
House holiday rentals in Ocean Pines
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Quick stats about house rentals in Ocean Pines

Total holiday rentals
Explore 300 holiday rentals in Ocean Pines

Nightly prices starting at
Ocean Pines holiday rentals start at $136 NZD per night before taxes and fees

Verified guest reviews
Over 7,270 verified reviews to help you choose

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

Pet-friendly accommodation
Find 90 rentals that welcome pets

Holiday rentals with a pool
160 properties feature pools

Rentals with dedicated workspaces
130 properties have a dedicated workspace

Wi-Fi availability
300 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!
Top-rated house rentals in Ocean Pines
Guests agree: These houses are highly rated for location, cleanliness and more.

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!

Quiet Ocean Pines Retreat | Sleeps 8
Saltwood Cottage offers a stylish, recently renovated escape for up to 8 guests in the tranquil Ocean Pines community, just 7 miles from Ocean City, MD. Enjoy dinner at the community yacht club, walking paths, parks, playgrounds, and free beach parking at 49th street in OC, MD. For those seeking more, the community offers tennis courts, a golf club, and pools (day passes available at additional fee). Whether you’re relaxing or exploring, your perfect getaway awaits at The Saltwood Cottage.

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.

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!

Cozy beach home away from home!
Welcome! Come enjoy a cozy experience at this centrally located home in the desired Ocean Pines Community! This home is near the playground and allows access to the on-site golf course, five pools (including indoor pool!) tennis courts, and marina for a small fee. Fun in the sun awaits 15 minutes away in downtown Ocean City, where you can stroll the boardwalk, lounge on the sand, or hit the amusement park. Plenty of restaurants, grocery stores and shopping within 15 minutes.

Assateague, Golf, Ocean City, all Within Minutes!
Worcester Co. Lic. #859 PLEASE NOTE: number of allowed guests: No more than 8 golfers. (Min age 25) No more than 10 adults. (Min age 25) Related families up to 12 guests. We do NOT rent to high school senior groups. Please note, we own the white house next to our STR. Occasionally you may see us there, however, we are committed to your comfort & privacy. Located 1.5 miles from Assateague Island beaches. 3 courses within .5 miles. Towels and linens for every guest.

SpaciousCondo nearOcean City|Winery|Golf on 5Acres
Come stay in our 2nd Floor Condo on our private 5-Acre Property! Enjoy the Barn-Like look from the outside, but inside, find a modern & spacious condo with a fully-equipped kitchen. Located in Berlin, Maryland, you are minutes to Historic Berlin and only 15 minutes to all the fun that Ocean City, Maryland has to offer! Have your morning coffee on the deck and soak in the scenic views or pitch a tent, light up the fire pit, let the kids run wild! We'll see you soon!

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*

Nautical at 82 Newport l private dock & waterfront
Experience this spacious waterfront home featuring 6 bedrooms and 3.5 bathrooms, including 2 master suites. Enjoy a game room, hot tub, and two expansive outdoor areas perfect for sunset views. Recently updated and meticulously maintained, this home offers a clean, inviting atmosphere for your getaway. Ideal for families or groups seeking relaxation and fun by the water! A local manager is here to ensure everything goes smoothly. Driveway parking for 4 vehicles.

Summer By The Sea
Located on a quiet cul de sac, this cute 3 bedroom home is a perfect getaway. Enjoy the fun and excitement of Ocean City with its beach, boardwalk, restaurants and nightlife, and then retreat to the quiet relaxation of Ocean Pines. A movie theater, outlets, and fabulous eateries in West OC. Assateague Island National Seashore is only minutes away. Ocean Pines offers a state of the art public golf course, pool access(for a fee ) playgrounds, and beach club .

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

Ocean City Waterfront Home with Skyline Views!

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

Peace in the Pines- 3BD, 2BA w/ Beach Club Pass

Private, pet-friendly, w/game room & new kitchen

Cozy Stay by the Bay

Cabin in the Pines I Luxury Touches + EV Charging

Coastal Oasis in Ocean Pines

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

Coastal Retreat: River View & Pine Haven

Family Oasis - 4BR 3BA on Golf Course

Cozy Coastal Home in Ocean Pines

Cozy home 8 miles from OCMD *Beach Pass Included*

Updated Ocean Pines Getaway w Fire Pit, Grill + Be

Ocean Pines Escape

323 Yacht Club | Peaceful Bay greenery retreat

Villa Caribbean OCMD
Private house rentals

Salty Serenity

Waterfront Vacation Home in Ocean Pines

WHAT DAY IS IT???????

Cozy A Frame Near Ocean City Maryland

White Marlin Cottage>HOT TUB<

Cozy home minutes from golf, parks, beach and more

Pines & Sea A-Frame • Coastal & Cozy Stay

Whimsical Willow l Beach Club Pass and No Pet Fee
When is the best time to visit Ocean Pines?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $297 NZD | $310 NZD | $288 NZD | $312 NZD | $372 NZD | $460 NZD | $486 NZD | $486 NZD | $382 NZD | $341 NZD | $298 NZD | $320 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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- Rentals with lake access Ocean Pines
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- Pet-friendly rentals Ocean Pines
- Rentals with a fire pit Ocean Pines
- Rentals with beach access Ocean Pines
- Rentals with a patio Ocean Pines
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- Beachfront rentals Ocean Pines
- Family-friendly rentals Ocean Pines
- Waterfront rentals Ocean Pines
- Rentals with pools Ocean Pines
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- Chincoteague Island
- Cape May Beach NJ
- Assateague Island National Seashore
- Ocean City Beach
- Wildwood Crest Beach New Jersey
- Ocean City Boardwalk
- Broadkill Beach
- Rehoboth Beach
- Assateague State Park
- Cape Henlopen State Park
- Bethany Beach Boardwalk
- Willow Creek Winery & Farm
- Northside Park
- Ocean City Boardwalk
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Wildwood Boardwalk
- Roland E Powell Convention Center
- Wildwoods Convention Center
- Mariner's Arcade
- Funland
- Dewey Beach Access
- Killens Pond State Park





