
Holiday rentals with outdoor seating in Ocean Pines
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Ocean Pines

Total holiday rentals
Explore 210 holiday rentals in Ocean Pines

Nightly prices starting at
Ocean Pines holiday rentals start at $72 AUD per night before taxes and fees

Verified guest reviews
Over 6,170 verified reviews to help you choose

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

Pet-friendly accommodation
Find 70 rentals that welcome pets

Holiday rentals with a pool
120 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wi-Fi availability
210 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 Holiday Houses with Outdoor Seating in Ocean Pines
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Cozy Beach Getaway in the Lovely Ocean Pines North
Welcome to our Cozy Beach Getaway!! ☀️🌊👙⛱️🐚🏖️🌞🌅⛅️ This beautiful and peaceful home is located in Ocean Pines North. 3 bedrooms, 2 bathrooms. Peaceful front porch and back deck. 🏡🏝️ Whether you’re looking for a summer family vacation, girls weekend getaway, or just a break from reality, this is the perfect place! Washer/dryer 🧺, two smart TV’s 📺, driveway fits 4 cars comfortably 🚗. Enjoy the hustling city of Ocean City during the day and stay in the tranquility and peaceful Ocean Pines at night! 🏖️💞☀️

Tranquil Waters, OceanPines, 3 br, Dog Friendly
Peaceful Coastal Getaway – Dog Friendly! Relax with the whole family at this peaceful beach retreat! This 1,500 sq. ft. home away from home is perfect for a laid-back vacation near the shore. Featuring 3 bedrooms (King, Queen, and 2 Twins), this home is spotlessly disinfected before each stay and includes a full linen package for your comfort and convenience. Enjoy a free parking pass to the Ocean Pines Beach Club on 49th Street, and make the most of the beautiful outdoor space—a low fenced-i

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

Stunning private waterfront suite
Welcome to your cozy getaway with stunning water views from every room! This sweet 2-bedroom, 1-bath suite boasts a private entrance, a living room, and a cute kitchenette. Nestled in a peaceful, family-friendly neighborhood, you'll have year-round access to swimming pools, a golf course, tennis courts, a Yacht club, and lovely parks nearby. Only a quick 10-minute drive lands you on the sandy beaches and lively Boardwalk of Ocean City. Park in the driveway and step into your own private escape!

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

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!

Edgewater Escape - Luxury Bayfront Loft with Porch
You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

Newly built bright and airy guest suite!!!!
FREE oceanfront parking pass with bookings. 2nd floor private suite with parking, patio/firepit, and self check-in private entry. We are located just minutes from the Ocean City beaches, quaint small town of Berlin, Ocean Downs Casino, Assateague, Windmill Creek Winery, restaurants, and outlets. Enjoy neighborhood amenities such as a waterfront Yacht Club with restaurant and live music (seasonal), golf, farm market, playgrounds, 5 pools/fee, (no pool on property) racquet club.

Direct Oceanfront with a View and Amenities Galore
Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with full 100% view of the beach and ocean.

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*
Popular amenities for Ocean Pines outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Cozy beach home away from home!

Amazing and peaceful family fun 4 bedroom home

Birdies by the Bay | Waterfront & Private Dock

Watertown 104 with OCP Beach Passes

Family Oasis - 4BR 3BA on Golf Course

Beautiful Spacious 4 Bedroom Home in Ocean Pines

The Sandy Hook Retreat| Grill & Sunroom

Cozy Coastal Home in Ocean Pines
Apartment rentals with outdoor seating

Central AC, Luxury Bathrooms, 4 blocks to Beach!

Midtown Retreat Ocean Block Condo

OceanFront-Fireplace-sleeps4-Balcony-King-Disney+

West Ocean City: Private Studio, Close To Beach

Jada Ocean & Bay view pool steps away to the beech

Coastal 2 Bedroom Apartment w/pool

Relax at the Shorehouse

Oceanside Condo Steps From Beach
Condo rentals with outdoor seating

1st Floor Canal Front POOL 2 Blocks 2 Beach/Park

Ocean Aire Elegant Beach Getaway

Wight Bay Unit 245

Summer Palace in Ocean city .

Family Condo Oceanside in Midtown OC

Ocean block condo

Bayside Retreat in the Heart of Ocean City!

Ocean Side 1BR / 1.5BA Renovated Modern Condo
When is the best time to visit Ocean Pines?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $257 AUD | $253 AUD | $252 AUD | $279 AUD | $304 AUD | $357 AUD | $411 AUD | $408 AUD | $325 AUD | $288 AUD | $253 AUD | $272 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 |
Destinations to explore
- New York City Holiday rentals
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- Rentals with a kayak Ocean Pines
- Rentals with a fireplace Ocean Pines
- Fitness-friendly rentals Ocean Pines
- Rentals with a fire pit Ocean Pines
- Rentals with a patio Ocean Pines
- Beachfront rentals Ocean Pines
- Apartment rentals Ocean Pines
- House rentals Ocean Pines
- Waterfront rentals Ocean Pines
- Rentals with pools Ocean Pines
- Beach house rentals Ocean Pines
- Rentals with a washing machine and dryer Ocean Pines
- Pet-friendly rentals Ocean Pines
- Condo rentals Ocean Pines
- Rentals with lake access Ocean Pines
- Rentals with beach access Ocean Pines
- Family-friendly rentals Ocean Pines
- Beach condo rentals Ocean Pines
- Rentals with outdoor seating Worcester County
- Rentals with outdoor seating Maryland
- Rentals with outdoor seating United States
- Chincoteague Island
- Cape May Beach NJ
- Ocean City Beach
- Assateague Island National Seashore
- Wildwood Crest Beach New Jersey
- Ocean City Boardwalk
- Broadkill Beach
- Rehoboth Beach
- Assateague State Park
- Cape Henlopen State Park
- Willow Creek Winery & Farm
- Bethany Beach Boardwalk
- Northside Park
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Ocean City Boardwalk
- Roland E Powell Convention Center
- Wildwood Boardwalk
- Ocean Pines Golf Club
- Wildwoods Convention Center
- Mariner's Arcade
- Funland
- Dewey Beach Access





