreat: EV Charger-Fire Pit-Kayaks-Bikes

Welcome to Jay's Retreat, your perfect escape just minutes from Assateague National Seashore and the iconic Chincoteague Ponies! This fully equipped 1,000 sq. ft. home features 3 cozy bedrooms, a fire pit for starry nights, kayaks, bikes, and a private dock for your water adventures. Enjoy swimming, fishing, hiking, and bird watching right at nature’s doorstep. With linens and towels included, plus an EV charger for your convenience, you’ll have everything you need for a memorable getaway.

Guest favorite

Cottage in Lanexa

4.96 out of 5 average rating, 104 reviews

TooFine Lakehouse, pet friendly waterfront cottage

Cute & cozy (tiny) waterfront cottage nestled in a pine forest. Situated on an almost 3 acre point on the Diascund Reservoir this is THE perfect spot to get away from it all & still be in the middle of everything! Options abound - fishing from the dock, bird watching, canoeing, roasting marshmallows around the fire pit, swinging in the hammocks, napping on the screened in porch, grilling on the patio, reading in the loft, playing games (inside & out), or just chill & feel the vibe.

Guest favorite

Cabin in Brookneal

4.9 out of 5 average rating, 179 reviews

Rustic Cabin on a 350+ acre Camp

This charming rustic cabin is located at Hat Creek Camp, a 350+ acre camp with over 7 miles of hiking trails and two lakes. The cabin has three rooms, a bedroom, bathroom, and common space/kitchen. The kitchen includes a stove, fridge, blender, coffee maker, and microwave. The bedroom has a Queen bed, and the bathroom has a spacious shower. This cabin is small but very personable, around the camp it is affectionately known as The Pickle. Perfect for quiet getaways in the country.

Guest favorite

Guesthouse in White Stone

5 out of 5 average rating, 223 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 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 favorite

Tiny home in Cape Charles

4.98 out of 5 average rating, 303 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.

Guest favorite

Home in Charles City

4.99 out of 5 average rating, 263 reviews

Hutch's Bluff - Waterfront near Williamsburg

Charming riverfront A-Frame home on 2 acres overlooking the Chickahominy River. Completely updated interior, including all furnishings and appliances. Wake in a King bed loft space with a majestic view of the river, or choose one of the two Queen bedrooms below. First floor all tile bathroom with a walk in shower. Stainless appliances and granite countertops. Bring your fishing gear, relax at the end of the pier, or enjoy the views from the large deck and fire pit.