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

Find the villas that appeal to you the most

The best villas in Chesapeake Beach

Check out our pick of great villas in Chesapeake Beach

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Edgewatermayo Getaway!

Edgewater (Near Chesapeake Beach)

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$217
1 night, 2 adults
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Calloway Drive Retreat

Deale (Near Chesapeake Beach)

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 Chesapeake Beach)

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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All villas in Chesapeake Beach

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 Chesapeake Beach and surroundings in the past month

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Enjoy breakfast in Chesapeake Beach and nearby

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 4 reviews

    Situated in North Beach, 400 metres from North Beach and 46 km from Addison Road-Seat Pleasant, North Beach Cottage - Walk to Chesapeake Bay offers a garden and air conditioning.

  • Situated in North Beach, 800 metres from North Beach and 46 km from Addison Road-Seat Pleasant, The North Beach Retreat House offers air conditioning.

  • Set in North Beach, 200 metres from North Beach and 44 km from Addison Road-Seat Pleasant, Unbelievable Beach Views For 6 offers air conditioning.

  • Located in North Beach, 700 metres from North Beach and 45 km from Addison Road-Seat Pleasant, Cozy Cottage 3 beds 2 baths provides air-conditioned accommodation with a balcony and free WiFi.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    Offering a fitness centre and city view, Huge Beach Bungalow- Yard, Beach Pass, King Beds is located in North Beach, 45 km from Addison Road-Seat Pleasant and 47 km from Annapolis Harbor.

    From US$533.08 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 1 review

    Located in North Beach, 1.7 km from North Beach and 46 km from Addison Road-Seat Pleasant, Bayfront Maryland Retreat with Deck, Near Beaches! offers air conditioning.

  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 4 reviews

    Situated in North Beach and only 2 km from North Beach, Waterfront Lux Cottage With Amazing Views Near DC features accommodation with sea views, free WiFi and free private parking.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 2 reviews

    Boasting air-conditioned accommodation with a patio, Updated North Beach Cottage Pet Friendly! is situated in Deale.

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

  • Boasting a hot tub, the bachelorette is set in North Beach. This property offers access to a balcony, free private parking and free WiFi. The holiday home has an outdoor fireplace and a hot tub.

    From US$824.40 per night

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Hotels in Chesapeake Beach

Looking for an alternative to a villa? Check out some of the best hotels in the city.

Hotels with Parking in Chesapeake Beach

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Holiday Homes in Chesapeake Beach

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Cottages in Chesapeake Beach

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Pet-Friendly Hotels in Chesapeake Beach

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Villas in Maryland

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Villas in New York

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Villas in Las Vegas

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Hotels near Washington Dulles International Airport

Perfect for a late arrival or early departure.