Cottage holiday rentals in Smith Beach

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!

Our stay in this home was such a treat! We enjoyed utilizing the kayaks to boat around in Chesapeake Bay. The hot tub was an absolute delight, perfect for evening stargazing, saw lots of shooting stars, and could see the water of the bay from the hot tub. We also enjoyed doing November cold plunges from the hot tub to the pool. While the living room is not expansive, it fit our needs for family game & movie nights. The bed linens were so comfortable, and Lori was beautifully responsive & friendly when we would reach out with a question. We also enjoyed the nearby Sandy beaches.

Everything was wonderful, easy to get in, and our host John was very helpful and friendly. Hotub was clean no trash in the yards felt just like home. comfortable beds the walkway to the beach was very private enjoyed that as well. Overall our stay was amazing and would love to be able to stay there again. We had so much fun <3 provided us with some detergent to wash clothes I thought that was thoughtful.

Cozy and peaceful spot right by the beach. John was very welcoming and proactive in making sure the property was always well-maintained. We enjoyed our stay!

This is a really nice getaway that is peaceful and serene. The home is older, but has some nice updates. I am one that appreciates a home with character. It is in a secluded area, so at night its gets really dark in the hot tub area which we made good use of. Waking up to views of the lake was my favorite part of the day. I was sad when the sun started to go down. There are neighbors, but the houses aren't very close to each other. It is located in a small town so there aren't many food options. The restaurant we went to wasn't very good, so I'd highly recommend cooking for your stay or bringing food. That's what we did. We cooked our meals and grilled. It was fantastic. Four of us stayed there comfortably. Two couples. Overall we had a nice 3 days and I'd highly recommend.

This old log cabin school house, this was one of the most amazing experiences our family has ever had in an Airbnb. The history in this home is something like I’ve never witnessed before in my life. You can feel the love that has been poured into this unique stay. It felt like home with endless bonuses found throughout the home, carriage house and property. Richard was an incredible host and this was by far the most personable experience we have ever had in all our years using Airbnb. You can feel the peacefulness this place offers from the moment you turn onto the driveway. The sunsets are breathtaking and we saw deer, turkey and a ton of other wildlife daily. One night right after sunset my husband caught a 24” speckled trout! Our four children, ages 12, 9, 4 and 1, all had a blast. We brought a baby gate for the living room/kitchen doorways and it was perfect! Downtown Mathews is adorable and we loved the visitor center. Definitely check this place out if you have the opportunity ?

Our trip to The Half Shell Haven was great! The place was clean, extremely well stocked, and included many extras! We had crazy weather the first two days, but we had plenty to do at the house. My boys loved being on the water and the game room and my daughter loved the hot tub and bicycling. My daughters service dog enjoyed a nice reprieve and seemed so happy. We had a great time, and were honestly sad to go! If we find ourselves back up in Virginia we will definitely stay here! Thank you for the care and attention to detail to ensure a great trip!

💯 your money worth and the interaction with Roger was amazing .good location good fishing right of tha beach . safe and clean environment and gorgeous views

There is nothing more serene than waking up in the ‘crab shack’ with the sunrise. What a comfortable and scenic spot. Even our dog, Juno, loved it! Took a sunset sail to celebrate a birthday and got front pier service! Our host, Carlisle, was extremely attentive and kind with any needs we had or hadn’t thought of. Wish we had booked longer. We hope to return very soon!!

Diana’s place was great! Beautiful beach area that’s a short walking distance on the property. Great communication, and easy checkin/out. Would definitely stay again.

We stayed at Richard’s because we were getting married on the beach which is right behind the house however weather halted tht so we opted to get married right in his beautiful backyard. The first day we were there we met his father who introduced himself and let us know tht if there was anything we needed to just reach out. Richard and his Mom actually were very sweet and left us a beautiful card for our wedding, the house is gorgeous and it was very clean. There were a lot a personal touches in the house tht made it truly feel like you were home. I can’t wait to stay there again next year for our 1st year wedding anniversary.

We loved our stay at this amazing cottage! it felt like home, with every amenity possible and the walk to the awesome beach to the calm waters with beautiful sunrises, and dolphins passing by was awesome! We highly recommend this cottage and will come again next time!! Thank you so much!! ⭐️⭐️⭐️⭐️⭐️ Janet & Jerry from Michigan

My parents and I stayed here for four days. It was the perfect peaceful getaway for us. The place was really cute, two bedrooms with queen size beds, a large bathroom, and the cutest kitchen-living room area. Gloucester is a sweet town to hang out in, and the host gave some great recommendations for local places to check out. Wonderful place, we will be coming back!!

I truly wish I could put into words just how beautiful and peaceful this home and property were. It is truly a place that was so inviting and well maintained it made me miss the eastern shore of Virginia and start looking at properties in the area. The land is so cool to walk and explore and the bay at this home is just serene. To be able to wake up and see the view this home has is just spectacular. Matt is spot on with the description of his home and you truly can't find one thing wrong with this home or the property surrounding it and having a dog,it is so key with the wash station outside because our lab puppy could not get enough of the bay or going out in the kayaks with us. I truly wish they had more stars to rate this home. Thank you for being so gracious and allowing us to visit your spectacular home!

We came here for a quick few nights and it was absolutely perfect. Susan was a great host. It was in a great location and there was lots in walking distance to do! We had a great time and would definitely come back and stay here again.

We enjoyed our visit to Deer Track in Chincoteague. The cottage is clean with listed amenities. We really liked the quiet neighborhood it is located in.

We loved staying at this beautiful and peaceful house! The house cozy and we felt right at home! It even snowed when we stayed in Delaville! The sunset was gorgeous and it even more amazing with a layer of snow! Would definitely love to come visit again in the summer! Thanks for a lovely weekend!

Great, comfortable place to stay for a visit to Saxis and the eastern shore. Well-kept with all necessary amenities.

Great space, beautiful setting, quiet and comfortable. Truly enjoyed it.

This was our second time renting Mary Catherine's Bay Cottage, and we are very happy we did. It feels more like a home than just another rental, and my husband and I love that. With Painter being centrally located on the Eastern Shore, the location of this cottage is great giving us easy access to explore the entire Eastern Shore. We highly recommend this Airbnb home, Bay Cottage!

Such a cute, well stocked and clean cottage. Extremely quiet neighborhood. Sunsets over the bay were stunning. Jennifer was easy to teach and communicate with.

This is our second time staying at Sunset Haven— appropriately named. Gorgeous sunsets and weather was perfect. Great and considerate communication with Terri. House was pristine and had every thing you could need. We will be back! Thank you Terri!

Great little cottage in Mathews County. Right along the Mathews Marathon race course, which came in handy! Well kept and would recommend to friends. Thanks!