Compare Sherwood Cottage Rentals

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Featured Cottages in Sherwood

Relaxing Waterfront Cottage Near St Michaels, Maryland

Relaxing Waterfront Cottage Near St Michaels, Maryland

Wittman MD
Guests staying at this cottage enjoy an outdoor pool, laundry facilities, and local meal delivery service. This smoke-free cottage also has barbecue grills.
Pool
Kitchen
"Point of View" Waterfront cottage with panoramic views on Tilghman Island

"Point of View" Waterfront cottage with panoramic views on Tilghman Island

Tilghman Island MD
At this cottage, guests have access to features like laundry facilities.
Kitchen
Washer
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Owings MD
$306 nightly
The price is $324 total per night
$324 total
May 27 - May 28
Total with taxes and fees
Guests staying at this cottage enjoy features like an outdoor pool.
Pool
Kitchen
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

Saint Michaels MD
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Pool
Kitchen
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.

Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.

West River MD
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

St Michaels MD
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Pool
Kitchen
Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

Tilghman Island MD
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden. Helpful staff is there to provide concierge services, as well as offer insight about the area.
Kitchen
Washer
Beachfront Home Minutes to Downtown Annapolis Dogs OK

Beachfront Home Minutes to Downtown Annapolis Dogs OK

Annapolis MD
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

North Beach MD
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Washer
Dryer
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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 Sherwood

    Historic Inns of Annapolis

    Historic Inns of Annapolis

    58 State Circle Annapolis MD
    $159 nightly
    The price is $181 total per night from Jun 8 to Jun 9
    $181 total
    Jun 8 - Jun 9
    Total with taxes and fees
    9/10 Wonderful! (1,849 reviews)
    DoubleTree by Hilton Hotel Annapolis

    DoubleTree by Hilton Hotel Annapolis

    210 Holiday Court Annapolis MD
    $98 nightly
    The price is $111 total per night from May 31 to Jun 1
    $111 total
    May 31 - Jun 1
    Total with taxes and fees
    8.6/10 Excellent! (1,010 reviews)
    Sonesta ES Suites Annapolis

    Sonesta ES Suites Annapolis

    170 Admiral Cochrane Dr Edgewater MD
    $103 nightly
    The price is $117 total per night from May 28 to May 29
    $117 total
    May 28 - May 29
    Total with taxes and fees
    8.8/10 Excellent! (1,006 reviews)

Cottages

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

Cottage apartments in Sherwood 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 Sherwood
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 Sherwood 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 Sherwood 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 Sherwood. 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.

Sherwood Cottages essential information

Accommodation
91 Cottages
Lowest Price
$111
Highest Price
$324
Popular accommodation
Relaxing Waterfront Cottage Near St Michaels, Maryland, "Point of View" Waterfront cottage with panoramic views on Tilghman Island, Relaxing, peaceful house in Calvert County, Md close to beach towns and DC., John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC., Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE, Beachfront Home Minutes to Downtown Annapolis Dogs OK, Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

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