
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.

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.

DownByTheBay 115- Waterfront/4BR/Sleep 15/Pool
On The Bay, Beautifully furnished 4BR/3.5BR located in the heart of Midtown Ocean city, MD. * 1 block to beach- 5 min walk * Bonfire Buffet, Dough Roller, Ice cream Parlor - 2 min walk * Mini golf - 2 min walk * Bowling - 5 min walk * OC Boardwalk -7 minute by car * Seacrets - 5 minute by car * Convention Center - 5 minute by car * bus stop -1min walk * Market64- 2min drive *This property DOES NOT provide linens/towels* **Please FIND us at Down by the Bay OCMD For current Promotion**

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom
Launch your fabulous beach getaway at amenity-rich Sunset Cove at Sea Watch, part of an oceanfront condo complex offering 3 pools, complimentary movie theater, game room, gym, and much more. Enjoy spectacular ocean and bay views from 2 balconies, smart TVs in every bedroom and living room with provided satellite programming, fully equipped kitchen, comfortable living and bedroom spaces–and that’s just the beginning as your group has a blast at the beach and all of Ocean City’s fun attractions.

Pines Getaway - Berlin Tree Light & Ice Ice 11/28
Steps to 2 pools, 2 marinas, tiki bar and OP Yacht Club. Live music Thursday-Sunday evenings from 6-10pm, (in season). Beach day? Ocean City 15 min drive or walk to the marina and hop on a boat with friends and head across the bay into OC. Assateague Island is a 20 min drive. Crabbing? Fishing? Walk to one of the many Ocean Pines canals or ponds. Golfing? The links are just across the Parkway. Wedding party? Be footsteps away from make lasting memories. Free beach parking on 49th included

DirectOceanFront on Boardwalk/Newly Remodeled/Pool
Newly renovated and beautifully decorated direct oceanfront condo 1BR/1BA on the 4th floor, 12th St. on the center of the Boardwalk. Enjoy AMAZING VIEWS of the sunrises over the ocean and refreshing ocean breeze from the top floor. You can watch Ocean City’s best access to entertainment like the air show, fireworks, car shows and more on your private balcony. Within walking distance are great restaurants, shopping, nightlife, amusement parks, and plenty of water activities, and Pet Friendly.

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.

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.

Beautiful 2BR 2BA oceanfront condo at the Atlantis
Beautiful ocean views from this 2BR, 2BA oceanfront condo. One of the few units in the Atlantis with an OPEN BALCONY. Located on the 14th floor in the Atlantis Building within midtown Ocean City. Equipped with elevator, wifi, outdoor pool, Direct TV streaming, washer/dryer, onsite Security, and much more. 1 parking spot for $60 registration fee paid at check-in. Food shopping, coffee shop, and restaurants are located across the street (walking distance).

🌊Carousel Oceanfront 2 Bedroom Amazing Amenities
Welcome to our 2 bedroom 2 bath ocean front unit at the Carousel. We take care of this condo ourselves to ensure you have a comfortable, clean and well stocked place to stay. This unit sleeps 6, one king bed, one queen bed and one queen sofa bed. There is an ocean front balcony & a bay view balcony. Washer & Dryer, ice skating, indoor pool, outdoor pool, game room, restaurant & bar, snack shop, gym & sauna & more!!! Please read all details below.

Sun, Sand & Sea | Your Cozy Oceanfront Hideaway
-Oceanfront -Indoor pool & Hot tub -Walk to local dining and shopping -Elevator accessible plus luggage carts -Full kitchen for cooking meals -Fast Wifi and Streaming TVs -Fully Stocked Home: Clean linens, towels, toilet paper, paper towels & more! **2025 guests: Our pool and hot tub are in the process of being renovated and will be closed during your stay. This does not impact our condo, but you will not be able to use these amenities.**

Oceanfront & Amazing views! Time to book for 2025!
Great Mid-Town location! Direct Ocean front, 3 bedroom 2 full bath condo. Breathtaking views from very room. Natural light flows in from sliding glass doors and new windows, brightening the entire condo. When the surf gets too rough, go for a swim in the outdoor pool. 3 elevators and 2 assigned parking spaces. Make our home your home for vacation. Come stay at the Sandpiper Dunes and make wonderful memories that will last a lifetime!

Water Front Condo w/Pool Short Walk to Beach
FIRST FLOOR UNIT Bayside Condominium Sleeps 4 - 6 max Walking Distance to Northside Park Walk to the Ocean , don't worry about beach parking NON SMOKING 1 Bedroom 1 Bath condo, First floor unit with an outside deck This Air Conditioned, One Bedroom Condo has a fully equipped kitchen, washer/dryer, full refrigerator. There is a Queen bed and a full bed along with 1 Queen Sleep sofa in the living room *MUST BE 21 OR OVER* No Pets!
Popular amenities for Ocean City rentals with a pool
House rentals with a pool

Beach Paradise 2101-Downtown Luxury Condo Bay View

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

Beach Oasis w/ King Suite + Outdoor Shower & Pool

Ocean View Paradise w/Hot Tub & Free Massages!

Luxury OC Beach House w/ Deluxe Game Room & Pool!

Bay Beaches at Sunset Island

Oceanfront | Beachfront | Elevator | eFireplace

Welcome to our beach retreat!
Condo rentals with a pool

Best Beach, Bay and OC views!

New Updated Direct Oceanfront Condo - Pool & Wifi!

Ocean Front Condo

Oceanview 3 BR/3 BA 1800+sq ft!

Sunrise Shores

Updated 2-Bedroom Oceanview Condo

Love Above the Waves-Best Ocean View & Heated Pool

OC Beach Life
Other vacation rentals with a pool

2 BR Ocean Front Condo w/Pool, Expansive Views

Luxe Estate w. GameRoom-HomeGym-FirePit-BBQ-WetBar

4 BR/2.5 BA, Oceanblock w/pool & fantastic view!

Belmont Towers #604 - A Magical Getaway Awaits!

Beautiful Seaside Condo w/a Pool

Bayside Sunsets!

Downtown-Pool-Boardwalk-Bay Views-Marina-Boat Slip

BaysideGetaway | 2 Blk to Beach & Boardwalk | Pool
When is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $229 CAD | $224 CAD | $220 CAD | $235 CAD | $302 CAD | $388 CAD | $453 CAD | $439 CAD | $312 CAD | $251 CAD | $233 CAD | $230 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 3,120 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 62,280 verified reviews to help you choose

Family-friendly vacation rentals
2,440 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 120 rentals that welcome pets

Rentals with dedicated workspaces
1,460 properties have a dedicated workspace

Wifi availability
2,940 of Ocean City vacation rentals include wifi access

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

4.6 Average rating
Ocean City stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Plainview Vacation rentals
- New York City Vacation rentals
- Long Island Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Mount Pocono Vacation rentals
- The Hamptons Vacation rentals
- Outer Banks Vacation rentals
- Townhouse rentals Ocean City
- Rentals with outdoor seating Ocean City
- Rentals with a washer and dryer Ocean City
- Condo rentals Ocean City
- House rentals Ocean City
- Rentals with beach access Ocean City
- Rentals with a patio Ocean City
- Rentals with an accessible height bed Ocean City
- Rentals with a hot tub Ocean City
- Rentals with a firepit Ocean City
- Rentals with a home theater Ocean City
- Rentals with a sauna Ocean City
- Villa rentals Ocean City
- Waterfront rentals Ocean City
- Rentals with an EV charger Ocean City
- Fitness-friendly rentals Ocean City
- Rentals with an accessible height toilet Ocean City
- Beach condo rentals Ocean City
- Rentals with a kayak Ocean City
- Cottage rentals Ocean City
- Pet-friendly rentals Ocean City
- Family-friendly rentals Ocean City
- Rentals with lake access Ocean City
- Apartment rentals Ocean City
- Mansion rentals Ocean City
- Rentals with a fireplace Ocean City
- Beachfront rentals Ocean City
- Beach house rentals Ocean City
- Rentals with pools Worcester County
- Rentals with pools Maryland
- Rentals with pools United States
- Ocean City Beach
- 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
- Peninsula Golf & Country Club
- Big Stone Beach
- Pearl Beach
- Jolly Roger Amusement Park
- Cape Henlopen State Park
- Northside Park
- Poodle Beach
- Bear Trap Dunes
- Bayside Resort Golf Club
- Poverty Beach
- Higbee Beach
- Baywood Greens Golf Maintenance
- Miami Beach
- Towers Beach
- Jolly Roger at the Pier




