
Holiday rentals with a pool in West Ocean City
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in West Ocean City
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Bayside community for OCMD trip great rates
Welcome to MERMAID DREAMS where you can have FUN or just RELAX! We are ONLY 5 miles from OC, MD beaches/boardwalk & Assateague National Park/beaches. Our beach cottage provides you with all the essentials needed, including a washer/drier! Our gated community is bayside, has 2 awesome pools, big splash pool, rec center, a fishing/crabbing pier, pond with paddle boats, 2 playgrounds We are located next door to Frontier Town water slides , western shows, mini golf, a rope course, ice cream shop.

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 :)

Ocean Pines Yacht Club Getaway Waterview
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

Camelot
HIGHEST RATED HOUSE IN OCEAN PINES! CHECK OUT OUR AMAZING GUEST REVIEWS :) Jumpstart your ultimate beach getaway at this impressive 3-bedroom, 2-bathroom retreat house! Complete with amenity-packed living spaces with vaulted ceilings and a serene location, you’ll never hunger for entertainment at this family friendly home. Grill out on the patio, roast marshmallows by the fire pit, tee off at a nearby golf course, or enjoy some retail therapy at Outlets Ocean City! A short drive to the beach!

Newly built bright and airy guest suite!!!!
FREE oceanfront parking pass with bookings. 2nd floor private suite with parking, patio/firepit, and self check-in private entry. We are located just minutes from the Ocean City beaches, quaint small town of Berlin, Ocean Downs Casino, Assateague, Windmill Creek Winery, restaurants, and outlets. Enjoy neighborhood amenities such as a waterfront Yacht Club with restaurant and live music (seasonal), golf, farm market, playgrounds, 5 pools/fee, (no pool on property) racquet club.

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.

Peaceful Beach Cottage - Sanitized & WiFi!
Fully renovated clean, sanitized, quaint house in a quiet neighborhood minutes from the beach/ocean! Community offers many amenities such as pools, restaurants, playgrounds, etc. Have peace and quiet while only being minutes from the beach and main OC drag. Very close to the casino! Voted "#1 Safest Neighborhood in Maryland!" *June-August we only accept 7 day rentals with a Saturday check in* *Memorial & Labor Day weekends have 3 night minimum with Fri check in*

Mosaic Life Escapes -Bayfront Million Dollar Views
At Mosaic Life Escapes the BAYFRONT is our back yard! Safe gated community home. Water access for paddle boards & kayaks. Community fishing/crabbing pier 2 pools 3 ponds arcade room, playgrounds, paddle boats. 2 bd home w/a million dollar view. Minutes from Ocean City, Assateague Island & Casino. WiFi + 3 smart TVs We have implemented additional sanitizing procedures between guest stays to ensure a clean house! Perfect for a family or romantic get away!

Double Decker by de Bay
****Walkable to Oceans Calling**** *Winter Monthly Rental Available - $1500/month* This is a unique 3 story condo (two sets of full stairs) in OC with a garage, and two patio / balconies overlooking the bay (note: this is across the street from the waterfront condos but has an excellent view of the bay *see photos*!) Walking distance to a bayside fishing pier (right across the street from the condo!), the boardwalk, and the beach you can do it all !!

Sunkissed Sandbar Lane | Pool + Patio!
Escape to Sunkissed Sandbar Lane, the perfect spot for your next beach vacation! This spacious 3BR/3.5BA home sleeps up to 10 guests and offers plenty of room for families and friends to relax, gather, and make lasting memories. Enjoy the community pool, outdoor seating, and a prime location just minutes from the beach, boardwalk, outlet shopping, Hooper's Crab House, Chick-fil-A, Chipotle, and Candy Kitchen. Your summer getaway starts here!

Oceanfront 2 Bedroom-Sleeps 6-Indoor/Outdoor Pool
Kick back and relax in this beautiful and modern newly remodeled condo in Golden Sands! This rare 2 bedroom, 1.5 bathroom unit has an amazing Master Suite with full-length windows providing panoramic views down the coastline, and direct access to the private patio. Renowned building amenities include outdoor pool, top floor indoor pool, gym, tiki bar, sun deck & more. Linens & towels included!

Ocean Pines Retreat with Beach Club
Escape to our peaceful Ocean Pines retreat! This updated, single-level rancher comfortably sleeps 6 and is perfect for families. Enjoy a quiet street just minutes from Ocean City. Features a modern kitchen, cozy fireplace, and exclusive access to the Ocean Pines Beach Club with a private pool, restaurant, and ocean access. Your serene beach getaway awaits!
Popular amenities for West Ocean City rentals with a pool
House rentals with a pool

Stubbe's Beach House, Home in Ocean Pines, MD

Serene Family Getaway | OC & Assateague Adventures

IdealSpotPoolGaragePingPongBikes2BlksBeach&BrdWlk!

Little house in Berlin, Md.

Cozy Stay by the Bay

Robin Hood Retreat

Ocean Palms II - Renovated, Ocean Block, Midtown

Peaceful place to escape.
Condo rentals with a pool

Beach Paradise 202-Downtown Luxury Condo Bay View

Ultra Luxe Oceanfront Escape w/Breathtaking Views!

NEW! Entire Townhouse, Minutes from Downton OC!

Wight Bay Unit 245

Boutique Moments OC • Pool • Walk to Boardwalk

Beach condo next to Seacrets

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck

Beautiful waterview 2B condo w/Dock&Close to Beach
Other holiday rentals with a pool

Spacious 3 bed TH! Book summer vaca now! w/pool!

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

Bayside Bungalow - Waterfront

Cozy Beach Escape Mallard Lakes Resort Amenities

Charming cul-de-sac House just minutes from OC.

OceanPinesFamilyBeachRetreat~JettdTub~KingBed~Golf

Bayside - Summer Winds Complex - 2 Bedroom, Pool

Oceanfront•Sunrise Views•Pool•Private Balcony
When is the best time to visit West Ocean City?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $248 AUD | $325 AUD | $264 AUD | $305 AUD | $392 AUD | $478 AUD | $539 AUD | $499 AUD | $375 AUD | $332 AUD | $237 AUD | $247 AUD |
| 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 holiday rentals with a pool in West Ocean City

Total holiday rentals
Explore 80 holiday rentals in West Ocean City

Nightly prices starting at
West Ocean City holiday rentals start at $128 AUD per night before taxes and fees

Verified guest reviews
Over 1,480 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of West Ocean City holiday rentals include Wi-Fi access

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

4.8 Average rating
West Ocean City stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Norfolk Holiday rentals
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- House rentals West Ocean City
- Waterfront rentals West Ocean City
- Rentals with beach access West Ocean City
- Rentals with a fireplace West Ocean City
- Family-friendly rentals West Ocean City
- Beachfront rentals West Ocean City
- Rentals with a patio West Ocean City
- Condo rentals West Ocean City
- Rentals with lake access West Ocean City
- Townhouse rentals West Ocean City
- Rentals with a washing machine and dryer West Ocean City
- Pet-friendly rentals West Ocean City
- Rentals with outdoor seating West Ocean City
- Rentals with a fire pit West Ocean City
- Fitness-friendly rentals West Ocean City
- Rentals with pools Worcester County
- Rentals with pools Maryland
- Rentals with pools United States
- Ocean City Beach
- Ocean City Boardwalk
- Ocean City Boardwalk
- Cape May Beach NJ
- Wildwood Crest Beach New Jersey
- Chincoteague Island
- Broadkill Beach
- Assateague Island National Seashore
- Rehoboth Beach
- Willow Creek Winery & Farm
- Northside Park
- Assateague State Park
- Jolly Roger Amusement Park
- Delaware Seashore State Park
- Cape Henlopen State Park
- Bethany Beach Boardwalk
- Fenwick Island State Park Beach
- Ocean Pines Golf Club
- Dewey Beach Access
- Wildwood Boardwalk
- Roland E Powell Convention Center
- Mariner's Arcade
- Wildwoods Convention Center
- Hawk Haven Vineyard & Winery





