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Chesapeake Beach House Rentals

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    Don't let other travellers get your favourite Chesapeake Beach area holiday rental. You're so close to securing your perfect getaway. Book today.

    The following rentals are within 30 kilometers of Chesapeake Beach, Calvert County, Maryland.

    1 / 7
    5 of 5 stars (9) Excellent
    Bozman, MD
    4 Bedrooms, 2 Bathrooms, Sleeps 13 | Quick View
    From
    €509
    / Night
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    1 / 11
    4.5 of 5 stars (2) Very good
    Claiborne, MD
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    From
    €247
    / Night
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    1 / 12
    Deale, MD
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    From
    €247
    / Night
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    1 / 24
    Churchton, MD
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    From
    €152
    / Night
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    Amenities & Details
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Grill
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This sunny but cozy 3 bedroom/2 bath cottage is just the spot for a get-away on your own, with other couples/friends, or with big and small familie! Just steps from the water and nestled on a country-like acre in a surprisingly convenient corner of the Chesapeake Bay, this unique, quiet, scenic... View all property information
    Location Information
    Churchton, Maryland 20733
    Davidsonville, MD
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Owner online now
    From
    €224
    / Night
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    Amenities & Details
    • Shared Outdoor Pool...
    • Air Conditioning
    • Sauna
    • DVD Player
    • Hot Tub
    • Waterfront
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    2 bedroom, 2 bath with living salon, kitchen, and an aft deck View all property information
    Location Information
    Davidsonville, Maryland 21619
    Upper Marlboro, MD
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
    Owner online now
    From
    €157
    / Night
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Patio
    • Parking
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Clean, comfortable private rooms and baths in quiet Pet Friendly (P/F) Cul de Sac. Located in an established golf community. Great location. Only 15 miles from DC capitol and 1 hr from Baltimore harbor. 40 mins from casinos. Large home with owners on premises.Backs up to a nature reserve with... View all property information
    Location Information
    Upper Marlboro, Maryland 20772
    1 / 9
    5 of 5 stars (1) Excellent
    Bozman, MD
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    From
    €264
    / Night
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    View Details
    Amenities & Details
    • Internet Access
    • Patio
    • Waterfront
    • Grill
    • Porch
    • Outdoor Dining Area
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The ambience of each cottage is one of relaxed comfort. Fashionable cottage decor is enhanced with coordinating spreads & dust ruffles, moldings, 2” wood blinds, valences, sofas, wing and lounge chairs and collectibles. All the cottages are fully furnished including solaria porch, gas... View all property information
    Location Information
    Bozman, Talbot County 21612
    5 of 5 stars Reviewed 30 September 2013
    Our family has been vacationing at Grandview for over 20 years. I think that says it all. Beautiful location, gorgeous sunsets, peaceful and quite. Serene. Plenty of crabbing...
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    Neavitt, MD
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Owner online now
    From
    €224
    / Night
    Payment Protection
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    View Details
    Amenities & Details
    • Grill
    • Wi-Fi
    • Private Garden
    • Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Newly renovated cottage in the village of Neavitt. Neavitt is a great village only 10 minutes away from St. Michaels. The house has waterviews and access to it's own personal dock which is great for fishing, kayaking or paddle boarding. Spend the day out on local waterways and then relax the night... View all property information
    Location Information
    Neavitt, Talbot County 21652
    North Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Owner online now
    From
    €224
    / Night
    Payment Protection
    View Details
    View Details
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This charming restored cottage has all the luxury upgrades you could want!! Gourmet kitchen with granite counters and double-oven, 5-burner gas cooktop, and plenty of storage. Easy-to-enjoy gas fireplace, and ample space for entertaining and kids to play -- both indoors and out! Convenient to... View all property information
    Location Information
    North Beach, Calvert County 20714
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