Pet-friendly holiday rentals in Calvert County

Comfortable property on the water, with new deck. Great views. Maria is very responsive. Would stay here again.

Diana’s place was perfect for our family. The house had many of the items we would have had to bring from home. You can tell she wanted people to feel at home and be comfortable. My grandbabies loved the books. The neighbors were friendly. The neighborhood was nice to get a quick walk in before the day started.

We had a great visit! Esty was a wonderful host. Great location and had all things we needed to have our grandsons stay with us.

Lori was super accommodating with our last minute booking and really friendly as we messaged back and forth. It made a bad situation at my house (dead electrical panel) an accidental 5 day vacation at Lori’s, so I really appreciated her for it! All the basics were provided in the kitchen and baths, and chargers in every room. There were even two desks, which was perfect since two of us telework. My dog is cranky and set in his ways, so he didn’t like the doggy door but I can see how it would be super convenient for a normal dog ;) And I had forgotten how much I like North Beach! Lori’s place is an easy 15 minute walk to the beach and boardwalk. Having the beach pass and beach towels provided was great, but I ended up on a shady bench along the boardwalk.

Our stay was great. The house is located in a quiet friendly neighborhood. The views are amazing. The house is very comfortable and so relaxing. Loved that three bedrooms each had a bathroom. The hosts were wonderful and very responsive.

Robin's house is as described and has everything needed for the stay. She is an attentive host and proactively preparing for snow storm for us southerners. Very appreciated the great communication from her.

The house was perfect. Clean, bright, modern and walkable to the shoreline. We can’t wait to go back!

This is probably one of our favorite AirBNBs we have stayed in. The cottage is really cozy and the decor is cohesive and homey. You can truly tell how much time and effort Jeri has put in to the place. Jeri was kind, responsive, proactive, and one of the best hosts we have encountered. We were in town visiting family and plan to stay here again in a few months. If we were not visiting family, we probably would not vacation in southern MD, only because there is not a lot to do or variety of restaurants. However, if you’re purposefully coming to southern MD for another reason I HIGHLY recommend this AirBNB. Also, it was so nice that we were able to bring our pup with us. He loved his walks!

The house was beautiful and clean. The lication was great! Too bad it rain during out stay so we couldn’t enjoy the pool and the backyard. Thank you!

What a find! We were attending a wedding on the Potomac and found this gem of a place basically right next door. A perfectly appointed home in a peaceful, tranquil, beautiful setting. Connie was great! Responsive to our need to find the iron, not exactly an emergency, Connie responded immediately with it's location. Loved it!

A great stay on the river. The kitchen was well equipped and the rest of the house was comfortable. The screened in porch and access to the dock/beach/river was our favorite part. Our dogs were in HEAVEN. The location is rather remote, so recommend bringing any food you'll want as there are no close stores or restaurants.

Clare and Chris could not be nicer and easier to work with. My family/friends have been getting together since 1994 and have been to many great Airbnb's and VRBO's. My group could not stop telling me how great of a week we had. The primary features that were import to us which the house scored big are as follows: It has a dock (we arrived via boat), The kitchen is big, laid out for many "Cooks", The kitchen was open to the dining room table, The dining room table is open to the sitting areas, The pool was clean and inviting, The fire pit with seasoned firewood was a big hit for our group, All the beds were comfortable, The bedrooms were large and comfortable, The baths were clean, modern & large and The location to "What to do in Cambridge" is only 7-10 miles away. We made prearrangements: Richardson Maritime Museum to have a guided tour with David Williams on Friday and Spocott Windmill with George Radcliff. Both of these tours were fascinating. Our weekend was 5-Stars.

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.

This was one of the most well equipped houses I have ever stayed in. The hosts were very easy to communicate with and responded quickly to each contact. I highly recommend this place!!

Heaven on Earth — A Truly Restorative Stay Staying at Rachel and Andy’s Airbnb was one of the most peaceful, rejuvenating experiences of my life. From the moment I arrived, I felt embraced by tranquility. The cottage is nestled in such a calming, natural setting that even the rain felt like part of the magic. I spent my time resting, reflecting, and focusing deeply on personal and career goals — something I rarely get the space or stillness to do. The view from the bed — of trees, open sky, and the bay — made it easy to stay connected to nature without ever leaving the warmth and comfort of the space. Every detail was so thoughtful and intentional. There was never a moment I needed something and couldn’t find it; Rachel and Andy have poured so much love and care into every corner of this home. One of my favorite touches was the French press waiting for me on the morning of my departure — such a small but beautiful gesture that perfectly captured the hospitality and warmth of this stay

Keith was so super sweet! Always texted back if I had a question. He was welcoming since our first contact. The house was amazing. It felt like home and we treated like home. Definitely will be back again. Absolutely stunning!!

Very thankful for Danielle’s hospitality and flexibility! We were a last minute booking and had to extend more than once while waiting on movers for our home, and Danielle was ultra helpful in the process. The house was clean, cute, and in a great location for beach visitors. We will absolutely be checking to make sure either the Lazy Crab or Blue Crab are available when we plan to visit the area again! After a cross country trip that consisted of several underwhelming hotels and stays along the way, Danielle’s property was a much needed refresher for my family!

Really enjoyed holiday get away . Place was located near water with great views. We enjoyed walking around the neighborhood was quaint. The town was was pretty with water on each side with the Christmas lights at night . We truly enjoyed our relaxing stay . Would definitely book again

Tara and Theresa were great! The place was just what was needed in every way! The host always made sure that the house was up to our needs and anything was immediately addressed. A top tier host without a doubt! Don't hesitate to book :)

We had a wonderful time! The whole house was very clean. The kitchen and bathrooms were exceptionally clean and updated. We had plenty of room to cook, eat at the dining room table, play board games and watch TV. We enjoyed the walkable community. We walked to the Wetlands Nature Center/trail, the boardwalk, and the wonderful restaurants. Our stay was comfortable and relaxing. Just what we were looking for. We will definitely return for another visit.

We had the most wonderful Memorial Day weekend at Alicia’s beautiful home! From the moment we arrived, we were impressed by her incredible hospitality and all the thoughtful touches throughout the house. The views from the house are simply breathtaking—watching the sunrise with our morning coffee and relaxing in the evenings as the sun set was unforgettable. The weather was so nice during our stay that we could leave the windows open at night and fall asleep to the soothing sound of the waves. The proximity to the beach made it easy for us to head out for a hike along the shore, which quickly became one of our favorite activities. We also took a fun day trip to Solomon’s Island, which was a great recommendation. The friendly neighbors made us feel right at home, and having a grocery store close by was super convenient for picking up anything we needed. Inside, the house was spotless and extremely well-stocked. Alicia provided shampoo and conditioner, which was a thoughtful touch.

House was comfortable and located in a beautiful location. Easy check in and Mai was super responsive. Would stay again

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

This was one of the loveliest Air BnBs I’ve had the pleasure of staying at. The photos don’t do it justice. A warm, welcoming and cozy home, filled with sunlight and stunning water views from every window. You literally feel like you’re on a boat! Comfortable furnishings and beds, a super well-stocked kitchen with lovely dishes and decor, bikes, kayaks, gas grill… everything you could want. The Tilghman Island General Store was just a short walk through a lovely neighborhood with the friendliest people. Breakfast at Two if by Sea was amazing! And crab cakes at Gina’s on the Bridge were delish. My dog loved the stay too! Tilghman Island is a peaceful treasure in today’s crazy world.