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
    $178 nightly
    The price is $198 total per night from Aug 24 to Aug 25
    $198 total
    Aug 24 - Aug 25
    Total includes taxes and fees
    10/10 Exceptional! (52 reviews)
    Inn at Perry Cabin

    Inn at Perry Cabin

    308 Watkins Ln, St. Michaels, MD
    $610 nightly
    The price is $671 total per night from Sep 1 to Sep 2
    $671 total
    Sep 1 - Sep 2
    Total includes taxes and fees
    9.4/10 Exceptional! (359 reviews)
    Comfort Suites Chincoteague Island Bayfront Resort

    Comfort Suites Chincoteague Island Bayfront Resort

    4195 Main St, Chincoteague, VA
    $157 nightly
    The price is $177 total per night from Sep 1 to Sep 2
    $177 total
    Sep 1 - Sep 2
    Total includes taxes and fees
    9.4/10 Exceptional! (1,003 reviews)
    Hilton Garden Inn Kent Island Marina

    Hilton Garden Inn Kent Island Marina

    3206 Main St, Grasonville, MD
    $158 nightly
    The price is $175 total per night from Aug 24 to Aug 25
    $175 total
    Aug 24 - Aug 25
    Total includes taxes and fees
    9/10 Wonderful! (982 reviews)
    Annapolis Waterfront Hotel, Autograph Collection

    Annapolis Waterfront Hotel, Autograph Collection

    80 Compromise St, Annapolis, MD
    $237 nightly
    The price is $270 total per night from Sep 1 to Sep 2
    $270 total
    Sep 1 - Sep 2
    Total includes taxes and fees
    8.8/10 Excellent! (856 reviews)
    Hyatt Regency Chesapeake Bay

    Hyatt Regency Chesapeake Bay

    100 Heron Blvd, Cambridge, MD
    $249 nightly
    The price is $283 total per night from Aug 25 to Aug 26
    $283 total
    Aug 25 - Aug 26
    Total includes taxes and fees
    8.6/10 Excellent! (1,005 reviews)
    Anchor Inn

    Anchor Inn

    3791 South Main Street, Chincoteague, VA
    $110 nightly
    The price is $123 total per night from Sep 1 to Sep 2
    $123 total
    Sep 1 - Sep 2
    Total includes taxes and fees
    8.6/10 Excellent! (543 reviews)
    Best Western Plus Holiday Sands Inn & Suites

    Best Western Plus Holiday Sands Inn & Suites

    1330 E Ocean View Ave, Norfolk, VA
    $92 nightly
    The price is $109 total per night from Sep 7 to Sep 8
    $109 total
    Sep 7 - Sep 8
    Total includes taxes and fees
    7.8/10 Good! (1,004 reviews)
    Americas Best Value Inn Princess Anne

    Americas Best Value Inn Princess Anne

    30359 Mt. Vernon Road, Princess Anne, MD
    $75 nightly
    The price is $83 total per night from Aug 21 to Aug 22
    $83 total
    Aug 21 - Aug 22
    Total includes taxes and fees
    6.4/10 (50 reviews)

Hotel Options in Chesapeake Bay

    Washington Plaza Hotel

    Washington Plaza Hotel

    10 Thomas Circle NW, Washington, DC
    $99 nightly
    The price is $115 total per night from Aug 22 to Aug 23
    $115 total
    Aug 22 - Aug 23
    Total includes taxes and fees
    8.6/10 Excellent! (4,558 reviews)
    Hamilton Hotel Washington DC

    Hamilton Hotel Washington DC

    1001 14th St NW, Washington, DC
    $131 nightly
    The price is $147 total per night from Aug 31 to Sep 1
    $147 total
    Aug 31 - Sep 1
    Total includes taxes and fees
    8.6/10 Excellent! (2,634 reviews)
    The Henley Park Hotel

    The Henley Park Hotel

    926 Massachusetts Ave NW, Washington, DC
    $98 nightly
    The price is $114 total per night from Aug 28 to Aug 29
    $114 total
    Aug 28 - Aug 29
    Total includes taxes and fees
    9/10 Wonderful! (1,151 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
91 Condo Rentals
Lowest Price
$83
Highest Price
$671
Popular accommodation
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