
Holiday rentals with outdoor seating in Assateague Island
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Top-rated rentals with outdoor seating in Assateague Island
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
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Popular amenities for outdoor seating rentals in Assateague Island
House rentals with outdoor seating

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❤️

Private pool, waterfront, kayaks, bikes, firepits!
We can't wait to return to Golden Quarter Farm! Charming and expansive, the property has everything we were looking for in a place to spend a relaxing weekend with extended family. The historic house is bright and roomy with a well-appointed kitchen; the bedrooms are unique, comfortable, and private; and the living space homey and inviting -- perfect for spending time together. The beautiful views of the riverfront drew everyone outside for walks down the pier, through the fields, and down the sun-dappled forest trails. It was a bit too chilly during our April stay, but the possibilities for enjoying the river (canoe, kayay, SUP) and lovely pool were nonetheless enticing. Finally, I must mention that Evie and Mary were extraordinarily welcoming and accomodating, from communicating proactively to preparing the home for our stay and checking in to make sure everything was perfect. Highly recommend!

Charming Waterfront Cottage w/2 King Suites + Dock
We were blown away by how amazing the house was. We came for a weekend event in OCMD and found ourselves not wanting to leave the house. The backyard and dock leading to the water were relaxing and created a lot of great photos and memories for us. Being able to wake up and go kayaking before starting the day followed by sitting around the fire at night really made for a perfect stay.

The Cottage Bluefish -new in '24
We loved our stay at The Bluefish! The home was beautifully renovated, extremely clean and felt so welcoming. The location was ideal—just a quick walk to Main Street and the Island Creamery (a non-negotiable stop!). Jennifer was an exceptional host, always quick to respond and so helpful throughout our stay.

Joy in the Morning @ Berlin Boho Bungalow
We loved our stay here. We have 4 kids and it worked out well. The house was clean and set up and decorated nicely. It was nice to have access to a backyard and a screened in porch. There were some kids books and toys too which was a welcome surprise! We were thankful to have a nice bathroom and kitchen and the living spaces were clean and comfortable. Since this was a downstairs unit we had some noise issues with guests above us in the evening for 2 nights , but I messaged the host and she IMMEDIATELY and kindly took care of it. It was easy to walk to downtown Berlin from the house and there was plenty of parking. Laundry for us on vacation is a plus and W+D worked great! We would absolutely stay here again for our Assateague beach vacation.

Bikes-Kayaks-Outdoor Shower Grill-Firepit-Beach Eq
This place had a great location; it was less than 10 minutes for the local restaurants and only a 15 drive to the beach. The kitchen had everything you needed, there was plenty of space for atleast 6 people (even though there was just the two of us). The airbnb itself was really charming. Host was amazing, really responsive and communicative. Their checkin and checkout procedures were really clear. My only “asterisk” is that since it is an older house and in the middle of a marshland basically, it was pretty humid inside. It seems normal for the area especially considering it was raining half of our stay. The AC boxes in every room definitely helped but just something to note about our stay. I’d recommend a dehumidifier to the hosts. Overall a great stay, would recommend this place to all when staying in Chincoteague!!

Central Location- Walk to Dining & Entertainment!
I highly recommend this place!! The house was newly remodeled, very clean, had nice decor and furnishings and most of all felt like home. The hosts were wonderful to deal with and very accommodating!! Thanks for a wonderful place to stay during our family vacation ❤️

Forest Grove Retreat
My boyfriend and I absolutely loved this AirBNB and i was so sad to go. I absolutely want to come back, Tanya was a lovely host and so kind!! Her recommendations were great and we enjoyed the beaches in the DE area. She even brought us matches for a campfire! We loved the house so much, it was quaint and beautiful and we were surprised at how amazing it was for the price! Very worth it! On the last day, I was planning to ask Tanya if we could check out late, and she beat me to it offering to let us check out later. She also allowed for early check-in the first day of our trip. Overall, Tanya made our trip so amazing and was the most kind, flexible, host I've experienced. We will definitely be back!
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.

Beachin' Inn Milton
Great stay! Everything was great: clean, cute, well-stocked, private, quiet, lots of thoughtful details, nice looking, a good location for biking/walking into town and a responsive host. When I return to Milton, I will definitely check to see if this place is available.

Renovated 1BR w Ocean View
It was a clean lovely apartment within walking distance of the beach. The bed was comfortable for us and the towels were some of the softest I have ever used. it was very nicely decorated. The big screen TV was wonderful. The only ocean view was outside on the landing by the front door where you could see the horizon. The beach was very nice.

The Artist’s Barn Studio
This place is lovely! It is a little bit of a walk to the beach, but it's a perfect distance to most of the boardwalk area. The place is well-maintained and thoughtfully furnished. I would stay here again.

Sandy Blessings
My girlfriend and I had an amazing time staying here. It is so close to everything so we were able to shoot over to the beach at a moments notice. Patty provided an incredible amount of food recommendations as well as information for events that were going on. I highly recommend spending some time visiting the town of Lewis and watching a sunset at Savanah Beach.

Sand & Surf Condo with Pool
Perfect location just minutes away from the Beach. Comfortable and Cozy space well suited for a relaxing time while in town. Thanks Brad!

Pansy’s Retreat
I had such a wonderful experience at this Airbnb! From the moment I walked in, I could tell how much care and attention went into the space. It was spotlessly clean, with everything neatly arranged and thoughtfully stocked. The homey touches made it feel warm and inviting. The neighborhood was incredibly peaceful and quiet. I wouldn’t hesitate to book again. Highly recommend to anyone looking for a clean, cozy, and tranquil place to unwind!

SuperHost! Amazing OceanFront View with 2 Pools!
I was so impressed with Kara’s condo. It was everything I hoped it would be. The decor is very nice and the kitchen is wonderful— modern, spacious, and containing anything you need for cooking or entertaining. The view of the ocean from the 19th floor is both spectacular and calming, whether on the spacious balcony or looking down through the bedroom’s floor to ceiling windows. The building is great. Everyone was friendly and this is a very nice part of Ocean City. Lastly, Kara was terrific. Kind and a great communicator. Plus check in was smooth. If you’re considering a two bedroom, two bathroom condo in this area, I highly recommend this listing!
Apartment rentals with outdoor seating

DeweyBeach Condo 2BR + sleeper. Walk to the beach!
This was a great find! We had so much fun, the location was perfect, and the house was just as described. Benjamin responded quickly and was very helpful with check in/check out. I highly recommend this spot!

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!!

Getaway in Ocean Pines
Selena was a wonderful host. She had everything that one can think of when staying at a 5 star hotel! Coffee, sugar and creamer, soaps and creams, extra blankets, cookware and crockpots and big beautiful towels. Her place was so comfortable and clean and neat. I will absolutely recommend this place to my friends and family back home. The beach passes are really also so great because one doesn’t have to search the streets to find parking. The Yacht Club has nice live music and it was a great stay!!! Thank you Selena.

Direct Ocean Front/Gorgeous Views/Indoor Pool
We had a great time at Seth’s place. The location was perfect, quiet but still plenty to do. Easy beach access and clear directions for everything. Watched dolphins from the balcony and loved hearing the waves.

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!
We had an amazing stay! The place was clean, the bed was very comfortable and the view off the balcony was amazing! Shiri was incredibly responsive and kind. Would definitely recommend this place!
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