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

Total holiday rentals
Explore 90 holiday rentals in West Ocean City

Nightly prices starting at
West Ocean City holiday rentals start at $170 NZD per night before taxes and fees

Verified guest reviews
Over 1,570 verified reviews to help you choose

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

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 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!
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.

Large Townhouse In GlenRiddle Community #102
GlenRiddle is a luxury town home that features 4 bedroom, 3.5 baths with over 2800 ft.~ of living space. Features include hardwood floors, crown molding, 9 foot ceilings, granite countertops, high end kitchen cabinets, fireplace, and one car garage. Tastefully decorated and ready to enjoy for summer. Guests will have access to the community pool and fitness center. Glen Riddle offers two 18 hole championship golf courses with a Ruth's Chris steakhouse onsite. ***Worcester County License #2017
FamilyLocationHospitality

Water view at Ocean Pines Yacht Club Condo
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
FamilyValueView

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!
ValueLocationOutdoor spaces

Salty Sunrise
Welcome!! Come relax in a large quiet townhouse. West OC has a laid back harborside feel, but yet just minutes to the boardwalk, great beaches and loads of fun. You'll have the entire place to yourself, 3 bedrooms, 2 full bathrooms on the 2nd floor and half bath on 1st floor. Full working kitchen and large dining room table. Full access to the indoor and outdoor pools, weight room, playground and tennis/ basketball courts. Enjoy sitting on one of the two back decks, grill out and chill.
LocationBeachAccess

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 .
LocationFamilyQuiet

Cabin in the Pines I Luxury Touches + EV Charging
Welcome to Cabin in the Pines, a secluded coastal getaway in Ocean Pines! Just minutes from Ocean City beaches, dining, and entertainment. This family-friendly home features 3 bedrooms (1 king, 2 queens + trundle), a dedicated office area, spa-like bathrooms, surround-sound entertainment, and a fully equipped kitchen with all major appliances and cookware. Enjoy EV charging, a fenced yard, towels & linens provided, and our Beach Box with everything needed for a perfect family beach day!
FamilyLocationSleep quality

OceanPinesFamilyBeachRetreat~JettdTub~KingBed~Golf
Immediate removal of stress at the front door. Being nestled in a marina’s serene waterfront & nature park is good for the soul. Relax in a jetted tub after a sun filled day & an al fresco meal on a back porch with charming outdoor dining. An open concept main level features large windows & comfortable seating through the entire property. 2 full bathrooms upstairs & a king sized bed provide maximum comfort & outdoor living on 2 balconies. Additional fees for pools, pets may apply.
LocationFamilyIndoor spaces

DownByTheBay 214-Sleeps 15/Downtown/Boardwalk/Pool
Come and enjoy this oasis, accommodates 15, this 3 BR 3.5 BA home is in the heart of Ocean City MD, minutes from the beach & located steps away from Ocean City most popular attraction, The BOARDWALK. There is everything you will need for a large group to retreat (fully equipped kitchen), 2 large balconies, 2 car parking plus community & street parking, outdoor pool *This property DOES NOT provide linens/towels* ***Please FIND us @ Down by the Bay OCMD For current Promotion**
ValueLocationCleanliness

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*
FamilyLocationBeach

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!
LocationFamilyDecor

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!
FamilyLocationAccuracy

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!
ValueFamilyQuiet
Popular amenities for West Ocean City rentals with a pool
House rentals with a pool

Cozy beach home away from home!
LocationFamilyBarbecue

Private pool, waterfront, kayaks, bikes, firepits!
LocationFamilyBeach

Serene Family Getaway | OC & Assateague Adventures
LocationFamilyCleanliness

West OC Bayside Getaway w/ pool
ValueFamilyAccuracy

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

Bayside community great amenities & rates
ValueLocationLong stay

Beachy Sunset Island Townhouse!
LocationFamilyTV

Bayside West
FamilyValueIndoor spaces
Condo rentals with a pool

Sunset Bay Beach Condo
ValueFamilyIndoor spaces

Beach Paradise 202-Downtown Luxury Condo Bay View
LocationFamilyLayout

Bluewater Couples Escape
LocationValueSleep quality

Steps from Seacrets Beach House Getaway
FamilyValueAmenities

Oceanfront Family Oasis: Pool, Beach & Parking!
ValueFamilyIndoor spaces

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

Bayside - Summer Winds Complex - 2 Bedroom, Pool
ValueLocationTV

Completely Renovated Luxury Bay Front Condo
LocationFamilyBarbecue
Other holiday rentals with a pool

Mermaid Cove
LocationFamilyIndoor spaces

Sunkissed Sandbar Lane | Pool + Patio!
ValueFamilyWi-Fi

Bayside Bungalow - Waterfront
FamilyLocationParking

Amazing Large 4 Bedroom West OC Town House, Pool!
LocationFamilyQuiet

Coastal Oasis in Ocean Pines
LocationValueAmenities

Peaceful place to escape.
FamilyLocationCleanliness

Large beachy feel 4 Bedroom
FamilyValueCleanliness

Charming Getaway Golf Simulator
LocationValueAccuracy
When is the best time to visit West Ocean City?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $297 NZD | $389 NZD | $316 NZD | $304 NZD | $428 NZD | $641 NZD | $645 NZD | $597 NZD | $448 NZD | $397 NZD | $283 NZD | $295 NZD |
| 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
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- Chincoteague Island
- Cape May Beach NJ
- Assateague Island National Seashore
- Wildwood Crest Beach New Jersey
- Ocean City Beach
- Broadkill Beach
- Rehoboth Beach
- Cape Henlopen State Park
- Assateague State Park
- Bethany Beach Boardwalk
- Willow Creek Winery & Farm
- Northside Park
- Delaware Seashore State Park
- Wildwood Boardwalk
- Fenwick Island State Park Beach
- Jolly Roger Amusement Park
- Roland E Powell Convention Center
- Ocean Pines Golf Club
- Mariner's Arcade
- Ocean City Boardwalk
- Funland
- Dewey Beach Access
- Hawk Haven Vineyard & Winery
- Cape May Point State Park





