Search Chesapeake Bay Villa Rentals from CA $142
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Browse Select Chesapeake Bay Villas

The Boat House on the Bay - On the water; Pet Friendly; WiFi
The Boat House on the Bay - On the water; Pet Friendly; WiFi
7.8 out of 10, Good, (21)

Quiet Villa with Bowling Alley, Pools, +Mini Golf
Quiet Villa with Bowling Alley, Pools, +Mini Golf
9.0 out of 10, Wonderful, (2)
The price is CA $201
CA $259 total
includes taxes & fees
Sep 3 - Sep 4

Washington Family Property, Upper Carriage House in Old Town on 107 S Lee Street
Washington Family Property, Upper Carriage House in Old Town on 107 S Lee Street
10.0 out of 10, Exceptional, (25)

Quiet Villa with Access to Amazing Amenities
Quiet Villa with Access to Amazing Amenities
8.8 out of 10, Excellent, (3)
The price is CA $142
CA $192 total
includes taxes & fees
Sep 1 - Sep 2

Diamond Resorts The Historic Powhatan Resort - 2 Bedroom Groundfloor
Diamond Resorts The Historic Powhatan Resort - 2 Bedroom Groundfloor

Marriott's Manor Club (1 Bedroom)
Marriott's Manor Club (1 Bedroom)
The price is CA $1,375
CA $1,594 total
includes taxes & fees
Aug 19 - Aug 20
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.
Save an average of 15% on thousands of hotels when you're signed in
Top Chesapeake Bay Hotel Reviews

Hyatt Regency Baltimore Inner Harbor
10/10 Excellent
Find out more about Chesapeake Bay
Find out more about Chesapeake Bay
Chesapeake Bay Villas information
Number of reviews | 44 |
---|---|
Accommodation | 6 Villas |
Lowest Price | CA $142 |
Highest Price | CA $1,375 |
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Popular Destinations
- Villas in Baltimore
- Villas in Cambridge
- Villas in Norfolk
- Villas in St. Michaels
- Villas in Alexandria
- Villas in Colonial Beach
- Villas in Washington
- Villas in Hampton
- Villas in College Park
- Villas in Laurel
- Villas in Springfield
- Villas in Chincoteague
- Villas in Williamsburg
- Villas in Newport News
- Villas in Cape Charles
Top Villas in Other Destinations
- Villas in Florida
- Villas in Michigan
- Villas in Hawaii
- Villas in Maine
- Villas in Hocking County
- Villas in New Jersey
- Villas in Wisconsin
- Villas in North Carolina
- Villas in Door County
- Villas in California
- Villas in Walton County
- Villas in Pennsylvania
- Villas in Tennessee
- Villas in Minnesota
- Villas in Virginia
- Villas in Colorado
More Accommodation Types in Chesapeake Bay
- Vacation Homes in Chesapeake Bay
- Apartments in Chesapeake Bay
- Condo Rentals in Chesapeake Bay
- Cottages in Chesapeake Bay
- B&B in Chesapeake Bay
- Motels in Chesapeake Bay
- Aparthotels in Chesapeake Bay
- Resorts in Chesapeake Bay
- Guest Houses in Chesapeake Bay
- Hostels in Chesapeake Bay
- Cabin Rentals in Chesapeake Bay
- Houseboats in Chesapeake Bay
- Castles in Chesapeake Bay
- Condo Resorts in Chesapeake Bay
- Hotels
All Accommodation Types
Be inspired: Top Villas destinations in 2025
- Niagara Falls Villas
- Toronto Villas
- Montreal Villas
- Vancouver Villas
- Ottawa Villas
- Calgary Villas
- Quebec Villas
- Edmonton Villas
- Whistler Villas
- Laurentians Villas
- Winnipeg Villas
- Kingston Villas
- The Blue Mountains Villas
- Saint Ferreol les Neiges Villas
- Saskatoon Villas
- Mississauga Villas
- Collingwood Villas
- Hamilton Villas
- Okanagan Valley Villas
- Vaughan Villas
More ways to book
Expedia's Latest Trends
Hotels
- Cheap Hotels in Florida Keys
- Hotels in Monument Valley
- Hotels in Florida Keys
- Beach Hotel in Gulf Coast
- Hotels in Pocono Mountains
- All Inclusive Resorts and Hotels in Florida Keys
- All Inclusive Resorts and Hotels in Pocono Mountains
- Hotels in Gulf Coast
- Beach Hotel in Florida Keys
- Hotels with a Lazy River in Southern California
Flights
Activities
Vacation Rentals