25186+ Luxury Vacation Rentals & Cabins in Chesapeake Bay |
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Chesapeake Bay Cabin Rentals

About Chesapeake Bay Vacation Rentals

There are more than 25186 incredible getaway rentals that are available in Chesapeake Bay. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.ca and uncover great stays in Chesapeake Bay.

Cabinns.ca features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.ca in Chesapeake Bay, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.ca vacation rentals, resorts, and Airbnb-style properties in Chesapeake Bay. Places to stay near Chesapeake Bay are 743.28 ft² on average, with prices averaging CA $460 a night.

Cabinns.ca helps you find the ideal holiday rental to create a lifetime of travel memories in Chesapeake Bay. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.

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Top Cabin Rentals, Cottages, and Holiday Home Rentals in Chesapeake Bay

Type Count
Vacation Homes 10702
Holiday Apartments 7005
Cottages 578
B&B 376
Villas 258
Others 95
Cabin Rentals 88
Unique Vacation Rentals 49
Unique Vacation Rentals 12
Ski Chalet Rentals 5

Use these Quick Filters to Find a Vacation Rental in Chesapeake Bay

★ Pro Tip: Cabinns.ca is a cabin vacation rental website, pulling some of the top cabins, luxury resorts, and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible cabin resorts and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Chesapeake Bay with Cabinns.ca.

Weather in Chesapeake Bay, US

View the weather forecast for Chesapeake Bay before booking your Chesapeake Bay Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Activities Chesapeake Bay Guest Reviews Local Attractions

A Large Selection of Cabins and Vacation Rentals from Around the World Chesapeake Bay. Discover Top Attractions For Your Next Outdoor Adventure.


White House
Busch Gardens Williamsburg
National Mall
Virginia Beach Boardwalk
Washington Monument
National Aquarium in Baltimore
Colonial Williamsburg
Walter E. Washington Convention Center
George Washington University
Arlington National Cemetery
Smithsonian National Air and Space Museum
Naval Station Norfolk
Lincoln Memorial
Baltimore Cruise Terminal
University of Maryland-College Park
Johns Hopkins University
Capital One Arena
United States Capitol
Baltimore Convention Center
National Museum of Natural History

Find Nearby Cabin Rentals in these Cities & Neighborhoods


Maryland 19,369 Properties
Northern Chesapeake Bay 12,103 Properties
Washington 4,355 Properties
District of Columbia 4,161 Properties
Norfolk - Virginia Beach 3,673 Properties
Northwest 2,821 Properties
Virginia Beach 2,392 Properties
Baltimore 1,823 Properties
Anne Arundel County 1,771 Properties
James City County 1,528 Properties
Williamsburg 1,525 Properties
Northeast Virginia Beach 1,422 Properties

Complexes around Chesapeake Bay, US


Wyndham Patriots Lockoff Williamsburg 172 Properties
Phoenixpark Washington 22 Properties
Alexandria 52 Properties
Virginia Beach Oceanfrnt 93 Properties
Wyndham National Harbor 59 Properties
Inn 19 Properties
Ballston 44 Properties
Enjoy Beauty The Chesapeake Bay 41 Properties
Bethesda 34 Properties
Georgetown 30 Properties
Crystal City Arlington Va 7 Properties
Dupont Circle Nr U Street Metro Glen Mkt 14 Properties
Capitol Hill 16 Properties
Pentagon City 11 Properties
Prince Street Inn 15 Properties
See More Complexes

Frequently Asked Questions About Chesapeake Bay?

What are the top cabins, lake houses & summer homes in Chesapeake Bay?

We provide an array of great vacation destinations in Chesapeake Bay. If you are looking to stay in or around the Chesapeake Bay area, make sure to browse our options to find a premium cabin resort or rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Chesapeake Bay:

How many cabin rentals and resorts have private pools in Chesapeake Bay?

We have 1317 cabins, luxury resorts, and holiday home rentals featuring a private pool in and near Chesapeake Bay. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which cabin rental, resort, or holiday home in Chesapeake Bay is best for families?

Searching for a family-friendly cabin in Chesapeake Bay? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfectly fit families of all sizes.

How many hotels, resorts, or cabin rentals are available in Chesapeake Bay?

Cabinns.ca offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.ca in 2025 is over 25186 in the Chesapeake Bay area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.ca can provide you with a diverse amount of choices of the best luxury stays in Chesapeake Bay.

Nearby Neighborhood (16) 
Neighborhood Property Count
Northwest Rental Cabins and Private Getaways in Chesapeake Bay, US 2821
Northeast Virginia Beach Rental Cabins and Private Getaways in Chesapeake Bay, US 1422
Downtown Washington D.C. Rental Cabins and Private Getaways in Chesapeake Bay, US 1415
Northeast Rental Cabins and Private Getaways in Chesapeake Bay, US 788
Downtown Baltimore Rental Cabins and Private Getaways in Chesapeake Bay, US 725
Capitol Hill Rental Cabins and Private Getaways in Chesapeake Bay, US 668
Crystal City Rental Cabins and Private Getaways in Chesapeake Bay, US 287
Rosslyn Rental Cabins and Private Getaways in Chesapeake Bay, US 230
Dupont Circle Rental Cabins and Private Getaways in Chesapeake Bay, US 180
Downtown Rental Cabins and Private Getaways in Chesapeake Bay, US 174
Old Town Alexandria Rental Cabins and Private Getaways in Chesapeake Bay, US 139
Fells Point Rental Cabins and Private Getaways in Chesapeake Bay, US 71
Georgetown Rental Cabins and Private Getaways in Chesapeake Bay, US 61
Foggy Bottom Rental Cabins and Private Getaways in Chesapeake Bay, US 57
Inner Harbor Rental Cabins and Private Getaways in Chesapeake Bay, US 50
Pentagon City Rental Cabins and Private Getaways in Chesapeake Bay, US 46

People Also Ask

There are 2807 hotels in Chesapeake Bay 711 resorts, and 18053 rentals

Recently Booked Private Villas, Cabin Resorts, and Rentals Chesapeake Bay