
House holiday rentals in Ocean Pines
Find and book unique houses on Airbnb
Top-rated house rentals in Ocean Pines
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Ocean Pines
House rentals with a pool

Salty Serenity
Lovely home with great character and countless amenities. Such a perfect location! House was pretty clean and exactly as described. All the amenities were great, the backyard was incredible with a grill, fire pit, fairy lights, and screen-in-porch. Great for family or friends, would stay again! Accommodated our group incredibly well!

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
Beautiful spot! Great location, close to all the happenings of Ocean City, but peaceful and quiet at the house…perfect set up. Great neighborhood. The house is beautiful, all the beds very comfortable. The back deck is gorgeous, thoroughly enjoyed that space and taking the kayaks out on the canal! It’s worth bringing your own linens and towels, we packed everything into a large tote and it worked out perfectly. Very responsive and friendly host! We had a great time here and plan to return. Highly recommend!

OC MD trip bayside, great amenities
Absolutely wonderful hosts!! Very responsive and helpful. There might have been an issue with the lockbox so they called ahead to make sure we could get in! I will definitely be booking with Shawn and Terri again!

Close to OC, Family Friendly, Pool Access
This was my very first time using an airbnb and Beth set the bar high! I honestly don't know if i could ever stay in a plan old hotel room ever again. She was helpful and responsive from the day we made the reservation all the way through and including our checkout. Beth created a welcome package that made acclimating to her home a breeze. Her house was clean, organized and stocked with all the essentials. What was advertised in the photos and description is exactly what was provided. She even had a wide variety of games to play! As far as location, it was just the right distance away from the hustle and bustle of the beach. We were able to go enjoy our day and then return to the quiet and peacefulness of her home to get a good night's sleep. Her home was also convenient to shopping within 15 minutes of driving. Checkout was easy and without a housekeeping cart sitting in the hallway, I didn’t feel rushed. So if you're planning to visit OC, Beth's house is right for you.

Ocean City (OC) Beach Retreat
The home had a welcoming, comfortable feel. Beautiful inside and out. Private peaceful neighborhood. The home was well equiped with what you would need. Do was a friendly, kind and responsive host. Do was very quick to respond to our questions/concerns. Will definitley stay again.

Entire Home w King Bed in Peaceful OceanPines 🌊🌲
This was our second stay at this beautiful home that was perfect for my family to celebrate Thanksgiving! Fantastic location, 15 min to the beach, restaurants and stores a few minutes away, everything we needed if we forgot anything or didn’t feel like cooking. The beds were super comfortable and the open floor plan was perfect our family to hang out!

Tranquil Waters, OceanPines, 3 br, Dog Friendly
Fantastic place and host! Will definitely stay there again!

OC Gateway: Modern 4BR/2.5BA home (dog friendly)
My family and I had a fantastic experience staying at this home! The home was exactly as described - clean and comfortable. The amenities provided (like the grill, toiletries, board games, Wii, chargers, and Wi-Fi) made it feel like a home away from home. The location was ideal—close to everything I needed and It was easy to get around. Our host was incredibly responsive, friendly, and accommodating checking in to make sure everything was going smoothly. I would definitely stay here again and recommend it to anyone looking for a relaxing and hassle-free stay.
Weekly house rentals

SpaciousCondo nearOcean City|Winery|Golf on 5Acres
This was a great place to get away for some peace and quiet. We had a lacrosse tournament in Berlin and the field was 15 minutes away. Beautiful home and very cozy. Very easy check in and Brenda was very quick to answer any question. Totally worth it!

Beautiful Spacious 4 Bedroom Home in Ocean Pines
My family and I find this place to feel like home. Very clean the host was very responsive to any questions I had prior to the date of the event. The price was just right for all that we received. The place was private with much to do and the surrounding area. I definitely will be coming here when I visit Home again .This place was big enough for my family of eight to enjoy themselves to the fullest. Thank you again.

WHAT DAY IS IT???????
We had a wonderful stay at Brian’s place! The house was very comfortable, beautiful, clean and well equipped. The welcome basket and the baskets of samples in case you forgot something was a nice touch. He was very responsive to any questions I had. The beach parking pass was perfect - we took advantage of that on 2 days. I would definitely recommend this house. I wish we had more time at the house to enjoy it even more.

Waterfront Vacation Home in Ocean Pines
Great hosts & beautiful home. Extremely responsive & helpful with anything needed. Some of our guests arrived early & they didn't hesitate to respond to my messages & provide an update check in. Would highly recommend a stay. Beautiful area, great for a golf outing & a lot of good food places around.

Direct Ocean Front - Beach Retreat Condo!
We had a wonderful stay at Chris and Loreees place! Super responsive when needed and clear instructions for check in and out. Private, quite, clean building and condo and we had everything we needed. The views were stunning & exactly as pictured. Walking distance to many stores, restaurants, and 7-11 next door for convenience. I would recommend staying here!

Cottage in the Pines
I had a wonderful stay! The property was exactly as described—clean, comfortable, and beautifully maintained. The host was incredibly friendly and attentive, making sure everything was perfect throughout my visit. The neighborhood was charming and conveniently located, with plenty of great restaurants and shops nearby. I highly recommend this Airbnb to anyone looking for a relaxing and enjoyable experience. I would definitely stay here again!

Serene OP cottage perfect for your next getaway!
Jessica was very helpful and pleasant to communicate with. We came down for a concert series and did not want to stay right in the beach. Jessica’s place was the perfect ride away but perfect for us, quiet and peaceful. Thank you Jessica!

Charming Home in a Beach Town Community!
Ocean Pines is the perfect location- 20 minutes from the beach and lots of activities in Ocean City but a nice quiet and peaceful place to come back to to relax and enjoy the night with family. This house was a great size with really nice showers and plenty of space. We got the resident rate to visit the Ocean Pines pools which was very nice.
Private house rentals

Cozy Home near OC & Assateague Park
Very cozy very peaceful and a nice place to spend on vacation with family and have a good time.

Mins to Golf & Beach! Private Pool & Luxe Firepit
Lindsay and Andrew’s Summer Breeze home in Berlin met all of our expectations. We particularly enjoyed the pool, grill and outdoor amenities - which made it perfect for our family holiday weekend getaway. The house is well kept, comfortable, neatly stocked with all essential amenities as described and, is staged and modeled exactly as pictured in the photos. We appreciated a quiet retreat, off the beaten path, yet we had an easy and quick drive to stores, restaurants and to the Ocean City boardwalk. As hosts, they were very responsive and efficiently communicated what we needed to know in advance, making our stay easy and smooth. From the booking process to assisting us with a couple of adjustments, they did not hesitate to help us. If there is an opportunity for us in the future, we’d love to stay again. Thank you Lindsey and Andrew!

Cozy, Private Beach home
Pamela is very hospitable! Friendly. Commutative. Her home is beautiful and you can tell she thinks of the little things. There was a small container of scrunchies in the bathroom (us women know the scrunchi struggle!). The house is squeaky clean, and we didn’t need to purchase ANYTHING other than food 🤗 which my family really appreciated! Only thing I will point out is it pitch black surrounding the house/area at night. And possibly could be this time of year or maybe location but there are flies everywhere my goodness! Even the restaurants. If visiting OC for the first time like me, please keep that in the back of your mind lol. This place was a 10/10!!

Private pool, waterfront, kayaks, bikes, firepits!
We can't wait to return to Golden Quarter Farm! Charming and expansive, the property has everything we were looking for in a place to spend a relaxing weekend with extended family. The historic house is bright and roomy with a well-appointed kitchen; the bedrooms are unique, comfortable, and private; and the living space homey and inviting -- perfect for spending time together. The beautiful views of the riverfront drew everyone outside for walks down the pier, through the fields, and down the sun-dappled forest trails. It was a bit too chilly during our April stay, but the possibilities for enjoying the river (canoe, kayay, SUP) and lovely pool were nonetheless enticing. Finally, I must mention that Evie and Mary were extraordinarily welcoming and accomodating, from communicating proactively to preparing the home for our stay and checking in to make sure everything was perfect. Highly recommend!

Captivating A-Frame in beautiful, Ocean Pines
Overall a great stay! The house was beautiful and in an awesome location. Lots of things provided free of charge, such as toiletries, frozen food, cleaning supplies, and others. These appeared to be leftover from previous tenants, but neatly tucked away. I like that they aren't wasteful with perfectly good supplies. One light in the kitchen appeared to have been turned on while we went out once. the rustic, retro style was a huge hit for us and we're very appreciative of the hospitality for the duration of our stay here!

*Catch Me By The Sea*
We had a really lovely stay. We appreciated the thoughtful communication and local recommendations. We especially enjoyed the backyard and beach ammenities. Perfect little spot if you're looking to stay outside of the hassle and bussle of OC and in the quaint village of OP. Would highly recommend this spot for anyone looking for a good value in a sweet little town. 🦀

Private, pet-friendly, w/game room & new kitchen
Maria, the host was wonderful. Each time I sent a message she responded quickly. Had a beautiful week especially for the beach. Would definitely rent again and other properties owned by Maria. Nothing against the host, Airbnb fee should be less and the cleaning fee is to high

The Oliver House
Janice’s house was lovely! Great location. It looks just like the pictures. The view from the living room and back deck is stunning. The house was very tidy. Janice communicated well and promptly. The only disappointment was that there is no screen door in the master bedroom, and therefore, I couldn’t enjoy leaving the sliding doors open, which I love to do when staying in a waterfront home. Otherwise, we had a wonderful stay! Would definitely recommend!
Quick stats about house rentals in Ocean Pines
Total rentals
240 properties
Nightly prices starting at
₹3,462 before taxes and fees
Total number of reviews
6.2K reviews
Family-friendly rentals
230 properties are a good fit for families
Pet-friendly rentals
70 properties allow pets
Rentals with a pool
120 properties have a pool
Destinations to explore
- South Jersey Holiday rentals
- Washington Holiday rentals
- Philadelphia Holiday rentals
- Jersey Shore Holiday rentals
- New York Holiday rentals
- East River Holiday rentals
- Pocono Mountains Holiday rentals
- Plainview Holiday rentals
- Outer Banks Holiday rentals
- Long Island Holiday rentals
- The Hamptons Holiday rentals
- Hudson Valley Holiday rentals
- Rentals with pools Ocean Pines
- Waterfront rentals Ocean Pines
- Rentals with a kayak Ocean Pines
- Beach house rentals Ocean Pines
- Rentals with a washing machine and dryer Ocean Pines
- Rentals with a patio Ocean Pines
- Fitness-friendly rentals Ocean Pines
- Beachfront rentals Ocean Pines
- Apartment rentals Ocean Pines
- Rentals with outdoor seating Ocean Pines
- Rentals with a fireplace Ocean Pines
- Pet-friendly rentals Ocean Pines
- Rentals with beach access Ocean Pines
- Rentals with a firepit Ocean Pines
- Beach apartment rentals Ocean Pines
- Family-friendly rentals Ocean Pines
- Family-friendly rentals Ocean Pines
- Flat rentals Ocean Pines
- Rentals with lake access Ocean Pines
- House rentals Worcester County
- House rentals Maryland
- House rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Ocean City Beach
- Broadkill Beach
- Assateague Island National Seashore
- Cape May Beach NJ
- Mile Beach
- Higbee Beach
- Poverty Beach
- Ocean City Boardwalk
- Dewey Beach Access
- Cape Henlopen State Park
- Jolly Roger Amusement Park
- Willow Creek Winery & Farm
- Northside Park
- Towers Beach
- Assateague Beach
- Jolly Roger at the Pier
- Bayside Resort Golf Club
- Poodle Beach
- Delaware Seashore State Park
- Pearl Beach
- Wildwood Dog Park & Beach
- Peninsula Golf & Country Club
- Heritage Shores
- Killens Pond State Park