What are the top rated Short Term Stays in Chesapeake Bay?

There are a lot of options in Chesapeake Bay. If you plan on staying in the Chesapeake Bay area, consider making a reservation for a few nights at one of these properties as these have been rated the top Short Term Stays in Chesapeake Bay: <a href="/property/stay-in-the-heart-of-saint-michaels/HA-3211373700" class="class="static-page-link"">Stay in the HEART of Saint Michaels!</a> <a href="/property/cozy-dog-friendly-duplex-at-the-north-end-short-walk-to-the-beach/HA-321568748" class="class="static-page-link"">Cozy, Dog-friendly Duplex At The North End Short Walk To The Beach!</a> <a href="/property/adorable-cottage-in-the-heart-of-the-old-beach-area-close-to-the-boardwalk/HA-1214247297" class="class="static-page-link"">Adorable Cottage In The Heart Of The Old Beach Area, Close To The Boardwalk.</a> <a href="/property/the-holidays-are-over-in-irvington-just-plop-and-do-absolutely-nothing/HA-321825122" class="class="static-page-link"">The Holidays are over in Irvington. Just plop and do absolutely nothing!</a> <a href="/property/water-front-retreat-sunrise-and-sunset-water-views-lots-of-amenities/HA-321294688" class="class="static-page-link"">Water Front Retreat - Sunrise and Sunset Water Views - Lots of Amenities</a> <a href="/property/captivating-chesapeake-experience/HA-3212968702" class="class="static-page-link"">Captivating Chesapeake experience</a> <a href="/property/historic-cottage-on-ware-river-estate/HA-3213119372" class="class="static-page-link"">Historic Cottage on Ware River Estate</a> <a href="/property/fantastic-home-in-the-heart-of-the-vb-resort-area-walk-to-beach-boardwalk/HA-3211317501" class="class="static-page-link"">Fantastic home in the heart of the VB Resort Area Walk to Beach, Boardwalk.</a> <a href="/property/breezy-quaint-and-dog-friendly-north-end-duplex/HA-3211344674" class="class="static-page-link"">Breezy, Quaint, and Dog- Friendly North End duplex.</a> <a href="/property/family-and-pet-friendly-waterfront-with-pier/HA-321450640" class="class="static-page-link"">Family and Pet-Friendly, Waterfront with Pier</a>

How much is rent for a furnished short-term stay in Chesapeake Bay?

At Luxurycruises short-term furnished accommodation in or near Chesapeake Bay ranges from $15 to $15,000 per night.

How many holiday rentals near Chesapeake Bay are available?

We have 26510 places to stay near Chesapeake Bay. Check out the complete list of holiday rentals in Chesapeake Bay to find what works for your next trip.

Can we get a self-catering short-term stay in Chesapeake Bay?

Yes, there are 26510 self-catering short-term rental homes in Chesapeake Bay that have hot tubs & other amenities The most popular self-catering top-rated rental homes are: Cottage on a Private Island in the York River Great Location with 2 King beds 2 queen beds 900. B Seaside 2 Br Cottage with Bay Views, Veranda, High Ceilings, Hot Tub, Private Beach, Beachfront Grilling, & Kayaks Private Apt. in Historic Home: Walk to Monuments, Museums & Convention Center.

What are the best luxury short-term stays for families near Chesapeake Bay?

There are more than 26510 luxury temporary places to stay near Chesapeake Bay, with other amenities available according to 2026 data from Luxurycruises.

Chesapeake Bay Short-Term Rentals

Cottage on a Private Island in the York River

From US $221

10.0 (360 Reviews)

Cottage

Cottage on a Private Island in the York River

Air Conditioner
Parking
Pet Friendly

Chesapeake Bay Short-Term Vacation Rentals

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