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Search Vacation Homes in Chesapeake Beach

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Vacation Homes in Chesapeake Beach

Family Beach House: Spacious Deck, Grill & Views
9.0 out of 10, Wonderful, (6)
"This house could not have a better location. There’s a gorgeous beach right across the street. My family and I spent many hours walking the beach looking for beach glass and shark teeth, which were surprisingly plentiful. There was even a nice dock to fish on. The house is very well kept. The upstairs table on the patio was a favorite of mine. The owner was in constant contact. We had a blast."
United States
Jeff B.
$417 nightly
The price is $439
Nov 6 - Nov 7
Total with taxes and fees
Family Beach House: Spacious Deck, Grill & Views
Relax on Kent Island in 3 Bedroom Home w/Waterview
9.8 out of 10, Exceptional, (41)
"This is a great place for a small family and friends' weekend reunion."
United States
Paul G.
$264 nightly
The price is $280
Nov 16 - Nov 17
Total with taxes and fees
Relax on Kent Island in 3 Bedroom Home w/Waterview
Walk to Beach! King Bed & Free Beach Passes
10.0 out of 10, Exceptional, (16)
"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.
$323 nightly
The price is $356
Dec 2 - Dec 3
Total with taxes and fees
Walk to Beach! King Bed & Free Beach Passes
Beautiful Waterfront Retreat in Cambridge!
10.0 out of 10, Exceptional, (49)
"Beautifully decorated home, clean and spacious. We really enjoyed the private waterfront and kayak. Would love to come back. "
United States
Woobum H.
$377 nightly
The price is $400
Nov 9 - Nov 10
Total with taxes and fees
Beautiful Waterfront Retreat in Cambridge!
Annapolis Retreat - 7 mins from downtown Annapolis!
10.0 out of 10, Exceptional, (4)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
United States
Paul C.
$474 nightly
The price is $540
Nov 11 - Nov 12
Total with taxes and fees
Annapolis Retreat - 7 mins from downtown Annapolis!
London Towne Bungalow w/Loft - Walk to the Beach!
8.8 out of 10, Excellent, (3)
"Very cute house. It was exactly what I was looking for. "
United States
Collin G.
$441 nightly
The price is $469
Nov 11 - Nov 12
Total with taxes and fees
London Towne Bungalow w/Loft - Walk to the Beach!
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
9.8 out of 10, Exceptional, (11)
"Very clean - well equipped - perfect for our relaxing weekend."
United States
Chris J.
$426 nightly
The price is $486
Nov 11 - Nov 12
Total with taxes and fees
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Wright's Cottage- Pet's Welcome & EV Charging
9.2 out of 10, Wonderful, (15)
"This was a wonderful peaceful stay and the host was great. Loved it!!! "
United States
Fr. Jamie C.
$340 nightly
The price is $388
Dec 3 - Dec 4
Total with taxes and fees
Wright's Cottage- Pet's Welcome & EV Charging
Edgewater/Mayo Gateaway w/ Hot Tub
9.8 out of 10, Exceptional, (24)
"We had a very good time. Fenced backyard for the pet was a great added value. We could relax and visit the beach and the towns around. We really enjoyed our stay."
United States
Mireia A.
$497 nightly
The price is $530
Nov 6 - Nov 7
Total with taxes and fees
Edgewater/Mayo Gateaway w/ Hot Tub
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
9.4 out of 10, Exceptional, (3)
"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.
$367 nightly
The price is $389
Nov 11 - Nov 12
Total with taxes and fees
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
10.0 out of 10, Exceptional, (4)
"Very comfortable bedrooms and sitting area. Perfect location for the event we were attending. Very clean. Friendly host. "
United States
Mark E.
$376 nightly
The price is $429
Nov 6 - Nov 7
Total with taxes and fees
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
10.0 out of 10, Exceptional, (30)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
$454 nightly
The price is $501
Dec 3 - Dec 4
Total with taxes and fees
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
10.0 out of 10, Exceptional, (7)
"This house was extremely clean and a comfortable choice for 4 older adults attending a family wedding in St Leonard. "
United States
Susan W.
$386 nightly
The price is $409
Nov 10 - Nov 11
Total with taxes and fees
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
Holly Hill Haven - Sleeps 10
10.0 out of 10, Exceptional, (3)
"Only thing is I would better stock the kitchen. Other than that NO COMPLAINTS! Great location, great clean and comfortable home to host thanksgiving "
United States
Brittany B.
$486 nightly
The price is $518
Dec 2 - Dec 3
Total with taxes and fees
Holly Hill Haven - Sleeps 10
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
10.0 out of 10, Exceptional, (14)
"very serene, peaceful home on the bay! Amazing getaway! "
United States
Jill C.
$513 nightly
The price is $544
Nov 16 - Nov 17
Total with taxes and fees
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Golden Anchor Retreat; Lux Living! - Sleeps 7
10.0 out of 10, Exceptional, (2)
"The property was very nice! Very spacious and very well put together. The communication with the owners is very good and helped a lot! The home was very clean. Nice garage for parking if you have more than 1 car traveling. We enjoyed our stay! "
United States
Karmen D.
$560 nightly
The price is $598
Nov 6 - Nov 7
Total with taxes and fees
Golden Anchor Retreat; Lux Living! - Sleeps 7
The Hidaway on the Patuxent River<br>Children allowed and welcomed to stay.
9.2 out of 10, Wonderful, (9)
"Got to go fishing, kayaking, and swimming in the pool. Had a great time, views are wonderful and it’s a peaceful environment. 10/10 would stay again."
United States
Timothy H.
$550 nightly
The price is $583
Nov 6 - Nov 7
Total with taxes and fees
The Hidaway on the Patuxent River<br>Children allowed and welcomed to stay.
MD Pulse 4BR Home | Garden Views & Family Retreat Near DC
7.4 out of 10, Good, (3)
"Very bad experience, we arrived late due to flight delay and within 15 minutes of checking in, cockroach in the bathroom and a baby roach crawling on the kitchen counter. We took pictures for proof and left immediately. We had to find last minute accommodations for the week elsewhere, which is inconvenient since we booked this home a few months prior. The listing of the home is accurate as described but we couldn’t enjoy it because of the roach infestation problem. The host offered to have...
United States
thomas c.
$323 nightly
The price is $342
Dec 3 - Dec 4
Total with taxes and fees
MD Pulse 4BR Home | Garden Views & Family Retreat Near DC
Welcoming 3-bedroom townhome with AC in Waldorf
10.0 out of 10, Exceptional, (1)
"When we walked in, the host had the dining room table set nicely. We thought, "Wow, this place is fancy." We enjoyed the ping pong table and plenty of rooms for our family gathering. "
United States
Keith A.
$315 nightly
The price is $334
Nov 23 - Nov 24
Total with taxes and fees
Welcoming 3-bedroom townhome with AC in Waldorf
Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .
$312 nightly
The price is $356
Nov 6 - Nov 7
Total with taxes and fees
Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .
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

Find out more about Chesapeake Beach

Chesapeake Beach Vacation Homes information

Number of reviews
225
Accommodation
402 Vacation Homes
Lowest Price
$280
Highest Price
$598

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