Vacation rentals in Chester
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Chester
Guests agree: these stays are highly rated for location, cleanliness, and more.
Utilities included Apartment with Full kitchen, fully furnished, washer/dryer, two bedrooms, comfy couch, Wifi, Tivo, pet friendly, pool, pier with 220. Great water access to Eastern and Chesapeake Bay. Great restaurants. Access to exercise and pool room. 6 month minimum commitment. Oh best part you can pay monthly thru Airbnb and no one month Security Deposit!
What guests are saying:“I’ll begin with the space itself; the pictures don’t even begin to do it justice! I obviously was impressed by the pictures and that’s why I originally looked into this location, but in person it’s even better! The space was perfect for 4 adults and a 4 month old baby; was only 10 minutes away from where we attended a wedding; nearby shopping for the items we invariably forgot, and was about an easy 30 minutes drive into the heart of Annapolis! But mostly, it was the quick and helpful responses from Rita each time I contacted her. We got to meet her, her husband, and their very friendly and welcoming dogs! Rita and Ed were most gracious hosts; I highly recommend their home if you ever need to stay in the area!”
My place is close to restaurants and dining and great views. You’ll love my place because of the comfy bed, the coziness, and the views. My place is good for couples, solo adventurers, and business travelers; sorry no kids. Need at least three days notice to book guest house, I like to be here when you arrive, thus schedule my social activities around bookings.
What guests are saying:“A great spot to stay while visiting family for the holidays. Conveniently located right off the highway to make getting in and out easy. The guesthouse was clean and Judy provided some great snacks. Would definitely stay again!”
SUPERHOSTEntire flat · 3 guests · 1 bed · 1 bathroomHalcyon house. Lovely views on MD eastern shore.This charming apartment is located on the Chester River on Maryland's Eastern Shore and is conveniently located 20 minutes from Annapolis and 50 to Baltimore and Washington, D.C. Spectacular waterfront sunup and sunset views, a newly renovated apartment with all new appliances, and a well-stocked kitchen. There are many seafood restaurants and lots of outlet shopping and consignment/ antique shops nearby. The Cross Island trail for walking, biking etc starts at the local park and ends at bay
What guests are saying:“Really enjoyed my stay and was a perfect place to escape the city for a few days. Weather wasn’t great during my stay but I look forward to going back and using the kayaks. Margaret was very helpful and with no booking the day after I was able to do a late checkout.”
