Title: Chesapeake Beach Vacation Home Rentals from CA $375: Search Top Private Vacation Homes for Rent | Expedia.ca

 

[Chesapeake Beach Travel Guide](https://expedia.ca/Chesapeake-Beach.dx88967)[Hotels in Chesapeake Beach](https://expedia.ca/Chesapeake-Beach-Hotels.d88967.Travel-Guide-Hotels)[Vacation Rentals in Chesapeake Beach](https://expedia.ca/Chesapeake-Beach-Vacation-Rentals.d88967.Travel-Guide-VacationRentals)[Things to do in Chesapeake Beach](https://expedia.ca/Things-To-Do-In-Chesapeake-Beach.d88967.Travel-Guide-Activities)[Chesapeake Beach Car Rentals](https://expedia.ca/Car-Rentals-In-Chesapeake-Beach.d88967.Car-Rental-Guide)[Chesapeake Beach Vacation Packages](https://expedia.ca/Chesapeake-Beach.d88967.Destination-Travel-Guides)

![Boardwalk along the Chesapeake Bay.](https://images.trvl-media.com/place/88967/e2079c3a-0245-4a90-abab-4255f259a6e7.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Ronanne Vinson

# Chesapeake Beach Vacation Rentals

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## Check prices for these dates

In two weeks

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=88967&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=88967&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=88967&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=88967&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Chesapeake Beach Vacation Homes

![Marina](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/c77382da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/b482bb5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/99582f9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/12356e9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Stevensville

9.8/10

Exceptional

(42)

"We had a great stay! The property has everything we needed and host was easy to communicate with "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stephanie S.

CA $117

CA $375 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Stevensville-Hotels-Relax-On-Kent-Island-In-3-Bedroom-Home-WWaterview.h84063656.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/3f3bd4d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/0e96ebfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/9130ca6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/07d26e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in North Beach

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer B.

CA $120

CA $463 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/North-Beach-Hotels-Plant-Filled-Oasis-Near-Beach-Town-With-Passes-Tips.h69541327.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/97000000/96120000/96117900/96117871/e7ff4058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96120000/96117900/96117871/49fd9b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/97000000/96120000/96117900/96117871/c3524691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96120000/96117900/96117871/5ae97cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cambridge

10/10

Exceptional

(49)

"Wonderful stay. The Crab Shack and dock were the highlights. We spent most of our time there. It was awesome. Highly recommend. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christopher D.

CA $228

CA $534 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Cambridge-Hotels-Beautiful-Waterfront-Retreat-In-Cambridge.h96117871.Hotel-Information)

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/aaa820d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/520df554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/67700a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/d0edf916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in North Beach

10/10

Exceptional

(31)

"Perfect place to spend quality time with our three adult children and their significant others. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Malarkey F.

CA $201

CA $652 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/North-Beach-Hotels-Huge-Beach-Bungalow-WYard.h83966408.Hotel-Information)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/9a42128d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/4429fbeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/9ff5ea83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/a1c3089f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Prince Frederick

9.6/10

Exceptional

(4)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carrie K.

CA $254

CA $514 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Prince-Frederick-Hotels-Kick-Back-And-Enjoy-The-Chesapeake-This-3-Bedroom.h113522263.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/64000000/63650000/63641700/63641659/7fd63e9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63650000/63641700/63641659/c5ddefd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/64000000/63650000/63641700/63641659/bb60f922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63650000/63641700/63641659/053c923e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Dorchester County

10/10

Exceptional

(41)

"Good time with my friends "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Oleg L.

CA $309

CA $391 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/Cambridge-Hotels-Sunset-Breezes-Quiet-Waterfront-Retreat.h63641659.Hotel-Information)

![TV, offices](https://images.trvl-media.com/lodging/106000000/105550000/105549100/105549011/b24c0f35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105550000/105549100/105549011/f3fa7d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/106000000/105550000/105549100/105549011/756b8e7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105550000/105549100/105549011/cb12abf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Annapolis

9.2/10

Wonderful

(15)

"The property was well cleaned and communication with owner was excellent. Would stay again"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristen

CA $249

CA $526 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Annapolis-Hotels-Wrights-Cottage-Pets-Welcome-EV-Charging.h105549011.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/117000000/116010000/116005700/116005601/5eca3b46_edited_e784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116010000/116005700/116005601/8aaef683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116010000/116005700/116005601/681a375c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116010000/116005700/116005601/10e31f36_edited_f301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Shady Side

10/10

Exceptional

(4)

"Would stay here again "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thomas D.

CA $203

CA $605 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Shady-Side-Hotels-Peaceful-2-Bedroom-2-Bathroom-House-With-WiFi-And-AC-In-Serene-Shady-Side.h116005601.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/93cefa30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/639ad145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/8b5db833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/0a7737a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Arundel on the Bay

9.8/10

Exceptional

(11)

"Very clean - well equipped - perfect for our relaxing weekend."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chris J.

[](https://www.expedia.ca/Annapolis-Hotels-Charming-Cottage-With-Hot-Tub-1-Block-From-The-Bay.h91033683.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/624fee99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/9a1b795e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/598c5e4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/fcc30818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Prince Frederick

10/10

Exceptional

(8)

"Clean and easy "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert R.

CA $238

CA $497 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Prince-Frederick-Hotels-2-Blocks-From-Dares-Beach-On-The-Chesapeake-Bay-Beach-And-Boat-Access.h103638094.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96310000/96305200/96305191/be87237c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96310000/96305200/96305191/1f3bb03b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/97000000/96310000/96305200/96305191/12965aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96310000/96305200/96305191/4b2ae259.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Edgewater

9.8/10

Exceptional

(24)

"Very clean, had everything we needed for our stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jackie R.

CA $337

CA $897 total

includes taxes & fees

Dec 16 - Dec 17

[](https://www.expedia.ca/Edgewater-Hotels-EdgewaterMayo-Getaway.h96305191.Hotel-Information)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119250000/119245200/119245196/c4666ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119250000/119245200/119245196/9c416c84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/120000000/119250000/119245200/119245196/5bfc424e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/120000000/119250000/119245200/119245196/d220d578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Waldorf

10/10

Exceptional

(2)

"Location was perfect and the pool/ping pong table made it more enjoyable."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

pamela h.

CA $227

CA $441 total

includes taxes & fees

Dec 6 - Dec 7

[](https://www.expedia.ca/Waldorf-Hotels-Welcoming-3-Bedroom-Townhome-With-AC-In-Waldorf.h119245196.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/118000000/117290000/117289400/117289332/bb0aa611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117290000/117289400/117289332/77a954b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/118000000/117290000/117289400/117289332/b12e5bff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117290000/117289400/117289332/ba759267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Edgewater

10/10

Exceptional

(2)

"Very comfortable home. We only stayed one night but the property was quiet and safe. Nice neighborhood to walk around, including a marina and small beach down the street."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jay B.

CA $317

CA $506 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Edgewater-Hotels-Charming-3-Bedroom-House-With-AC.h117289332.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/64000000/63750000/63746600/63746504/add7758c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/64000000/63750000/63746600/63746504/a371f3a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/64000000/63750000/63746600/63746504/05f2c44c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63750000/63746600/63746504/0c7ad581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Prince Frederick

9.2/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Timothy H.

CA $406

CA $822 total

includes taxes & fees

Nov 29 - Nov 30

[](https://www.expedia.ca/Prince-Frederick-Hotels-The-Hidaway-On-The-Patuxent-River.h63746504.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102200000/102196500/102196415/33cfa758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/103000000/102200000/102196500/102196415/d99fcfee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102200000/102196500/102196415/cd945e71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/103000000/102200000/102196500/102196415/5e4c7bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Waldorf

7.4/10

Good

(3)

"At first glance I just knew this place was the vision of professional designer, but the host, Andre, said he just went with what he liked! Available day or night, Andre was the most pleasant young man, a wonderful host. We had a marvelous visit. It was so quiet here. The neighborhood was beautiful with lots of new shopping and dining closeby. They are centrally located to so many fabulous areas. MGM Grand in one direction and Colonial Beach (VA) going south. Anyone planning a trip to...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nicki P.

CA $282

CA $507 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Waldorf-Hotels-MD-Pulse-4BR-Home-Garden-Views-Family-Retreat-Near-DC.h102196415.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/111000000/110590000/110587800/110587715/b5f741f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/111000000/110590000/110587800/110587715/d6a2ca79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110590000/110587800/110587715/f2ecb4cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110590000/110587800/110587715/4f09226b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Edgewater

10/10

Exceptional

(2)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sam A.

CA $329

CA $917 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/Edgewater-Hotels-New-Golden-Anchor-Retreat-Lux-Living.h110587715.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122690000/122684200/122684164/59a887a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/123000000/122690000/122684200/122684164/w1199h797x1y1-6d93b189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/123000000/122690000/122684200/122684164/w1199h797x1y1-df143cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122690000/122684200/122684164/w1200h797x0y1-0a79f7be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Shady Side

CA $323

CA $676 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Shady-Side-Hotels-Sunset-Cottage-West-River-Access-And-Views.h122684164.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/94524d2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/d290777f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/462c5778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/66dfc55d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Eastport

CA $282

CA $534 total

includes taxes & fees

Dec 9 - Dec 10

[](https://www.expedia.ca/2BR.h119717086.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96850000/96845700/96845663/672659cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96850000/96845700/96845663/42a128d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96850000/96845700/96845663/w1024h679x0y0-883313d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96850000/96845700/96845663/w1024h680x0y0-05de462c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Waldorf

9.4/10

Exceptional

(6)

"This property was super gorgeous and spacious so we were able to relax. Guests had more than enough space and didn’t feel like they were on top of each other sleeping wise! We were able to just have dinner and feel safe! The owner answered any questions we had within 15 minutes, which was super helpful! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

khaddija j.

CA $374

CA $818 total

includes taxes & fees

Nov 28 - Nov 29

[](https://www.expedia.ca/Waldorf-Hotels-Tranquil-Modern-Farmhouse.h96845663.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110590000/110586400/110586395/a3e105c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/111000000/110590000/110586400/110586395/2a6a4885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110590000/110586400/110586395/w640h386x0y0-50d70aa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110590000/110586400/110586395/cd40860a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Edgewater

9.6/10

Exceptional

(8)

"what a special place! we were a group of 10 and found the house perfect for dinners, chatting around the outdoor fire and wonderful, comfy beds. The view from the house is beautiful! The kitchen could use a dish rack and a few more sharp knives, but that was just a small issue."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Betsy C.

CA $504

CA $1,161 total

includes taxes & fees

Nov 30 - Dec 1

[](https://www.expedia.ca/Edgewater-Hotels-Edgewaters-Shelby-On-The-Bay.h110586395.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-10&endDate=2025-12-11&regionId=88967&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

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## Find vacation rentals that suit your style

Houseboats

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Cottages

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Private vacation homes

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Apartments

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Condos

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+Beach%2C+Maryland%2C+United+States+of+America&regionId=88967&latLong=38.694%2C-76.53376&adults=2&startDate=2026-02-23&d1=2026-02-23&endDate=2026-02-26&d2=2026-02-26&lodging=CONDO)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+Beach%2C+Maryland%2C+United+States+of+America&regionId=88967&latLong=38.694%2C-76.53376&adults=2&startDate=2026-02-23&d1=2026-02-23&endDate=2026-02-26&d2=2026-02-26&lodging=CABIN)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Chesapeake+Beach%2C+Maryland%2C+United+States+of+America&regionId=88967&latLong=38.694%2C-76.53376&adults=2&startDate=2026-02-23&d1=2026-02-23&endDate=2026-02-26&d2=2026-02-26&lodging=VILLA)

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## Top Chesapeake Beach Hotel Reviews

![Residence Inn by Marriott Waldorf](https://images.trvl-media.com/lodging/3000000/2680000/2675800/2675705/7669562a_y.jpg)

### Residence Inn by Marriott Waldorf

10/10 Excellent

"I had a wonderful experience but then one of the guests dog got loose and i am not a pet person. This was the only trun off"

[](https://expedia.ca/Waldorf-Hotels-Residence-Inn-By-Marriott-Waldorf.h2675705.Hotel-Information)

![Sonesta ES Suites Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/e773fcbe_y.jpg)

### Sonesta ES Suites Annapolis

10/10 Excellent

"clean and sanitized"

[](https://expedia.ca/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.Hotel-Information)

![Rod 'N' Reel Resort](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/4803b1f5_y.jpg)

### Rod 'N' Reel Resort

10/10 Excellent

"Love it "

[](https://expedia.ca/Chesapeake-Beach-Hotels-Rod-N-Reel-Resort.h1050433.Hotel-Information)

![Candlewood Suites Annapolis by IHG](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/f27fb62d_y.jpg)

### Candlewood Suites Annapolis by IHG

10/10 Excellent

"Very helpful and friendly front desk staff, clean and well-appointed rooms. The free laundry room was a real bonus for us. Having a spacious kitchen in our room made our four-day stay during a long road trip so appreciated. "

[](https://expedia.ca/Annapolis-Hotels-Homestyle-Suites.h1160798.Hotel-Information)

![Holiday Inn Express Waldorf by IHG](https://images.trvl-media.com/lodging/1000000/30000/25500/25493/9a1d7d08_y.jpg)

### Holiday Inn Express Waldorf by IHG

10/10 Excellent

"Would stay here again."

[](https://expedia.ca/Waldorf-Hotels-Holiday-Inn-Express-Waldorf.h25493.Hotel-Information)

![Wingate by Wyndham Waldorf/Washington DC Area](https://images.trvl-media.com/lodging/2000000/1510000/1503700/1503681/599fcbb8_y.jpg)

### Wingate by Wyndham Waldorf/Washington DC Area

10/10 Excellent

"Ok"

[](https://expedia.ca/Waldorf-Hotels-Baymont-By-Wyndham-Waldorf.h1503681.Hotel-Information)

![Hilton Garden Inn Solomons](https://images.trvl-media.com/lodging/2000000/1650000/1644700/1644617/7fd50c6e_y.jpg)

### Hilton Garden Inn Solomons

10/10 Excellent

"Was a great and pleasant experience "

[](https://expedia.ca/Solomons-Hotels-Hilton-Garden-Inn-Solomons.h1644617.Hotel-Information)

![St Michaels Inn](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/6601016b_y.jpg)

### St Michaels Inn

10/10 Excellent

"This is a charming little inn conveniently located right in St Michaels. The staff was great, the rooms clean, and plenty of parking. In the warmer months you can enjoy the pool and roomy outdoor seating areas."

[](https://expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information)

![SpringHill Suites by Marriott Annapolis](https://images.trvl-media.com/lodging/2000000/1370000/1364100/1364028/80b99d82_y.jpg)

### SpringHill Suites by Marriott Annapolis

10/10 Excellent

"very friendly staff"

[](https://expedia.ca/Annapolis-Hotels-SpringHill-Suites-By-Marriott-Annapolis.h1364028.Hotel-Information)

## Find out more about Chesapeake Beach

## Chesapeake Beach Vacation Homes information

| Number of reviews | 261 |
| --- | --- |
| Accommodation | 402 Vacation Homes |
| Lowest Price | CA $375 |
| Highest Price | CA $1,161 |

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-   [Cottages in Tilghman](https://www.expedia.ca/Tilghman-Cottages.d166219-aaCottages.Travel-Guide-Accommodation)
-   [Beach Hotel Hotels in Tilghman](https://www.expedia.ca/Tilghman-Hotels-Beach-Hotel.0-0-d166219-tBeachHotel.Travel-Guide-Filter-Hotels)
-   [Golf Hotels in Tilghman](https://www.expedia.ca/Tilghman-Hotels-Golf-Hotel.0-0-d166219-tGolfHotel.Travel-Guide-Filter-Hotels)
-   [Lgbt Friendly Hotels in Tilghman](https://www.expedia.ca/Tilghman-Hotels-LGBT-Friendly-Hotel.0-0-d166219-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Luxury Hotels in Tilghman](https://www.expedia.ca/Tilghman-Hotels-Luxury-Hotel.0-0-d166219-tLuxuryHotel.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in Tilghman](https://www.expedia.ca/Tilghman-Hotels-Pet-Friendly-Hotel.0-0-d166219-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Tilghman Hotels](https://www.expedia.ca/Tilghman-Hotels.d166219.Travel-Guide-Hotels)
-   [Aparthotels in Tracys Landing](https://www.expedia.ca/Tracys-Landing-Apart-Hotels.d3000440927-aaApartHotels.Travel-Guide-Accommodation)
-   [Tracys Landing Hotels](https://www.expedia.ca/Tracys-Landing-Hotels.d3000440927.Travel-Guide-Hotels)
-   [Motels in Tracys Landing](https://www.expedia.ca/Tracys-Landing-Motels.d3000440927-aaMotels.Travel-Guide-Accommodation)
-   [West River Hotels](https://www.expedia.ca/West-River-Hotels.d553248635975860906.Travel-Guide-Hotels)

-   [Flights to Deale](https://www.expedia.ca/Cheap-Flights-To-Deale.d55664.Travel-Guide-Flights)
-   [Flights to Shady Side](https://www.expedia.ca/Cheap-Flights-To-Shady-Side.d6264943.Travel-Guide-Flights)
-   [Flights from Port Republic](https://www.expedia.ca/lp/flights/3000440823/flights-from-port-republic)
-   [Flights from Prince Frederick](https://www.expedia.ca/lp/flights/500577/flights-from-prince-frederick)
-   [Flights from Calvert County](https://www.expedia.ca/lp/flights/553248635083908238/flights-from-calvert-county)

-   [Chesapeake Beach Water Park](https://www.expedia.ca/Chesapeake-Beach-Water-Park-Chesapeake-Beach.d553248621532662257.Vacation-Attraction)
-   [Visit Churchton](https://www.expedia.ca/Churchton.dx6247936)
-   [Visit Dares Beach](https://www.expedia.ca/Dares-Beach.dx553248635975876513)
-   [Visit Deale](https://www.expedia.ca/Deale.dx55664)
-   [Shadyside Park](https://www.expedia.ca/Shadyside-Park-Shady-Side.d6263308.Vacation-Attraction)

-   [Car rental Deale](https://www.expedia.ca/Car-Rentals-In-Deale.d55664.Car-Rental-Guide)
-   [Car rental North Beach](https://www.expedia.ca/Car-Rentals-In-North-Beach.d138967.Car-Rental-Guide)
-   [Enterprise Rental Cars in Prince Frederick](https://www.expedia.ca/Enterprise-Car-Rentals-In-Prince-Frederick.d500577-c15.Car-Rental-Guide-Suppliers)
-   [Record Rent A Car Rental Cars in Sunderland](https://www.expedia.ca/Record-Rent-A-Car-Car-Rentals-In-Sunderland.d3000440915-c30.Car-Rental-Guide-Suppliers)

-   [Things to do in Calvert County](https://www.expedia.ca/Things-To-Do-In-Calvert-County.d553248635083908238.Travel-Guide-Activities)

-   [Book Vacation Homes in Chesapeake Beach on Expedia.com](https://www.expedia.com/Chesapeake-Beach-Private-Vacation-Homes.d88967-aaPrivateVacationHomes.Travel-Guide-Accommodation)