Compare Sherwood Cottage Rentals

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Featured Sherwood Cottages

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

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

Guests staying at this cottage enjoy a sauna, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Kitchen
Washer
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

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

At this cottage, guests have access to features like laundry facilities.
Kitchen
Washer
Waterfront property with private boat ramp and new dock!

Waterfront property with private boat ramp and new dock!

At this cottage, guests have access to features like laundry facilities.
Kitchen
Washer
Updated North Beach Cottage: Pet Friendly!

Updated North Beach Cottage: Pet Friendly!

At this cottage, guests have access to features like laundry facilities.
Pool
Kitchen
Perfect location for USNA Commissioning Week

Perfect location for USNA Commissioning Week

This cottage offers a picnic area, a garden, and barbecue grills.
Kitchen
Free WiFi
Cozy Cottage with access to and partially obstructed views of the bay.

Cozy Cottage with access to and partially obstructed views of the bay.

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Quick walk to the beach! Fire pit, Corn hole, Games & More!

Quick walk to the beach! Fire pit, Corn hole, Games & More!

At this vacation home, guests have access to features like laundry facilities.
Washer
Dryer
Family and Pet-Friendly, Waterfront with Pier

Family and Pet-Friendly, Waterfront with Pier

At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Pool
Kitchen
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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
    $143 nightly
    The price is $163 total per night from Jul 23 to Jul 24
    $163 total
    Jul 23 - Jul 24
    Total includes taxes and fees
    8.8/10 Excellent! (1,813 reviews)
    Graduate by Hilton Annapolis

    Graduate by Hilton Annapolis

    126 West St, Annapolis, MD
    $155 nightly
    The price is $177 total per night from Aug 3 to Aug 4
    $177 total
    Aug 3 - Aug 4
    Total includes taxes and fees
    9.4/10 Exceptional! (1,013 reviews)
    DoubleTree by Hilton Hotel Annapolis

    DoubleTree by Hilton Hotel Annapolis

    210 Holiday Court, Annapolis, MD
    $100 nightly
    The price is $114 total per night from Jul 28 to Jul 29
    $114 total
    Jul 28 - Jul 29
    Total includes taxes and fees
    8.4/10 Very Good! (1,002 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
89 Cottages
Lowest Price
$114
Highest Price
$177
Popular accommodation
Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly, Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, "Point of View" Waterfront cottage with panoramic views on Tilghman Island, Waterfront property with private boat ramp and new dock! , Updated North Beach Cottage: Pet Friendly!, Perfect location for USNA Commissioning Week, Cozy Cottage with access to and partially obstructed views of the bay., Quick walk to the beach! Fire pit, Corn hole, Games & More!, Family and Pet-Friendly, Waterfront with Pier

Cottages in Sherwood

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