Holiday rentals in Ocean Pines

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Ocean Pines

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Guest suite in Ocean Pines
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!
4–11 Oct
₹13,527 per night
4.95 out of 5 average rating, 354 reviews
Guest favourite
Apartment in Ocean Pines
Pristine Water View 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
24–31 Jan
₹10,068 per night
4.96 out of 5 average rating, 99 reviews
Guest favourite
Home in Ocean Pines
Relaxing Home Near the Beach in Ocean Pines, MD
This is a 3 bedroom/2 full bathroom, single-story, home that is ready for you and your dogs if you have them. Guests have use of the entire house, including an outdoor grill. There is a dog door that leads to a fenced backyard. Guests have access to our beach accessories and a free beach parking pass. The house can accommodate 6 people comfortably, and up to 8 with the use of a futon. The house has a stocked kitchen. The community has many amenities that are described in the house manual.
27 Aug – 3 Sep
₹23,368 per night
4.89 out of 5 average rating, 141 reviews

Popular amenities for Ocean Pines holiday rentals

Stay near Ocean Pines's top sights

Ocean Pines Yacht Club & Marina28 locals recommend
Abi's Diner4 locals recommend
Southgate Grill14 locals recommend
DeNovo's Trattoria8 locals recommend
A Bagel And ...14 locals recommend
Plaza Tapatia5 locals recommend

Other great holiday rentals in Ocean Pines

Guest favourite
Home in Berlin
Amazing 2 Bedroom home close to the beach!
21–28 Mar
₹5,285 per night
5.0 out of 5 average rating, 33 reviews
Guest favourite
Holiday home in Ocean Pines
Cozy Stay by the Bay
17–24 Sep
₹11,779 per night
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Ocean Pines
Cozy home on quiet court; 10 mins from Ocean City
27 Oct – 3 Nov
₹13,147 per night
4.96 out of 5 average rating, 57 reviews
Guest favourite
Home in Ocean Pines
Pet friendly 2 Bedroom Townhouse on a Golf Course
22 Feb – 1 Mar
₹12,387 per night
4.81 out of 5 average rating, 58 reviews
Superhost
Home in Ocean Pines
Home Away from Home , Pet friendly retreat
17–24 Dec
₹12,590 per night
4.82 out of 5 average rating, 62 reviews
Superhost
Home in Ocean Pines
Martinique Beach Retreat!
28 Apr – 5 May
₹9,822 per night
4.93 out of 5 average rating, 28 reviews
Guest favourite
Home in Ocean Pines
Charming Waterfront Cottage w/2 King Suites + Dock
19–26 Apr
₹22,800 per night
5.0 out of 5 average rating, 98 reviews
Guest favourite
Home in Ocean Pines
Waterfront w/Dock, Rooftop Terrace & 2 Kings
14–21 Sep
₹41,371 per night
4.96 out of 5 average rating, 27 reviews
Guest favourite
Flat in Frankford
The Hidden Gem
6–13 Apr
₹6,950 per night
4.98 out of 5 average rating, 50 reviews
Guest favourite
Home in Ocean Pines
Vacation Home in Ocean Pines
10–17 Jul
₹21,319 per night
4.9 out of 5 average rating, 71 reviews
Guest favourite
Home in Ocean Pines
Best Family Vacation Rental Close to OC Beaches
18–25 Oct
₹31,505 per night
5.0 out of 5 average rating, 30 reviews
Guest favourite
Home in Ocean Pines
Pinehurst Beach House
9–16 Aug
₹23,164 per night
5.0 out of 5 average rating, 10 reviews

Quick stats about holiday rentals in Ocean Pines

Total rentals

260 properties

Rentals with a pool

140 properties have a pool

Pet-friendly rentals

70 properties allow pets

Family-friendly rentals

240 properties are a good fit for families

Total number of reviews

6.4T reviews

Nightly prices starting at

₹4,145 before taxes and fees

Destinations to explore

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