
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!

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.

SeaGate Serenity | Oceanfront Condo with Balcony
Wake up to the sound of the waves crashing outside your window and finish your days relaxing on the private balcony as you watch the pastel skies over the ocean at sunset. Come find your serenity by the sea in our newly renovated oceanfront condo. Located in midtown, you can keep your car parked in our reserved spot and walk to many of the towns best restaurants, bars, and entertainment as well as the World Famous Ocean City Boardwalk. Morning beach strolls, pool days, and evening sips await :)

Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.
Relax with the family in this comfortable and charming home. There is room for 8 to sleep comfortably. The dining room and breakfast nook offer plenty of seating for all with a spacious kitchen. Our corner lot offers the option for outdoor fun like slip and slide, corn hole, frisbee, and more! Nearby: Beach, Bay, Wildlife sanctuary surrounded by a walking trail, Pool, Tennis, restaurants & Eventful Northside Park! Quiet and peaceful location to make family or romantic memories of a lifetime.

Gone Coastal *Pool* Bayside with view* Top Floor
Welcome to Gone Coastal! Relax in this beautiful 2BR/2BA getaway featuring: 🛏 1 King (Master) | 1 Twin-over-Full Bunk | 1 Sleeper Sofa 🏊♂️ Outdoor Community Pools – Lap & Family Pool (Directly Across!) 🔑 Keyless, Contactless Check-in 🌅 Spacious Deck – Outdoor Dining + Bay & Pool Views 📺 Smart TVs + YouTube TV 🛒 1-Minute to Grocery Store 🍽 Fully Equipped Kitchen 📍 Prime Location – 120th St, Heron Harbor 🚗 Ample Free Onsite Parking A perfect retreat for families & beach lovers! 🌊☀️

Cozy oceanfront condo with stunning ocean views
Fully updated 1 bed/1 bath oceanfront condo in a quiet, mid-rise building with a beachfront pool in uptown OC. The perfect unit for a quick romantic getaway, long weekend, or family vacation. We are happy to accommodate the dates and timeframes that meet the needs of our guests. If possible, please consider these recommended timeframes for your booking: Memorial Day - Labor Day -7 Nights, Fri-Fri or Mon-Mon -3 Nights, Fri-Mon -4 Nights, Mon-Fri Labor Day - Memorial Day -Any 2 Nights

Lovely beach-front condo with pool and views
Kick back and relax in this calm, stylish space. This one-bedroom condo is the perfect space for 1-2 couples, or a family. You have floor-to-ceiling beach views, plus amazing sunrises and sunsets from the two separate balconies. The kitchen is well equipped to cook every meal, or eat out at Ocean City's many restaurants. Your stay also comes with 4 pool passes for accessing the onsite seasonal outdoor pool (viewable from the unit) and access to the building’s tennis/pickleball courts!

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

Oceanfront Penthouse w/ 2 Pools, Walk to Boardwalk
Wake up above the shoreline in this 7th-floor Oceanfront Penthouse featuring panoramic ocean + bay views, private balcony sunsets, and resort-style indoor & outdoor pools. Located minutes from the Ocean City Boardwalk, beaches, dining, and entertainment, this is the perfect luxury beach escape for families and groups. ✔ Direct Beach Access ✔ Ocean + Bay Views ✔ Indoor & Outdoor Pools ✔ Private Balcony ✔ Free Parking + Elevator ✔ Fast WiFi + Workspace ✔ Family Friendly • Sleeps 8

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.

2BR OCMD Condo | Pool | Linens Included
This charming 2-bedroom, 1-bath bay-block condo sleeps up to 6 with five beds, perfect for family getaways. Located close to Jolly Roger Amusement Park, the beach, boardwalk, restaurants, and shopping, this home puts you near all the action. Enjoy easy access to the bay for stunning sunsets and water activities. The open concept, updated bathroom, and community pool make this a great vacation spot in the heart of Ocean City, MD!
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

HUGE bayside condo just 2 blocks from the ocean

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

West OC Bayside Getaway w/ pool

The Lookout - Waterfront

Ocean City Escape. Spacious Home. Pool & Golf

Oceanfront Penthouse - Ocean & Bay Views with Pool

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

Best Beach, Bay and OC views!

Luxury 3BR/4BA Oasis: Close to Beach, Indoor Pool

Boutique Moments OC • Pool • Walk to Boardwalk

Enjoy water view, 2 blocks from beach.

Steps to Beach, Pool, Family Friendly with Linens

Stunning Luxury Bayfront Escape

Oceanfront Condo w/ Resort Amenities 3BDR &3pools

Beautiful Ocean Front Condo 2b/2ba with pool
Other holiday rentals with a pool

Luxury Waterfront Beach Condo @ Coconut Malorie OC

Ultra Luxe Oceanfront Escape w/Breathtaking Views!

3BR/Den/3.5B/boat dock/2 blocks to beach/boardwalk

Bayside Condo in Midtown Ocean City MD

Highly rated OC Condo 2 Bed/2 Bath Retreat w/ Pool

BIKINIS & MARTINIS! 3 bedrooms, 2 baths, bayfront

UNIQUE Bay Front Sanctuary Condo

RECENTLYRenovated Secluded Bayfront Gem 2Bd-2Ba
Quick stats about rentals with a pool near Ocean City Beach

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

Nightly prices starting at
Ocean City Beach holiday rentals start at € 9 per night before taxes and fees

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

Family-friendly holiday rentals
2,350 properties offer extra space & child-friendly amenities

Pet-friendly holiday 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 holiday 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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