
Holiday rentals with a kayak in Rehoboth Beach
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Top-rated rentals with kayak in Rehoboth Beach
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
After relaxing at the beach (just a 7 min walk away), unwind on our deck "watchin' the tide rollin' away!" Get the best of the bay & the beach with this dog-friendly hidden gem! Imagine evenings enjoying the bay breeze as you crack crabs on the deck! Relax inside our open-concept great room that allows everyone to be together. Fish on our private dock or use it for your own boat or jet-ski to dock there. Witness spectacular sunsets with our Kayaks. Enjoy a well lit, private work space to virtual work w/ high speed internet! A new wood CRIB now in master suite for restful sleep! The pools and tennis/pickleball courts are only a few blocks away for your enjoyment! Plus, a truly unique OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best Vacay EVER!

Beach Pebble Square, 1 BLOCK TO BEACH!
Spacious, cozy, townhome one short block from beach! Fully renovated throughout! Open kitchen, dining room, and cathedral ceiling living room. The main level has a cute/private efficiency called "The Captains Quarters". Upstairs, the king bedroom suite has a private deck, private bathroom, and double closets with a Smart TV. The second bedroom has a queen bed, bunk beds w/a trundle and a shared bathroom. The loft is cozy and cool, with two trundle daybeds and a full bed. Loft is best for kids*

3 BR Waterfront Home, Minutes to the Beach
Recently updated waterfront house located in the family-friendly Montego Bay community. Enjoy beautiful sunsets on the back deck or hop in one of the kayaks for a paddle around the wide-open canal. Try your hand at crabbing or fishing off the dock to catch your dinner. Within easy walking distance of the beach and Northside Park (about 10 minutes walk to both). Beach chairs, toys, boogie boards, and umbrellas are yours to use for fun in the sand and surf. The dock is available for boat tie-ups.

Adorable cottage, door-2-door parking! Bikes/Kayak
Beach Daze is a surprisingly spacious & bright “tiny house” nestled into a quiet zen-like hidden treasure of a neighborhood within the town of Rehoboth Beach, Delaware. It is walking or biking distance (on quiet, quaint streets) to so many delightful natural wonders including the beaches, the canal, the bay, and a nature preserve! Beach Daze is perfect as a couple's retreat or a family vacation! We provide PLENTY of TOYS! 2 kayaks, beach toys, float toys, balls, tennis rackets, etc. for fun

STEPS-2-BEACH. PET-FRlENDLY. LlNENS lNCLUDED
Peaceful, secluded, tranquil, yet close to attractions. Our home has beach path access directly across the street. Enjoy views from both the front and back, including the Prime Hook Wildlife Refuge from our back deck. Conveniently located at the quiet southern end of Broadkill Beach. While the north side is denser with homes and more crowded, the southern end provides a more private beach experience with fewer visitors. The ideal beach retreat where it's just you, the sand, and the sea.

Sunny Studio in Rehoboth Beach
Hi! Our studio apartment is perfect for those looking for a quiet and cozy get-away. It is centrally located between Rehoboth and Lewes and very close to rt 1 and rt 24. The studio has a private entrance on the left side of our house. It consists of one large room with ample living and sleeping spaces, including a queen size bed, a comfy loveseat, and a walk-in closet. A double sink bathroom has plenty of shelving for towels and toiletries. There is off-street parking for 1 car.

Charming Waterfront Cottage w/2 King Suites + Dock
Newly renovated, sparkling, spacious house with room for seven and waterfront views is waiting for you. Perfect for a single or double family getaway, girls weekend, or quiet retreat. *Please note this is a No Smoking and No Pet Property. **We are located in a quiet, residential neighborhood with lovely neighbors in close proximity. Please consider this when booking. ***We do not supply sheets and towels. Rental License #2162

Secluded Waterfront 15mi to Beach•Kayaks•Fast WiFi
Casa Blue Heron is a 2,254 ft² (209 m²) custom home offering stunning water views, a firepit, and serene seclusion at our 3-bedroom waterfront sanctuary by Chincoteague Bay and near Assateague, Berlin, Ocean City, Snow Hill and much more. ★ "A private and tranquil setting where it is impossible not to relax and appreciate nature... Wish I had booked an extra day!" Add us to your wish list by clicking the❤️in the upper-right corner.

Woodsey Beach House - Beach, Lake, Woods!
Beach? Check Cabin? Check Lake? Check Have it all at our home near the beach, in a beautiful wooded setting with a lake view! Quiet neighborhood makes you feel right at home. Newly renovated with new appliances and furnishings. The house has an upside-down layout, so most of the living spaces, including the kitchen, dining, and living rooms are on the second floor. The home is unique, bright and comfortable.

Cape Suites Room 4 - Free Parking!
Your Place to Stay in Rehoboth Beach, DE! This Second Floor West End Suite has been completely renovated in 2023! It features a brand new bathroom with tub/shower enclosure, new tile and vanity. This suite will have a new layout in the second bedroom featuring a built-in with a small refrigerator, microwave, and wardrobe. Also included is a cafe table with two chairs and all new A/V equipment.

Waterfront Bethany Marina Escape
Exquisite Waterfront Property offering 3 impressive levels of living in this 2 bed, 3.5 bath townhouse. Located in the private community of Bethany Marina overlooking the Indian River Bay. This home has 3 large decks where you can enjoy panoramic views of the bay and amazing sunsets. We are approximately a 10 min drive from downtown Bethany Beach or the Delaware National Seashore.

Read Ave Dewey Condo - Bay Front, Private Beach
Escape to our waterfront Dewey Beach condo with stunning bay & marina views! This family-friendly retreat comfortably sleeps 6 and features a private dock, boat slip, and kayak. Enjoy spectacular sunsets from the porch, a fully equipped kitchen, and easy access to the beach just 2 blocks away. Perfect for a memorable family getaway with modern comforts and direct water access.
Popular amenities for kayak rentals in Rehoboth Beach
House rentals with a kayak

Waterfront Retreat

Private pool, waterfront, kayaks, bikes, firepits!

The Chesapeake House

Horseshoe Haven-Roof Deck, Beach Views, Game Room

Family + Pet-Friendly Home Near Fenwick Island

5 Bedroom Canal Front home- 3 min walk to beach

Son Haven Cottage

Sandcastle Haven
Cottage rentals with a kayak

'Cottage by the bay', sleeps 8 near Rehoboth beach

Sandcastle directly ON the beach

Deck & Indian River Bay Views: Coastal Cottage

Ocean Pines Beach House in the Woods

Lewes beach family cottage

Perfect Family Vacation XMAS & NY are Available!

Beach Suite 2 King Beds Pet Friendly Canalside Inn

Breezy Ocean Pines Cottage w/ Patio & Pool Access!
Other holiday rentals with a kayak

Lilly Pad: Fenced in yard, close to beaches & more

Waterfront Haven: Moments from the Beach!

5 BR Waterfront Home - walk to beach

Bradley's Bayou

Turtle Cottage by the Bay

Coastal Cottage! Walk to Beach!

Coastal Oasis in Ocean Pines

Bethany Beach Classic
Quick stats about holiday rentals with a kayak in Rehoboth Beach

Total holiday rentals
Explore 20 holiday rentals in Rehoboth Beach

Nightly prices starting at
Rehoboth Beach holiday rentals start at $114 SGD per night before taxes and fees

Verified guest reviews
Over 1,580 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Rehoboth Beach holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Rehoboth Beach rentals

4.7 Average rating
Rehoboth Beach stays receive an average rating of 4.7 out of 5 from guests
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