Compare Vacation Rentals & Airbnb in Ocean Pines, MD

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Ocean Pines, MD vacation rentals
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481 Rentals and Airbnb in Ocean Pines, MD

Best family friendly Ocean Pines, MD vacation rentals

Among the 481 accommodations in Ocean Pines, MD, here are the 4 best family friendly rentals

Family-friendly Oceanfront Condo W/balcony, Views, Central A/c, Free Wifi, Cable - Ocean Pines, MD
9.0 12 reviews
Ocean Pines, MD
27/06 – 04/07
$406/nighttotal: $2842 (7 )

Family-friendly Oceanfront Condo W/balcony, Views, Central A/c, Free Wifi, Cable

2 2
apartment , Ocean City
This beachfront flat is located in North Ocean City, placing you close to the beach, shops, and eateries, with attractions such as Jolly Roger Amusement Park, Lost Treasure Golf, and the Carousel Ice Skating Rink within easy reach.
This 106 square metre apartment offers accommodation for up to six guests, featuring two bedrooms and two bathrooms, a fully equipped kitchen with a fridge, microwave oven, and dishwasher, air conditioning, and a private balcony with ocean views.
Fun W/ Family! Ocean City Condo - Stroll To Shore - Ocean Pines, MD
9.1 47 reviews
Ocean Pines, MD
06/07 – 09/07
$604/nighttotal: $1812 (3 )

Fun W/ Family! Ocean City Condo - Stroll To Shore

2 3
house , Ocean City
This Ocean City apartment is ideally located just half a mile from the beach and a short drive from Fenwick Island State Park Beach, providing easy access to the area's top attractions. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment offers 98 square metres of living space with two bedrooms and a capacity for eight guests. Enjoy a fully equipped kitchen, air conditioning, free Wi-Fi, and a garden with a balcony and patio, perfect for relaxing and soaking up the sunshine.
Family Owned - Operated - Ocean Pines, MD
9.8 46 reviews
Ocean Pines, MD
05/09 – 12/09
$468/nighttotal: $3276 (7 )

Family Owned - Operated

2 2
apartment , Ocean City
Marcia's Place, a first-floor condo in Old Ocean City near 9th Street and St Louis Avenue, offers easy access to Ocean City Beach and downtown attractions.
This 62 square metre (667 square feet) apartment sleeps six, featuring two bedrooms, one bathroom, a fully equipped kitchen with modern appliances including a Keurig coffee machine, in-unit laundry, and free Wi-Fi; nearby attractions include the Jolly Roger Amusement Park and the Carousel Ice Skating Rink.
Beautiful View Of The Bay, 2 Bedroom Condo, Sleeps 6 - Ocean Pines, MD
10 38 reviews
Ocean Pines, MD
25/08 – 31/08
$561/nighttotal: $3366 (6 )

Beautiful View Of The Bay, 2 Bedroom Condo, Sleeps 6

2 2
apartment , Ocean City
This Ocean City apartment, located in North Ocean City, is less than 1.6km from Assawoman Bay and Ocean City Beach, and within a 24km drive of the Art League of Ocean City and a dog park.
This three-bedroom, two-bathroom property sleeps six, boasting a fully equipped kitchen, private balcony, free Wi-Fi, and access to a swimming pool; nearby activities include water sports and sunbathing.

Best Ocean Pines, MD vacation rentals with a pool

Among the 481 accommodations in Ocean Pines, MD, here are the 4 best rentals with a pool

Quiet Coastal Retreat, Minutes From Ocean City, Md, Full Kitchen. - Ocean Pines, MD
10 2 reviews
Ocean Pines, MD
05/09 – 12/09
$277/nighttotal: $1939 (7 )

Quiet Coastal Retreat, Minutes From Ocean City, Md, Full Kitchen.

1 2
apartment , Ocean Pines
This Ocean Pines apartment, near Berlin, Maryland, offers easy access to Ocean City and Assateague Island, both within a few kilometres.
The 52-square-metre self-catering flat features one bedroom, one bathroom, sleeps two guests, and includes a kitchen with a fridge, microwave, and dishwasher, plus a swimming pool and parking.
Family Fun! Getaway W/ Pool & Marina In Berlin - Ocean Pines, MD
8.0 2 reviews
Ocean Pines, MD
01/08 – 08/08
$461/nighttotal: $3227 (7 )

Family Fun! Getaway W/ Pool & Marina In Berlin

2 3
apartment , Ocean Pines
This Ocean Pines apartment, situated in the White Horse Park community, is one mile (1.6km) from the Farmers & Artisans Market, five miles (8km) from Ocean Downs Casino, and eleven miles (18km) from Ocean City’s boardwalk.
The 62 square metre self-catering property features two queen bedrooms sleeping four, a terrace, garden, private pool access (six passes provided), and a well-equipped kitchen including a stove/oven, microwave, and Keurig coffee maker.
Makai Sunset Cove All-season Indoor Pool - Ocean Pines, MD
10 4 reviews
Ocean Pines, MD
25/08 – 31/08
$513/nighttotal: $3078 (6 )

Makai Sunset Cove All-season Indoor Pool

2 2
apartment , Ocean City
Makai Sunset Condo, a three-bedroom apartment in Ocean City's Midtown, is situated adjacent to the Ocean City Convention Center and within walking distance of restaurants such as Shotti's, Coconuts, and Barn 34.
This Ocean City holiday rental boasts an open-plan living and kitchen area with bay views, sleeping up to eight guests and offering amenities including a swimming pool, gym, sauna, and parking; nearby attractions include Jolly Roger Amusement Park and Ocean City Beach.
Ocean City Boardwalk And Bay! Walk To Everything! - Ocean Pines, MD
9.1 86 reviews
Ocean Pines, MD
27/06 – 01/07
$496/nighttotal: $1984 (4 )

Ocean City Boardwalk And Bay! Walk To Everything!

1 4
apartment , Ocean City
This one-bedroom apartment is conveniently located in Downtown Ocean City, just a 5-minute walk from Isle of Wight Bay, Ocean City Beach, and the Ocean City Boardwalk. It boasts excellent user, location and cleanliness ratings, making it a great choice for travellers seeking a comfortable and well-maintained stay.
The 55 square metre apartment comfortably accommodates up to four guests and features a fully equipped kitchen, a washing machine, a TV and a coffee maker, ensuring a pleasant and convenient stay. Enjoy the benefits of air conditioning, a swimming pool, parking, and internet access, all while being within walking distance of Ocean City's main attractions.

Frequently Asked Questions about vacation rentals in Ocean Pines, MD

  • What are some interesting places to visit in or near Ocean Pines, MD?

    Ocean Pines is a great base for exploring the area. You can visit Assateague Island National Seashore, just a short drive away, to see wild horses and enjoy the beach. Or, head to the charming town of Berlin, a short drive away, and explore its historic downtown with its shops and restaurants.
  • What are the best Airbnb and vacation rentals in Ocean Pines, MD?

    Sunset Island, 28th St Bayside - Very Affordable And Pet Friendly and Waterfront Townhouse Gorgeous Sunsets 2 Decks On Water are the most popular Airbnb and vacation rentals in Ocean Pines, MD among travelers.

  • Which walking or cycling routes are the best in Ocean Pines, MD?

    Ocean Pines has a great network of walking and cycling paths. The Ocean Pines Boardwalk is a popular choice for a leisurely stroll, while the Ocean Pines Golf Course offers scenic views for a longer bike ride. If you're looking for a more challenging ride, try the Assateague Island Loop Trail.
  • What are the most popular Airbnbs in Ocean Pines, MD?

  • What sports or outdoor activites can visitors enjoy in and around Ocean Pines, MD?

    Ocean Pines is a great place for watersports, with plenty of opportunities for swimming, boating, and fishing. You can also enjoy golfing at the Ocean Pines Golf Club or go for a hike or bike ride in the surrounding area. There are also plenty of opportunities for birdwatching, especially around the Assateague Island National Seashore.
  • What are the best vacation rentals with a pool in Ocean Pines, MD?

    Sunset Island, Waterfront Townhouse Gorgeous Sunsets 2 Decks On Water and Wight Bay Unit 245 are the best vacation rentals with a pool in Ocean Pines, MD.

  • What other towns or cities can be easily accessed from Ocean Pines, MD?

    Ocean City is just a short drive away, and it's a bustling beach town with lots of shops, restaurants, and nightlife. If you're looking for something a bit quieter, you could visit Berlin, a charming town with a historic downtown area. And of course, you can always take a trip to Assateague Island National Seashore, which is just a short drive from Ocean Pines.
  • What are the best rentals for families and kids in Ocean Pines, MD?

  • What amenities are commonly available in vacation rentals in Ocean Pines, MD?

    Most vacation rentals in Ocean Pines offer the basics, like a kitchen, bathroom, and bedrooms. Many also have amenities like swimming pools, hot tubs, and private decks. If you're looking for something specific, be sure to check the listing carefully.
  • What are the best rentals or Airbnbs with a jacuzzi in Ocean Pines, MD?

  • What time of year is best to rent a vacation rental Ocean Pines, MD?

    The best time to visit Ocean Pines depends on your preferences. Summer is the most popular time to visit, with warm weather and plenty of sunshine. If you prefer milder weather and fewer crowds, spring or autumn are great options.
  • What are the local dishes in Ocean Pines, MD region?

    The Eastern Shore of Maryland is known for its fresh seafood. Try a crab cake sandwich, a classic Maryland dish, or enjoy some steamed blue crabs with Old Bay seasoning. You can also find delicious oysters, clams, and fish at many local restaurants.

Destinations nearby

Best Ocean Pines, MD vacation rentals with a balcony

Canalfront 2 Bedroom, Sleeps 6, Balcony, Boat Slip - Ocean Pines, MD
10 82 reviews
Ocean Pines, MD
06/07 – 09/07
$483/nighttotal: $1449 (3 )

Canalfront 2 Bedroom, Sleeps 6, Balcony, Boat Slip

2 3
apartment , Ocean City
This Ocean City condo, situated on 94th Street with direct canal access, offers easy boat launching and stunning bay views.
The newly renovated two-bedroom apartment sleeps six, boasting a spacious living area with fireplace, a private balcony, in-unit laundry, free WiFi, and parking for two cars; shared grilling facilities are also available.
Ocean Block, 1 Bedroom Condo, Wifi, Washer/dryer, 2 Blocks To Seacrets - Ocean Pines, MD
Ocean Pines, MD
27/06 – 04/07
$260/nighttotal: $1820 (7 )

Ocean Block, 1 Bedroom Condo, Wifi, Washer/dryer, 2 Blocks To Seacrets

1 2
apartment , Ocean City
This flat is located in Midtown Ocean City, only 50 metres from the beach and 200 metres from the SEACRETS entertainment complex.
This one-bedroom flat accommodates up to four guests and features a large private deck, a fully equipped kitchen, an in-unit washer/dryer, air conditioning, and complimentary WiFi, with Jolly Roger Amusement Park also nearby.
Renovated 3-bedroom, 2-bath Home In Ocean Pines Peaceful Retreat Near Ocean City - Ocean Pines, MD
Ocean Pines, MD
06/07 – 09/07
$803/nighttotal: $2409 (3 )

Renovated 3-bedroom, 2-bath Home In Ocean Pines Peaceful Retreat Near Ocean City

3 3
house , Ocean Pines
This three-bedroom house in Berlin, Maryland, is conveniently located approximately 4.8 kilometres from the Casino at Ocean Downs and under 12.9 kilometres from Ocean City's boardwalk and attractions, offering easy access to Ocean Pines.
The property features a fully equipped kitchen, air conditioning, a swimming pool, a balcony, free Wi-Fi, and private parking, sleeping up to 15 guests and ideal for families or groups visiting Ocean Pines.
Pet Friendly, Ocean Block 2 Br. Steps From The Beach! - Ocean Pines, MD
9.0 4 reviews
Ocean Pines, MD
27/06 – 01/07
$738/nighttotal: $2952 (4 )

Pet Friendly, Ocean Block 2 Br. Steps From The Beach!

2 4
apartment , Ocean City
This Ocean City apartment, situated in Midtown, is a short distance (less than 1 km) from Ocean City Beach and a seven-minute walk from the Roland E. Powell Convention Centre.
The two-bedroom, one-bathroom flat sleeps six guests and boasts a fully equipped kitchen, in-unit laundry, Wi-Fi, a fireplace, and a terrace; on-site parking is also available.

Best Ocean Pines, MD vacation rentals with parking

Princess Royale Oceanfront Resort - Ocean Pines, MD
8.8 10200 reviews
Ocean Pines, MD
27/06 – 04/07
$632/nighttotal: $4424 (7 )

Princess Royale Oceanfront Resort

1 2
resort , Ocean City
The Princess Royale Oceanfront Resort is situated directly on the Atlantic Ocean in Ocean City, Maryland, just 1.5 km from the Ocean Plaza Mall and 3.7 km from Bayside Boat Rentals. The resort has received very good ratings for location, cleanliness and overall experience.
The accommodation features a 4-storey tropical atrium with an Olympic-sized swimming pool. Guests can enjoy a range of amenities, including a spa, fitness centre, restaurants, bars, a sundeck and a gift shop.
Romantic Beach Getaway For 2 In Ocean City Md - Ocean Pines, MD
10 121 reviews
Ocean Pines, MD
13/07 – 17/07
$366/nighttotal: $1464 (4 )

Romantic Beach Getaway For 2 In Ocean City Md

1 2
apartment , Ocean City
This Ocean City apartment is conveniently located just a five-minute walk from the beach, boardwalk, and bay, putting you right in the heart of the action. It has received excellent ratings from previous guests, making it a popular choice for travellers.
The apartment is a one-bedroom property with one bathroom, covering 38 square metres and comfortably accommodating two guests. It comes equipped with a range of amenities, including a swimming pool, Jacuzzi, terrace, spa, parking, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.
Midtown Condo, Steps From Beach And Convention Center! - Ocean Pines, MD
8.0 2 reviews
Ocean Pines, MD
25/08 – 31/08
$556/nighttotal: $3336 (6 )

Midtown Condo, Steps From Beach And Convention Center!

2 2
apartment , Ocean City
This Ocean City condo, situated on 43rd Street, Ocean Block, is directly opposite the Ocean City Convention Centre and a short walk from Ocean City Beach.
The 74-square-metre apartment offers one bedroom, one bathroom, sleeps eight guests, and features a fully equipped kitchen, including a dishwasher, plus a terrace, air conditioning, and on-site parking; nearby attractions include Jolly Roger Amusement Park and the Inlet Park.
Beach House-cozy 1 Bedroom Condo On 44th Street Ocean Block! - Ocean Pines, MD
9.0 2 reviews
Ocean Pines, MD
27/06 – 01/07
$592/nighttotal: $2368 (4 )

Beach House-cozy 1 Bedroom Condo On 44th Street Ocean Block!

1 4
apartment , Ocean City
This oceanfront flat on 44th Street in Midtown Ocean City offers easy beach access and is a short walk from Ocean City's attractions.
The one-bedroom apartment, sleeping up to four guests, features a fully equipped kitchen, in-unit laundry, and assigned parking; a welcome beach bag is provided.
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