
Home rentals with a pool near Ocean City Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool 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!

Beautiful waterview 2B condo w/Dock&Close to Beach
Welcome to the Canal Bungalow! A stylish 1000 sq. foot retreat to enjoy all the fun & relaxation of the coastal lifestyle in North Oc. Bring your boat with you and dock alongside your back porch, enjoy pool access in a private gated community, or bring your sports gear for Northside Park. We are tucked away on the quiet bayside of OC & only a few minutes walk to the beach. Unwind on our beautiful balcony while watching the boats go by & finally understand the true meaning of a coastal lifestyle!

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.

Renovated Oceanside Modern Boho Beach Retreat
Escape to Grace's Getaway in the heart of desirable Midtown Ocean City. **NOW OFFERING MINI WEEK RENTALS DURING SELECT PEAK SUMMER WEEKS** Mini Week Rentals are offered Sunday-Wednesday or Wednesday-Sunday. This fully renovated 3 bed/3 bath condo complete with ***COMPLIMENTARY LINEN SERVICE*** is the perfect escape. Prime oceanside location is 100 steps to the beach and offers sunset views from the balcony overlooking the pool. Condo is equipped with cable/high speed internet & Roku.

Ultra Luxe Oceanfront Escape w/Breathtaking Views!
Enjoy a rare beach-house feel from this renovated first-floor oceanfront condo in North Ocean City. Set just one level up, the unit offers a spectacular perspective of the dunes, beach, ocean, and waves breaking right outside. Enjoy direct beach access, two reserved parking spaces, elevators, linens and towels, a heated indoor pool and hot tub, and a new 4,000 SF ocean-view sun deck. Inside, this warm coastal retreat sleeps 8 with pine ceilings, luxury finishes, and private balcony views.

Love Above the Waves-OceanView/Rooftop Heated Pool
🥂 Complimentary bottle of champagne on arrival, endless ocean views, private balcony, golden sunrises, rooftop heated pool, and direct beach access set the stage for a dream vacation. Celebrate your love from the 15th floor of Love Above the Waves - a romantic heaven for birthdays, anniversaries, engagements, and special escapes for two. Inside, the open layout allows the Atlantic to become the centerpiece of your stay, whether you're relaxing indoors or stepping out onto the balcony.

Oceanfront 1 Bedroom, Balcony, Sitting Room, Pool
Opal Osprey: This OVERSIZE one-bedroom condo has been completely remodeled... giant oceanfront balcony PLUS a large patio room on the bayside! Expansive ocean views from every angle, super easy beach access, wonderful atmosphere in the quiet north end of OC. Linens included! Property Amenities - King size bed & queen sleeper - Large outdoor pool - Elevators - Dedicated high-speed WiFi and router w/ ethernet (Xfinity 100Mbps) - 2 Smart TVS with Xfinity, Roku - Keyless check-in 24/7

Direct Oceanfront with a View and Amenities Galore
Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with full 100% view of the beach and ocean.

Caramar Couples Retreat
This cute little first floor efficiency condo is ocean front for a perfect vacation to the beach. It’s an older building but has been partially renovated and updated. You can get to the beach by a very short walk through a private walkway from the condo building. The view from the private balcony is perfect and relaxing. WiFi provided upon check in- xfinity, Netflix, and internet. Indoor and outdoor dining areas and a full kitchen. Closet and dresser for storage use.

Double Decker by de Bay
****Walkable to Oceans Calling**** *Winter Monthly Rental Available - $1500/month* This is a unique 3 story condo (two sets of full stairs) in OC with a garage, and two patio / balconies overlooking the bay (note: this is across the street from the waterfront condos but has an excellent view of the bay *see photos*!) Walking distance to a bayside fishing pier (right across the street from the condo!), the boardwalk, and the beach you can do it all !!

Beautiful Bayfront Condo!
This condo has beautiful bay views. Just across the street from the beach. So close to restaurants and bars. You will feel right at home in our newly renovated 1st floor condo. Check in days from June 7th-Aug 30 are on Sunday with a 7 night minimum during those dates. Otherwise there is a 3 night minimum for all other times with any day available for check in. We will provide linens, sheets and 8 bath towels.

Boutique Moments OC • Pool • Walk to Boardwalk
Stylish, spotless boutique getaway just 2 blocks from the beach and minutes from the Boardwalk, downtown restaurants, and local attractions. Enjoy a beautiful pool, fast WiFi, cable TV, and a thoughtfully designed modern stay made for comfort and relaxation. Absolutely no parties! Primary guest must be at least 21 to book. No parties, and no pets allowed. 🚪🚪 I’m here to help anytime—I live just 2 doors down.
Popular amenities for rentals with a pool near Ocean City Beach
House rentals with a pool

2 BR Ocean Front Condo w/Pool, Expansive Views

Upscale Family Home in OC, Community Pool, Grill

Beach House on the MD-DE Border of Ocean City!

Oceanfront Penthouse - Ocean & Bay Views with Pool

Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.

Beachy Sunset Island Townhouse!

Peaceful place to escape.

Ocean Palms II - Renovated, Ocean Block, Midtown
Condo rentals with a pool

Luxury Waterfront Beach Condo @ Coconut Malorie OC

New Updated Direct Oceanfront Condo - Pool & Wifi!

Cozy oceanfront condo with stunning ocean views

Stunning Luxury Bayfront Escape

Oceanfront•Pool•Private Balcony w/Sunrise Views

Completely Renovated Luxury Bay Front Condo

Oceanview Oasis with 2 private balconies

21st Floor Carousel - 2 BR Oceanfront & Bay View
Other vacation rentals with a pool

Spacious 3 bed TH! Book summer vaca now! w/pool!

Charming Northside Park Condo w Pool, Walk 2 Beach

Bayside Bungalow - Waterfront

Bay Sunset Getaway • Pool • 2BR/2BA • Free Linens

Sea Terrace 801

Serenity Now

A Wave From It All

The Shore on 54
Quick stats about rentals with a pool near Ocean City Beach

Total vacation rentals
Explore 3,090 vacation rentals in Ocean City Beach

Nightly prices starting at
Ocean City Beach vacation rentals start at $14 CAD per night before taxes and fees

Verified guest reviews
Over 55,640 verified reviews to help you choose

Family-friendly vacation rentals
2,350 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 160 rentals that welcome pets

Rentals with dedicated workspaces
1,560 properties have a dedicated workspace

Wifi availability
3,030 of Ocean City Beach vacation rentals include wifi access

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

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