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

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The best villas in Saint Michaels

Check out our pick of great villas in Saint Michaels

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Calloway Drive Retreat

Deale (Near Saint Michaels)

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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Grasonville Home with Private Pool on the Water

Grasonville (Near Saint Michaels)

Located 21 km from Sandy Point State Park, 35 km from Annapolis Yacht Basin and 41 km from Annapolis Landing Marina, Grasonville Home with Private Pool on the Water provides accommodation situated in...

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 5 reviews
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All villas in Saint Michaels

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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 Saint Michaels and surroundings in the past month

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Enjoy breakfast in Saint Michaels and nearby

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

  • Covey Creek

    Mount Pleasant
    Breakfast options

    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.

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

  • Swan Hollow

    Mount Pleasant
    Breakfast options

    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, Brand-New Pool! Waterfront Bozman Village Home is set in Bozman.

  • 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.

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

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

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

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

  • Situated in Royal Oak, Sunrise Cove features accommodation with private pool, free WiFi and free private parking for guests who drive. The holiday home is 50 km from Chesapeake Exploration Center.

  • Situated in Royal Oak, Bayside The Point features accommodation with private pool, free WiFi and free private parking for guests who drive. A hot tub is available for guests.

  • Situated in Royal Oak, Miles Rest features 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 patio, 25 Bedrooms - Retreat Center Waterfront Renovated is located in Royal Oak. The holiday home is 21 km from Academy Of The Arts.

  • Situated in Royal Oak in the Maryland region, Blue Herons Villa features accommodation with free WiFi and free private parking.

  • Chesapeake Pines is set in Royal Oak. Featuring free private parking, the holiday home is 14 km from Academy Of The Arts.

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Villas in Annapolis

Flexible on where to stay? Look up villas in nearby Annapolis, not too far from Saint Michaels.

Villas in Glen Burnie

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Hotels near Baltimore - Washington International Airport

Perfect for a late arrival or early departure.

Hotels near Ronald Reagan Washington National Airport

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Hotels near FedEx Field

Hotels close to a popular local landmark.

Hotels near Arundel Mills Mall

Hotels close to a popular local landmark.

Villas in Easton

Want to extend your trip or still just browsing? Try Easton, also popular with our guests!

Villas in Ocean City

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When to visit the United States

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