Compare Chesapeake Beach Cottage Rentals

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Featured Chesapeake Beach Cottages

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Chesapeake Beach

    Rod 'N' Reel Resort

    Rod 'N' Reel Resort

    4165 Mears Ave, Chesapeake Beach, MD
    The price is $163 per night from May 11 to May 12
    $163
    includes taxes & fees
    $149 per night
    May 11 - May 12
    8.2/10 Very Good! (1,000 reviews)
    Family Beach House: Spacious Deck, Grill & Views

    Family Beach House: Spacious Deck, Grill & Views

    Chesapeake Beach
    The price is $694 per night from Jun 1 to Jun 2
    $694
    includes taxes & fees
    $649 per night
    Jun 1 - Jun 2
    9.6/10 Exceptional! (4 reviews)
    Holiday Inn Express Waldorf by IHG

    Holiday Inn Express Waldorf by IHG

    11370 Days Ct, Waldorf, MD
    The price is $123 per night from May 18 to May 19
    $123
    includes taxes & fees
    $111 per night
    May 18 - May 19
    8.2/10 Very Good! (908 reviews)

Cottages

Book a cottage in Chesapeake Beach
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Chesapeake Beach. 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 Chesapeake Beach better.

Cottage apartments in Chesapeake Beach 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 Chesapeake Beach
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 Chesapeake Beach 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 Chesapeake Beach 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 Chesapeake Beach. 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.

Chesapeake Beach Cottages essential information

Accommodation
77 Cottages
Lowest Price
$123
Highest Price
$694
Popular accommodation
Cozy Cottage with access to and partially obstructed views of the bay., Family and Pet-Friendly, Waterfront with Pier, Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, Eastern Shore Waterside Cottage Near St. Michaels, Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA, Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, Waterfront dog-friendly home with beach just mins to Downtown Annapolis, Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town, Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC