Holiday rentals with a kayak in Assateague Island

My absolute favorite airbnb ever ! This was the 3rd time I've stayed here, and if I could afford it, I'd go monthly. The location is perfect, right on the water, small private beach, lots of privacy and soooo incredibly relaxing. The house is very well laid out, super clean and comfortable. Keri provides more than most hosts, from the kitchen and bathrooms, to beach gear, movies, books, games, and the kayaks ! I love love love this house and location so very much. It feels like "my" home away from home and I'll continue to go back as much as possible. THANK YOU again Keri, for another amazing getaway !

Went to location as a family get-away. The views were breathtaking, who knew we would find such peace so close to home. Literally sat on the couch and stared outside for hours. The home was small enough to enjoy each other's company but large enough to allow everyone the time and space to do their own thing. The price was more than reasonable and we can't wait to return.

I don’t know if I can express how much I loved our stay at Rich and Yumi’s place. The property is very beautiful, private and very peaceful. We enjoyed fishing and taking in all of the sights and sounds of nature surrounding us. The fire pit area and hot tub were very nice additions to the property. The house was very clean and comfortable. The house was very well stocked. Rich and Yumi pay great attention to detail. We were greeted by a nice welcome basket and card to welcome us. After departing we realized that my daughter had forgotten a few items. Rich was very responsive and helpful in locating the items and arranging to ship them to us. I absolutely fell in love with this place and definitely plan to return in the future. Thank you very much Rich and Yumi for sharing your amazing property with us!

We had the most relaxing stay at this wonderful property! It truly had everything we needed. The outdoor shower was a highlight, complete with shampoo and conditioner for both humans and pets—such a thoughtful touch! The place was stocked with firewood and a starter kit, which made our evenings by the fire so cozy. Our family loved kayaking and fishing nearby, and the tables were perfect for some fun card games. The kitchen was fully stocked with all the essentials, including seasonings, and there were even pet bowls for our furry friends. We couldn't have asked for a more comfortable, well-equipped getaway. Highly recommend for anyone looking for a peaceful, all-inclusive retreat!

Absolutely an amazing location for our short and sweet spring break getaway. Perfect spot for 4 adults, 4 kids and a dog. WE NEVER LEFT THE HOUSE that’s how incredible the property is. We fished, crabbed, kayaked, grilled, roasted marshmallows, rode bikes, played poker, pool and pinball for hours and hours…. Everything we needed was available: down to the bike helmets and s’mores ingredients!! It was impeccably clean- something I was nervous about renting a pet-friendly house. Would highly recommend Dawn and Jay’s Paws & Retreat!!! Thank you for being such wonderful hosts!!

Came down for a duck hunting trip! The place was perfect! Very clean and cozy! Hope the owner was very attentive and quick to respond with any questions! If in the area again I will definitely book again!

We had the most beautiful Thanksgiving gathering at Casey’s Porch on the bay for an extended family reunion. The house is lovely - spacious, gorgeous and cozy at the same time. The views on the water were amazing. There were plenty of beds and ‘hang out’ spots for our tweens and teens, and 3 private baths for the adult couples were much appreciated. And our hosts could not have been more helpful and friendly. Thank you for giving us this opportunity to make more happy memories together!

Where should we begin? Lucas and Heather were wonderful hosts. Excellent and quick communication. Their home has been thoughtfully curated with top notch, kitchen appliances, bed and bath linens, entertainment amenities, and more. Even on a cool and rainy day, you can sit around the fireplace, listen to music, play games and look out the window to a stunning view of the water. No stone was left unturned. This is indeed a special place in the lovely little town of Oxford. We hope to stay again. Thank you, Lucas and Heather for the exceptional hospitality.

Jessica and Richard were very welcoming and friendly. Place was great right on water. Very private. Grandson and I fished off dock with good success. J&R lent us a crab pot and we had a blast.

A fantastic weekend getaway! Natalie’s home is beautifully located, offers spectacular views, and is incredibly well appointed with thoughtful touches like extra plush towels and spices and coffee. We enjoyed everything and even though the weather did not cooperate we had days of exploring the natural beauty, history, and local towns.

With 180 degree water views, what could be better?! We saw birds, incredible sunrises over the bay, and enjoyed sunset in the hot tub. It’s just right for a long weekend getaway to relax and unwind!

My husband, dog, and I enjoyed a wonderful Thanksgiving break at this very nice and beautifully situated cottage! The views from the back deck and kitchen are as gorgeous as the listing photos suggest and, while the house is right next door to another one, we heard not a peep from the neighbors during our 5 days there. Everything was very attractive and well thought out - the kitchen was well appointed with everything we needed; the chairs, sofa, and bed were super comfy, the bathroom was clean and cheerful. Maxine was great host, answering all our questions quickly and helpfully. It's a 15-20 minute drive to downtown Cambridge, where we had nice dinners out in town at Blue Ruin and Bombay Social. We also took good day trips to Easton, St. Michaels, the Blackwater National Wildlife Refuge, and the impressive Harriet Tubman Underground Railroad Park and Visitor Center. The whole area is full of beauty and history, and this cottage was a great home base!

Matt was a great host and helpful. The house was great very clean with plenty of room. The veiw of the water was nice. I highly recommend if you are looking for a nice weekend getaway.

Place nicer than advertised. Although we only stayed 2 nights we definitely had a good time. The private beach was amazing and overall the place was very relaxing. My only complaint would be to make the pet fee as part of the booking process. My own fault that i didn't notice that after booking in the details.

I cannot find the words to express our families stay. When I say this was the best stay at an ABNB we have had thus far it was. The outside itself from the landscaping to the scenery was breathtaking. Checking in was a breeze. Once inside pictures cannot begin to show the beauty of this property. The hosts have really thought through a guest experience. They went over and beyond hosts duties adding extreme attention to details. Anything and everything you may need or want for your stay was there. Even with all the extra amenities and the beauty of the home our family instantly felt at home. We loved our stay so much we have already booked our next stay.

My husband and I traveled here for a night away from our children and work responsibilities. We were looking for some place that was private and on the water. This place was both and it did not disappoint! The loft was cozy and spacious and we loved looking out the windows at the water and rain. It was very clean and there were plenty of towels and blankets and other special touches. Janelle communicated with us ahead of time to make sure she was ready for our arrival and she was kind and responsive throughout the process. We also found it easy to get into Easton for dinner at The Stewart, which was a treat, and then return back to the cabin. I would stay here again in a heartbeat -- but hopefully for longer next time.

Had a great one-night stay! The cabin was clean, comfortable, and just as described. Check-in was smooth, and the host was responsive. Perfect for a peaceful getaway—would book again!

Had a great time at the Elderberries cottage! The views were spectacular, and you could take them in from the enclosed porch, the open deck, and even the living room. The entire setup was perfect for a vacation/remote work getaway, and the kitchen has everything you need. WiFi worked great, and the smart TV supported pretty much any streaming service you'd want. Rachel was friendly and super responsive; we hope to stay there again sometime.

This is a wonderful place on a large creek off the Chesapeake Bay. This place oozes with charm and ambiance and feels so peaceful. We spent the first day just relaxing and doing nothing but looking at the water and chilling on the front porch. The house is updated on the inside and has a large lot with kayaks and a fishing pier. Great hiking at the natural preserves in the area too. We're grateful to the hosts for opening their home to us and we'll definitely come back.

Great place to stay for rest, relaxation, peace and quiet. In my short time there, I saw a wild turkey, a fox, an otter, red wing black birds, a woodpecker, and cardinals. And at night, I heard tree frogs and an owl was really close by. Terri is wonderful as a host!