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Featured Cottages in Sherwood

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Saint Michaels MD
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
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
Family and Pet-Friendly, Waterfront with Pier

Family and Pet-Friendly, Waterfront with Pier

Cambridge MD
At this cottage, guests have access to an outdoor pool, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.
Pool
Kitchen
Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly

Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly

Stevensville MD
Guests staying at this cottage enjoy a sauna, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
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, a garden, and barbecue grills.
Pool
Kitchen
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. Additional amenities include barbecue grills and a garden.
Pool
Kitchen
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA

Edgewater MD
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

Deale MD
Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Hot Tub
Kitchen
Cottage downtown on a quiet street

Cottage downtown on a quiet street

St. Michaels MD
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
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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

    Knapps Narrows Marina & Inn

    Knapps Narrows Marina & Inn

    6176 Tilghman Island Road Sherwood MD
    $150 nightly
    The price is $165 total per night from Apr 9 to Apr 10
    $165 total
    Apr 9 - Apr 10
    Total with taxes and fees
    9.4/10 Exceptional! (378 reviews)
    Graduate by Hilton Annapolis

    Graduate by Hilton Annapolis

    126 West St Annapolis MD
    $182 nightly
    The price is $208 total per night from Apr 19 to Apr 20
    $208 total
    Apr 19 - Apr 20
    Total with taxes and fees
    9.4/10 Exceptional! (1,005 reviews)
    Historic Inns of Annapolis

    Historic Inns of Annapolis

    58 State Circle Annapolis MD
    $167 nightly
    The price is $191 total per night from Apr 19 to Apr 20
    $191 total
    Apr 19 - Apr 20
    Total with taxes and fees
    9/10 Wonderful! (1,870 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
90 Cottages
Lowest Price
$165
Highest Price
$208
Popular accommodation
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, "Point of View" Waterfront cottage with panoramic views on Tilghman Island, Family and Pet-Friendly, Waterfront with Pier, Accessible, 3 Season Screened-in porch, Sauna, Fire Pit, Dog Friendly, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, Relaxing Waterfront Cottage Near St Michaels, Maryland, Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA, Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK, Cottage downtown on a quiet street

More to Explore