
Vacation rentals with a kayak in Delaware Bay
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Top-rated kayak rentals in Delaware Bay
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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.

River House on the Choptank
Welcome to the River House! Stay in our renovated home on the Choptank River of MD's Eastern Shore, with your own low-tide beach and magnificent sunsets. We offer a peaceful location and thoughtful detail, creating a memorable getaway for a relaxing weekend or remote work location. Enjoy a day on the river with our paddle board or 2 kayaks, and end the day around the firepit. In cool weather, cozy up next to the fireplace. Also, visit nearby towns--St. Michaels, Easton, Oxford, and Chestertown.

Upper Chesapeake Getaway
Come relax with expansive views of the Upper Chesapeake with family or friends. Tucked away in Carpenter's point, you'll find peace watching boats pass by and local wildlife. The newly renovated home features newly 3BR, 1.5 Bath with a fully functional kitchen. You'll enjoy the beautiful sunrise views, water access, kayaks and deck. Local amenities include Great Wolf Water Park, Elk Neck State Park, local restaurants, and Perryville Casino. We welcome you to join the relaxing experience!

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.

OASIS Stone Harbor for 12 People + Pool
OASIS Stone Harbor is an authentic "vintage chic" beach house, that is just a block from the ocean and a quick walk or bike ride into town, and it's pet friendly. The OASIS experience is great all summer and as an off-season “retreat” to re-energize mind, body, and spirit. Get your toes in the sand! The swimming pool with the integrated waterfall and hot tub are typically open from early-April through early-December. Interior and outside videos are online at oasis stone harbor.

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.

River front cottage with private dock & water fun
Private cottage on the banks of the Chester River. Sleeps 8-14. Private dock with plenty of water activities. This property offers relaxation and serenity as soon as you pull in! Located right on the water with spectacular views of the Chester River, the house is renovated in a cozy, casual farmhouse style. While you will love the house you will spend your days outside enjoying life on the river thanks to your private access to the water and lots of water fun!

Top of the Chesapeake - Private Waterfront Home
Our house is nestled between the shore of the NE River and the creek and marsh directly behind. The home is warm, unassuming and inviting; you'll feel right at home. Perfect for familes or groups, or a romantic weekend. Bird watchers will love the bald eagles, ospreys, kingfishers, mallards and cormorants, to name a few. The upstairs living room is a perfect place for the kids while the adults enjoy the lower area. You find our place warm, cozy and quiet.

Private Lakefront Retreat | The Loft at Haven
Haven on Adullam Lake - The Loft - a spacious, private second-story studio with a queen bed, full bath, and kitchenette nestled on a peaceful, family-owned 40-acre lakeside property, minutes from Stone Harbor and Cape May. Enjoy expansive lake and forest views from your private sunset deck, large windows that flood the space with natural light, hiking trails, hammocks, county bike path, and a crystal-clear lake with complimentary water sports equipment.

Waterfront Sanctuary only 50 Min. From DC/Balt.
New full home renovation with gourmet kitchen, wide open floor plan, multiple guests rooms, and a bunk room that accommodates 12. An inviting space that welcomes any couple or a large extended family. This home sits with only three other homes on a private peninsula and has water access on both sides. It is conveniently located less than an hour from DC and Baltimore on the west coast of the Bay (no need to cross the Bay Bridge).
Popular amenities for Delaware Bay kayak rentals
House rentals with a kayak

Luxury Log Cabin on the River!

Secluded Waterfront - Beach 15mi, Kayaks, Firepit

Historic Rousby Hall, Waterfront, Pool, Beach

Sunset Breezes - quiet waterfront retreat

Back Bay Splendor

Pool/Spa/Hot Tub 300 ft to Bay! Bay Shore Getaway

Iconic Chesapeake. Unparalleled Luxury.

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
Cottage rentals with a kayak

"Wittman Cottage"

Chesapeake Bay Cottage

The Bohemia Charmer

Private Beachfront Cottage with 2 Bedrooms + Loft

Waterfront Cottage ❤️ Private Beach, Dock & Kayaks

La Casita on Harris Creek, St. Michaels

Weems Creek Cottage, Annapolis Waterfront

Sunset Lake Waterfront Cottage – Romantic Stay
Cabin rentals with a kayak

Cabin on the Creek ~ Kayaks and Fire Pit

Hideaway on the Bay: Waterfront Vintage A Frame

True St. Michaels 6 Acre Waterfront w/heated pool

Covenant Cove (Cove Point Beach)

Peaceful Waterfront Retreat on The Bay

Scenic Lakefront cabin fish birdwatch kayak relax

Bayfront Walk-Out Beach Home | Sunrise & Fire Pit

Pizza Friday
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