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
Home in Selbyville
5 out of 5 average rating, 18 reviews

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

AngelaRating, 5 stars5 days ago
Enjoyed our stay. House was great, roomy, super clean, comfortable. Great location, walkable to many restaurants. Great views, sunrises, and sunsets from the various decks. Coffee on the crows nest every morning was so relaxing. Would definitely stay again. Thank you!
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
4.93 out of 5 average rating, 41 reviews

West OC Bayside Getaway w/ pool

CarolynRating, 5 stars2 weeks ago
We had a great stay. Will definitely come back to this listing.
Guest favorite
A large, inviting pool area features clear blue water surrounded by lounge chairs and umbrellas. The pool is equipped for swimming laps, with marked lanes. A spacious building with numerous windows provides a welcoming atmosphere adjacent to the pool.
Home in Selbyville
5 out of 5 average rating, 6 reviews

Family + Pet-Friendly Home Near Fenwick Island

MarkRating, 5 stars9 months ago
We thoroughly enjoyed the private location of the house and access to all of the amenities. Serena was a great host. We will be back soon.
Guest favorite
A large swimming pool is shown under a bright blue sky, surrounded by a spacious deck. Several individuals, including children, are seen enjoying the water, while lounge chairs and umbrellas create a comfortable environment for relaxation.
Home in Ocean City
5 out of 5 average rating, 14 reviews

Poolside Paradise - Location!

KristenRating, 5 stars10 months ago
This spacious 3 bed, 2 bath home is perfect for families seeking comfort and convenience. The generous living space offers plenty of room for everyone, with well-sized bedrooms and bathrooms. The dining area was great for meals, and the kitchen is equipped with appliances and ample counter space. One of the standout features is the home's prime location, directly across from the community pool, making it ideal for summertime fun and relaxation. The neighborhood is friendly and safe, with excellent restaurants nearby. This home truly offers the best of both comfort and convenience, making it a perfect choice for families looking to vacation in OC.
Guest favorite
The exterior of a large white house is displayed, featuring black and white striped awnings over the windows. A welcoming front porch includes a bench and colorful flower pots. A spacious driveway provides parking, and a garage door is visible on the right.
Home in Rehoboth Beach
4.87 out of 5 average rating, 230 reviews

Dodd House Beach Home w/private pool and hot tub

MorganRating, 5 stars1 month ago
Lynn and Brian’s house was amazing. It was perfect for our large group! The house had everything we needed and more. The hot tub and outdoor area were a huge plus! The house was very clean and they supplied us with sheets and towels which was a huge help. Brian was very responsive and super easy to communicate with. Couldn’t have asked for a better house or hosts!
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, 68 reviews

PRiVATE Pool, Peaceful, and Close to Bethany Beach

HannahRating, 5 stars1 week ago
My friends and I had a fantastic weekend getaway at this beautiful home! The accommodations were exactly what we were hoping for—clean, well-organized, and incredibly comfortable. It was the perfect way to kick off the summer. Trina was a responsive and friendly host, making communication easy throughout our stay. We’d love to return in the future!
Superhost
Home in Ocean City
4.8 out of 5 average rating, 56 reviews

Amazing Large 4 Bedroom West OC Town House, Pool!

RacquelRating, 5 stars3 weeks ago
This was our second time staying at the AirB&B. We returned a second time because the house has everything you need during your stay. It's really spaces and alot of places to hang out and socialize. I would definitely return. However, if I could make one suggest ( My guess did not sleep 😴 comfortably on the pull out sofa) I would suggest bringing a blow up mattress. Otherwise, no complaints, I would return again. Racquel
Top guest favorite
A private pool is framed by a stone patio, with several lounge chairs positioned nearby. Lush greenery surrounds the area, providing a relaxing atmosphere. A potted plant adds a touch of color to the space, inviting guests to unwind by the water.
Home in Rehoboth Beach
5 out of 5 average rating, 50 reviews

Private pool in BayVista! 4bdrm family beach house

JoergRating, 5 stars1 month ago
Danielle’s place was just awesome. From the minute we walked in we felt right at home. Very spacious, bright and just lovely overall! The kitchen had everything that you could dream of. Whenever we thought, oh we need this and that, it was right there. The sunroom is a dream to enjoy your morning coffee or afternoon drink. The bedrooms upstairs are spacious, very comfortable and the bathrooms had all amenities that you needed. We didn’t really use the backyard due to the weather but I am convinced that you will have a great time outdoors if the temperatures are right!! We will definitely try to come back!! Thank you!!!

House rentals with free parking

Superhost
The exterior of the home is presented, featuring white siding and a red front door. A set of white stairs leads to the entrance, surrounded by flowering bushes and greenery. A light fixture is mounted near the entrance, and a satellite dish is visible on the roof.
Home in Ocean City
4.89 out of 5 average rating, 38 reviews

Beautiful Ocean City Home for Rent

MatthewRating, 5 stars9 months ago
Dean's place was very comfortable. He was accommodating to an early check-in which was helpful due to arriving to the area several hours early. The place was very welcoming and close to the beach and many restaurants and other activities. Certainly will be looking to stay there again next year!
Guest favorite
A living room features light blue seating arranged around a coffee table, complemented by a decorative cabinet and a large television. Natural light filters through the window, enhancing the tranquility of the space, which is accented by a ceiling fan and wall art above the entrance.
Home in Selbyville
4.95 out of 5 average rating, 114 reviews

Central Haven with Great Fenced Yard

KobiRating, 5 stars2 weeks ago
Stayed here for the weekend while attending Ocean City's Boardwalk Rock festival. Location was great, not too far away from the beach and house was tucked away in a nice quiet neighborhood. Everything was clean and looked as expected. Overall very happy will be back again!
Superhost
A cozy living area is presented with a neutral color palette, featuring a comfortable gray sofa, two matching chairs, and a wooden coffee table. Natural light fills the space through sliding glass doors, which offer access to an outdoor deck, while a framed artwork enhances the decor.
Home in Ocean City
4.82 out of 5 average rating, 11 reviews

Bayside Townhome with Ample Parking

KellyRating, 5 stars9 months ago
My family & I enjoyed Ryan’s place. Plenty of space, modern kitchen & bathrooms as well. Comfortable beds, extra blankets and pillows as well. large easy to use smart tv’s as well. The neighborhood was quiet, safe and clean and the pool was refreshing. I would book Ryan’s place again.
Top guest favorite
A wooden deck area is set with two high chairs and a small table, providing an intimate space for outdoor relaxation. Surrounding trees offer shade and add to the serene ambiance. A grassy area is visible beyond the railing, contributing to the natural setting.
Home in Frankford
4.96 out of 5 average rating, 133 reviews

Shaded Beach Area Retreat Ample Off-Street Parking

RohanRating, 5 stars1 week ago
Perfect peaceful getaway close to the beaches in Delaware. Also, not too far from Ocean city, MD. House was clean, free of clutter. Our kids loved the play area outside, especially the spider web swing was fun for us all. Camp fire area outside the house was lovely too! The shed had many useful things for the beach like chairs, mats, kids beach toys etc. Beth was proactive, sent us clear instructions and was very responsive. Amenities in the houseful were very helpful and made our stay comfortable. Only things missing were some essentials like bath soap and sugar in the kitchen. And it is recommended to get Spring water bottles - the tap water tasted a bit unusual. Overall, a very nice place to spend your vacation close to the beach.
Top guest favorite
A charming two-story home is framed by lush greenery and features a welcoming front porch with white railings. Skylights adorn the roof, allowing natural light to flood the interior. A spacious driveway provides access to the home while a mailbox stands at the curb.
Home in Ocean City
4.98 out of 5 average rating, 163 reviews

The Laurel House - Large fenced in yard!

MikeRating, 5 stars1 month ago
me and my wife stayed here with our 2pups willow and mazie. place was AMAZING for the dogs. fenced in back yard in and wrap around front porch that we ALL could enjoy neighbors were wonderful people and Dog lovers ❤️. James was a GREAT HOST. we actually got to meet him in person. I wish we could have spent more time talking. locationis KEY. run the dogs at fenwick beach then hop down downtown to plenty of restaurants and bars...we will definitely be back...thank you james
Guest favorite
Home in Lewes
4.93 out of 5 average rating, 14 reviews

The BeachBird Bungalow- Slps 10 W/ 2nd Floor Deck!

BaileyRating, 5 stars1 week ago
I stayed here as a group of 9 and we had a great time! The neighborhood is beautiful and quiet, and we enjoyed the rec center. The balcony was a favorite place in the house as well as the long table that fit us for multiple board games. Everyone felt right at home and had a blast trying Kimberley’s recommendations in the area. We’d love to come back to Delaware and stay here again!
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 stars9 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 spacious dining area is highlighted by a large wooden table surrounded by white chairs. A unique spiral staircase is visible in the background, leading to the upper level. A stone fireplace adds warmth to the room, while modern kitchen cabinetry is seen on the right.
Home in Rehoboth Beach
4.94 out of 5 average rating, 64 reviews

Sundeck, Games, Backyard, Quiet

PinkyRating, 5 stars1 week ago
Laura and Red’s place was beautiful. We love how the place is so clean and felt so cozy. Def recommend this place if you are at Rehoboth Beach area.

Weekly house rentals

Guest favorite
A two-story beach house features a spacious front porch with white railings, providing ample seating. The elevated structure is supported by two pillars, with parking available underneath. Lush greenery is visible in the front yard, adding to the welcoming ambiance.
Home in Bethany Beach
4.94 out of 5 average rating, 112 reviews

Bethany Beach 116 5th St Oceanblock

FlorenceRating, 5 stars1 month ago
Stayed with grandparents, a child and pets and it never felt crowded! Paul answered any questions we had. We loved the decor and location, would definitely stay here again!
Superhost
An open kitchen and dining area is depicted, featuring a large central island with seating. White cabinetry and countertops create a bright atmosphere. A round wooden dining table is placed near the foreground, accompanied by decorative plants, while windows allow natural light to fill the space.
Home in Rehoboth Beach
5 out of 5 average rating, 3 reviews

Stunning 6 bedroom Sawgrass S Townhome

LucyRating, 5 stars22 months ago
We had an amazing time in Rehoboth at Linda's beautiful home! She was so nice and responded to us quickly with whatever questions or concerns we had. We had a minor issue with the dryer but Linda made sure to rectify the situation. We enjoyed the pools, Bocce courts and Pickleball courts. Also liked the fact that the community is a bit removed from the hustle and bustle but close enough to Rehoboth Beach and Boardwalk- 15 minute car ride. So many fun things to do nearby. Overall, we had a wonderful week!
Guest favorite
A two-story beach house is depicted, featuring a spacious front porch with white railings and large deck areas. The structure is raised above a gravel driveway, with outdoor parking space visible below. The facade is painted in muted blue tones, complemented by wooden accents.
Home in Dewey Beach
4.96 out of 5 average rating, 166 reviews

McAvoy B & B

KaitlynRating, 5 stars2 weeks ago
The house is gorgeous and close to everything. So much space and everything was clean. Katie was super flexible and responsive. There's also so much more than I thought, including kitchen supplies and beach chairs.
Guest favorite
The exterior of the home is framed by a bright blue façade, featuring a welcoming front door painted in coral. A white pergola extends over the porch, enhancing the entryway. Lush green shrubs line the pathway, complemented by a rustic picnic table situated in the front garden.
Home in Dewey Beach
4.94 out of 5 average rating, 211 reviews

Cozy Home at 109 Swedes St

KelleyRating, 5 stars7 months ago
Eileen’s place did not disappoint. It was as beautiful as the pictures. The kitchen was well appointed. We enjoyed the outdoors space. It was a great place for some rest and relaxation. Thank you Eileen for sharing you house with us and being a great host.
Guest favorite
A two-story rental home is presented, featuring a covered front porch with white railings and an inviting exterior in light colors. Surrounding greenery and a porch swing enhance the welcoming appearance, while neighboring buildings can be seen in the background under a clear blue sky.
Home in Ocean City
4.89 out of 5 average rating, 18 reviews

New 5 Bdrm/Bayside Home/Prime Spot/Private Parking

MeghanRating, 5 stars8 months ago
The house was huge and super clean! It was great for our large group.
Superhost
The A-frame cottage features large front windows, allowing natural light to fill the interior. Wooden siding blends harmoniously with the surrounding trees. A spacious deck is accessible, adorned with outdoor seating. Dappled sunlight casts shadows on the ground, creating a serene outdoor setting.
Home in Ocean Pines
4.88 out of 5 average rating, 32 reviews

Captivating A-Frame in beautiful, Ocean Pines

DevinRating, 5 stars2 weeks ago
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!
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

Coastal Pines a 7 BR private beach retreat!

AlishaRating, 5 stars2 months 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!
Superhost
A bright corner of the house features two patterned chairs with orange cushions, positioned near a small glass table. Natural light streams through two windows, enhancing the airy atmosphere, while a potted plant adds a touch of greenery to the space.
Home in Dewey Beach
4.72 out of 5 average rating, 127 reviews

Hidden Gem, 1.5 block to the BEACH & STARBOARD!

SamanthaRating, 5 stars1 month ago
This place was a perfect stay for my group. It was the perfect distance from restaurants, bars, the beach, coffee shops, etc. The house was very spacious and comfortably slept my party. Would definitely recommend staying here and would stay 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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  4. Worcester County
  5. Ocean Pines
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