Compare Chesapeake Bay Condo Rentals

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Featured Chesapeake Bay Condo Rentals

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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.

Chesapeake Bay Accommodation Oceanfront

    Inn at Huntingfield Creek

    Inn at Huntingfield Creek

    4928 Eastern Neck Rd, Rock Hall, MD
    The price is $198 per night from May 4 to May 5
    $198
    includes taxes & fees
    $178 per night
    May 4 - May 5
    10/10 Exceptional! (50 reviews)
    Inn at Perry Cabin

    Inn at Perry Cabin

    308 Watkins Ln, St. Michaels, MD
    The price is $604 per night from May 4 to May 5
    $604
    includes taxes & fees
    $549 per night
    May 4 - May 5
    9.4/10 Exceptional! (344 reviews)
    Comfort Suites Chincoteague Island Bayfront Resort

    Comfort Suites Chincoteague Island Bayfront Resort

    4195 Main St, Chincoteague, VA
    The price is $136 per night from May 22 to May 23
    $136
    includes taxes & fees
    $120 per night
    May 22 - May 23
    9.4/10 Exceptional! (1,000 reviews)
    Hilton Garden Inn Kent Island Marina

    Hilton Garden Inn Kent Island Marina

    3206 Main St, Grasonville, MD
    The price is $159 per night from May 5 to May 6
    $159
    includes taxes & fees
    $144 per night
    May 5 - May 6
    9/10 Wonderful! (913 reviews)
    Annapolis Waterfront Hotel, Autograph Collection

    Annapolis Waterfront Hotel, Autograph Collection

    80 Compromise St, Annapolis, MD
    The price is $245 per night from May 26 to May 27
    $245
    includes taxes & fees
    $215 per night
    May 26 - May 27
    8.8/10 Excellent! (811 reviews)
    Anchor Inn

    Anchor Inn

    3791 South Main Street, Chincoteague, VA
    The price is $138 per night from May 4 to May 5
    $138
    includes taxes & fees
    $123 per night
    May 4 - May 5
    8.8/10 Excellent! (525 reviews)
    Hyatt Regency Chesapeake Bay

    Hyatt Regency Chesapeake Bay

    100 Heron Blvd, Cambridge, MD
    The price is $275 per night from May 6 to May 7
    $275
    includes taxes & fees
    $242 per night
    May 6 - May 7
    8.6/10 Excellent! (1,001 reviews)
    Best Western Plus Holiday Sands Inn & Suites

    Best Western Plus Holiday Sands Inn & Suites

    1330 E Ocean View Ave, Norfolk, VA
    The price is $109 per night from May 7 to May 8
    $109
    includes taxes & fees
    $92 per night
    May 7 - May 8
    7.8/10 Good! (999 reviews)
    Americas Best Value Inn Princess Anne

    Americas Best Value Inn Princess Anne

    30359 Mt. Vernon Road, Princess Anne, MD
    The price is $89 per night from May 4 to May 5
    $89
    includes taxes & fees
    $80 per night
    May 4 - May 5
    6.2/10 (44 reviews)

Hotel Options in Chesapeake Bay

    Washington Plaza Hotel

    Washington Plaza Hotel

    10 Thomas Circle NW, Washington, DC
    The price is $126 per night from May 2 to May 3
    $126
    includes taxes & fees
    $109 per night
    May 2 - May 3
    8.6/10 Excellent! (4,234 reviews)
    Hilton Garden Inn Reagan National Airport

    Hilton Garden Inn Reagan National Airport

    2020 Richmond Highway, Arlington, VA
    The price is $117 per night from May 10 to May 11
    $117
    includes taxes & fees
    $103 per night
    May 10 - May 11
    8.4/10 Very Good! (1,625 reviews)
    Renaissance Baltimore Harborplace Hotel

    Renaissance Baltimore Harborplace Hotel

    202 E Pratt St, Baltimore, MD
    The price is $169 per night from May 26 to May 27
    $169
    includes taxes & fees
    $144 per night
    May 26 - May 27
    8.4/10 Very Good! (2,148 reviews)

Luxury Condos

Find luxury condos in Chesapeake Bay
Get your vacation off to a fabulous start by booking a luxury condo in Chesapeake Bay. They’re a great option if you want to pamper yourself a little more than usual on your next getaway. Plus, they give you a unique opportunity to see the city the way a local would. You’re not in a hotel—you’re home. Condominiums come in all shapes and sizes, and with Orbitz on your side, you’ll find exactly the right one for your trip.

Stay in a Chesapeake Bay condo
Vacation condo rentals are a nice alternative to hotels with perks such as multiple bedrooms, living rooms, balconies, laundry facilities, Wi-Fi access and espresso machines. And don’t underestimate the power of the full kitchen in your condo: whipping up midnight snacks is a breeze, and hey, making a meal on your own without worrying about ordering in or going out to eat is just plain convenient. You might also have a pool, a gym and a hot tub on the property or close by.  

Exploring Chesapeake Bay will be a breeze with a downtown condo as your home base. You’ll be close to the top sights, and within walking distance of great restaurants, shopping, and bars. Got leftovers? Put them in your fridge. Remember, you’re living like a local now.

Chesapeake Bay Condo Rentals essential information

Accommodation
60 Condo Rentals
Lowest Price
$89
Highest Price
$604
Popular accommodation
Lovely Duplex Apartment - Free Garage parking close to DC, West Taylor Run Hotel, Luxury Riverfront Condo w/ sunrise & sunset views, Historic DC Firehouse Penthouse Loft, 3 Bedroom, 3 Bath Condo on the James River in gated Kingsmill, Waterfront on Marsh Island!, Wyndham Kingsgate - 2 Bedroom Deluxe, Spacious 4-bedroom condo with WiFi and fitness room in charming Williamsburg, Only 5 min. from the Beach!