
Beach house holiday rentals in Ocean Pines
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Top-rated beach house rentals in Ocean Pines
Guests agree: these beach houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Ocean Pines beach house rentals
Beachfront house rentals

Oceanfront 3BDRM 2BTH Condo just steps to beach
Incredible location, extremely peaceful, awesome place to stay! Quiet, comfortable beds. Whole family loved it. No complaints. Will definitely return.

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
We had a wonderful stay! The house is conveniently located close to everything we needed- shops, restaurants, and attractions, especially the huge playground park just a short drive away. The space was clean, cozy, and very comfortable. I especially appreciated how family-friendly the home was. They had a crib already set up for our 9-month-old, which made things so much easier for us. We felt right at home and would definitely come back again!

Waterfront Home & Golf Getaway
We had a great few days at this house. Christopher was responsive and the house amenities were great.

70th St. Oceanside Townhome !
Very clean, nice place to stay with family!

Direct Ocean Front - Beach Retreat Condo!
We loved staying here with our 1yo & 3yo boys! It was exactly like the pictures show. VERY clean, looks recently updated. Comfy balcony, beds and furniture. Great shower. Washer and dryer were convenient. Close to anything and everything. We had groceries delivered, but there are a few essentials that were there to get a head start. The hosts were super communicative & helpful with answering questions. Great view of the ocean. What the walls are made of makes it very quiet in this condo. The building itself is huge and a little outdated, but this space tops it 10 fold! WILL be booming again!

5 Bedroom Canal Front home- 3 min walk to beach
Shelly’s house was the perfect place for our weekend retreat! The 5 of us all had our own spaces and could comfortably be in the perfectly furnished shared spaces! Everything is what I’d choose for my own home - comfortable, lovely without being fussy, makes being there easy. Highly recommend!

Oceanfront Condo Uptown OC
John was great in finding us a location with everything's we were looking for. Booking was fast and easy. The condo was right on the beach, and provided everything from beach chairs to unbrellas so that we could enjoy our time on the beach without the added costs. The condo was roomy and felt like home. We saved money by cooking in the condo, and all pots, plates, silverware and spices were there to use. Grocery stores were within walking/ driving distance. The condo was clean and provided games, cards and other things to do inside. There were 5 adults and a 3 year old in our party, and the condo had enough room that we didnt feel like we were on top of one another. We had beautiful beach views from our balcony and got to watch both sunrises and sunsets. The washer & dryer in the room was very helpful and used throughout our week stay. I have recommended John and the condo to 3 of my family members and friends already. I would definitely book this condo again and john my go to guy!

Luxurious Bay Front Condo
⭐️⭐️⭐️⭐️⭐️ I recently had the pleasure of staying at this wonderful property, and I can't recommend it highly enough! The location was perfect—close enough to the boardwalk to enjoy all the attractions, yet tucked away in a quiet spot that offered a sense of serenity. The cleanliness of the place was superb, making our stay even more enjoyable. Our host was incredibly attentive and responsive, answering all of our questions promptly. It truly felt like a home away from home. Without a doubt, we would stay here again in a heartbeat! If you're looking for a peaceful retreat with easy access to local attractions, this is the place for you. 100% recommend!
Beach house rentals with a pool

Cute rental, sleeps 4, close to beach w/pool!
Great place to stay, up away from the busy boardwalk but right near the ocean, only a 3 min walk to the beach. Really good place for 2-4 people, small and cozy but has the amenities you need! Very close to stores and restaurants and there’s a bus you can ride all day up and down Coastal Highway to get anywhere in Ocean City for only $4. Our host Heather was beyond helpful finding anything and giving restaurant and bar recommendations. Will 100% be coming back and staying again!

OC, Md great amenities, near national park/beaches
Shawn and Terri’s air bnb went above and beyond my expectations! We decided not to stay on the beach this year but I didn’t realize that we’d still be right on the bay! There’s a peer overlooking the ocean that was just a five minute walk away. Not only that, but the community itself was private, peaceful, and had everything you could ever need to stay busy! There were two pools, ball courts, and playgrounds all walking distance. The residents were kind and welcoming. Assateague beach was a five minute drive away and restaurants only a ten minute drive! The main strip of ocean city was super close. The air bnb itself was clean and beautifully decorated. There were extra blankets, amenities, my son loved the cards and coloring books! All in all this was the perfect place to stay.

5BR/4.5 BA/Pool Next to House/ 1.5 miles to beach
We had three families with five kids stay and the location was perfect! Having the pool next door was essential! The kids ran back and forth each afternoon! We had to drive to the beach but it only took us 10 minutes. layout was great. host was great. we will certainly be looking at this house again for future trips!

Amazing Large 4 Bedroom West OC Town House, Pool!
My group stayed here for our annual golf trip. The location was perfect and the space was exactly as advertised. Close to many golf courses, restaurants and bars., and the beach. We would absolutely stay here again.

3BR House with pool -short walk to beach and town!
Amy’s friendly and welcoming beach house was the perfect after Labor Day getaway. The kitchen was well stocked with essentials for family meals. The beds were comfortable, and I especially appreciated closets and drawers in all three bedrooms. Plenty of beach chairs and wagon available so no need to bring them . The local Bethany Beach was within walking distance, though after the summer season we found easy parking one block from the water. Great price for a long weekend near the beach after the summer season. Amy was attentive and available. We had no issues at all, and would eagerly book a long weekend again at Amy’s home.

N Ocean City Beach House
Great place to stay! Very clean and close to the beach. Even had beach chairs and umbrellas to use. David is a very responsive host and was very helpful

Clearwater Anchor Cottage - 2 mi to beach
We had a wonderful few days here. Very comfortable and well decorated home. Secluded enough to feel cozy, yet close (about 5 minutes) to downtown Bethany and the beach. We would definitely recommend this place to our friends and family and hope to come back in the future.

Charming Condo with pool and 2 bedrooms
The unit was in great shape and in a very convenient location. Isabel was very accommodating to our schedule and made the whole process very easy. Thanks again!
Private beach house rentals

3BR Cozy House w/outdoor shower
Tabitha’s home was very clean, had everything we needed, she was super responsive and very accommodating! We will definitely be looking into staying here again! 10/10 experience for sure!

Rooftop deck, fire pit, beach cart, BBQ
Made a trip from Wisconsin with my family to my mom’s hometown area. This home was perfectly located for our large group to walk to the boardwalk, ocean, a few neighboring restaurants. September was a good time for our visit as it wasn’t too hot, many shops and attractions were still open, and was far less busy. This home was a home away from home. Clean and cozy, very comfy beds, well stocked with essentials, and the home has a nice place on the roof deck to decompress from Iong days spent walking around. The beach buggy came in handy for a short walk down to the beach. The host was very responsive and welcoming. We had a smooth check in and absolutely no complaints! Would love to book again 😁

Quiet Retreat near Assateague Main House
What a truly incredible place and host! I can’t say enough about Kate’s responsiveness and the incredible space. We loved it and hope to be back again!

New list 2024- Bethany Beach House- 3 bed, 2 bath
Anne went above and beyond to make our stay comfortable and easy to book. We were impressed with the interior design coastal theme.Restaurants and shopping were in close driving distance. We hope to visit again soon!

Waterfront, SUPs, Yaks, & Bikes! Walk 2 the Beach
We had the most amazing stay at Donna’s house! The place was spotless, super cozy, and so stylish, with plenty of room for everyone to kick back and relax. The quiet neighborhood made it the perfect spot to unwind and recharge. We absolutely loved hanging out on the outdoor decks, soaking up the views, and enjoying our morning coffee while watching the gorgeous sunrises over the canal. The screened porch was perfect for unwinding and catching the sunset. The beach was only a short distance away, and the kayaks and SUPs were such a fun way to explore the bay. Donna was an incredible host—always responsive and so helpful throughout our stay. We seriously can’t recommend her beach house enough!

Spacious 4 bedroom waterfront home & boat access!
We only stayed a weekend but a great off the beach option for a group of 5-10 guests. Clean home, relaxing location, would book again.

The Tower
Great spot to stay in West Ocean City. Walking distance to a few restaurants and bars near the water. Would stay here again as Kevin made is very easy to check in and was very responsive.

Spacious 6 BR w/game area, sleeps 18- 1mi to beach
The house was great for our group and we really enjoyed our time! Laura was helpful with everything we needed
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- Ocean City Beach
- Broadkill Beach
- Assateague Island National Seashore
- Cape May Beach NJ
- Mile Beach
- Higbee Beach
- Miami Beach
- Poverty Beach
- Ocean City Boardwalk
- Dewey Beach Access
- Big Stone Beach
- Jolly Roger Amusement Park
- Northside Park
- Willow Creek Winery & Farm
- Poodle Beach
- Cape Henlopen State Park
- Heritage Shores
- Delaware Seashore State Park
- Towers Beach
- Jolly Roger at the Pier
- Killens Pond State Park
- Bayside Resort Golf Club
- Bow Beach
- Wallops Beach