Vacation rentals with a kayak in Chesterfield County

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Top-rated kayak rentals in Chesterfield County

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Top guest favorite
The image captures a serene sunset over Lake Chesdin, with vibrant hues of orange and purple reflecting on the water's surface. A wooden dock extends into the lake, accompanied by a flag gently fluttering in the breeze. The scene embodies tranquility and natural beauty.
Guesthouse in Church Road
5 out of 5 average rating, 228 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.

Top guest favorite
A cozy bedroom features a spacious bed with a light-colored comforter and a decorative throw. Curtains with a unique pattern frame two windows, and a ceiling fan provides circulation. A dresser and decorative items are arranged neatly to add charm to the space.
Private room in Richmond
5 out of 5 average rating, 33 reviews

RVA Haus of Riverside

Welcome to RVA! My place is steps away from the James, a great place to wade & wander. Trails are plentiful, and downtown is a swift Uber away (or you could actually walk it if you feel like a trek). Perfect for shows happening on Brown’s Island . I’m RVA born & raised, a local writer who would love to introduce you to your next favorite band, resto, or brewery! This house/space comes with a gaggle of dogs (3), so a sense of humor and tolerance required. I’ll make you coffee, possibly biscuits.

The living room features a spacious sectional sofa, designed for comfort and relaxation. Natural light floods through large windows, illuminating the wood-paneled walls and vaulted ceiling. A media cabinet is visible, and decorative elements, including wall art and a lamp, enhance the cozy atmosphere.
Cabin in Richmond
4.89 out of 5 average rating, 9 reviews

One-of-a-kind Log Cabin with river access

On the banks of the James River your cabin hideaway awaits. Approach through a protected tree-lined lane our hand-cut log cabin. 3 levels, a soaring 18-foot ceiling, 4 bedrooms, 3 bathrooms, 2 living rooms, and office. Double porches, gazebo, kayaks + SUPs, fishing tackle, swings, open yard, canoe + boat launch. Espresso maker, state-of-the-art appliances. And our 3 horses walk the property’s perimeter within their track. Our home is yours! (But the horses are not to be touched - only admired!)

Guest favorite
The living area features a warm leather sofa and two accent chairs positioned around a wooden coffee table. A colorful area rug adds vibrancy, while a white kitchen area with modern appliances is visible in the background, complemented by greenery and decorative artwork.
Home in Henrico
5 out of 5 average rating, 16 reviews

Parkside Getaway

A great escape without the drive! Peaceful, private, and stylish, this waterfront retreat is just 20 minutes from downtown Richmond. Take the canoe out for a paddle around the private pond, relax by the fire pit, or spend all your time inside streaming movies, cooking in the brand new kitchen, lounging in the living room, or- if you must, catching up on work in the dedicated office space. Situated inside a national park, 5 mins from waterfront dining and boat rental!

Top guest favorite
A well-appointed bedroom is highlighted by a spacious bed draped in black and white striped linens. Two windows are framed by dark curtains, allowing natural light to filter in. A stylish mirror and wall art adorn the gray walls, complemented by modern furniture and a bench at the foot of the bed.
Private room in Chesterfield
4.98 out of 5 average rating, 42 reviews

Marilyn & Audrey Old Hollywood queen bedroom

Low maintenance guests preferred. This is not the Hilton. 🏳️‍⚧️ 🏳️‍🌈 ⚧ Close to Pocahontas State Park, The Virginia Museum of Fine Art, restaurants and dining, the James River, the fan, VCU, Shockoe Slip, Shockoe Bottom, The Canal Walk, and downtown. You’ll love my place because of the artsy decor, warmth, coziness, family friendly neighborhood, close proximity to the interstate. Good for couples, solo adventurers, business travelers, families, and big groups.

Guest favorite
A cozy living area features a plush, green sofa adorned with textured cushions. A round wooden coffee table displays decorative bottles and a stack of books. Sunlight filters through a partially draped window, creating a warm ambiance against the rustic log walls.
Cabin in Henrico
4.98 out of 5 average rating, 63 reviews

Parkside Log Cabin

This 1930s log cabin is a peaceful getaway nestled inside the rural National Battlefield Park system while only 20 minutes from all that downtown Richmond has to offer. Overlooking a private pond for canoeing, fishing or stargazing, this property has all the charm of a vintage log cabin but with modern amenities like a fully stocked kitchen, cozy loft for sleeping, and a luxurious bathroom with an oversized shower, complete with plush robes for two.

Top guest favorite
Two green adirondack chairs are positioned on a rocky beach, facing the calm waters of the James River. Lush trees line the opposite shore, while a mix of clouds and blue sky reflects softly on the river's surface, creating a serene atmosphere.
Home in Henrico
4.96 out of 5 average rating, 145 reviews

Enjoy Breezes on the James River

Cozy cottage overlooking the historic James River. Quiet, Peaceful , comfortable setting but only a 15 minute drive to the excitement of downtown Richmond. 2 bedrooms, 1 bath, sun room, fully stocked kitchen on 1 acre of rolling property.

A spacious bedroom features a large bed with a marble-patterned blanket, complemented by two framed wall art pieces. A bedside table with a lamp is positioned beside the bed. Natural light enters through the window, while a cozy carpet covers the floor.
Guest suite in Richmond
4.6 out of 5 average rating, 55 reviews

Magnolias, a place to chill out.

Home-studio, on second floor, comfortable room with private bathroom fully renovated. Private entrance. Quiet place to sleep and close enough to Richmond City.

Popular amenities for Chesterfield County kayak rentals