
Holiday rentals with beach access in Ocean Pines
Find and book unique rentals with beach access on Airbnb
Quick stats about holiday rentals with beach access in Ocean Pines

Total holiday rentals
Explore 120 holiday rentals in Ocean Pines

Nightly prices starting at
Ocean Pines holiday rentals start at £66 per night before taxes and fees

Verified guest reviews
Over 4,420 verified reviews to help you choose

Family-friendly holiday rentals
110 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
120 of Ocean Pines holiday rentals include wifi access

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

4.9 Average rating
Ocean Pines stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with beach access in Ocean Pines
Guests agree: these rentals with beach access are highly rated for location, cleanliness and more.

Newly built bright and airy guest suite!!!!
FREE oceanfront parking pass with bookings. 2 PERSON MAX. 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.

Dolores by the Sea- Family Groups ONLY
This recently remodeled 1950's house is walking distance to the beach, boardwalk, & fabulous restaurants. Tucked away from the hustle & bustle in a quiet neighborhood this cozy home is the perfect place to relax after a fun filled day at the beach. This home has 4 bedrooms & up to 7 beds. With a wheelchair ramp & a fenced in yard this house is perfect for family gatherings & making memories. Please note that due to neighborhood restrictions we cannot book to unrelated renters under 27 years old

Beautiful waterview 2B condo w/Dock&Close to Beach
Welcome to the Canal Bungalow! A stylish 1000 sq. foot retreat to enjoy all the fun & relaxation of the coastal lifestyle in North Oc. Bring your boat with you and dock alongside your back porch, enjoy pool access in a private gated community, or bring your sports gear for Northside Park. We are tucked away on the quiet bayside of OC & only a few minutes walk to the beach. Unwind on our beautiful balcony while watching the boats go by & finally understand the true meaning of a coastal lifestyle!

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!

Little house in Berlin, Md.
Our home is located in Ocean Pines, Maryland. The house is a short drive to Ocean City, Md. (8 Miles). Spend the day at the beach, golfing, fishing come back and relax on our spacious screened porch. The community has 5 pools, walking trails, Parks, and more. Assateague Island National Seashore is also just a short drive 12 miles. You can see wild horses, beautiful sunsets, ride bikes, drive on the beach. There are many golf courses within 15 miles of the house and a casino 2 miles away.

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.

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

Martha’s Getaway
Newly (3) BR (2)Bath, Master suite has it own walk-in shower. Fully furnished with all new appliances. Central Air, WiFi, Flat Screen TV. Outdoor grill, Front and Backyard, Driveway For Parking! Five minutes away from Ocean City Maryland and Assateague Island! Various Fine Restaurants, Tanger Outlets, Frontier Town, Beach Bounce for your children, Ocean Downs Casino, Until 11pm Super Walmart all for your convenience at Martha’s Getaway! The happiest little town in Berlin Maryland! No pets!

Oceanfront Condo w/ Resort Amenities 3BDR &3pools
Sea Watch Condo's is an ideal family location with tons of amenities. The until is a recently updated 3 bedroom 2 bathroom condo that sleeps 6 people in 2 queen beds, 2 twin beds . The unit is ocean front with a large oceanfront balcony. The amenities Include, basketball court, tennis courts, playground, arcade, movie theater, billiard room, indoor pool and outdoor pool as well as a restaurant. The condo has 24 hour security and plenty of parking. Pools closed in off season

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.

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*

3-bedroom cottage in Ocean Pines
Beautiful, comfortable 3-bedroom cottage perfect for families and adults looking for a quiet, relaxing stay. 10 minutes drive to Ocean City beaches and a short drive to the Assateague Island National Park. Ocean Pines amenities include 5 pools ($17 per-person fee), crabbing piers, basketball courts, biking, hiking, golfing, skateboard park, boating, fishing, along with restaurants, shopping, and a weekly farmers market.
Popular amenities for rentals with beach access in Ocean Pines
Apartment rentals with beach access

Oceanside Condo Steps From Beach

Coastal 2 Bedroom Apartment w/pool

Direct Oceanfront Newly Renovated W/ Pool 2 Bd

Handful of Beach Heaven!

Studio Charm w/ Deck: Walk to Beach & Dining!

Hidden gem on Ocean block

Stunning 3 Beds/2BA, Ocean Beachfront Condo

North Oc, 2BR 2BA, free lines, kids friendly
House rentals with beach access

Waterfront 3BR | Private Dock + Views

Waterfront w/Dock, Rooftop Terrace & 2 Kings

Offshore Tails-Relax with your pets near OCMD

Updated Ocean Pines Getaway w Fire Pit, Grill + Be

WHAT DAY IS IT???????

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

Quiet Ocean Pines Retreat | Sleeps 8

OC Gateway: Modern 4BR/2.5BA home (dog friendly)
Apartment rentals with beach access

Gorgeous Beachfront! King Bed, Direct Ocean View!

One Bedroom Beachfront Apartment Mid-Town

Cozy beach side condo

Beachfront with a View and Amenities Galore

Ocean Side 1BR / 1.5BA Renovated Modern Condo

Bayside Retreat in the Heart of Ocean City!

Luxury Oceanfront Escape!

Direct Oceanfront close to Northside Park!
When is the best time to visit Ocean Pines?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £125 | £125 | £123 | £123 | £148 | £190 | £210 | £208 | £166 | £147 | £131 | £132 |
| 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
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- Ocean City Beach
- Broadkill Beach
- Rehoboth Beach
- Cape Henlopen State Park
- Bethany Beach Boardwalk
- Assateague State Park
- Willow Creek Winery & Farm
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- Roland E Powell Convention Center
- Wildwoods Convention Center
- Ocean Pines Golf Club
- Mariner's Arcade
- Funland
- Ocean City Boardwalk
- Hawk Haven Vineyard & Winery
- Bear Trap Dunes





