Chesapeake Beach Vacation Rentals

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Our top choices for Chesapeake Beach vacation homes

Vacation Home in Chesapeak beach

Family Beach House: Spacious Deck, Grill & Views
9.0 out of 10, Wonderful, (6 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is CA $232
CA $604 total
includes taxes & fees
Mar 18 - Mar 19
Family Beach House: Spacious Deck, Grill & Views

Vacation Home in Waldorf

Haven 2
2.5 star property
The price is CA $64
CA $140 total
includes taxes & fees
Apr 3 - Apr 4
Haven 2
9.8 out of 10, Exceptional, (43 reviews)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
United States
Stephanie S.
The price is CA $97
CA $345 total
includes taxes & fees
Mar 4 - Mar 5
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
10.0 out of 10, Exceptional, (19 reviews)
"We loved our stay! The property was just as advertised and had everything we needed. Quiet area and felt very safe. The owners provided excellent communication as well!"
United States
Jennifer B.
The price is CA $92
CA $421 total
includes taxes & fees
Mar 4 - Mar 5
Walk to Beach! King Bed & Free Beach Passes
8.8 out of 10, Excellent, (3 reviews)
"The place is very nice and comfortable inside. Quiet. Great place to sleep - no noise."
United States
William
The price is CA $235
CA $658 total
includes taxes & fees
Mar 4 - Mar 5
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
9.2 out of 10, Wonderful, (16 reviews)
"Nice little spot, very quiet "
United States
Susan S.
The price is CA $225
CA $487 total
includes taxes & fees
Mar 11 - Mar 12
Wright's Cottage- Pet's Welcome & EV Charging
9.8 out of 10, Exceptional, (11 reviews)
"Great communication with the host, easy check in.. nice property. "
United States
Henry P.
The price is CA $331
CA $740 total
includes taxes & fees
Mar 4 - Mar 5
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
10.0 out of 10, Exceptional, (14 reviews)
"Second time staying at this lovely, serene home/property. It’s the perfect getaway if you’re looking to escape into some peace! Highly recommend "
United States
Jill C.
The price is CA $358
CA $726 total
includes taxes & fees
Mar 4 - Mar 5
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
9.6 out of 10, Exceptional, (5 reviews)
"We had a short stay after a sporting event in DC, it was a little less than an hour away. Convenient location and a very clean house. Kitchen was well stocked. There was little communication with the owner, which was nice vs a long list of rules, but we would have liked to know any of their local specific favorite spots or more detailed check in/check out. Worked out nicely for our family. "
United States
Carrie K.
The price is CA $273
CA $535 total
includes taxes & fees
Mar 30 - Mar 31
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
10.0 out of 10, Exceptional, (32 reviews)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
The price is CA $158
CA $588 total
includes taxes & fees
Mar 15 - Mar 16
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
10.0 out of 10, Exceptional, (8 reviews)
"Such a cool neighborhood! Easy walk to an amazing private beach. Would love to stay again. "
United States
Olivia M.
The price is CA $327
CA $601 total
includes taxes & fees
Mar 17 - Mar 18
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
10.0 out of 10, Exceptional, (5 reviews)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
United States
Paul C.
The price is CA $217
CA $706 total
includes taxes & fees
Mar 11 - Mar 12
Annapolis Retreat - 7 mins from downtown Annapolis!
10.0 out of 10, Exceptional, (4 reviews)
"Would stay here again "
United States
Thomas D.
The price is CA $215
CA $606 total
includes taxes & fees
Mar 8 - Mar 9
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
The price is CA $246
CA $544 total
includes taxes & fees
Mar 5 - Mar 6
Cozy Beach Retreat - 3 bedrooms with 3 queen size beds. Sleeps 6
The price is CA $276
CA $619 total
includes taxes & fees
Mar 8 - Mar 9
Sunset Cottage - West River Access and Views!
The price is CA $239
CA $634 total
includes taxes & fees
Mar 5 - Mar 6
5 Mi to Show Place Arena: Quiet Townhome w/ Patio
10.0 out of 10, Exceptional, (4 reviews)
"Great location, easy check in/out. Everything we needed was available! Very comfortable bed, super cute property. "
United States
MJ S.
The price is CA $307
CA $487 total
includes taxes & fees
Mar 4 - Mar 5
Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .
10.0 out of 10, Exceptional, (2 reviews)
"The property was beautiful with plenty of space to have a getaway with friends. The host was super communicative when we had issues with check in. Would highly recommend staying here!"
United States
Sam A.
The price is CA $271
CA $917 total
includes taxes & fees
Mar 4 - Mar 5
Golden Anchor Retreat; Lux Living! - Sleeps 7
8.8 out of 10, Excellent, (3 reviews)
"Very cute house. It was exactly what I was looking for. "
United States
Collin G.
The price is CA $202
CA $661 total
includes taxes & fees
Mar 24 - Mar 25
London Towne Bungalow w/Loft - Walk to the Beach!
The price is CA $273
CA $513 total
includes taxes & fees
Mar 22 - Mar 23
2BR, 1BA Boutique Brick Beauty located in historic Eastport.
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.

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Top Chesapeake Beach Hotel Reviews

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Chesapeake Beach Vacation Homes information

Number of reviews
164
Accommodation
381 Vacation Homes
Lowest Price
CA $140
Highest Price
CA $917

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