
Holiday rentals with a pool in Ocean City
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Ocean City

Total holiday rentals
Explore 3,570 holiday rentals in Ocean City

Nightly prices starting at
Ocean City holiday rentals start at $52 SGD per night before taxes and fees

Verified guest reviews
Over 62,620 verified reviews to help you choose

Family-friendly holiday rentals
2,630 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 210 rentals that welcome pets

Rentals with dedicated workspaces
1,780 properties have a dedicated workspace

Wifi availability
3,270 of Ocean City holiday 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
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!

Designer Oceanfront Condo | Pool, Hot Tub & Deck
Wake up to breathtaking panoramic ocean views from this beautifully renovated 8th-floor oceanfront condo in North Ocean City. Enjoy direct beach access, two reserved parking spaces, elevators, linens and towels, a heated indoor pool and hot tub, and a stunning new 4,000 SF ocean-view sun deck completed for 2026. Inside, this designer coastal retreat sleeps 8 with luxury finishes, spa-inspired bathrooms, a gourmet kitchen, private oceanfront balcony, stylish furnishings, and blackout bedroom shad

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!

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 :)

Oceanfront Retreat | Pool | Deck | 2 Balconies
100% NONSMOKING UNIT - We do not rent to smokers A Stunning Oceanfront Retreat in North Ocean City Wake up to breathtaking views of the beach and ocean from this beautifully renovated oceanfront condo in North Ocean City. Thoughtfully designed for beachfront comfort, this three-bedroom, two-bathroom retreat offers the perfect blend of comfort and sophistication — along with direct beach access, a newly renovated heated indoor pool and hot tub, and a brand-new 4,000 sq. ft. ocean-view sun deck,

Luxury 3BR/4BA Condo: Indoor Pool, Walk to Beach
Spacious luxury condo on Harbour Island Marina, just two blocks from the beach and boardwalk . Relax and enjoy all Ocean City has to offer . Nearly 2,000 sq ft, 3 bedrooms, 3.5 baths, and a private balcony overlooking the marina . Enjoy luxury bedding, linens, bath & beach towels, beach chairs, and a beach wagon. Enjoy Indoor pool, fitness center, and private parking. Home of the White Marlin Open. Steps to fishing, boardwalk, watersports, and great restaurants. Sleeps 8 comfortably .

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.

Oceanfront Condo w/ Resort Amenities 3BDR &3pools
Sea Watch Condo's is an ideal family location with tons of amenities. The until is a recently updated 3 bedroom 2 bathroom condo that sleeps 6 people in 2 queen beds, 2 twin beds . The unit is ocean front with a large oceanfront balcony. The amenities Include, basketball court, tennis courts, playground, arcade, movie theater, billiard room, indoor pool and outdoor pool as well as a restaurant. The condo has 24 hour security and plenty of parking. Pools closed in off season

Oceanfront Family Oasis: Pool, Beach & Parking!
Escape to your dream family vacation in this amazing 2-bedroom condo on the 8th floor! Enjoy incredible ocean views, direct beach access, and proximity to Ocean City's top attractions like the vibrant OC Boardwalk and thrilling amusement parks. This condo offers modern amenities, a refreshing seasonal outdoor pool, and the convenience of free parking. Perfect for families seeking fun and relaxation near the ocean.

21st Floor Carousel - 2 BR Oceanfront & Bay View
NEW!! Welcome to our direct oceanfront 2 bedroom & 2 bath unit at the Carousel! Bringing the comfort of your home to the beach! Bring the whole family for lots of fun memories! We strive to take care of this condo to ensure you have a relaxing, comfortable, and clean stay! Our condo includes 2 DOUBLE SIZED balconies! An oceanfront balcony and a bay view balcony! You can enjoy both the sunrise and sunset!

Coastal 2 Bedroom Apartment w/pool
Have fun and enjoy a stylish experience at our two bedroom apartment located in a heart of Ocean City, only a few blocks away from the beach, Ocean City boardwalk and within a walking distance to many amazing restaurants and bars, convenience stores, amusement park, mini-golf, boutiques, playground.
Popular amenities for Ocean City rentals with a pool
House rentals with a pool

3 BR Waterfront Home, Minutes to the Beach

Ocean Pines Retreat with Beach Club

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

Camelot

Steinenbronn by the sea. Bay view.

Cozy beach home away from home!

IdealSpotPoolGaragePingPongBikes2BlksBeach&BrdWlk!

4 Bd/3 Ba - 1 mi from beach, pool, linens included
Apartment rentals with a pool

Direct Ocean Front 1BR Condo indoor/outdoor pools

1st Floor Canal Front POOL 2 Blocks 2 Beach/Park

2BRCapri: Indoor Pool, Game Room, Massage Chair

New Updated Direct Oceanfront Condo - Pool & Wifi!

Luxury Oceanfront Getaway!

Downtown Condo, Parking, Walk to Beach & Boardwalk

Luxury Waterfront Beach Condo @ Coconut Malorie OC

Oceanfront Balcony • Pool • North Ocean City
Other holiday rentals with a pool

Bayside Bungalow - Waterfront

Peaceful place to escape.

Mi Casa at Bay Knolls

“Ocean Pearl” Newly renovated Luxury oceanfront!

SuperHost! Amazing OceanFront View with 2 Pools!

Townhome 90 steps to sand w Pool! New Beds!

NEW: Oceanfront End-Unit Condo w/ 100ft Balcony

4 BR/2.2 BA, Oceanblock w/pool & fantastic view!
When is the best time to visit Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $209 SGD | $194 SGD | $194 SGD | $220 SGD | $282 SGD | $362 SGD | $423 SGD | $410 SGD | $291 SGD | $244 SGD | $221 SGD | $207 SGD |
| 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 |
Destinations to explore
- New York City Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Pittsburgh Holiday rentals
- Virginia Beach Holiday rentals
- Raleigh Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Richmond Holiday rentals
- Atlantic City Holiday rentals
- Newport Holiday rentals
- Beach apartment rentals Ocean City
- Rentals with a kayak Ocean City
- Apartment rentals Ocean City
- Rentals with a washing machine and dryer Ocean City
- Rentals with a patio Ocean City
- Rentals with outdoor seating Ocean City
- Rentals with breakfast Ocean City
- Rentals with an EV charger Ocean City
- Rentals with a sauna Ocean City
- Villa rentals Ocean City
- Pet-friendly rentals Ocean City
- Waterfront rentals Ocean City
- Beachfront rentals Ocean City
- Rentals with a hot tub Ocean City
- Family-friendly rentals Ocean City
- Beach house rentals Ocean City
- Rentals with a cinema Ocean City
- Flat rentals Ocean City
- Rentals with lake access Ocean City
- Rentals with a fireplace Ocean City
- Rentals with an accessible-height bed Ocean City
- Townhouse rentals Ocean City
- Rentals with beach access Ocean City
- Hotel rooms Ocean City
- Fitness-friendly rentals Ocean City
- Rentals with an accessible-height toilet Ocean City
- Mansion rentals Ocean City
- House rentals Ocean City
- Rentals with a firepit Ocean City
- Rentals with pools Worcester County
- Rentals with pools Maryland
- Rentals with pools United States
- Chincoteague Island
- Cape May Beach NJ
- Assateague Island National Seashore
- Ocean City Beach
- Wildwood Crest Beach New Jersey
- Broadkill Beach
- Assateague State Park
- Cape Henlopen State Park
- Bethany Beach Boardwalk
- Willow Creek Winery & Farm
- Northside Park
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Wildwood Boardwalk
- Roland E Powell Convention Center
- Mariner's Arcade
- Funland
- Dewey Beach Access
- Hawk Haven Vineyard & Winery
- Cape May Point State Park
- Old Pro Golf
- Sunset Beach
- Trimper Rides of Ocean City





