
House vacation 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.

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!

Little house in Berlin, Md.
Our home is located in Ocean Pines, Maryland. Spend the day at the beach, golf, come back and relax on our spacious screened porch. The community has 5 pools, walking trails, Parks, and more. The house is a short drive to Ocean City, Md. (8 Miles) via Rt. 90 or Rt. 50. Assateague Island National Seashore is also just a short drive 12 miles. You can see wild horses, beautiful sunsets, ride bikes, or go to the beach. There are many golf courses within 15 miles of the house all very nice.

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.

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!

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.

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.

Charming Waterfront Cottage w/2 King Suites + Dock
Newly renovated, sparkling, spacious house with room for seven and waterfront views is waiting for you. Perfect for a single or double family getaway, girls weekend, or quiet retreat. *Please note this is a No Smoking and No Pet Property. **We are located in a quiet, residential neighborhood with lovely neighbors in close proximity. Please consider this when booking. ***We do not supply sheets and towels. Rental License #2162
Popular amenities for Ocean Pines house rentals
House rentals with a pool

Cozy home in Ocean Pines

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

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.

Cozy Stay by the Bay

The Whale’s Tale Retreat w/ Beach Club Pass
Weekly house rentals

Coastal Retreat: River View & Pine Haven

Watertown 104 with OCP Beach Passes

Bayside - Waterfront - Dock - Quiet Area

Waterfront Vacation Home in Ocean Pines

Oceans End Waterfront Retreat

Assateague, Golf, Ocean City all Within Minutes.

Ocean Pines Escape

Villa Caribbean OCMD
Private house rentals

Sandbar Coastal Retreat near Ocean City

Salty Serenity

SpaciousCondo nearOcean City|Winery|Golf on 5Acres

122 Ocean Parkway, Ocean Pines, MD

Waterfront Retreat with Boat Dock

Serene OP cottage perfect for families!

The Oliver House

White Marlin Cottage>HOT TUB<
When is the best time to visit Ocean Pines?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$36,408 GYD | G$38,082 GYD | G$35,362 GYD | G$39,338 GYD | G$44,569 GYD | G$51,683 GYD | G$59,634 GYD | G$59,634 GYD | G$46,870 GYD | G$41,848 GYD | G$36,617 GYD | G$39,338 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 house rentals in Ocean Pines

Total vacation rentals
Explore 280 vacation rentals in Ocean Pines

Nightly prices starting at
Ocean Pines vacation rentals start at G$10,462 GYD per night before taxes and fees

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

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

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Vacation 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 vacation 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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