Compare Chester Cottage Rentals
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Featured Chester Cottages
The Heron's Nest at Atlantic Marina
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
The Yellow Cottage on Harness Creek
Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Hotel Options in Chester
Historic Inns of Annapolis
Hilton Garden Inn Annapolis Downtown
Country Inn & Suites by Radisson, Annapolis, MD
Cottages
Book a cottage in Chester
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Chester. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Chester better.
Cottage apartments in Chester range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.
Find the best cottages in Chester
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Chester and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.
Stay in a Chester cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Chester. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.
Chester Cottages essential information
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Popular accommodation | The Heron's Nest at Atlantic Marina, Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA, Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly, Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, The Yellow Cottage on Harness Creek, Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE, Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, Peaceful getaway convenient to local amenities including beach, boating & food, Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking, |