
Holiday rentals with outdoor seating in Ocean Pines
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Top-rated Holiday Houses with Outdoor Seating in Ocean Pines
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Holiday House Rentals with Outdoor Seating

Summer By The Sea
This was my second time staying at this location and continues to be great spot. Susan is very responsive and hospitable. The place is cozy and clean in a very quiet/peaceful neighborhood. There lots to do within a short driving distance. It will continue to be a must stay spot when we are in the area!

Tiny House at Good Earth, near Bethany Beach
This was my third stay at tiny house and am still in love with it! Absolutely love the property tiny house is on, even though there’s a restaurant/market and a theater in either side you have privacy. Can’t wait to go again next year❤️

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!

Amazing 2 Bedroom home close to the beach!
We needed a small place to stay for a few days and this was the perfect place for the two of us; it was cozy, spotless, well equipped for all that we needed and the decor was beachy which was perfect for the area. Jacob was quick and attentive to any question we had - it was so quiet and peaceful outside. It was a perfect getaway for us - we would highly recommend to anyone needing a nice, quiet place in the future. Thank you!!!

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!

Coastal Oasis in Ocean Pines
We had a great stay at this place! It was perfect for our family of four—comfortable, clean, and had everything we needed. The location is super convenient: the boardwalk is less than 20 minutes away, and there are plenty of local markets and great eateries within a 10-minute drive. It made exploring the area really easy. Would definitely recommend and would stay here again!

Penny's Place in the Pines
We felt at home the moment we arrived. Very clean and charming. Well equipped kitchen and plenty of bath necessities. The sunroom with coffee station was exceptional! Perfect spot to enjoy coffee the way you like it and every choice imaginable offered by the Host. The Hosts have thought of every need a guest would want and offers it graciously. Good communication and accommodations. Highly recommend!

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines
My family really enjoyed our stay here. The house was so quaint, clean, well stocked, and all on one floor. There was plenty of space for my multi-generational family. Also, the beaches and other area attractions were nearby (just a short drive). I’d definitely recommend staying here!
Apartment rentals with outdoor seating

14th St. OCMD; 4 blocks from Beach & Boardwalk!
From the very first contact with Adam, he was AMAZING. Very helpful, proactive, and engaging. I felt like I was messaging a friend. The condo was the absolute best! The pictures don’t do any justice to how clean, comfortable, and inviting the space is. Everything was immaculate from the moment we stepped into the front door and throughout. The air conditioning units in each room along with the washer and dryer made our stay that much more comfortable. The beach and boardwalk are 3 1/2 blocks away. Local restaurants are within walking distance and if you have a car, the entire Ocean City Md is yours to explore. The neighborhood is quiet, tucked away from all the hustle-and-bustle of busy beach areas, yet close enough for you to be in the mix within a 5-minute stroll. My family enjoyed every moment here, and are already seeking to plan our next trip to Ocean City at Adam’s condo. Thanks again, Adam.

Orleans Court #119
Even though we had to leave early the stay was perfect. Ashley was always very responsive anytime I had a question and the condo was just as described

Bayside Bungalow - Waterfront
Identical to pictures! Beautiful rental in convenient location. The beach and boardwalk were easily walkable and having Fish Tales next door was convenient! My only suggestion would be is to bring an eye mask if you are a light sleeper, there are no shades on kitchen windows so it’s very bright in the early morning since it’s all connected. It helped us to get up and moving in the morning so we didn’t mind. Morgan was quick to reply to messages and a very gracious owner! We will definitely be back.

Driftwood Condo, 1BRTropical Bayside w/sunsetview
Hand down what an AIRBNB is supposed to be. The place is just like the pictures and smells crystal clean upon arrival. The mattress and linens were so comfortable it had me wanting to replace my mattress! This was the perfect place for annual girls weekend. Let me explain how gracious they were. We had previously picked a different Airbnb and the moment we walked into the place realized we had been PUNKED. I wont get into that whole story but needless to say it was nothing like what was advertised and we actually felt unsafe. I reach out to Steven immediately and he responded right away. Although the reservation would mean us checking in within hours of the booking he was willing to accommodate us with very short notice. The communication was flawless and Steven was truly our saving grace for the trip. What turned into a rough start ended on a very high note. Thank you, again Steven!

Bright Condo Close to Beach w/ Parking
Mandy was a wonderful host and the condo was perfect. We would certainly stay there again if we find ourselves on another trip to Ocean City.

Views ! Ocean Block! Avail yr round near Seacrets
This place is great for anyone that wants to enjoy the beach. There are several cool places and restaurants within walking distance and the house was in pristine condition when we came. The place had everything we needed and more. Great cooking supplies and tools, utensils, bedding, towel, everything. Super easy to get anything done.

West Ocean City: Private Studio, Close To Beach
This was my second time staying at Judy's for an organized bike ride, and it was as amazing as my first visit. It is a safe, comfy cozy space for a solo traveler - you feel the Ocean City vibes with a bit more peace and quiet. The parking is convenient, it's easy to come and go, and I always sleep so well and enjoy waking up to the sounds of birds. Not only was it perfect for my bike ride, but it's also so close to Ocean City, the boardwalk, great restaurants (like Sunset Grille!), and other shops/outlets. Judy is friendly and welcoming - thanks again for a wonderful time and I hope to make it for year 3 next spring, if not sooner!

Bayside Loft - Great Location
Great location with private parking, walkable to the boardwalk! Bob was very responsive and made sure that we had everything we needed. Very easy to check in!
Condo rentals with outdoor seating

Coastal and Bright Oceanfront Condo
The place is awesome. Great views great location. Perfect get away we will be coming back for sure 👍

Family Condo Oceanside in Midtown OC
Brian was super responsive and responded immediately to all questions, willing to work through any issues. The place was great and in a fantastic location. I 100% recommend a stay here!

Steps to Ocean! Uncrowded Beach. Midtown Retreat
Amazing place! Super clean, so nicely decorated, comfortable and had everything you could think of. Stayed here with my 3 kids and there was more than enough space. Super easy and close walk to the beach, especially with kids. Would definitely stay here again!!

STEPS to the BEACH! Perfect Mid-Town Location!
We loved our stay!! The condo is located in a great location just steps from the beach, restaurants and shops. Very well kept and clean with onsite parking and all of the amenities we needed for our long weekend. Michelle was an amazing host and very responsive. We were provided a checklist will all information needed for the condo, along with tips for what to bring, local restaurants, shopping, etc. We will definitely stay here again.

Direct Ocean Front/Gorgeous Views/Indoor Pool
My husband and I decided to go on a getaway last minute. We found Seth’s place and were able to book the unit for the days we had available. It was great and met all of our expectations. We have been to OC and Fenwick many times and knew this is where we wanted to stay. It did not disappoint and we hope to rent again in the near future.

Direct Oceanfront close to Northside Park!
Really enjoyed our stay at Stephanie's. Awesome condo that was clean, comfortable and roomy. Wonderful views from Living Room, Balcony and Master Bedroom. Close enough to the water to hear the waves breaking. Plenty of restaurants and shops close by. Definitely hope to be back!

Luxury Oceanfront Escape!
This place is absolutely beautiful. Loved being able to sit on the balcony and watch the waves. Place is as described and looks just like photos. Definitely recommend this place!

Sand Haven - Just Steps to the Sand
Great place right on the beach and close to everything, thanks!
Quick stats about holiday rentals with outdoor seating in Ocean Pines
Total rentals
140 properties
Nightly prices starting at
$83 NZD before taxes and fees
Total number of reviews
5.2K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
80 properties have a pool
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- 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
- Towers Beach
- Northside Park
- 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
- Plantation Lakes Golf and Country Club
- Heritage Shores