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Holiday rentals with a kayak in Delaware Bay

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Top-rated rentals with kayak in Delaware Bay

Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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Tiny home in Cambridge

4.89 out of 5 average rating, 499 reviews

Blackwater Tiny Cabin on Snakehead Creek

The Solar Powered Tiny Cabin is located on a farmette 5 min away from Blackwater Refuge! It is an affordable and unique way to visit and enjoy all that Cambridge and Blackwater Refuge have to offer! Staying the cabin will make your visit even more memorable!The Tiny Cabin is now located 50 steps away from Pitcher Dam Creek which leads to the Little Blackwater! Kayaks on site! Bring your fishing rod to catch popular Snakeheads! 15 minute drive to Route 50, downtown Cambridge, shopping and dining!

17–24 Aug

$116 SGD per night

Guest favourite

Guest suite in Lusby

4.99 out of 5 average rating, 303 reviews

Riverfront Chalet Kayak/Canoe, pier, breakfast!

This is a two room above the garage apartment with a dedicated side entrance for guests separate from the main house by screens down and a barn door up. Once upstairs you have your own completely private space. Your mini fridge will always be stocked with an assortment of beverages and snacks as well as breakfast items. Enjoy, our kayaks, fire pit or sunset viewing on the pier. Lots of hiking and water sports abound in the area. A short drive south is beautiful Solomon’s island. Boaters welcome!

17–24 Apr

$174 SGD per night

Guest favourite

Cottage in Lower Township

5.0 out of 5 average rating, 146 reviews

Octopus Cottage: Hot Tub | Kayaks | Fire Pit

This lovingly restored cottage, 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. IG: stay.dreamspace

31 Oct – 7 Nov

$609 SGD per night

Guest favourite

Tiny home in Saint Inigoes

4.98 out of 5 average rating, 294 reviews

Historic St.Mary's City at the Lazy Bear Cottage

Inquire first on pets, there is a 40 lb. weight limit total, can be split up between 2 small dogs or 1 at 40lbs or less,must be house broken and friendly. Close to Saint Mary's historic city, Pt. Lookout State Park, Sotterley Plantation. Great hiking trails, restored colonial village,a replica of the Maryland Dove. Tour a lighthouse. Great restaurants , or spend a day over in Solomons Island, about 20 miles from us. Peaceful settings for relaxing right on the water,or kayak on the river.

8–15 Aug

$114 SGD per night

Guest favourite

Cottage in Villas

4.99 out of 5 average rating, 103 reviews

Pet friendly-200 steps to Beach Sunsets. Lotus Bay

Welcome to Lotus Bay- 4th house from the bay and just 200 steps to the beach where you can view the incredible Cape May sunsets. Even better, we are dog friendly so your furry family can come along. LOTUS BAY HIGHLIGHTS: 4th house from the beach, PET Friendly Towel/s linens/ toiletries provided Bikes, beach chairs, kayak,paddle boards, boogie boards,beach toys Fenced in Yard with seating Fire Pit BBQ Grill Outdoor Shower Smart TVS High Effic Washer /Dryer Town Pool membership- July-Sept

29 Nov – 6 Dec

$398 SGD per night

Guest favourite

Loft in Cape May Court House

4.97 out of 5 average rating, 591 reviews

Quiet Lakefront Studio - Close to the Beach

Discover Cape May County - the hidden gem of Southern New Jersey. Be our guest on a crystal clear lake surrounded by tall pines and wetlands, creating a vast wildlife habitat in a sanctuary of natural artistry. Great care has been taken to nurture a secluded environment to explore, restore and create; all on a hidden lake with its own sandy beach. Local beach passes, hiking trails, direct access to the county bike path, fire pit, hammocks, water sports, etc. are all included in your stay.

28 Feb – 7 Mar

$184 SGD per night

Guest favourite

Home in Bridgeton

4.99 out of 5 average rating, 206 reviews

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 3 Bedroom, 2- Baths light-filled home with magnificent great room has classical details and distinctive appointments. Additional 2 story building available to bring guest count from 8-12 w/ 1/2 bath

2–9 Jan

$1,081 SGD per night

Guest favourite

Home in Frederica

4.91 out of 5 average rating, 281 reviews

Bowers Beach - pets ok - low cleaning fee

Welcome to Bowers Beach! This house is walking distance to the beach, Bay View Bar/Restaurant/Live Music, JP's Wharf (waterfront restaurant), and The Captains Lady charter boat. Driving distance to DE Turf Sports Complex (12min), Dover (20min), Harrington (23min), and Tanger Outlets/Rehoboth Beach (41min). We welcome couples, solo adventurers, business travelers, families, tournament teams, big groups, and Dogs welcome (NO CATS). However quiet or lively your stay, our location has it all.

25 Aug – 1 Sep

$416 SGD per night

Guest favourite

Guest house in White Marsh

4.96 out of 5 average rating, 142 reviews

Bird River Bottega - A Waterfront Oasis!

Private entrance studio located on a waterfront property. The Bottega is perfect for couples, solo travelers, and business professionals; best suited for two travelers. Enjoy your morning coffee by the water and watch the Ospreys, herons, ducks, hawks, and bald eagles galore. Whether you are fishing, lounging, or kayaking the Bird River (home to the Chesapeake Bay), you are bound for relaxation. Surrounded by a plethora of eateries, shopping, and entertainment all within a 25 minute drive.

15–22 Apr

$124 SGD per night

Guest favourite

Loft in Lusby

5.0 out of 5 average rating, 315 reviews

Coastal Treetop Retreat w/ Private Beach Access

Come experience our tucked-away loft 5 minutes from beaches, 10 minutes to Solomons, and Calvert Cliffs. Private garage apartment with 17 stairs. Our open-concept space, has a bedroom area, bathroom, workspace, & kitchen (convection oven, induction stove, microwave, refrigerator, and Keurig). Enjoy quick Wi-Fi, a 40" Smart TV, a cozy queen bed, and comfy lounge chairs. Bring S'mores fixings to roast over the fire and wrap yourself in a blanket. Choose to stay in or adventure out.

22–29 Jan

$190 SGD per night

Guest favourite

Guest suite in Chestertown

4.99 out of 5 average rating, 192 reviews

Beautiful Waterfront Chestertown Getaway

Lovely three room waterfront apartment/guest suite conveniently located minutes from historic Chestertown and Washington College. Beautiful water views, full kitchen, wooded lot, quiet neighborhood, bird watching, biking, running, kayaking. Friendly pets (comfortable with people and our medium rescue dog) are welcome. We donate 5% of proceeds to Kent Attainable Housing, the Animal Care Shelter of Kent County or ShoreRivers conservation—your choice. Make it your home away from home.

10–17 Oct

$191 SGD per night

Guest favourite

Cottage in Saint Michaels

4.99 out of 5 average rating, 137 reviews

La Casita on Harris Creek, St. Michaels

Newly constructed architecturally unique guesthouse inspired by the historic barns of the Chesapeake. Stay in luxury on a secluded 40 acre farm on Harris Creek, be at one with nature & still only 5 min from town's fine dining, shops & charm . With 360 views, TV/Wi-fi, full bath/shower, galley kitchen w/ microwave, fridge w/ice maker, washer/drier, patio fire pit, private pool & kayaks. We comply with Talbot County's zoning that requires a 3 night minimum ST-934-HUD 2020.

4–11 Sep

$737 SGD per night

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Popular amenities for kayak rentals in Delaware Bay

Free parking on premises

Air conditioning

House rentals with a kayak

Guest favourite

Home in Lusby

4.98 out of 5 average rating, 261 reviews

Cove Point Beach Cabin

28 Mar – 4 Apr

$238 SGD per night

Guest favourite

Home in Villas

4.95 out of 5 average rating, 110 reviews

Hot tub & water views 2 homes from bay!

23–30 Nov

$1,175 SGD per night

Guest favourite

Home in Lusby

5.0 out of 5 average rating, 111 reviews

Historic Rousby Hall, Waterfront, Patuxent River

22–29 Jun

$1,217 SGD per night

Guest favourite

Home in Cambridge

4.99 out of 5 average rating, 142 reviews

Sunset Breezes - quiet waterfront retreat

26 Feb – 5 Mar

$604 SGD per night

Guest favourite

Home in Villas

4.98 out of 5 average rating, 118 reviews

Villas Bayside Cottage

3–10 Mar

$443 SGD per night

Guest favourite

Home in Kent Narrows

5.0 out of 5 average rating, 279 reviews

Chester Riverfront At Kent Narrows

2–9 Nov

$427 SGD per night

Guest favourite

Home in Ocean City

4.94 out of 5 average rating, 221 reviews

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

22–29 Jan

$139 SGD per night

Guest favourite

Home in Grasonville

4.94 out of 5 average rating, 226 reviews

River Front, Private Single Family Home

18–25 Oct

$674 SGD per night

Cottage rentals with a kayak

Guest favourite

Cottage in Hammonton

4.97 out of 5 average rating, 190 reviews

Mullica River Cottage #1 - Pine Barrens

18–25 Jul

$375 SGD per night

Guest favourite

Cottage in Leonardtown

4.97 out of 5 average rating, 126 reviews

Beach Front and 'Perfectly Placed'

17–24 Mar

$249 SGD per night

Guest favourite

Cottage in Westover

4.99 out of 5 average rating, 182 reviews

Rumbley Cottage on the Tangier Sound-Private Beach

1–8 Mar

$463 SGD per night

Guest favourite

Cottage in Smith Island

4.97 out of 5 average rating, 185 reviews

Levering Creek Cottage with Private Docking

7–14 Nov

$236 SGD per night

Guest favourite

Cottage in Edgewater

4.99 out of 5 average rating, 129 reviews

Waterfront Chesapeake Bay Getaway Firepit & Pier!

13–20 Sep

$443 SGD per night

Guest favourite

Cottage in Westover

4.92 out of 5 average rating, 142 reviews

Heaven on the Bay - A Peaceful Waterfront Retreat

16–23 Nov

$322 SGD per night

Guest favourite

Cottage in Lewes

4.99 out of 5 average rating, 152 reviews

Ebb & Flow Beach House - Lewes Bay Beach Retreat

16–23 Jan

$722 SGD per night

Guest favourite

Cottage in Kinsale

4.95 out of 5 average rating, 196 reviews

Great little cottage with a "Rivah" view

4–11 Oct

$205 SGD per night

Cabin rentals with a kayak

Guest favourite

Cabin in Lusby

4.94 out of 5 average rating, 145 reviews

Hideaway on the Bay: Waterfront Vintage A Frame

20–27 Jul

$449 SGD per night

Cabin in Galloway

4.89 out of 5 average rating, 173 reviews

ROMANTIC GETAWAY Scenic Lakefront home peaceful

7–14 Jan

$231 SGD per night

Guest favourite

Cabin in Lusby

4.91 out of 5 average rating, 210 reviews

Peaceful Waterfront Retreat on The Bay

16–23 Sep

$248 SGD per night

Cabin in Newport

4.83 out of 5 average rating, 82 reviews

Dyers Cove

10–17 Dec

$341 SGD per night

Guest favourite

Cabin in Worton

4.94 out of 5 average rating, 65 reviews

Cabin on the Creek ~ Kayaks and Fire Pit

21–28 Aug

$405 SGD per night

Guest favourite

Cabin in Wrightsville

4.93 out of 5 average rating, 15 reviews

Cabin off the Susquehanna River

9–16 Dec

$157 SGD per night

Cabin in Medford

4.9 out of 5 average rating, 60 reviews

Lovely Lakefront Log Cabin in Medford Lakes

7–14 Jul

$482 SGD per night

Guest favourite

Cabin in North East

4.93 out of 5 average rating, 28 reviews

Sunset Bay Waterfront cottage on Chesapeake Bay

24 Sep – 1 Oct

$378 SGD per night

Destinations to explore