
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.

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
LocationFamilyWalkability

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
FamilyLocationCleanliness

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!
ValueFamilyQuiet

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.
LocationCleanlinessHospitality

Waterfront w/Dock, Rooftop Terrace & 2 Kings
Enjoy stunning views from every room in this bayside beauty located in the peaceful Ocean Pines community just 9 miles from the beach and OC boardwalk. Designer finishes throughout, you'll find everything you need to enjoy a family or small group getaway. *We do not allow smoking or pets. *Saturday check-in with a 7 night minimum stay requirement from July-August. *We are located in a quiet, residential neighborhood. Please consider this when booking. *We do not supply sheets and towels.
FamilyLocationLayout

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 .
LocationFamilyComfort

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.
FamilyValueDecor

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*
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!
ValueLocationCleanliness

Tortuga Cottage: Your All- Season Getaway
This is an escape to reacquaint with family, nature, and your best self. Come home from the beach just a few miles away to enjoy the gas fire place, outdoor fire pit, and hot tub on chilly nights, fenced in back yard. Take advantage of the parks indoor outdoor pools golf yacht club, just moments from the cottage. Dogs are part of our family, and we are happy to consider canine guests on a case by case basis. Please see policies for breeds.
ValueLocationSleep quality

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!
FamilyValuePets

Bayside Townhouse w/ amazing amenities
Vacation memories are made in the 3BR townhome situated in quiet private community. The property features an indoor and outdoor pool, clubhouse, basketball and tennis courts, kayak dock, crabbing fishing dock and much more! We are 10 minutes drive to OC and about 12 minutes to assateague island. Sleeps 8 Now includes an EV (J1772) charger!
FamilyValueBiking
Popular amenities for West Ocean City rentals with a pool
House rentals with a pool

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

Bayside community great amenities & rates
FamilyValueComfort

Bayside West
LocationFamilyIndoor spaces

Cabin in the Pines I Luxury Touches + EV Charging
LocationFamilyLayout

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

Serene Family Getaway | OC & Assateague Adventures
FamilyLocationView

Cozy beach home away from home!
LocationValueAmenities

Charming Getaway Golf Simulator
ValueFamilyCondition
Condo rentals with a pool

Oceanfront Paradise | Pool | Hot Tub | Beach
LocationValueHeating

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

Beachfront with a View and Amenities Galore
ValueLocationView

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

Completely Renovated Luxury Bay Front Condo
LocationFamilyAmenities

WraparoundBalcony-2 Bed-Sleeps 8-Pool-Laundry-WiFi
ValueLocationView

Bayside - Summer Winds Complex - 2 Bedroom, Pool
FamilyValueNearby

Luxury Oceanfront Oasis!
LocationValueAccuracy
Other holiday rentals with a pool

Luxury Townhome close to OC beach & boardwalk!
FamilyLocationGetting around

Mermaid Cove
FamilyLocationPool

The Bowline with Direct Bay Views
ValueLocationBathroom

Amazing Large 4 Bedroom West OC Town House, Pool!
LocationFamilyGetting around

Coastal Retreat in Ocean Pines fall kayaking steps
LocationValueGetting around

SeaGate Serenity | Oceanfront Condo with Balcony
LocationFamilyCheck-in

Downtown Condo, Parking, Walk to Beach & Boardwalk
LocationValueSleep quality

Spacious, luxury, 5BD. Perfect for Families!
ValueFamilyPool
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 | $642 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 |
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- Chincoteague Island
- Cape May Beach NJ
- Assateague Island National Seashore
- Wildwood Crest Beach New Jersey
- Ocean City Beach
- Broadkill Beach
- Ocean City Boardwalk
- Rehoboth Beach
- Cape Henlopen State Park
- Assateague State Park
- Bethany Beach Boardwalk
- Willow Creek Winery & Farm
- Northside Park
- Ocean City Boardwalk
- Wildwood Boardwalk
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Roland E Powell Convention Center
- Wildwoods Convention Center
- Ocean Pines Golf Club
- Mariner's Arcade
- Funland
- Dewey Beach Access





