House vacation rentals in Ocean Pines

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Popular amenities for Ocean Pines house rentals

House rentals with a pool

Top guest favorite
A spacious living area is furnished with comfortable seating, including dark blue chairs and a cozy sofa. A dining table is set for gatherings, while large windows provide natural light and views. A media console and TV complete the space, promoting relaxation and entertainment.
Home in Selbyville
5 out of 5 average rating, 15 reviews

Coastal Comfort: 4BR 3BH House Pool & Rooftop Deck

AnthonyRating, 5 stars6 months ago
Place was great...Host was easy to communicate with
Guest favorite
A brightly painted living area features soft blue walls and light wood flooring. Two comfortable sofas are arranged around a white coffee table, adorned with coastal-themed decor. A wall-mounted television and curtains with nautical patterns complement the relaxing ambiance.
Home in Ocean City
4.86 out of 5 average rating, 71 reviews

Sunshine Retreat and Free Mini Golf /Huge Pool

ShawnRating, 5 stars1 month ago
We stayed before and decided to come back! We like the location because it was close to plays we like to go down the ocean! Even found some new places to eat staying here. Nice location, clean and Tammy is very helpful. Will be sure to stay here again on our next weekend trip. We are off season ocean city people so this place works out great.
Guest favorite
A private pool is surrounded by a paved patio, providing spacious outdoor lounging areas. Two vibrant green chairs are positioned beside the water, with gently swaying plants creating a relaxing ambiance.
Home in Ocean City
4.92 out of 5 average rating, 39 reviews

West OC Bayside Getaway w/ pool

ZacharyRating, 5 stars3 months ago
House is in one of the best spots for easy in and out of inlet access to beach, shopping, and restaurants. Gives you an extremely personal, and private way to thoroughly enjoy beach life environment. Doug was absolutely amazing from start to finish. Hospitality beyond expectations, which made the stay that much more enjoyable.
Guest favorite
A wooden dock extends into the water, lined with boats on both sides. Each boat is secured in its slip, with a series of white lamp posts illuminating the walkway. The calm water reflects a clear sky, contributing to a serene maritime scene.
Home in Selbyville
5 out of 5 average rating, 5 reviews

Dogs Welcome Beaches| Nature Trails|Gym|Pool

AmyRating, 5 stars8 months ago
My family and I enjoyed our stay in Delaware! The home was clean, beautiful, and just as described. Serena was easy to work with and very responsive. With the pool, access to the bay, walkable neighborhood, and close proximity to restaurants and the beach, we would love to stay here again!!
Superhost
A private pool is situated in a grassy yard, surrounded by a stone patio. The pool is framed by light-colored tiles and features a handrail for easy access. Nearby, a low fence and well-maintained shrubs provide a sense of enclosure and tranquility.
Home in Ocean View
4.87 out of 5 average rating, 67 reviews

Quiet Beach Cottage with PRIVATE POOL

Phil Rating, 5 stars1 week ago
We stayed at Trina’s place on a resent golf trip. She was great, and her place is exactly as described. She reached out days before we arrived with clear directions for check in, which was a breeze. Trina responded very quickly to my question and I would highly recommend stay with her if you are traveling to the area.
Superhost
Home in Ocean City
4.81 out of 5 average rating, 52 reviews

Amazing Large 4 Bedroom West OC Town House, Pool!

CarlaRating, 5 stars5 months ago
My family and I enjoyed our stay. We didn’t want to leave. The location was excellent. It was close to boardwalk, restaurants and the outlet mall. I loved not having to drive far to places. We will be back.
Guest favorite
The exterior of the accommodation is shown, featuring a pathway lined with lush greenery. Sturdy railings lead to the upper-level units, while a well-maintained fence surrounds the property. The structure exhibits a modern design with a combination of wood and siding.
Home in Ocean City
5 out of 5 average rating, 11 reviews

Charming Condo with pool and 2 bedrooms

JpRating, 5 stars6 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!
Top guest favorite
Home in Ocean City
5 out of 5 average rating, 19 reviews

Large beachy feel 4 Bedroom

RavenRating, 5 stars3 months ago
Brian's home was beautiful! we really enjoyed ourselves definitely be renting again

Weekly house rentals

Top guest favorite
An airy living area showcases comfortable seating arrangements with floral patterns. A central woven coffee table complements the space, which features a light-hued area rug. A fireplace is positioned beneath a sailboat-themed decoration, with nearby dining seating visible in the background.
Home in Bethany Beach
4.94 out of 5 average rating, 111 reviews

Bethany Beach 116 5th St Oceanblock

JamesRating, 5 stars4 months ago
We were a group of 10 and spent Thanksgiving week with our kids and grandkids at Paul's place. The house was perfect with plenty of space, nice furnishings and comfortable beds. It was walkable to the beach, boardwalk and restaurants. The weather cooperated and we spent time walking, sitting and playing football on the beach. The kitchen was so well equipped with everything we needed to prepare Thanksgiving dinner. We appreciated the perfect place for our family to gather for Thanksgiving! Thanks Paul
Superhost
Two buildings are visible, each featuring a refreshing green exterior that blends with the surrounding trees. The first building showcases multiple windows and a welcoming entrance, while the second building has an elevated deck adorned with an American flag, highlighting its inviting character.
Home in Frankford
5 out of 5 average rating, 3 reviews

Large 7BR private beach retreat!

AlishaRating, 5 stars3 weeks ago
Thank you so much for providing a place for us to have a beautiful weekend! We will be looking to return back for a longer stay in the future!
Guest favorite
A deck with a metal table and chairs overlooks a serene canal. Boats are docked nearby, while charming homes line the opposite bank, surrounded by lush trees. The clear blue sky reflects the tranquil atmosphere of the waterfront setting.
Home in Ocean Pines
4.97 out of 5 average rating, 33 reviews

WHAT DAY IS IT???????

KarinRating, 5 stars8 months ago
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.
Guest favorite
The living room features ample seating on a sectional couch, complemented by an area rug and coffee table. Natural light streams through large windows, illuminating the space. A TV and sound bar are mounted on the wall, enhancing the entertainment options.
Home in Ocean View
4.89 out of 5 average rating, 19 reviews

Boho Beach Golf Villa

CarmenRating, 5 stars1 week ago
This property was perfect as it was a place of celebration for my birthday and an anniversary. We had invited guests who were comfortably accommodated. Spacious and quiet with an enclosed porch/patio area. We socialized and enjoyed the media content provided on the screen in the living room, and in our bedroom. We felt right at home. We now have a memorable experience. Thanks to our precision oriented host.
Top guest favorite
Home in Bethany Beach
5 out of 5 average rating, 36 reviews

5 Bedroom Canal Front home- 3 min walk to beach

MoniqueRating, 5 stars1 month ago
We fell in love the moment we walked through the door. Despite the weather was cold and extremely windy, we enjoyed our stay. the house was in the most beautiful location and there was so much to do. We enjoyed cooking, playing cards and napping in Shelly's home. Speaking of which, she is a top-teir hostess that cares. She was consistently responsive and you can tell she takes pride in her home. Thank you so much! We can't wait to come back!
Superhost
The living room features multiple seating options, including a bright yellow chair and a white couch adorned with colorful throw pillows. Large windows allow natural light to flood the space, highlighting a vibrant area rug and a decorative fireplace.
Home in Bethany Beach
4.94 out of 5 average rating, 16 reviews

The Bethany Beach Comber

MaryRating, 5 stars4 days ago
We had a lovely stay. We booked last minute and John was super accommodating. The house is beautiful, very clean, and exactly as described. I would definitely stay here again! Thank you!
Top guest favorite
An open-concept living area features modern furnishings, highlighted by a glass coffee table at the center. Large windows provide natural light, while a dining area is visible in the background. Soft colors and tasteful decor create a comfortable environment.
Home in Ocean Pines
5 out of 5 average rating, 48 reviews

OC Gateway: Modern 4BR/2.5BA home (dog friendly)

NilaRating, 5 stars3 months ago
Awesome host, always responsive and helpful. The house was pristine and the kitchen was incredible. House was comfortable and modern with plenty of space for everyone. Would definitely stay again!
Guest favorite
An open living area features a dark sofa adorned with decorative pillows. A spiral staircase leads to an upper loft space, while light wood flooring enhances the inviting atmosphere. Sunlight floods the room through large windows, showcasing a glimpse of the kitchen and dining area beyond.
Home in South Bethany
4.91 out of 5 average rating, 34 reviews

BB’s Coastal Treehouse House at Sea Colony

MariiaRating, 5 stars7 months ago
Barbara is an AMAZING host and has a lovely home that we thoroughly enjoyed for this short but lovely family getaway. The place was spotless: clutter free, super clean and beautifully designed. We could tell that Barbara put her heart and sole into making her condo feel like home for every guest. The place is located in a beautiful area that is pedestrian friendly, which was super important to us as we travelled with a toddler. It’s also minutes away from the beach while at the same time far away from noisy streets. Barbara was extremely accommodating with the check in/out time and responded to all our inquiries within minutes. We would come back without a hesitation! P.S on a side note the place was very well adapted for a toddler with some books, toys and even noise machines in every room:) we found this to be a great bonus for our family!

Private house rentals

Top guest favorite
Home in Ocean Pines
5 out of 5 average rating, 15 reviews

Sunshine at Ocean Pines

HectorRating, 5 stars5 days ago
Absolutely loved our stay! Phillip was a fantastic host and super communicative both before our arrival and leading up to check-in, which made everything seamless and stress-free. The house itself was spotless, incredibly well- maintained, and thoughtfully organized. You can really tell he puts care into every detail! There were tons of games to keep us entertained, which made for some really fun evenings. I also appreciated how every light switch was clearly labeled (a small thing, but so helpful!), and the binder full of local attractions and amenities was a great touch. On top of all that, Phillip even offered us early check-in, which was such a nice bonus. Highly recommend staying here since we had such a great time and would definitely come back!
Top guest favorite
A fire pit is surrounded by log seating and two cushioned chairs, set on a brick patio in a grassy yard. A spacious deck with a railing is visible behind the seating area, framed by trees in a quiet, natural setting.
Home in Selbyville
4.9 out of 5 average rating, 173 reviews

Country Private Vacation House

ElizabethRating, 5 stars6 months ago
This was a great place to stay while we went to the Ocean’s Calling music festival in Ocean City. The location was great, away from everything but still only a short drive. As someone who easily gets grossed out by air bnbs, it was so clean and comfortable, with plenty of space! Thanks for an incredible stay, will definitely want to stay again if we come back to the area!
Guest favorite
A welcoming living area features two dark sofas and a light armchair arranged around a white coffee table. A large television is mounted on the wall. Natural light enters through sliding doors that lead to a deck, adorned with a blue umbrella.
Home in Ocean Pines
4.93 out of 5 average rating, 27 reviews

Beach Retreat is a 3 bedrooms2 baths beach house.

AmberRating, 5 stars6 months ago
Rosa’s home is a perfect getaways spot! It’s clean, spacious and quiet. Everything you need is in the home. The neighborhood is perfect for walking the dogs and everyone is friendly. It’s a quick 10-15 minute drive to the beach and boardwalk inlet. We definitely would stay here again when we need a place to stay. Rosa is super helpful and always responded quickly!
Superhost
A lush green lawn is seen in the foreground, featuring a cluster of vibrant purple flowers at its center. In the background, a charming structure with a gabled roof is partially hidden by trees, creating a serene, natural setting.
Home in Berlin
4.8 out of 5 average rating, 5 reviews

Quiet Retreat near Assateague Main House

ZacharyRating, 5 stars44 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!
Superhost
A spacious living area features a large sectional sofa with red accent pillows and a coffee table. A ceiling fan is situated above, while natural light fills the space through small windows. A spiral staircase is visible, leading to the upper loft area.
Home in Ocean City
4.92 out of 5 average rating, 48 reviews

Newly built, modern home, short walk to the beach

JulieRating, 5 stars8 months ago
Second stay for us and we would go back again. We love that we can walk to the beach. Plenty of space for two families with young adult children. The screened in porch is great for morning coffee and relaxing in the evening. Hosts are super responsive and flexible.
Guest favorite
A spacious deck area is shown, featuring a round table with four chairs and a colorful umbrella. Additional seating is provided by two Adirondack chairs. The deck overlooks a green, wooded area, enhancing the outdoor experience.
Home in Millville
4.85 out of 5 average rating, 60 reviews

Cedar Dr & Central Av 3 bedrooms Millville house

ChuckRating, 5 stars8 months ago
Very happy with our stay, close to grocery and restaurants. Owner communicated very well and had great recommendations. The house had great spaces for our group of 7 to spread out or all hang together. Thanks again for your hospitality.
Guest favorite
A living area features two distinct seating options: a spacious striped sofa and a deep red couch. A white coffee table sits in the center, complemented by a decorative bowl. Natural light streams through a window, illuminating the light yellow walls and wicker-style flooring.
Home in Frankford
5 out of 5 average rating, 49 reviews

My Happy Place - 10 min. to Beach. Quiet

NinaRating, 5 stars7 months ago
Bettina's My Happy Place was very enjoyable. My family especially loved the screened in gazebo, which does not include lights or electricity, but we loved that - PERFECT for unplugging! The outdoor shower was great for rinsing off after the beach. We loved the availability of beach chairs, beach toys, grill and fire chimenea (fire pit). We used the fire chimenea two nights. The location was FANTASTIC!!! I would have loved to have more pillows in the master bedroom. Wi-Fi was a little spotty if you had too many devices connected. The fire chimenea has seen better days, but still useable. Side Note: We were extremely pleased when we realize there were no bugs. The whole neighborhood was more or less flying bug free.
Top guest favorite
Home in Ocean City
4.95 out of 5 average rating, 84 reviews

Spacious 4 bedroom waterfront home & boat access!

JamesRating, 5 stars6 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.

Quick stats about house rentals in Ocean Pines

  • Total rentals

    240 properties

  • Nightly prices starting at

    $40 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

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