
House holiday rentals in Ocean Pines
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Top-rated house rentals in Ocean Pines
Guests agree: These houses are highly rated for location, cleanliness and more.

Ocean Pines, Waterfront Oasis
Beautiful waterfront home! Park two boats. "Endless Summer" is on the canal. Located on the St Martins River in Ocean Pines. Centrally located, close to downtown Ocean City, MD, "the boardwalk", bustling West OC and historic Berlin, MD. Explore Assateague Island, Del. beaches, all just a short drive in the amenity filled [pools, golf, pickle ball, tennis, trails and parks] OP community. Linens, cleaning team & beach club parking included. Must be 25 or older or military service. No pets.

Ocean Pines-OCMD Bliss at the Beach- Sat. to Sat.
Welcome to Bliss at the Beach, our charming 3br, 2ba home nestled in the desirable, beloved Ocean Pines community. Loved for its safe, quaint, family friendly neighborhoods. Find yourself less than 15 minutes away from the beautiful beaches and vibrant shopping, dining and boardwalk district of Ocean City. Enjoy the ease of the prepaid parking at the Ocean Pines Beach club on 49th street, just unload the family and walk on the beach!! Summer months Bliss is a 7-night minimum to guests 25+older

hi-A-tus A-frame
Charming A-frame nestled in the heart of OP. Open floor plan, softest sheets, flat screen TVs, high speed WiFi, in an amenity filled community surrounded by multiple beaches. 10 min from OC & 15 min from Assateague! Sleeps 4 comfortably. Perf for 4 adults or fam. Must be 25 yrs old. Enjoy all that OP has to offer including 5 pools, multiple playgrounds, yacht club & farmers market. Weekly rental during the high season (6/6 - 8/29), Sat check-in/Sat check-out only! If you book diff, we'll cancel

Home Away from Home , Pet friendly retreat
Welcome to Ocean Pines Getaway, Enter home through a beautiful covered porch with swing for two and lovely seating area. This sweet home has 3 bedrooms & 2 full baths. A fully stocked kitchen , with eat in breakfast nook, Also proper dining room plenty of seating for family Cozy living room with working fireplace. All season sunroom plenty of seating, pub table & bar. Doggie door in sunroom large enough for 100 lb dog, leads to fenced in backyard. $100 pet fee and $125 linens & bath towels.

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!

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.

Waterfront Home-Turnville Creek
Nestled on turnville Creek, this 4 bedroom, 2.5 bath, pet-friendly waterfront home is the perfect place for multiple families to vacation in Ocean City. Waterfront views, spacious yard, and 10 minutes from ocean city situated behind the ocean downs casino on turnville creek. Bring your boat or a rent a boat and dock it here - there is a boat ramp a half mile down the road in our neighborhood. We hope to accommodate you and provide an experience that is becoming increasingly unique to find.

Newly Renovated Ocean Pines Cottage
Completely remodeled beach home with brand new furnishings in Ocean Pines. Open concept living on main level with beautiful well-equipped kitchen, seating for 10 total at island/dining table and a relaxing living room. Off the hallway is the king bedroom and separate full bathroom with bathtub. Spacious mud/laundry room with beach chairs, umbrella and wagon available for use. Open loft area upstairs with arcade game, lounging area, 2 additional bedrooms and full bath with stand-up shower.

Birdies by the Bay | Waterfront & Private Dock
Welcome to Birdies by the Bay! This newly remodeled 3-bedroom, 2-bath waterfront home sleeps 6 with a king and two queens. Enjoy an open layout, a sunny water-view room, and a deck with seating, a grill, and a private dock overlooking the 3rd Green of the golf course. Nearly everything’s new—just the stall showers kept their charm. Perfect for families, couples, or small group getaways in beautiful Ocean Pines!**** Must be 25 years or older to reserve this property. Please See rules.****

Waterfront Beach Home in the Ocean City, MD Area
There is room for 8 adults (plus 2 kids). Located in the premiere seaside community in the Ocean City area, Ocean Pines, this wonderful waterfront home provides amazing views both day and night. The open floor plan provides guests with lots of room to socialize and bond, but also has secluded bedrooms that provides needed privacy. The outdoor living area is to die for. Sit back and watch the sun set over the canal while you catch up with friends or loved one. Use our bikes!

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*

Sweet Retreat
Sweet Retreat is conveniently located in Ocean Pines, Maryland. The premiere residential and resort community of Ocean Pines is located eight miles inland from the ocean resort town of Ocean City. Ocean Pines has over 9 miles of waterfront property and 3,000 acres of wooded areas. Community amenities include beaches, a yacht club, golf course, community center, a Beach Club Pool and other community pools. Passes are available at ocean Pines Association.
Popular amenities for Ocean Pines house rentals
House rentals with a pool

Cozy home in Ocean Pines

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

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

Ocean Pines Fun – Arcade, Pools & Near O.C. Beach

Beautiful Spacious 4 Bedroom Home in Ocean Pines

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

Little house in Berlin, Md.

Waterfront Retreat with Boat Dock
Weekly house rentals

Cozy Home near OC & Assateague Park

Bayside - Waterfront - Dock - Quiet Area

WHAT DAY IS IT???????

Oceans End Waterfront Retreat

Beachin' it in Ocean Pines

Assateague, Golf, Ocean City all Within Minutes.

Ocean Pines Escape

Cozy home minutes from golf, parks, beach and more
Private house rentals

Sandbar Coastal Retreat near Ocean City

SpaciousCondo nearOcean City|Winery|Golf on 5Acres

122 Ocean Parkway, Ocean Pines, MD

House with Fire Pit + Private Yard near Ocean City

Serene OP cottage perfect for families!

The Oliver House

White Marlin Cottage>HOT TUB<

Villa Caribbean OCMD
When is the best time to visit Ocean Pines?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $242 AUD | $253 AUD | $235 AUD | $262 AUD | $296 AUD | $344 AUD | $396 AUD | $396 AUD | $312 AUD | $278 AUD | $243 AUD | $262 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 house rentals in Ocean Pines

Total holiday rentals
Explore 280 holiday rentals in Ocean Pines

Nightly prices starting at
Ocean Pines holiday rentals start at $70 AUD per night before taxes and fees

Verified guest reviews
Over 6,710 verified reviews to help you choose

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

Pet-friendly accommodation
Find 90 rentals that welcome pets

Holiday rentals with a pool
140 properties feature pools

Rentals with dedicated workspaces
120 properties have a dedicated workspace

Wi-Fi availability
270 of Ocean Pines holiday rentals include Wi-Fi access

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

4.8 Average rating
Ocean Pines stays are highly rated by guests—averaging 4.8 out of 5!
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- Family-friendly rentals Ocean Pines
- Pet-friendly rentals Ocean Pines
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