Holiday rentals in Ocean Pines

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Popular amenities for Ocean Pines holiday rentals

Stay near Ocean Pines's top sights

Ocean Downs Casino44 locals recommend
Ocean Pines Yacht Club & Marina28 locals recommend
Crabs To Go18 locals recommend
Glen Riddle Golf Club16 locals recommend
Ocean Pines Golf Club16 locals recommend
Southgate Grill14 locals recommend

Other great holiday rentals in Ocean Pines

Guest favourite
Holiday home in Frankford
4.87 out of 5 average rating, 63 reviews

Charming Beach/Bay Escape with Activities for All!

DavidRating, 5 stars4 months ago
Excellent WiFi and TV. Very comfortable furnishings and well equipped kitchen. Everything we needed for a great Thanksgiving gathering with family
Top guest favourite
Home in Bethany Beach
5 out of 5 average rating, 35 reviews

Relax in Bethany! Great Location- 1 Block to Beach

MaggieRating, 5 stars2 weeks ago
The place is amazing, bigger than it looks in the photos. The rooftop deck was an added bonus, made it feel like a fun getaway! Nice little video game room with bean bag chairs for the kids. Everything you could possibly want, including the most plush towels I've ever felt. Short walk to the beach, only a block away.
Guest favourite
Apartment in Ocean City
4.96 out of 5 average rating, 23 reviews

Lux Bayfront Unit with Stunning views!

QiaoqiaoRating, 5 stars8 months ago
We had a great time at Steve’s place. The location is amazing - it is walkable and so close to the beach and buzzing shops, while it is so quiet and peaceful indoors. It is clean and cozy, with extraordinary views. We had great breakfasts and enjoyed the beautiful sunset in the balcony. Steve provided detailed instructions proactively, which made the check-in and check-out very smooth. Great place for family vocation.
Superhost
Home in Ocean View
4.83 out of 5 average rating, 23 reviews

5 Bedroom-Award Winning Bear Trap Golf Community

VirajRating, 5 stars2 months ago
We had a great time with friends and family over the weekend at your house. it was perfectly sized and spacious. The added advantage of having access to the clubhouse was a perfect arrangement for kids. Sharing a very few things that we think can be improved upon - a. Given the winters are off peak time for this beach town and the fact that outdoor amenities are not usable such as Tennis, Basketball and Pickleball courts, the clubhouse rate is steep. b. Having to carry our own linens is not that big an issue but does add more luggage. at least towels should have been provided. c. None of the toilets had any toiletries. It was clarified before the trip that toiletries will be provided so we were caught off guard. d. The powder room which is the only toilet in the first floor, did not have Trash Can. Otherwise, it was a good outing. There was something to do for everyone. We thoroughly enjoyed. Lynn was generous enough and allowed early check-in.
Guest favourite
Townhouse in Worcester County
5 out of 5 average rating, 19 reviews

Newly Built Townhome Near OC Beaches & Attractions

JoyRating, 5 stars9 months ago
My family and I enjoyed our stay so much! We were struck by the pristine kitchen, bathrooms, bedrooms and other shared spaces. A clean home goes a long way to making us feel comfortable which is a top priority. Grazyna’s home hit that ball out the park! Coming back to her home after a full day of OC activities was something we looked forward to. The neighborhood is peaceful but close enough to OC action that we could be there in just a matter of minutes. The pictures and description are spot on and Grazyna was very easy to communicate with. I highly recommend Grazyna’s home for an OC stay and look forward to staying there again.
Guest favourite
Townhouse in Ocean City
4.93 out of 5 average rating, 29 reviews

New! Direct Oceanfront Home w/Game Room/Free Bikes

AmandaRating, 5 stars5 days ago
Beautiful home , great location , lots of space ! Worked really well for our group , would definitely book again
Top guest favourite
Home in Selbyville
5 out of 5 average rating, 35 reviews

Stunning Sunrise & Water View 1 mile from Beach

EdRating, 5 stars6 months ago
This was our second time staying at Michael's place and wwe enjoyed everything. The place was clean and spacious and everything was as described. It is a private location but close to Ocean City nightlife and restaurants. You can literally walk to Harpoon Hannah's from the house.
Top guest favourite
Barn in Frankford
5 out of 5 average rating, 8 reviews

Amazing Beach Barn Suite

VadymRating, 5 stars7 months ago
Nice and cozy place to stay for any period of time. The hosts are proactive and responsive, the instructions are clear. Air conditioning and electric fireplace add comfort while staying and local stores and restaurants are really good. Conveniently located within 17 min from Bethany beach gives another opportunity to enjoy Delaware beaches. Overall - great experience - much appreciated!

Quick stats about holiday rentals in Ocean Pines

  • Total rentals

    280 properties

  • Nightly prices starting at

    £30 before taxes and fees

  • Total number of reviews

    7.6K reviews

  • Family-friendly rentals

    260 properties are a good fit for families

  • Pet-friendly rentals

    80 properties allow pets

  • Rentals with a pool

    140 properties have a pool

Destinations to explore

  1. Airbnb
  2. United States
  3. Maryland
  4. Worcester County
  5. Ocean Pines