Beachfront holiday rentals in Calvert Beach-Long Beach

We loved our stay! Len and Shannon are incredible hosts! Every sunset from the deck was perfect! Having the convenience store below was also nice for grabbing a snack. We wish we could have stayed longer! I would highly recommend the stay! A++++++++++++++

We rented A Little Slice of Cambridge because of the Iron Man competition held that weekend. It was convenient to the venue...and allowed to walk to the competition and nearby restaurants. Pamela was a wonderful host...communicating easily. The rental was well stocked with toiletries, dishes, pots and pans and extras. The house was comfy and the beds comfortable. An enjoyable stay...unfortunately, we weren't able to stay for more sightseeing...although I did walk down to the Lighthouse and beautiful wharf.

We had a great weekend at this cottage. Comfortable layout, great dock, and a beautiful view. We hope to return.

We loved the house; cozy, nicely decorated, with many pieces of original art that really added character. The kitchen is well stocked for those who like to cook. The location right on the water was wonderful, and Nancy provided kayaks, which we took advantage of. Our dog was beside himself with so much room to run. Nancy’s daughter and family live next door, and we spent quite a few hours enjoying conversation and local knowledge with them. We would go back again.

We had a wonderful stay at Britta’s place! From the moment I booked, Britta was incredibly responsive—and quick to reply. The Elk Cotrage was the perfect retreat for us and we especially enjoyed the screened in outdoor deck. I would absolutely stay here again.

This was a fantastic vacation rental- the kids’ favorite yet! You can’t beat the views and the proximity to the beach and shops. There is also a playground, library, ice cream shop, and pizza just a block away. The host had snacks, water, and milk available for us and the kids when we arrived, which was very welcome after a long car ride! And having beach chairs and beach umbrellas for use made our beach days so much better! We brought our paddle board and launched it off the local beach which was quite fun. Annapolis and DC are both far drive and, when we weren’t enjoying the local amenities, we found plenty to do just an hour drive or less away. I highly recommend this rental. Thank you for allowing us to rent your lovely home and we will definitely be back

Wonderful host—I felt right at home. Had conversation prior to arrival and felt like I knew her very well before arriving. The view was spectacular I could have just sat on the patio and watched the woods and water all day. Was there for a school reunion so I had other activities that I had scheduled. This was by far, the best Air B&B experience I have had. Fantastic host, comfortable, and stunning scenery. I am going to try and revisit soon.

Absolutely incredible stay! This place exceeded all expectations. The view was absolutely breathtaking — one of those rare spots where photos just don’t do it justice. Super peaceful and perfect for relaxing or disconnecting from the chaos. Everything was spotless, thoughtfully set up, and cozy. I left feeling totally recharged. 100% recommend to anyone looking for a quiet escape with unforgettable scenery. I’d come back in a heartbeat!

Easthaven is a gem! We thoroughly enjoyed our time there. Something to do for everyone, indoors and outdoors. Really nice to have the SUP and kayaks available, as well as the crab pots. So many thoughtful touches, probably the most well stocked home we’ve stayed in. Definitely hope to return in the future!

The area and view are beautiful and the home's decor is welcoming. The home was very comfortable for our family group and had a VERY well-stocked kitchen. The master bed was VERY comfortable as were the rest of the beds. My husband and I slept well. We all felt at home. MJ was very responsive when I had questions and communicated about the property in clear, concise language. The host provided many outdoor recreation opportunities, which included paddleboards, kayaks, and life jackets. There was a nice sized pool but we were visiting out of season so we did not use it. The exercise room downstairs has a lot of equipment. We all enjoyed our time together. Our family is asking to come back again next year. Thanks for a great stay!

We found Paul’s home very comfortable and accommodating. Paul was accessible when we reached out to him and he communicated well with us. It was a very nice location with a fantastic view of the bay, as we hoped for.

My family and I stayed here for a week for our family vacation. We are a group of 8 (6 adults and 2 kids) and there was plenty of room for all of us. We barely left the house because with the beautiful view, dock, beach area, canoe, kayaks, hot tub, game room/ library, corn hole, and fire pit we all had plenty to keep us entertained. Everyone loved Mary & Shelly’s place, and it provided the perfect space for us to enjoy the river and each other’s company!

Wonderful place - pictures do not do it justice. Home is spotless and beautifully furnished! We had a great time relaxing on our babymoon. Lots of great restaurants close by and so much to do at the house you never have to leave. Really appreciated the details such as the coloring station and ample beach towels. Hope to stay again in the future!

Awesome place with my t, we had everything we needed and more. Great location to disconnect and connect with one another. Plenty of space, locals, location and great amenities.

We have stayed here twice now, both times in June. Will definitely be making a yearly trip of it, as we enjoyed it enough for many return trips. For our purposes, having a remote & very quiet location, with plenty of room for the dogs to run around, it is a perfect fit. Fenced in yard, private beach and again, not many people, if any around. As far as the home itself, it is very roomy, very clean and free of any clutter so getting settled in feels great. If you have kids, dogs or both, this is the perfect family getaway spot. Highly recommended!

A great place to enjoy a long weekend at the Eastern shore in Maryland.

Perfect Lake Side Vacation Spot!!! My friends and I spent the weekend and we absolutely loved it! The home is beautiful and the surroundings are so serine. Perfect place to get away and spend pleasurably days participating in outdoor activities like fishing, grilling and watching the sunset. We loved our stay so much we are already planning our next trip to the wonderful spot! Tim is an amazing host! Check in and check out were a breeze, he kindly checked in on us and was always prepared to help facilitate an enjoyable stay. I couldn’t recommend this listing any higher :)

This was our family's second stay at The River House. We had another relaxing and fun week! Kayaking across to the state park is one of our favorite things to do there. We also enjoy shopping and eating in Leonardtown. We had one rainy day, but reading on the day bed with a beautiful view (in spite of the weather) and working on a puzzle were an enjoyable way to spend the day. We hiked out to Calvert Cliffs State Park one day and enjoyed lunch on Solomons Island on the way back. John's pet friendly Airbnb is such an awesome place to vacation with our dogs. One of them loves to fetch her floating stick off the little beach area and play frisbee in the yard (bring a long leash that you can tie to the badminton net poles). Our other dog loves basking in the sun in the yard and on the deck. There are so many great things about this place, but the sunsets alone are worth the stay!

We had a beautiful stay. It was exactly what we needed.

Loved this quaint tiny house. It was quiet and scenic and a 15 minute drive to Colonial Beach waterfront and restaurants. Lorie is fabulous host, communicative and friendly. We had a great time!

Super fun place really peaceful The house was super nice. I loved waking up in the morning and seeing the sunrise.😁🫶🏻

2nd time here probably gonna be a yearly event at this point because the place is so lovely and Cyndi is extremely friendly and helpful

What an amazing home! Bob was a great host. All of the rooms were very clean and there’s everything you will need at hand. Super comfortable beds. The views of the river are incredible with so many places to relax from the living areas to the outdoor deck on the second floor. The screened in porch was so comfortable. Fishing from the dock was a joy and just a great place to hang out and enjoy the water with our family. My son caught his first fish off the dock! The kitchen is a cook’s dream. Again, theres everything you need to prepare meals. Loved the huge kitchen island! Don’t forget to just stand and enjoy the view of the dock and river from the kitchen window. The downstairs den and bar area was just perfect for relaxing and watching tv. The house is on a cul de sac with only a few homes…very peaceful. We loved this place and plan on coming back again for our next trip! Thank you Bob for sharing your little slice of heaven with us!

Leslie’s cottage is a welcoming retreat from the daily noise of the city. Her home is cozy yet spacious, completely stocked, beautiful and peaceful. This is the place for a quiet getaway. Limited traffic, easy beach access and lots of nature. Yet close to grocery, pharmacy and anything else you want. Neighbors were very friendly as were their dogs. Our little pup enjoyed chasing bunnies and digging in the sand and frolicking on the beach. The beach is chill, few people, no high rise bldgs, quiet. The opposite of OC which is exactly the vibe we wanted. Leslie is an exceptional host, responsive and thoughtful.