
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!

2BRCapri: Indoor Pool, Game Room, Massage Chair
ALL THE COMFORTS OF HOME AT THE BEACH! BRAND NEW RENOVATED BATHROOMS! -ALL LINENS INCLUDED -Comfortable electric-reclining sofas -65-in smart Roku TV with soundbar. -Massage chair in master bedroom -Balcony & Dining Area w/ Ocean +Bay Views -In-unit W/D -Many conventional & USB Outlets -Arcade level features b-ball hoop, pool tables, ping-pong, shuffleboard, air-hockey -Outdoor tennis court -Large heated indoor pools -can swim full laps -Sauna and Gym -Board games in unit -Fast Wifi

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.

Ocean Pines Retreat
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

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.

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.

Love Above the Waves-Best Ocean View & Heated Pool
🥂 Complimentary champagne, oceanfront sunrises, breathtaking views, and warm swims in the heated pool—your romantic escape is ready. Whether you're celebrating a birthday, anniversary, engagement, or simply falling in love all over again, Love Above the Waves is more than a stay—it's a shared experience, both intimate and enduring. Let the ocean be your witness, the champagne your spark, and the sunrise your reminder: some escapes are meant to be unforgettable.

Beach Paradise X -New Lux Garage Townhouse w/ Pool
Welcome to Island Time Townhouses! Newly built, spacious and beautifully furnished 3 bedrooms, 3.5 baths, 3 levels, luxury townhouse with garage. The community is located in prime downtown location, 1 block across from the bay, 5 minutes walk from the beach and Ocean City's famous BOARDWALK. Our new luxury townhouse is not only equipped with all modern amenities and stylish furnishings, but also offers plenty of indoor space along with a community outdoor pool.

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.**
Popular amenities for Ocean City rentals with a pool
House rentals with a pool

2 BR Ocean Front Condo w/Pool, Expansive Views

Upscale Family Home, Community Pool, Grill!

Oceanfront Condo with Pool on 68th St

Beach Oasis w/ King Suite + Outdoor Shower & Pool

Bayside community, near OCMD, great rates

Ocean City Escape | Spacious Home | Pool & Golf

Beautiful Cottage W/ shared pool & close 2 beach

Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.
Condo rentals with a pool

Sunset Point - 63rd st, 3 BR, Pool

Beach Life: Ocean Front condo

Entire 2BDR Ocean Front Ocean City Condo

Boardwalk Condo - on top floor of Marriott hotel

Top Rated! Beautful Sunsets! Midtown Bayside Condo

Bayside - Summer Winds Complex - 2 Bedroom, Pool

Indoor Pool, Makai@42nd St.*FREE Linen & Towel Pkg

9400 Build/2107 Beachfront Ocean City, MD 2BR 2BA
Other vacation rentals with a pool

Beautiful Direct Oceanfront Condo on Boardwalk

Adagio 302 |Oceanfront 3 bedroom Condo| Balcony

Updated 2-Bedroom Oceanview Condo

Direct Oceanfront with Pool - Steps To The Beach

Bayside Sunsets!

SuperHost! Amazing OceanFront View with 2 Pools!

Pura Vida Getaway

Belmont 411 Massive Balcony - Ocean & Bay Views!
When is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 142 | € 139 | € 137 | € 146 | € 188 | € 241 | € 276 | € 263 | € 193 | € 158 | € 145 | € 143 |
| 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 € 9 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 120 rentals that welcome pets

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

Wi-Fi availability
2,940 of Ocean City vacation rentals include wi-fi 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
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