The 10 best villas in Sherwood, USA | Booking.com
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Villas in Sherwood

Find the villas that appeal to you the most

The best villas in Sherwood

Check out our pick of great villas in Sherwood

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Edgewatermayo Getaway!

Edgewater (Near Sherwood)

Featuring a spa bath, Edgewatermayo Getaway! is set in Edgewater. The air-conditioned accommodation is 19 km from Annapolis Harbor, and guests can benefit from on-site private parking and...

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 5 reviews
Price from
US$259
1 night, 2 adults
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Calloway Drive Retreat

Deale (Near Sherwood)

Set in Deale, 35 km from Annapolis Harbor and 46 km from Addison Road-Seat Pleasant, Calloway Drive Retreat offers a restaurant. Guests can benefit from a patio and a children's playground.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 7 reviews
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Searenity Stays

Edgewater (Near Sherwood)

Set in Edgewater in the Maryland region and Triton Beach reachable within 700 metres, Searenity Stays offers accommodation with free WiFi, a children's playground, a private beach area and free...

M
Margot
From
Ireland
Everything is spotlessly clean and it is a very very comfortable house. The location is lovely, in a very quiet residential neighbourhood. It is the nicest holiday rental we have ever stayed in.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 12 reviews
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Private Single Family Home Close to Both Water and Downtown!

Annapolis (Near Sherwood)

Featuring air-conditioned accommodation with a patio, Private Single Family Home Close to Both Water and Downtown! is located in Annapolis.

F
Francois
From
Canada
The RBNB is well equip and everything was easy to found and identify Thank you
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 7 reviews
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All villas in Sherwood

Looking for a villa?

Perfect for families, groups or couples who enjoy luxury and independence while travelling. Enjoy the space and privacy of these fully-furnished, self-standing mansions — travellers can cook, lounge and explore at their leisure. Note that in Bali, a resort will also be called a villa.

Most booked villas in Sherwood and surroundings in the past month

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Enjoy breakfast in Sherwood and nearby

  • Mill Point

    Neavitt
    Breakfast options

    Set in Neavitt, Mill Point offers accommodation with private pool, free WiFi and free private parking for guests who drive. The property is non-smoking and is situated 30 km from Academy Of The Arts.

  • Situated in Mount Pleasant in the Maryland region, The Weekender features accommodation with free WiFi and free private parking.

  • Set in Mount Pleasant, Dragonfly Cove offers accommodation with private pool, free WiFi and free private parking for guests who drive. A hot tub is available for guests.

  • Featuring air-conditioned accommodation with a private pool, Brand-New Pool! Waterfront Bozman Village Home is set in Bozman.

  • Neavitt Cottage

    Neavitt
    Breakfast options

    Situated 32 km from Academy Of The Arts, Neavitt Cottage features accommodation with free WiFi and free private parking.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 1 review

    Set in Tilghman, Waterfront Bliss- Ultimate Tilghman Retreat home offers accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 1 review

    Boasting air-conditioned accommodation with a patio, Tilghman Island Retreat By Knapps Narrows! is situated in Tilghman.

  • Tranquil Waters

    Tilghman
    Breakfast options

    Set in Tilghman, Tranquil Waters offers accommodation with private pool, free WiFi and free private parking for guests who drive.

Travelling by car? These villas in Sherwood and nearby offer free parking

  • Situated in Tilghman in the Maryland region, Crepe Myrtle features accommodation with free WiFi and free private parking. The property is non-smoking and is located 37 km from Academy Of The Arts.

  • Situated in Mount Pleasant, Swan Hollow features accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Featuring air-conditioned accommodation with a private pool, pool view and a patio, Baydream Believer is set in Saint Michaels.

  • Situated in Mount Pleasant in the Maryland region, Herons Roost features accommodation with free WiFi and free private parking.

  • Set in Tilghman Island, Clearview offers accommodation with private pool, free WiFi and free private parking for guests who drive. A hot tub is available for guests.

  • Oyster Cottage is located in Mount Pleasant. Featuring complimentary private parking, the holiday home is 26 km from Academy Of The Arts.

  • Situated in Mount Pleasant in the Maryland region, Covey Creek features accommodation with free WiFi and free private parking.

  • Set in Mount Pleasant, Bankors Aweigh offers accommodation with private pool, free WiFi and free private parking for guests who drive. A hot tub is available for guests.