
Vacation rentals with a pool in Ocean City
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Ocean City
Guests agree: these homes with a pool 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!

BeachBox II • The One with Wraparound Water Views
Just looking? ❤️ Add us to your Wishlist. Questions? 💬 Message for a quick reply. 4th-floor corner unit with breathtaking views of the bay, ocean & inlet—2 blocks from the boardwalk, beach & all of OC's downtown attractions. Guests rave that it's clean, well-stocked, & family-friendly with thoughtful touches throughout. Relax by the bayside pool or spot Assateague Island's wild horses from the balcony. Walk everywhere, sleep soundly, & make memories! Perfect for couples & small families alike.

Wight Bay Unit 245
2 bedroom, 2 bath, sleeps 6 *2nd bedroom will have twin bunk beds & 1 queen bed for 2025! Beautiful recently renovated condo! Bay-side 47th street on the canal with an amazing bay view. The building is in a prime location right next door to Seacrets! There is a pool, two piers, and it’s only a block from the beach. Perfect for getaways with friends or family! Bedroom 1: 1 Queen bed Bedroom 2: Twin bunk beds, 1 Queen Bed Living room: 1 Queen pull out couch 1 Parking Pass, Pool, Elevator

Downtown Condo, Parking, Walk to Beach & Boardwalk
Modern 2BR/2BA downtown Ocean City condo with bay view, balcony, elevator, pool, and parking. Sleeps 6 with 1 king and 2 queen beds. Walk about 1,000 ft to the inlet beach, boardwalk, rides, pier, dining, festivals, and downtown events. Enjoy a full kitchen, dishwasher, washer/dryer, smart TVs, WiFi, linens, bath towels, beach towels, chairs, umbrella, and cooler. Includes 1 assigned parking space plus 1 shared first-come space with passes. Perfect for families, couples & event-goers year-round.

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 :)

Spacious waterfront home & boat access!
Waterfront getaway, easy beach access (0.3 mile walk), pool, restaurants, and more. Linens & towels included! Bring your boat! Pier tie up available. Spacious 3 bedroom + bonus room with sleeping arrangements for 10(8 beds). This well-maintained home is close to dining, shopping, NorthsidePark & all the fun activities Ocean City has to offer. Beach chairs, toys, kayaks & paddleboard available. Fireworks from Northside Park can be viewed every Sunday summer night - right from the driveway!

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.

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

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

Beachfront 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 a breathtaking view of the beach and ocean.

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck
Book 4 nights, get 1 night FREE stays thru June 11. inquire before booking This is a Ocbeachfrontrentals .com premier property 24/7 SUPPORT LINEN & TOWELS PROVIDED 8TH FLOOR PENTHOUSE! This stunning top floor 3 b 2.5 ba unit is the ULTIMATE friends & family beach trip, located in a premier building in Ocean City. Enjoy the ocean breeze and stunning views from over 150 square ft of private balcony. Wake up to ocean views from every room!

Boutique Moments OC • Pool • Walk to Boardwalk
Absolutely no parties! 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. Primary guest must be at least 21 to book. Adults-only stay, no parties, and no pets allowed. 🚪🚪 I’m here to help anytime—I live just 2 doors down.
Popular amenities for Ocean City rentals with a pool
House rentals with a pool

Upscale Family Home in OC, Community Pool, Grill

Cozy beach home away from home!

Coastal Home - Outdoor Shower & 2 Pools

Bayside Family Oasis - Perfect for Large Families

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

Peaceful place to escape.

Ocean Pines Retreat with Beach Club

Camelot
Condo rentals with a pool

Beach Paradise 202-Downtown Luxury Condo Bay View

Lovely Condo Steps 2Beach+Pool Unlimited Parking

Oceanfront Family Oasis: Pool, Beach & Parking!

Bayside Condo in Midtown Ocean City MD

Beautiful waterview 2B condo w/Dock&Close to Beach

Oceanfront Condo w/ Resort Amenities 3BDR &3pools

Oceanfront Bldg.| 2 pools | Tennis | Game Room

Love Above the Waves-OceanView/Rooftop Heated Pool
Other vacation rentals with a pool

143rd St. Large upscale Townhouse -Sleeps 8 / Pool

Luxury Waterfront Beach Condo @ Coconut Malorie OC

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

Perfect Cozy Condo Retreat in OC

The Beach Life: Ocean front & direct beach access!

5-Min Walk to Beach | Pool | Sleeps 8 | 3BR/2BA

BIKINIS & MARTINIS! 3 bedrooms, 2 baths, bayfront

A Wave From It All
When is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $223 CAD | $206 CAD | $206 CAD | $234 CAD | $300 CAD | $385 CAD | $450 CAD | $436 CAD | $309 CAD | $260 CAD | $235 CAD | $220 CAD |
| Avg. temp | 3 °C | 4 °C | 7 °C | 13 °C | 18 °C | 23 °C | 26 °C | 24 °C | 21 °C | 15 °C | 9 °C | 5 °C |
Quick stats about vacation rentals with a pool in Ocean City

Total vacation rentals
Explore 3,230 vacation rentals in Ocean City

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

Verified guest reviews
Over 59,350 verified reviews to help you choose

Family-friendly vacation rentals
2,460 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 180 rentals that welcome pets

Rentals with dedicated workspaces
1,650 properties have a dedicated workspace

Wifi availability
3,170 of Ocean City vacation rentals include wifi access

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

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