Chester Vacation Rentals
Vacation Rentals in Chester
Kent Island Time - Enjoy Kent Island Waterfront-Pet Friendly!
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Directly Across from Gate One & Steps from the Waterfront
The Heron's Nest at Atlantic Marina
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
The Blue Crab Beach House - Free beach passes
Firefly Cottage at the Cape, HOT TUB, E.V. community beach, back yard fun
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
Recently Renovated Annapolis Home - Conveniently Located
Bay View Studio Apartment
Amazing views, short walks to great dining!
Waterfront Jolly Roger with Private Pier mins to Annapolis
USNA home Downtown Annapolis
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Quaint cottage with serene water view!
Cass-Away Luxury Houseboat
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Relax on Kent Island in 3 Bedroom Home w/Waterview
Chester Vacation Rental Travel Info
Number of vacation rentals | 8 |
---|---|
Popular accommodation | Chester private vacation homes |
Known landmarks | Sandy Point State Park, Sandy Point Beach and Love Point State Park |
International airport | Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) |
Other types of properties in Chester you may be interested in
Graduate Annapolis
Historic Inns of Annapolis
Sonesta ES Suites Annapolis
Everything you need to know about Chester vacation rentals
Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Chester vacation rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Chester. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chester in high season.
Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $116 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!
How to find incredible deals on Chester rentals
At Expedia, we put the best Chester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top Chester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chester vacation.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
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