
Vacation rentals with a kayak near Ocean City Beach
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Top-rated kayak rentals near Ocean City Beach
Guests agree: these stays 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!

The Oliver House
This property boasts breathtaking views of the Ocean City skyline and is nestled in a quiet neighborhood in West Ocean City. Bring your boat, paddle boards, kayaks and firewood for the most incredible vacation. Crabs and clams are plentiful and the kids can enjoy playing in the small beach area while splashing or swimming in the bay. Although you may never want to leave, it's a short drive to Ocean City's beaches and boardwalk, Assateague Island and the quaint must-see town of Berlin, Maryland.

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.

Salty Serenity
Relax and recharge at our cozy 3 bed/2 bath home in Ocean Pines, a peaceful community near Ocean City, MD. Enjoy bikes, kayaks, and a fire pit in the large backyard, or use the pools, marina, yacht club, and golf course in the neighborhood. Beach parking at the Ocean Pines Beach Club in Ocean City is included. You can explore the boardwalk, casino, outlets, and the many nearby restaurants. Or, visit Berlin, or see the wild horses at Assateague Island. Come experience all the area has to offer!

OceanViewBeachClub-minutes from Bethany Beach/Golf
Enjoy this spacious, 3br 2ba 1,300 sq ft NEW condo with 12ft ceilings 1.5 miles to Bethany Beach, a 5 min drive or a 10 min bike ride. Minutes from Bear Trap Dunes Golf Course and boardwalk This condo is part of the highly sought after Ocean View Beach Club, the first new construction beach club in Ocean View as you drive from Bethany beach. OVBC offers an amazing large outdoor pool- great for kids! Plus sauna, steam room, fitness center, billiards, basketball/pickleball court and more

Private pool, waterfront, kayaks, bikes, firepits!
The Golden Quarter Farm is 150-acre waterfront, nature preserve, centrally located 5 miles from Assateague Island and its wild ponies, small town charm of Berlin, and OC Boardwalk. With a pool, kayaks, SUP, hiking trails, bikes, and birding, there's little reason to leave the property! Max of 8 adults. No parties. No Pets. Renters must sign a Rental Agreement & provide $250 refundable damage deposit. Pool open April-Sept 30th, NOT heated. 5% local room tax will be collected after booking.

Ocean View Paradise w/Hot Tub & Free Massages!
Our special place is close to everything for your DE beach visit! Make memories at our unique, updated Sharp Ocean View Paradise. Free access to a zero gravity, full body massage chair as you relax. Short discount to Bethany Beach and pools, gym, sports court and beach club community access. Enjoy a private hot tub, full range of games & arcade systems for your family sleeping up to 14. Enjoy grilling, large outdoor dining & access to full range of kayaks for canal access near our backyard!

Waterfront w/Dock, Rooftop Terrace & 2 Kings
Enjoy stunning views from every room in this bayside beauty located in the peaceful Ocean Pines community just 9 miles from the beach and OC boardwalk. Designer finishes throughout, you'll find everything you need to enjoy a family or small group getaway. *We do not allow smoking or pets. *Saturday check-in with a 7 night minimum stay requirement from July-August. *We are located in a quiet, residential neighborhood. Please consider this when booking. *We do not supply sheets and towels.

Stay Salty OC Beach House
Welcome to your ultimate getaway near Assateague State Park & Ocean City! Our spacious retreat sleeps 14 guests and boasts resort-style amenities including pools, a gym, kayaks, and tennis courts. Located just moments from beaches, charming towns, and exciting attractions, you'll have everything you need for an unforgettable vacation. With a fully stocked kitchen, game rooms, cozy reading nooks, puzzles, and a balcony, there's something for everyone. Book now and let the relaxation begin!

The Chesapeake House
Indulge in the ultimate beach getaway at The Chesapeake House, a newly remodeled 6-bedroom haven in Ocean City. Perfect for large families! Nestled on the serene canal, it offers aquatic adventures with kayaks and paddle boards. Enjoy evenings on the patio, grilling under bistro lights. Close to dining hotspots like Liquid Assets, Bull on the Beach, Lombardi's, and Kirby's. A mere stroll away from the beach, this retreat promises relaxation and recreation for your perfect coastal escape.

Pet Friendly Bayside Grill Bikes Kayaks
Book 3 nights, get 1 night FREE stays thru March 10. inquire before booking This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED Perfect Family Friendly Beach House! This 4bd/2ba waterfront home sleeps 11 guest comfortably! Soak up the sun & grill for your family and friends on the large furnished patio overlooking the water! Just a one block walk from the beach and walkable to many favorite local restaurants and attractions.

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
Popular amenities for kayak rentals near Ocean City Beach
House rentals with a kayak

Bethany Meadows Adventure - 2.8 miles to beach!

4 BR/3.5 Bath w/Community Pool, Hot Tub, Gym

Waterfront Home & Golf Getaway

Family + Pet-Friendly Home Near Fenwick Island

5BR/4.5 BA/Pool Next to House/ 1.5 miles to beach

Coastal Oasis in Ocean Pines

2 Master Suites, Bayfront, SUPS-YAKS, walk 2 Ocean

Bayside Resort Beach Home
Cottage rentals with a kayak

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

Deck & Indian River Bay Views: Coastal Cottage

Ocean Pines Beach House in the Woods

Lewes beach family cottage

Ebb & Flow Beach House - Lewes Bay Beach Retreat

Perfect Family Vacation at Bethany Beach Cottages!

Beach Suite 2 King Beds Pet Friendly Canalside Inn

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

Waterfront Haven: Moments from the Beach!

The Salt Life at 94th St. Ocean City, MD

Water Front Apartment

Canal-front, pet friendly, 2 mi to Beach + Kayaks!

5 Bedroom Canal Front home- 3 min walk to beach

Ocean 14 - Amazing Waterfront Views & Beach Access

GREAT LOCATION! Remodeled 1BR condo w/ Bay View!

Coastal Cottage! Walk to Beach!
Quick stats about vacation rentals with a kayak near Ocean City Beach

Total vacation rentals
Explore 40 vacation rentals in Ocean City Beach

Nightly prices starting at
Ocean City Beach vacation rentals start at ﺩ.ﺇ331 per night before taxes and fees

Verified guest reviews
Over 2,100 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Ocean City Beach vacation rentals include wi-fi access

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

4.9 Average rating
Ocean City Beach stays are highly rated by guests—averaging 4.9 out of 5!
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- Broadkill Beach
- Wildwood Crest Beach New Jersey
- Cape May Beach NJ
- Ocean City Boardwalk
- Assateague Island National Seashore
- Dewey Beach Access
- Willow Creek Winery & Farm
- Assateague Beach
- Pearl Beach
- Jolly Roger Amusement Park
- Big Stone Beach
- Peninsula Golf & Country Club
- Cape Henlopen State Park
- Northside Park
- Poodle Beach
- Poverty Beach
- Bear Trap Dunes
- Higbee Beach
- Bayside Resort Golf Club
- Baywood Greens Golf Maintenance
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- Towers Beach
- Jolly Roger at the Pier
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