Vacation rentals with a kayak in Middlesex County

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Middlesex County

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Top guest favorite

Place to stay in White Stone

Unique style, Waterfront Dock,Yard,Kayaks,SUP,King

Nestled on Little Oyster Creek in the charming small town of White Stone, is Beacon Bay Getaway. This lighthouse style home is situated on 3 private acres and has 3 water views: the Creek, the Chesapeake Bay and the Rappahannock River all which can be viewed from the wrap @ deck and top observation lookout. Enjoy the large yard with fire pit. Launch a kayak/SUP from our dock or bring your fishing rods to catch Croaker. Have fun catching blue crabs with our crab traps. Follow @beaconbaygetaway

4.99 out of 5 average rating, 126 reviews

Top guest favorite

A tranquil outdoor space at twilight showcases a hammock strung between trees, surrounded by soft, glowing string lights. The cozy cottage features large glass windows, allowing warm light to spill into the yard. Lush greenery and serene water views create a peaceful setting.

Home in Urbanna

Blue Pearl Cottage

Blue Pearl Cottage on Robinson creek in historic Urbanna, VA awaits your relaxing stay. Swing in the hammock on the covered porch while listening to bird's, ospreys, & an occasional bald eagle on the creek. Kayak to the Rappahannock rivah from the dock. Walk or take a bike ride into the town of Urbanna for shopping, dining, entertainment, museum's, marinas, farmers markets, bands on 2nd Saturdays & so much more. We are 1 mile from town center. Many surrounding towns offer wineries, events, etc.

5.0 out of 5 average rating, 101 reviews

Top guest favorite

Home in Irvington

The Rosé Retreat: Pool-Screened Porch-RELAX

Escape to The Rosé Retreat for peace and relaxation. Enjoy a romantic getaway sipping wine on the screened porch, unwind by the refreshing pool, navigate the waterways by kayak, and stroll to great restaurants/shopping. Savor local oysters and explore nearby wineries. Bring the family for a memorable NNK adventure. The Rosé Retreat is a place to get away from it all. Enjoy a bottle (or more, we're not judging) of Rosé while you're here. Follow on IG:roseretreatva Irvington Occupancy Tax #500

4.99 out of 5 average rating, 133 reviews

Top guest favorite

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

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.

5.0 out of 5 average rating, 319 reviews

Top guest favorite

A serene beach area is depicted at sunset, with soft waves lapping against a sandy shore. The water reflects golden hues, and trees line the distant shoreline, creating a peaceful natural setting.

Barn in Cobbs Creek

The Barn at Pond Point - Riverfront Home

The Barn at Pond Point is perfectly situated on the Piankatank River, a salt water arm of the Chesapeake Bay. It shares 19 acres of wooded and waterfront property with the owner's main home. A unique space, Barn was converted from a working horse barn into a residence in the 1980's. With a quarter mile of private, sand beach and a large pool (May-Sept), the Barn is an ideal space for time with family and friends, swimming, hunting for prehistoric shark's teeth, or simply enjoying the view.

4.95 out of 5 average rating, 145 reviews

Guest favorite

The view from the entrance displays a spacious deck leading to the water, framed by sturdy wooden supports. Two large doors provide access and natural light, highlighting the inviting outdoor space with chairs positioned for relaxation.

Cottage in Weems

The Crab Shack

Enjoy the sunrise at this unique and tranquil getaway! This property was originally a seafood processing facility...hence The Crab Shack! Watch all the action on the water right out the front door with local waterman in and out of beautiful Carter's Creek to and from the Rappahannock River and Chesapeake Bay. There are marinas and The Tides Inn very close by. This property provides privacy and a short 10 minute drive to nearby restaurants and shops in Irvington, Kilmarnock, and White Stone.

4.99 out of 5 average rating, 134 reviews

Superhost

A sandy beach stretches along the water's edge, with a house featuring large windows nestled among green shrubs. A lighted pier extends into the water, where two children are playing. The clear sky and surrounding trees create a serene backdrop.

Cottage in Deltaville

Stunning Beachfront Cottage on the Chesapeake

Take a break and unwind at this peaceful oasis. Near the end of a private road, enjoy direct beachfront access to the entrance of the Chesapeake Bay. Chill on your own sandy beach, wade in the water, and watch an endless display of boats at quiet Stingray Point. A private lighted pier, outdoor shower, and river room porch will make your stay worthwhile. With four bedrooms (one has bunk beds and a foosball table and is accessed through the third bedroom) you'll have all the room you need.

4.78 out of 5 average rating, 164 reviews

Top guest favorite

Home in Grimstead

Gwynns Island Waterfront Getaway

A lovely waterfront cottage with stunning bay views and the best sunsets on the East Coast. Sliding glass doors create the feeling of being right on the water, even when indoors. You can crab, fish, kayak, grill, and swim directly from the backyard. It's incredibly peaceful and relaxing. Just a mile away is a newly renovated island restaurant with a bar and a wide variety of food options. The house was passed down from my father, and all proceeds from Airbnb go towards making improvements.

4.89 out of 5 average rating, 366 reviews

Top guest favorite

Home in White Stone

1891 Coastal Charmer: fully renovated farmhouse

Built in 1891, this farmhouse has been totally renovated by a professional designer. The Cottage is filled with coastal colors and accessories so it feels fun and updated but still retains the feeling of walking into a well loved family beach cottage. We are pet friendly as any beach cottage should be and love seeing our guests and their pets enjoying the cottage. Follow the cottage on social media @ BlueOysterCottage for more pictures, design ideas and local places to visit.

4.99 out of 5 average rating, 149 reviews

Top guest favorite

An aerial view captures the farmhouse situated along the banks of Henry's Creek, surrounded by lush greenery. A dock extends into the water, providing access for outdoor activities. The rural landscape and nearby road are visible, emphasizing the peaceful setting.

Cottage in Kilmarnock

Creeks End Farmhouse

At the end of a country lane, on the banks of Henry's Creek off the Chesapeake Bay and near the village of Kilmarnock, Virginia sits Creeks End Farmhouse. This charming home built in 1903 was once a working farmhouse, but now welcomes family and friends to come relax and play. Enjoy crabbing or fishing from the dock, paddling the creek out to the bay, lazing in the adirondack chairs on the wrap around deck, or napping on the screened-in porch.

4.93 out of 5 average rating, 116 reviews

Top guest favorite

A tranquil water view is captured, showcasing a sunlit river reflecting light. The image includes a wooden dock extending over the water, surrounded by greenery and autumn foliage, with additional docks visible in the distance.

Cottage in Weems

Relaxing Waterfront Cottage w/ Private Dock/Kayaks

Welcome to 'The Pearly Oyster,' your ideal waterfront retreat! This 3-bedroom, 2-bathroom cottage sleeps 8 and offers stunning river views, a fully equipped kitchen, and unique decor. Enjoy grilling on the deck, family-friendly amenities, and paddle the Corrottoman from our private dock. Explore nearby Kilmarnock, Irvington, and White Stone with access to local playgrounds, tennis and pickleball courts. Be our guest!

4.99 out of 5 average rating, 117 reviews

Top guest favorite

A private dock extends over the water, featuring several wooden Adirondack chairs beneath a vibrant red umbrella. The surface of the water reflects the surrounding landscape, with a bridge visible in the distance and a clear sky overhead.

Home in White Stone

Best View on the Northern Neck, Sandy Beach!

A video tour is hosted on Youtube; please feel free to ask for the link - Airbnb won't let me include it here. You can also find it yourself on Youtube searching for the title "White Stone River Cottage". Come down the long private drive along the pasture to the little cottage perched on the banks of the river, surrounded by large oak trees. Its a simple, cozy spot with lots of outdoor spaces for spreading out.

5.0 out of 5 average rating, 121 reviews