Cottage vacation rentals in Middlesex County

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.

Great place, great hosts! Can’t wait to get back!

This home was exactly what we needed - a beautiful, relaxing space with wonderful views. Every home along the private road is lovely - the azaleas in bloom during our April stay were stunning! The house itself was clean and had every amenity. The outdoor space was fantastic! We enjoyed our time sitting and rocking and looking at the river. We drove in to Williamsburg twice. It was a bit of a drive, but was worth it. Gloucester is a cute town and we did a little shopping & eating. Don’t hesitate to book this home!

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!

Had a gorgeous stay in Heathsville this Easter weekend thanks in large part to this great Airbnb. It's in a really ideal location with plenty of privacy and space to spread out. Nice to have a taste of both the coast/beach and the countryside! Well furnished and thoughtfully put together, was pleasantly surprised by a paddle board on arrival. Also really appreciated that the house isn't an open floor plan; after a day in the sun, a quiet uninterrupted nap was a game changer. We saw a large array of cool animals (Bald Eagle was coolest), loved all the outdoor spaces, and you really can't beat the view. Couldn't have asked for more. Thanks again! :)

We absolutely loved our time at Rachel’s Airbnb! The property was beautiful. It was all exactly as described. We were able to relax and enjoy the peaceful surroundings. We woke up in the morning the beautiful natural light from the sunrise and the beautiful views. Our dogs LOVED their time here as well! During the day we took out the kayaks and did a little bit of fishing. The tide ended up getting lower at night and revealed a nice sandbar! We went out and played fetch with the dogs out on the sandbar! We tried some of the places Rachel recommended and they were also fantastic! We definitely recommend to anyone trying to have a nice peaceful getaway.

This place was perfect for what we were looking for! We will certainly be booking again when we come back.

As serene as it gets (except Wednesday is the mowing day, but didn’t bother us). Renee is super responsive, which helped a lot. The place is clean and very relaxing, it is remote though, any big city you want to drive to is 1.5-2hr drive. Had fun fishing from the dock, so many catfish there, anyone can catch. Friendly neighbors. Water is on the soft side. Fridge and cupboard had spices and condiments, and a water filter, which was a big plus. Pots and pans need replacing, that’s probably the only negative. Would come back in a heartbeat. Thanks Renee and Ed!

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!

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!

What a truly special place Vaux Hall Farm is! The cottage and location couldn’t be nicer. Thanks to Eric for the warm hospitality too!

My wife and I had an amazing time staying here! While we wanted to explore Williamsburg and Richmond, we spent half of the days there just enjoying the lake. Those were my favorite days. In all, a really great place to read, play board games, snack on food, and sit by the water.

What a wonderfully charming and peaceful cottage, and it was absolutely perfect for a quiet getaway. Having Nuttall’s Store just a short drive away was so convenient for necessities, and their steaks and sandwiches are amazing! Thanks for everything ☺️

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!!

The Moore Cottage is a perfect example of what the Chesapeake Bay has to offer, with beautiful views, kayaking, bird watching, swimming, and easy access to local markets. The house is a good size for a couple looking for a quite vacation. We plan on returning to enjoy this spot again.

This house was a great place to stay. Everything was in perfect order and the location was excellent. I had one question during my stay and they were immediately available to help and were super friendly.

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.

Wonderful place in a very nice town. We had the best time trying different restaurants and relaxing around the cottage. Gita was super helpful and friendly, giving us plenty of recommendations. We will absolutely be back!

We absolutely loved staying here! We brought our boat along, the marina is within walking distance and even though we got rained out, coming back to this house made our weekend stay well worth it.

Wonderful place to stay with beautiful access to the river, I am so grateful I was able to spend my weekend here! Ned and Holly were responsive and everything was provided that I needed. Very kid-friendly so I hope to return with my toddler some day :)

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.