Holiday rentals in Middletown

This was our second stay and won’t be our last. We love the quiet, the hot tub, and being right on the lake. It’s a really cozy spot but still has plenty of space for the 6 of us.

Our stay at Cece's Boho Cottage was excellent. It started with an egg hunt around the yard for my boys along with some sweet treats for all to enjoy. Cece gave amazing restaurant suggestions along with local hikes and shops. If you happen to forget something, Cece thought of it! We loved morning coffee on the back porch with the rising sun, comfy beds, and enough space to spread out. Thank you for sharing your adorable cottage with us! We are already trying to plan a trip back!

We loved staying here. The location is beautiful and just a few doors down from the beach. The place was perfectly sized and clean. As a plus, Monica surprised us with a birthday bottle of wine and balloons as a gift. I highly recommend staying here!

Clean and cute and just as described. Perfect for a long weekend away in Annapolis for the boat show!

This apartment was perfect for our family get together. Although we had a short stay, every detail made us feel very welcome. Michelle was very helpful and promptly mer our needs.

Our stay at Heron Creek home was great. The house is nestled beside the small creek in a lovely setting. It was very clean and so comfortable. Rebecca was a great host, permitting us a late check out. (which we didn’t do after all due to the snow forecast)

Beautiful location on the water with all the amenities one could ask for. Thanks for having games and jigsaw puzzles (with all the pieces!). Gracious and responsive hosts who made sure we felt welcome and at home. We’ll be back!

This charming house was an ideal venue for the reunion of four college roommates from the 1980s. There were comfortable common areas to hangout together and separate bedrooms for our own space. There were nearby restaurants with delicious seafood. Reconnecting over shared memories and '80s music favorites, while enjoying the friendly atmosphere, enabled us to create some fabulous new moments together.

Perfect stay for a couples getaway weekend. The house is beautiful and Jessica is an amazing host. It was a fantastic experience being so close to nature and Chesapeake city. The waterfront view is priceless. I will definitely be staying here again.