
Vacation 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.

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.

Amazing Large 4 Bedroom West OC Town House, Pool!
Recently refreshed with new carpet, fresh paint, and updated furniture, this spacious three‑level West Ocean City townhome is perfect for extended families, multiple couples, or groups of friends. With high ceilings, hardwood floors, generous room sizes, and multiple living areas, up to 14 guests can relax comfortably with plenty of space to spread out. Enjoy a fully equipped kitchen, private laundry, free Wi‑Fi, HD TVs in every bedroom, and furnished outdoor decks for coffee or adult beverage

Ocean Pines Yacht Club Condo 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

Large beachy feel 4 Bedroom
Bring the whole family to this great place with lots of room for fun. 3 large family room areas for everyone to spread out if they want too! Great kitchen area with everything you need to feel at home including Keurig coffee maker! 3 full bathrooms makes getting ready with large groups easy & you will never run out of hot water with tankless on demand hot water heater! Pool steps from unit. Close to several restaurants & short ride to the beach! Linen package can be rented from 3rd party

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!

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

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.

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*

Our Little Cottage
Adorable 1940’s Bungalow remolded with all the modern conveniences of today. The backyard is equipped for fun with an inground pool and fire pit. The perfect location short walk to restaurants and shopping. Homer Gudelsky park located on the assawoman bay is in walking distance . Bring your boat the public boat ramp is just around the corner as well as the park and ride to take you to our world famous Boardwalk. We are also with in 15 minutes of Assagategue

Luxury Townhome close to OC beach & boardwalk!
Welcome to your ultimate getaway in our brand new luxury townhome! This stylish, three-story home offers over 2,500 sq. ft. of space and is perfect for families or groups, comfortably sleeping up to 11 guests. Just 3 miles from the Ocean City Boardwalk, you’ll have easy access to the beach, shops, restaurants, and endless fun. Enjoy resort-style living at Sea Oaks, ideally located between Ocean City and Assateague Island. Your perfect vacation spot awaits!

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

Serene Family Getaway | OC & Assateague Adventures

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

Little house in Berlin, Md.

Ocean Pines, Waterfront Oasis

Peaceful place to escape.

OC Gateway: Modern 4BR/2.5BA home (dog friendly)

Ocean Palms II - Renovated, Ocean Block, Midtown

Mosaic Life Escapes -Bayfront Million Dollar Views
Condo rentals with a pool

Beach Paradise 202-Downtown Luxury Condo Bay View

Boutique Moments OC • Pool • Walk to Boardwalk

Steps from Seacrets Beach House Getaway

Steps to Beach, Pool, Family Friendly with Linens

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck

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

Direct Oceanfront with a View and Amenities Galore

Caramar Couples Retreat
Other vacation rentals with a pool

Your Comfortable Beach Get-A-Way

Private pool, waterfront, kayaks, bikes, firepits!

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

Bayside Bungalow - Waterfront

Cozy Beach Escape Mallard Lakes Resort Amenities

OceanPinesFamilyBeachRetreat~JettdTub~KingBed~Golf

Deluxe Cottage - 2 Bedroom

Canal Front Golf Retreat w/Dock
When is the best time to visit West Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$36,605 GYD | G$47,900 GYD | G$38,906 GYD | G$44,972 GYD | G$57,731 GYD | G$70,490 GYD | G$79,485 GYD | G$73,628 GYD | G$55,221 GYD | G$48,946 GYD | G$34,931 GYD | G$36,396 GYD |
| 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 West Ocean City

Total vacation rentals
Explore 80 vacation rentals in West Ocean City

Nightly prices starting at
West Ocean City vacation rentals start at G$18,825 GYD per night before taxes and fees

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

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of West Ocean City vacation 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!
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- Ocean City Beach
- Ocean City Boardwalk
- Ocean City Boardwalk
- Wildwood Crest Beach New Jersey
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- Chincoteague Island
- Broadkill Beach
- Assateague Island National Seashore
- Willow Creek Winery & Farm
- Rehoboth Beach
- Northside Park
- Assateague State Park
- Jolly Roger Amusement Park
- Delaware Seashore State Park
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