Beach house holiday rentals in Ocean Pines

Find and book unique beach houses on Airbnb

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Popular amenities for Ocean Pines beach house rentals

Beachfront house rentals

Top guest favourite
Home in Ocean City
4.97 out of 5 average rating, 32 reviews

Oceanfront 3BDRM 2BTH Condo just steps to beach

AndyRating, 5 stars5 months ago
Incredible location, extremely peaceful, awesome place to stay! Quiet, comfortable beds. Whole family loved it. No complaints. Will definitely return.
Guest favourite
Home in Ocean City
4.94 out of 5 average rating, 251 reviews

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

CassieRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Berlin
5 out of 5 average rating, 10 reviews

Waterfront Home & Golf Getaway

ElfinRating, 5 stars3 weeks ago
We had a great few days at this house. Christopher was responsive and the house amenities were great.
Top guest favourite
Home in Ocean City
5 out of 5 average rating, 8 reviews

70th St. Oceanside Townhome !

BrookeRating, 5 stars7 months ago
Very clean, nice place to stay with family!
Guest favourite
Home in Ocean City
5 out of 5 average rating, 28 reviews

Direct Ocean Front - Beach Retreat Condo!

KaylaRating, 5 stars4 days ago
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 The building itself is huge and a little outdated, but this space tops it 10 fold!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!
Top guest favourite
Home in Bethany Beach
5 out of 5 average rating, 37 reviews

5 Bedroom Canal Front home- 3 min walk to beach

LauraRating, 5 stars1 month ago
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!
Guest favourite
Home in Ocean City
5 out of 5 average rating, 7 reviews

Oceanfront Condo Uptown OC

BrandiRating, 5 stars8 months ago
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!
Top guest favourite
Home in Ocean City
4.98 out of 5 average rating, 46 reviews

Luxurious Bay Front Condo

YaremiRating, 5 stars6 months ago
⭐️⭐️⭐️⭐️⭐️ 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

Superhost
Home in Ocean City
4.82 out of 5 average rating, 17 reviews

Cute rental, sleeps 4, close to beach w/pool!

KurtRating, 5 stars7 months ago
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!
Guest favourite
Home in Berlin
4.79 out of 5 average rating, 192 reviews

OC, Md great amenities, near national park/beaches

EmilyRating, 5 stars8 months ago
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.
Guest favourite
Home in Ocean View
4.9 out of 5 average rating, 21 reviews

5BR/4.5 BA/Pool Next to House/ 1.5 miles to beach

JessicaRating, 5 stars8 months ago
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!
Superhost
Home in Ocean City
4.81 out of 5 average rating, 53 reviews

Amazing Large 4 Bedroom West OC Town House, Pool!

IanRating, 5 stars4 days ago
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.
Top guest favourite
Home in Bethany Beach
5 out of 5 average rating, 10 reviews

3BR House with pool -short walk to beach and town!

ClaireRating, 5 stars7 months ago
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.
Guest favourite
Home in Ocean City
5 out of 5 average rating, 5 reviews

N Ocean City Beach House

AudreyRating, 5 stars8 months ago
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
Superhost
Home in Frankford
4.77 out of 5 average rating, 13 reviews

Clearwater Anchor Cottage - 2 mi to beach

KaraRating, 5 stars8 months ago
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.
Guest favourite
Home in Ocean City
5 out of 5 average rating, 11 reviews

Charming Condo with pool and 2 bedrooms

JpRating, 5 stars7 months ago
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

Guest favourite
Home in Ocean City
4.78 out of 5 average rating, 9 reviews

3BR Cozy House w/outdoor shower

RachelRating, 5 stars4 months ago
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!
Guest favourite
Home in Ocean City
4.81 out of 5 average rating, 16 reviews

Rooftop deck, fire pit, beach cart, BBQ

AmandaRating, 5 stars7 months ago
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 😁
Superhost
Home in Berlin
4.8 out of 5 average rating, 5 reviews

Quiet Retreat near Assateague Main House

ZacharyRating, 5 stars45 months ago
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!
Top guest favourite
Home in Bethany Beach
5 out of 5 average rating, 44 reviews

New list 2024- Bethany Beach House- 3 bed, 2 bath

HeatherRating, 5 stars4 days ago
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!
Guest favourite
Home in Bethany Beach
4.87 out of 5 average rating, 47 reviews

Waterfront, SUPs, Yaks, & Bikes! Walk 2 the Beach

FarmandRating, 5 stars8 months ago
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!
Top guest favourite
Home in Ocean City
4.95 out of 5 average rating, 84 reviews

Spacious 4 bedroom waterfront home & boat access!

JamesRating, 5 stars7 months ago
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.
Superhost
Home in Ocean City
5 out of 5 average rating, 3 reviews

The Tower

AustenRating, 5 stars9 months ago
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.
Superhost
Home in Bethany Beach
4.97 out of 5 average rating, 34 reviews

Spacious 6 BR w/game area, sleeps 18- 1mi to beach

RayRating, 5 stars6 months ago
The house was great for our group and we really enjoyed our time! Laura was helpful with everything we needed

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