
Vacation rentals with a kayak in Delaware Bay
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Hideaway on the Bay: Waterfront Vintage A Frame
The Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connect with the people who matter most. A place where kids fall in love with nature, and where old friends make new memories. The house is a 2 bed 1 bath 1974 flat top A Frame that sits on two acres on the outskirts of Lusby, MD—and a low traffic hour(ish) drive from the DMV. Enjoy the indoor fireplace, outdoor fire pit, swinging chairs, kayaks, canoe, fish, and catch crabs --

Villas/DelHaven Private Guesthouse 1 night minimum
Retreat to this comfortable Villas beach Bungalow nestled in a private garden. Close to all the local action. Linger in the Adirondack chairs or take advantage of the kayaks and/or Paddle Boards to soak in beautiful sunsets on the bay. This getaway was meticulously renovated in 22 with an interior designer's eye for clean lines and comfort. Quiet and perfect for those looking to partake in the area's multitude of activities. Ideal for a solo or couples get away to take in life's simple pleasures

Private Waterfront Home W/ Hot Tub, Dock & Kayaks
Soak in the waterfront hot tub or sit around the waterfront fire pit in this one story completely renovated house w/ 3 bedrooms and 2 full bath. One master bedroom with private bathroom and one bathroom for the rest of the house. Tv in each room and expansive views of the Chester River. There are tons of outdoor activities to do from fishing, kayaking, paddle boarding and biking. This is a gorgeous piece of property on Maryland’s eastern shore. Great crab houses and restaurants minutes away.

Waterfront with sweeping bay view & private beach
Year-round private beach oasis on Chesapeake Bay! Perfect Fall & Winter Escape. An hour from DC beltway & world away. Recharge & relax to the sound of waves & sailboats. Spacious & fully renovated, with modern features, ample outdoor terraces. Enjoy long walks, nature spotting (bald eagles, rays, dolphins), shark tooth collecting. Kayaks provided! Short drive to Solomons Island, and local amenities: restaurants, bars, store, national parks & vineyards. No parties or events. Only relaxing.

Hot Tub | Kayaks | Fire Pit — Octopus Cottage
Welcome to Octopus Cottage! This cozy retreat, located on beachfront property, is the vacation home of your dreams! Spend your days on a kayaking adventure or fishing right off the beach. Watch the stunning sunsets steps from your back door, then stargaze from your sumptuous hot tub or make memories around a crackling bonfire. From the spa-like bathroom complete with rain head to the cinematic 50” 4K TV, you can indulge in every amenity when you come home to rest after each incredible day.

Scenic Lakefront cabin fish birdwatch kayak relax
"Cozy 1,000 sq ft lakefront Cabin on Swan Lake 6 yr young, rustic charm meets modern comfort. Wake up to Swans gliding past your windows and decks, Bass jumping below. Kayaks provided the 30acre gem, spot heron, eagles, ducks, many other birds. Forsyth Bird Sanctuary, Smithville Village and Renault Winery all 5 minutes away. Romantic sunsets, bird songs, total escape. Walking trails and state of the art gym on site. Perfect getaway without roughing it. Oh and pets are free. Book Now!!!

THE SORA with Disco, Hot Tub & Pool
Immerse yourself in the timeless beauty of this 12 acre riverfront property. Experience the peaceful beauty of 800+ feet of direct river frontage on the deep Cohansey River. This river leads to the Delaware Bay/ Atlantic Ocean. Situated on the site of the Prestigious Sora Gun Club, this historic 4 Bedroom, 2 1/2 Baths light-filled home with magnificent great room has classical details and distinctive appointments. One of the 4 bedrooms and the 1/2 bath is in the 2 story guest house.

Sunset Breezes - quiet waterfront retreat
Enjoy well equipped waterfront home styled after historic lighthouses. Relax in the hammock by the water under the pines; Enjoy smores by the fire pit. Wood included. Free use of 4 kayaks, 2 paddleboards, and a 3 person canoe. Yard games include corn hole, croquet, & bocce. Dine on the deck while enjoying beautiful sunsets. Bring your cameras for local wildlife. NEW Fun & Fitness Barn: sauna, golf simulator, free weights, game space and more. Ask about access code and hours.

Dyers Cove
This little cabin like home is perfect, if your'e looking to escape from your everyday life. Its like being on a far away island but in southern Jersey. You want to bring all your necessities when coming in because the closest grocery store is about 30 mins away. We offer kayaks to be used and a vast variety of fishing equipment. A fishermans' dream!!! Dont forget your camera for the sunsets, bald eagles, indian artifacts and amazing porch views for the ultimate relaxation

Long Beach Cottage, Hot Tub,Wood Burning Fireplace
The cottage is waterfront and is a PERFECT spot for a romantic couple's getaway! honeymoon/celebrations Designed with that in mind, a kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed & cozy ambiance complete w/ water views and a stunning bathroom that features a double vanity, a large soaking tub, a tile shower with a soothing 3 function rain shower is complete with luxury linens, cozy robes & soft towels...

Roof deck, Salt Water Pool, Hot tub & water views!
Our beach home is just two houses or 155 steps from the Delaware Bay with beautiful sunset views from the third floor balcony, off the master suite. We are only two houses from the beach (no beach tags required). We are centrally located to Wildwood & downtown Cape May and also have many local restaurants within a short drive or bike ride! Pool is heated to 82, and will remain open through 10/31/2026. Hot tub on 2nd floor deck is open all year and heated to 104.

Luxury Log Cabin on the River!
Escape to our cozy log cabin on the river! Perfect for families or small groups, our rustic retreat offers a spacious living area with a fireplace, fully equipped kitchen, and a deck overlooking the water. With three bedrooms, it sleeps up to eight guests. Enjoy outdoor activities like fishing, kayaking or simply relax in nature's embrace. Conveniently located near town. Book your serene getaway today! Enjoy the newly installed hot tub along with an outdoor TV!
Popular amenities for Delaware Bay kayak rentals
House rentals with a kayak

Bayfront Adventure Kayaks/Canoes, Clam/Fish, Views

Annapolis 3 BR Sleeps 8 Waterfront Dock & Firepit

Upper Chesapeake Getaway

River House on the Choptank

Chester Riverfront At Kent Narrows

Harbor View Haven | Waterfront w/ Hot Tub + Dock!

Living on Island Time

Beachwalk: ON BEACH. Pet-Friendly. Linens Incl.
Cottage rentals with a kayak

"Wittman Cottage"

The Bohemia Charmer

Rumbley Cottage on the Tangier Sound-Private Beach

Waterfront Cottage on the Potomac River

La Casita on Harris Creek, St. Michaels

Charlestown Cottage at Cattail Bend

Riverfront Sweetwater Nature Retreat - Mullica Riv

Chesapeake Bay Cottage
Cabin rentals with a kayak

Cabin on the Creek ~ Kayaks and Fire Pit

Covenant Cove (Cove Point Beach)

Bayfront Walk-Out Beach Home | Sunrise & Fire Pit

Peaceful Waterfront Retreat on The Bay

True St. Michaels 6 Acre Waterfront w/heated pool

Blue Heron Cottage

The Boathouse on the Creek

Pizza Friday
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