Vacation Rentals in Ocean Pines, MD

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Ocean Pines, MD vacation rentals
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481 Vacation 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

Beachbox Iv  The One With Golden Inlet Sunsets  Couple's Escape - Ocean Pines, MD
10 7 reviews
Ocean Pines, MD
27/06 – 04/07
₹49662/nighttotal: ₹347634 (7 )

Beachbox Iv The One With Golden Inlet Sunsets Couple's Escape

1 2
apartment , Ocean City
This downtown Ocean City flat is located two blocks from the Boardwalk and beach, with Ripley's Believe It or Not! and the Oceanic Fishing Pier just 320 metres away.
This 52 square metre apartment accommodates up to four guests with one bedroom, one bathroom, and features a private balcony, a fully equipped kitchen, complimentary Wi-Fi, and access to a bayfront community swimming pool.
Canal Front - Great Views - 5 Bdrm, 3&1/2 Baths, 2 Kings, Golf, Relax... - Ocean Pines, MD
10 65 reviews
Ocean Pines, MD
13/07 – 17/07
₹62598/nighttotal: ₹250392 (4 )

Canal Front - Great Views - 5 Bdrm, 3&1/2 Baths, 2 Kings, Golf, Relax...

5 2
apartment , Ocean Pines
This five-bedroom property is located in Ocean Pines, less than 2 kilometres from the Ocean Pines Golf and Country Club and Isle of Wight Bay, with River Run Golf Club located 4.5 kilometres away. It has received excellent reviews from previous guests.
The house comfortably sleeps ten people and is equipped with a modern kitchen, a Jacuzzi, a terrace, and a garden. It also benefits from free Wi-Fi, air conditioning, and a barbecue grill, making it ideal for both relaxing and exploring the area.
Happy Tides Hideaway - Ocean Pines, MD
10 7 reviews
Ocean Pines, MD
25/08 – 31/08
₹32774/nighttotal: ₹196644 (6 )

Happy Tides Hideaway

1 2
apartment , Ocean Pines
This Ocean Pines apartment, situated in a peaceful family-friendly neighbourhood approximately 16km from Ocean Pines beach, offers a tranquil retreat for families.
The three-bedroom, two-bathroom property sleeps six, boasting a fully equipped kitchen with dishwasher, private garden, and parking; nearby amenities include easy access to coastal activities.
Beach Getaway B - Brand New Luxury 5br/4ba Townhouse In North Ocean City, Just Steps From The Beach. - Ocean Pines, MD
10 1 review
Ocean Pines, MD
02/08 – 09/08
₹301697/nighttotal: ₹2111879 (7 )

Beach Getaway B - Brand New Luxury 5br/4ba Townhouse In North Ocean City, Just Steps From The Beach.

5 10
house , Ocean City
This family-friendly villa is located in North Ocean City, a short walk from Ocean City Beach and Plage d'Ocean City, and close to Jolly Roger Amusement Park and Carousel Skating Rink.
The property offers on-site parking, a private hot tub and terrace, foosball, Wi-Fi, a TV, and a well-equipped kitchen, with kayaking and bikes available for exploring the surrounding area.

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

Coastal Chic Retreat - Ocean Pines, MD
9.4 31 reviews
Ocean Pines, MD
25/08 – 31/08
₹28065/nighttotal: ₹168390 (6 )

Coastal Chic Retreat

3 2
apartment , Ocean Pines
This Ocean Pines holiday home is situated a 24km drive from Ocean City, Maryland, offering easy access to its beaches and attractions.
The three-bedroom, two-bathroom property sleeps six guests and features keyless entry, a modern open-plan kitchen with dishwasher, private patio, and access to Ocean Pines community amenities including pools (seasonal), golf courses, and tennis courts.
Villa Sole Retreat - Screened Porch & Fire Pit! - Ocean Pines, MD
Ocean Pines, MD
25/08 – 31/08
₹37879/nighttotal: ₹227274 (6 )

Villa Sole Retreat - Screened Porch & Fire Pit!

3 2
apartment , Ocean Pines
This 3-bedroom, 2-bathroom detached house is located in the Bay Colony community of Ocean Pines, a short drive from Ocean City's beaches and 11.4 kilometres from Assateague Island.
This property offers guest accommodation for up to 8 people with a screened-in porch, a fire pit, and access to shared amenities including swimming pools and a golf course.
White Horse Park-spinnaker Lane 96 Home - Ocean Pines, MD
Ocean Pines, MD
01/08 – 08/08
₹40440/nighttotal: ₹283080 (7 )

White Horse Park-spinnaker Lane 96 Home

3 3
house , Ocean Pines
This four-bedroom house in Berlin, Maryland, is conveniently located approximately 8 kilometres from Ocean Downs Casino and 13-16 kilometres from Ocean City attractions, offering easy access to Ocean Pines.
The property sleeps seven guests and boasts a heated swimming pool, free Wi-Fi, private parking, a fully equipped kitchen, and air conditioning; nearby activities include the Grand Prix Amusements and the Jolly Roger at the Pier.
Spacious - Ocean Pines Home W/screened Porch, Full Kitchen, Washer/dryer & Wifi - Ocean Pines, MD
Ocean Pines, MD
13/07 – 17/07
₹39193/nighttotal: ₹156772 (4 )

Spacious - Ocean Pines Home W/screened Porch, Full Kitchen, Washer/dryer & Wifi

4 2
apartment , Ocean Pines
This Ocean Pines residence is situated in a neighbourhood providing convenient access to Ocean Downs Casino, the beaches of Ocean City, and a range of recreational pursuits.
This 149 square metre flat offers four bedrooms and two bathrooms, accommodating up to eight guests, and features a fully equipped kitchen, air conditioning, a swimming pool, and a terrace, with optional parking permits for the Ocean Pines Beach Club and community pool passes available.

Frequently asked questions about holiday rentals in Ocean Pines, MD

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

    Ocean Pines is a haven for water sports! You can swim, sunbathe, surf, or go kayaking in the ocean. There are also plenty of opportunities for fishing, both in the ocean and in the nearby bays. If you're looking for something a bit more adventurous, try parasailing or jet skiing.
  • 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.

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

    Ocean Pines is just a short drive from Ocean City, which is a popular destination for its beaches, boardwalk, and nightlife. You can also easily reach Salisbury, a charming town with a historic downtown area. If you're feeling adventurous, take a day trip to Annapolis, the state capital of Maryland, which is about a two-hour drive away.
  • What are the most popular Airbnbs in Ocean Pines, MD?

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

    Most vacation rentals in Ocean Pines offer amenities like private pools, hot tubs, and outdoor grills. Many also have access to community amenities like tennis courts, playgrounds, and fitness centers. You'll find a good selection of rentals with fully equipped kitchens, laundry facilities, and high-speed internet.
  • 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 time of year is best to rent a vacation rental Ocean Pines, MD?

    The peak season in Ocean Pines is from June to August, when the weather is warm and sunny. If you're looking for a quieter experience, consider visiting in the spring or fall. The shoulder seasons offer beautiful weather and fewer crowds.
  • What are the best rentals for families and kids in Ocean Pines, MD?

  • What are the local dishes in Ocean Pines, MD region?

    You'll find plenty of fresh seafood on the menus in Ocean Pines. Crab cakes are a local favourite, and you can also try dishes like clam chowder, oysters, and steamed blue crabs. Don't forget to try the local craft beers and wines.
  • What are the best rentals or Airbnbs with a jacuzzi in Ocean Pines, MD?

Destinations nearby

Best Ocean Pines, MD holiday rentals with a balcony

Ocean Block Condo, Partial Ocean View,  Free Parking & Beach Gear Included - Ocean Pines, MD
Ocean Pines, MD
25/08 – 31/08
₹35932/nighttotal: ₹215592 (6 )

Ocean Block Condo, Partial Ocean View, Free Parking & Beach Gear Included

1 2
apartment , Ocean City
This one-bedroom flat is situated in Midtown Ocean City, a mere stone's throw from the beach and boardwalk, placing you within easy reach of Seacrets and Midway Shopping Centre.
This 60 square metre apartment accommodates up to four guests, featuring a fully equipped kitchen, air conditioning, a terrace, on-site parking for one vehicle, and complimentary beach gear, all complemented by ultra-fast 1 Gig Wi-Fi.
Spacious Condo With A Bay View, One Block From The Beach! - Ocean Pines, MD
9.2 5 reviews
Ocean Pines, MD
27/06 – 04/07
₹27023/nighttotal: ₹189161 (7 )

Spacious Condo With A Bay View, One Block From The Beach!

3 2
apartment , Ocean City
This newly refurbished three-bedroom, two-bathroom flat is situated in Midtown Ocean City, just 160 metres from the beach and directly beside the convention centre, offering convenient access to Seacrets, Coconuts, and Jolly Roger Amusement Park.
This accommodation for eight guests boasts a private balcony with bay and highway views, an on-site outdoor swimming pool, a fully equipped kitchen, and in-unit laundry facilities, with two allocated parking spaces and additional free parking available.
Steps To Shore Gem With Pool In Ocean City - Ocean Pines, MD
9.1 98 reviews
Ocean Pines, MD
27/06 – 01/07
₹42773/nighttotal: ₹171092 (4 )

Steps To Shore Gem With Pool In Ocean City

2 4
apartment , Ocean City
This Ocean City apartment is just a short walk from the beach, located close to the Ocean City Boardwalk and the Roland E. Powell Convention Center. The property has received excellent user ratings for its location and cleanliness, with guests praising its prime beachfront setting.
The apartment has two bedrooms, sleeps six guests, and is 89 square metres in size. It comes equipped with a range of amenities including a private spa bath, a fully equipped kitchen, a comfortable living space, a terrace, a garden, a swimming pool, parking, and free Wi-Fi.
White Horse Park-spinnaker Lane 96 - Free Wifi,pool,ac - Ocean Pines, MD
8.0 1 review
Ocean Pines, MD
25/08 – 31/08
₹27613/nighttotal: ₹165678 (6 )

White Horse Park-spinnaker Lane 96 - Free Wifi,pool,ac

3 2
apartment , Ocean Pines
This bayside flat in Ocean Pines, Berlin, is conveniently located a short drive from Ocean City Beach, Inlet Park, and Assateague Island National Seashore.
This three-bedroom property accommodates up to eight guests and features a fully equipped kitchen, air conditioning, Wi-Fi, an outdoor swimming pool, and complimentary kayaks for exploring the bay.

Best Ocean Pines, MD holiday rentals with parking

Serenity In Ocean Pines | 1 Story Home With Backyard Grill - Ocean Pines, MD
Ocean Pines, MD
01/08 – 08/08
₹39217/nighttotal: ₹274519 (7 )

Serenity In Ocean Pines | 1 Story Home With Backyard Grill

3 3
apartment , Ocean Pines
This three-bedroom, two-bathroom flat in Ocean Pines offers a private driveway for four vehicles and an exclusive Ocean Pines Beach Club parking pass, providing access to community amenities and located within a 7-minute drive of Pines Public House Eatery, Paul & Vinny’s Pizzeria, and Taylor’s Neighbourhood Restaurant, and a 14-minute drive to Ocean City Beach.
This accommodation sleeps up to eight guests and features two living areas, an outdoor gas grilling area, complimentary high-speed Wi-Fi, and a washer/dryer, with Assateague Island National Seashore a 20-minute drive away.
Sleeps 6,linens &Towels Free Parking Sunset View Smart Tvs Pool - Ocean Pines, MD
10 75 reviews
Ocean Pines, MD
05/09 – 12/09
₹21094/nighttotal: ₹147658 (7 )

Sleeps 6,linens &Towels Free Parking Sunset View Smart Tvs Pool

1 2
apartment , Ocean City
This one-bedroom apartment is located just 1.6 kilometres from Ocean City Beach and Assawoman Bay, as well as Ocean Plaza Mall Shopping Centre and the Ocean City County Library. The property has received excellent reviews from previous guests.
This apartment is ideal for families and groups of up to six people. The apartment has a fully equipped kitchen, a washing machine, a coffee maker, a dishwasher, and a Smart TV. The complex also offers a swimming pool, a spa, and a water park.
Renovated 3-bedroom, 2-bath Home In Ocean Pines Peaceful Retreat Near Ocean City - Ocean Pines, MD
Ocean Pines, MD
01/08 – 08/08
₹54659/nighttotal: ₹382613 (7 )

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.
Boat & Swim! Retreat < 1 Mi To Ocean City Beach - Ocean Pines, MD
9.1 40 reviews
Ocean Pines, MD
27/06 – 04/07
₹28149/nighttotal: ₹197043 (7 )

Boat & Swim! Retreat < 1 Mi To Ocean City Beach

1 2
house , Ocean City
This comfortable townhome is located in Ocean City's Midtown district, just under 2 kilometres from the beach, 4 kilometres from Northside Park, and 6.3 kilometres from Thunder Lagoon Waterpark. It has received excellent ratings for location, cleanliness, and user experience.
The townhome is air-conditioned and has a separate bedroom, a living room, a fully equipped kitchen, and two bathrooms, offering ample space for up to six guests. It also has free Wi-Fi, towels, and bed linen, making it easy to relax and enjoy your stay.
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