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Vacation rentals with a kayak in Northampton County

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Northampton County

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Top guest favorite

A charming bungalow is embraced by lush greenery and colorful flowers, featuring a welcoming front porch with seating. A palm tree adds a tropical touch, while the pathway leads to the entrance, inviting guests to explore the comforts within.

Vacation home in Cape Charles

5 out of 5 average rating, 72 reviews

Down By The Bay - Cape Charles -1st Floor Primary

🏖Come visit this updated 1930's bungalow. 5 blks to restaurants, shops & beach end of our street 🏠 First Floor master, w/ large bunky upstairs sleeps up to 8 (+ pack and play & air mattress) 🛶 Take stroll/ride to the beach, hose off in outdoor shower, grill on patio & cozy up to a fire. Or relax in the clawfoot tub! 💻 Staying the week & work remote? Work space ready for you! Wifi/Netflix. Updated kitchen & laundry space in your home away from home! 🐶 Dogs <50lbs (2 max) ☀️ Sunday-Sunday June -Aug

Top guest favorite

The spacious kitchen features a large island with seating for six, modern appliances, and ample counter space. A bright window above the sink offers views of the surrounding landscape, while soft lighting complements the contemporary design. Light wood flooring enhances the welcoming atmosphere.

Farm stay in Cape Charles

5 out of 5 average rating, 402 reviews

Guesthouse at Vessel Farm & Winery, Waterfront

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 town. Our twenty acre waterfront farm, home to both a Vineyard and an Oyster Farm, has plenty of nearby walking or biking and a dock on a secluded arm of the Chesapeake Bay. Our farm is perfect for solo travelers, couples or small families looking for a memorable trip to the Eastern Shore.

A spacious living area features a large sectional couch, a coffee table, and a massage chair. Natural light floods the space through sliding glass doors, illuminating the wood flooring. The open layout connects to a kitchen and dining area, enhancing the communal feel.

Home in Cape Charles

4.91 out of 5 average rating, 22 reviews

Hot Tub - Massage Chair - Golf Cart - Beach Gear

Whether you are looking for some rest and relaxation, a home-base for the beach or water activities, or a place that comfortably allows you to bring your pets, you are sure to find your desired experience at Paws at the Beach. Open concept space with large glass doors and window to bring in natural light. Sunset room with multiple entertainment options, a massage chair in the living room and a Hot Tub. Four bedrooms that comfortably sleep 10. Rental includes access to a four-seater golf cart!

A classic brick duplex features a large front porch supported by white columns. A ceiling fan hangs in the shaded area, while steps lead up to the entrance. Lush greenery lines the porch, and a clear blue sky complements the welcoming design.

Home in Cape Charles

4.94 out of 5 average rating, 152 reviews

Harbor View- (Sun - Sun rental June- Aug.)

Harbor View is an early 1900's brick duplex with high ceilings, transom windows, and crown molding. Best of all, this home is located in a quiet neighborhood just one block from the beach and two blocks from Mason Ave. where you can find unique shops, restaurants and other amenities. It's an easy walk to the pier for a magnificent sunset, or to Brown Dog's for homemade ice cream. We invite you to enjoy our comfortable home, and explore the quiet ambience of a historic beach town vacation!

A single-story house is presented with a welcoming exterior, featuring a covered porch and large front windows. The well-maintained yard includes neatly trimmed bushes and a paved walkway leading to the entrance. A bright blue sky with scattered clouds complements the serene setting.

Home in Cape Charles

4.93 out of 5 average rating, 84 reviews

Bay Creek (Pool!) Meets Historic Cape Charles!

Best of both worlds - first house off the historic center of Cape Charles, but part of the gated Bay Creek community with access to exclusive amenities including pool, tennis, and PRIVATE beaches! Single floor living with handicap access from the two car garage. TONS of space! Great front porch for lounging. Walkable to both public and private beaches. Closest house in town to mini golf, Cape Charles Welcome Center (includes a train museum - always a hit with the kids) and the brewery!

A serene outdoor area is surrounded by tall trees, providing shade and tranquility. Four turquoise chairs are arranged around a central table, enhancing the inviting space for gatherings. A glimpse of the water can be seen in the background, offering a calming natural view.

Treehouse in Machipongo

4.98 out of 5 average rating, 91 reviews

The Waverly Treehouse

Reconnect with nature and sway with the trees in this rustic treehouse nestled away in the woods with a gorgeous view of Hungar's creek. Enjoy the view from the front porch or while relaxing around the fire pit. Visit the adorable beach town of Cape Charles, complete with a beautiful beach, brewery, distillery and plenty of restaurant options, or stop by the nearby vineyard for some local wine. Usage of dock, kayaks, grill, and fire pit all included. Beach towels and cooler also provided.

Top guest favorite

Four black Adirondack chairs are positioned in a grassy area facing a tranquil body of water. Lush green reeds frame the water's edge, with a blue sky and scattered clouds above. A small dock is visible in the distance, adding to the serene setting.

Home in Belle Haven

4.97 out of 5 average rating, 127 reviews

Bay Breeze Home on private waterfront

On Virginia's beautiful Eastern Shore, the Bay Breeze Home on Occohannock Creek is the ultimate getaway for two or a large family desiring outside adventures. This 1970's spacious home has plenty of room. Experience the water with our three kayaks or family canoe and watch the abundant wildlife. Right outside your door, you may see Ospreys, Great Blue Herons, Eagles, wild ducks, porpoises, deer, geese, otters, & more. Be our guest and forget your worries in this spacious and serene spot.

Home in Machipongo

4.99 out of 5 average rating, 96 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

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, 336 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.

Top guest favorite

A charming two-story house features pastel-colored shutters and a welcoming front porch with white pillars. Lush greenery and blooming flowers surround the property, while the stone pathway leads to the entrance. A well-maintained yard enhances the inviting exterior.

Home in Cape Charles

4.94 out of 5 average rating, 33 reviews

Seaville. Cozy 3bed/3bath home. Stunning backyard

The whole group will be comfortable in this spacious and unique space. Fully stocked large spacious kitchen/dining that will make family gatherings a breeze. Big living area with plenty of seating, large screen TV and dozens of games. 3 bedrooms and 3 full baths. Large front porch and a backyard described as an “oasis” by past guests. Outdoor “she shed” fun room with 65” TV, split HVAC system. Storage side has bikes, cornhole, beach chairs and much more beach stuff.

Home in Cape Charles

4.92 out of 5 average rating, 75 reviews

The Peach House: close to the shops, beach + park

READY TO BOOK FOR AWESOME FALL STAYS! Loads of historic charm - between the park, downtown & the beach • Contact us to rent our 4-seater golf cart more affordably than in town! • Newly remodeled upstairs bath • Two screened porches, outdoor shower, front porch • Kayak/Paddleboard/Life vests included • Two king bedrooms & a bunk room for four w/ smart TV & NES Classic Please read through our totally honest disclaimer below!

An aerial view captures the single-story ranch home positioned across from the beach. Sandy shores extend alongside the calm water, while charming residential streets and greenery surround the property, highlighting its prime coastal location.

Home in Cape Charles

4.94 out of 5 average rating, 32 reviews

FREE Luxury Golf Cart - across from CC Beach

🏖 Steps from the Sand – Unbeatable Location! This stunning, single-story ranch home is directly across from the Cape Charles beach, sitting on the corner of Bay Ave & Monroe Ave—the most coveted location in town! Enjoy breathtaking sunsets, walk to local dining, golf cart or bike through charming streets, all from your front door. Just purchased a 6 seater golf cart, and decided to make it free for the 1st year!

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Popular amenities for Northampton County kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

Home in Cape Charles

4.88 out of 5 average rating, 8 reviews

The Salty Sea Shack - Chesapeake Properties

The garage features a variety of outdoor equipment, including multiple kayaks in vibrant colors and several bicycles. Beach chairs and umbrellas are neatly organized, alongside storage bins filled with additional items for beach activities. Brick walls provide a rustic backdrop to the functional space.

Home in Cape Charles

4.95 out of 5 average rating, 40 reviews

Beach Front Home 5 Bedrooms 9 beds 2 kings 3 baths

The exterior of the house is illuminated by warm sunset light, casting an inviting glow through expansive windows. The structure features a modern design with multiple levels and a sloped roof, surrounded by natural greenery and sparse trees.

Home in Cape Charles

4.9 out of 5 average rating, 42 reviews

your own private beach adjacent to nature preserve

The historic two-story brick home features a welcoming front porch with white railings and blue doors. An American flag is displayed, while shrubs and greenery frame the entrance. The structure showcases traditional architectural elements, blending modern updates with classic charm.

Home in Cape Charles

5 out of 5 average rating, 5 reviews

Sol Mate: Sunrise Cape Charles Shore Retreat

Home in Cape Charles

5 out of 5 average rating, 10 reviews

Coastal Elegance Meets Small Town Charm

The historic brick duplex features a welcoming front porch with white railings and light blue doors. An American flag hangs above the entrance, and landscaped greenery lines the pathway, enhancing the inviting appearance. Large windows reflect natural light, contributing to the home's charm.

Home in Cape Charles

5 out of 5 average rating, 6 reviews

Sol Mate: Sunset Cape Charles Shore Retreat

A wooden deck, bordered by tall grass, overlooks a calm body of water at sunset. The sky is painted in soft hues of pink and orange, reflecting on the water's surface, creating a serene backdrop.

Home in Cape Charles

4.98 out of 5 average rating, 54 reviews

August Availability! Private beach & sunsets!

Top guest favorite

A three-story brick home is set among manicured greenery, featuring a covered entrance supported by arches. A spacious balcony extends across the upper level, adorned with white railings. Several windows, arranged symmetrically, offer a classic architectural appearance with charming outdoor elements.

Home in Cape Charles

5 out of 5 average rating, 30 reviews

Chesapeake Bay View

Other vacation rentals with a kayak

Top guest favorite

A charming bungalow is embraced by lush greenery and colorful flowers, featuring a welcoming front porch with seating. A palm tree adds a tropical touch, while the pathway leads to the entrance, inviting guests to explore the comforts within.

Vacation home in Cape Charles

5 out of 5 average rating, 72 reviews

Down By The Bay - Cape Charles -1st Floor Primary

A serene outdoor area is surrounded by tall trees, providing shade and tranquility. Four turquoise chairs are arranged around a central table, enhancing the inviting space for gatherings. A glimpse of the water can be seen in the background, offering a calming natural view.

Treehouse in Machipongo

4.98 out of 5 average rating, 91 reviews

The Waverly Treehouse

A spacious dining area features a large wooden table surrounded by several wooden chairs. Arched windows allow natural light to flood in, providing views of the lush greenery outside. A decorative ceiling fixture with multiple bulbs adds a warm touch to the space.

Home in Cape Charles

5 out of 5 average rating, 13 reviews

Eden Lake House Cape Charles

Home in Machipongo

4.99 out of 5 average rating, 96 reviews

Private Country Beach Retreat

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, 336 reviews

The Laughing King Retreat Honeymoon Island Cottage

A classic brick duplex features a large front porch supported by white columns. A ceiling fan hangs in the shaded area, while steps lead up to the entrance. Lush greenery lines the porch, and a clear blue sky complements the welcoming design.

Home in Cape Charles

4.94 out of 5 average rating, 152 reviews

Harbor View- (Sun - Sun rental June- Aug.)

Top guest favorite

The spacious kitchen features a large island with seating for six, modern appliances, and ample counter space. A bright window above the sink offers views of the surrounding landscape, while soft lighting complements the contemporary design. Light wood flooring enhances the welcoming atmosphere.

Farm stay in Cape Charles

5 out of 5 average rating, 402 reviews

Guesthouse at Vessel Farm & Winery, Waterfront

Top guest favorite

A rustic entrance showcases a wooden porch with a barrel and potted flowers. The doors are crafted from wood, featuring detailed carvings. Natural light filters through the surrounding greenery, enhancing the charm of this historic smokehouse converted into a unique accommodation.

Place to stay in Machipongo

5 out of 5 average rating, 85 reviews

Smokehouse on the Chesapeake Bay

Destinations to explore