Title: Chesapeake Beach Vacation Home Rentals from CA $340: 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)[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

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

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## Check prices for these dates

In two weeks

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=88967&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=88967&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=88967&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=88967&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chesapeake Beach vacation homes

![Exterior](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/57f188cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/80cf0fdf.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)

![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)

### Vacation Home in Stevensville

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

9.8/10

Exceptional

(43 reviews)

"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 $89

CA $340 total

includes taxes & fees

Jan 19 - Jan 20

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

![Dining](https://images.trvl-media.com/lodging/125000000/124300000/124296100/124296028/d8734741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124300000/124296100/124296028/074a6cf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/125000000/124300000/124296100/124296028/202cb189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Room, Non Smoking](https://images.trvl-media.com/lodging/125000000/124300000/124296100/124296028/3fb2d4e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Waldorf

[](https://www.expedia.ca/Waldorf-Hotels-Haven-2.h124296028.Hotel-Information)

CA $65

CA $142 total

includes taxes & fees

Jan 30 - Jan 31

[](https://www.expedia.ca/Waldorf-Hotels-Haven-2.h124296028.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)

![Smart TV, offices](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/28005d62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/bf60932b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, offices](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/42bbbfcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in North Beach

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

10/10

Exceptional

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

Jennifer B.

CA $113

CA $453 total

includes taxes & fees

Jan 26 - Jan 27

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

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

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/c0808af9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/e5b3706d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/993af54b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in North Beach

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

10/10

Exceptional

(31 reviews)

"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 $139

CA $572 total

includes taxes & fees

Jan 21 - Jan 22

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

![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)

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

![Smart TV, table tennis](https://images.trvl-media.com/lodging/97000000/96120000/96117900/96117871/4d65add6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96120000/96117900/96117871/57a1dbf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cambridge

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

10/10

Exceptional

(50 reviews)

"Beautiful place! Loved all the activities, will return in the future! Our family and friends had a blast! Thank you so much!!"

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

Karen L.

CA $219

CA $516 total

includes taxes & fees

Jan 19 - Jan 20

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

![Marina](https://images.trvl-media.com/lodging/102000000/101090000/101083600/101083507/0cad4612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101090000/101083600/101083507/f79dd58b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101090000/101083600/101083507/0cab7732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101090000/101083600/101083507/3334515c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Annapolis

[](https://www.expedia.ca/Annapolis-Hotels-Bay-Ridge-Unit-By-Downtown-Annapolis-And-Quiet-Waters-Park.h101083507.Hotel-Information)

8.8/10

Excellent

(3 reviews)

"The place is very nice and comfortable inside. Quiet. Great place to sleep - no noise."

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

William

CA $239

CA $673 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Annapolis-Hotels-Bay-Ridge-Unit-By-Downtown-Annapolis-And-Quiet-Waters-Park.h101083507.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/d00ee2e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/48c7542a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/a72fcd9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/8156a7b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Hillsmere

[](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Retreat-7-Mins-From-Downtown-Annapolis.h99470706.Hotel-Information)

10/10

Exceptional

(5 reviews)

"Great house in cute neighborhood. Thanks for a very comfortable stay!"

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

Paul C.

CA $235

CA $741 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Retreat-7-Mins-From-Downtown-Annapolis.h99470706.Hotel-Information)

![TV, books, offices](https://images.trvl-media.com/lodging/106000000/105400000/105392900/105392845/5550ff75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105400000/105392900/105392845/24eb74b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/106000000/105400000/105392900/105392845/cf100abd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books, offices](https://images.trvl-media.com/lodging/106000000/105400000/105392900/105392845/98da8700.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Edgewater

[](https://www.expedia.ca/Edgewater-Hotels-Escape-To-Our-Beautifully-Renovated-Home-In-The-Heart-Of-The-Scenic-Mayo-Peninsula.h105392845.Hotel-Information)

10/10

Exceptional

(3 reviews)

"House was clean and comfortable. Great layout. "

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

Kristin G.

CA $201

CA $774 total

includes taxes & fees

Feb 9 - Feb 10

[](https://www.expedia.ca/Edgewater-Hotels-Escape-To-Our-Beautifully-Renovated-Home-In-The-Heart-Of-The-Scenic-Mayo-Peninsula.h105392845.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/123000000/122690000/122684200/122684164/w1199h797x1y1-f2a2d97f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122690000/122684200/122684164/d2005c57.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

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

CA $239

CA $571 total

includes taxes & fees

Jan 20 - Jan 21

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

![Outdoor spa tub](https://images.trvl-media.com/lodging/97000000/96310000/96305200/96305193/8bc5c09a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96310000/96305200/96305193/6e5a14cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/97000000/96310000/96305200/96305193/75c4ec47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96310000/96305200/96305193/bff50623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Edgewater

[](https://www.expedia.ca/Edgewater-Hotels-London-Towne-Bungalow-WLoft-Walk-To-The-Beach.h96305193.Hotel-Information)

8.8/10

Excellent

(3 reviews)

"Very cute house. It was exactly what I was looking for. "

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

Collin G.

CA $221

CA $694 total

includes taxes & fees

Feb 5 - Feb 6

[](https://www.expedia.ca/Edgewater-Hotels-London-Towne-Bungalow-WLoft-Walk-To-The-Beach.h96305193.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/3f6b4c84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/d0df96b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/d811e5a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/fcc4baa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cambridge

[](https://www.expedia.ca/Cambridge-Hotels-WATERFRONT-3-Bed-Oasis-On-2-Acres-Sleeps-8.h83066154.Hotel-Information)

10/10

Exceptional

(14 reviews)

"Amazing news out of the back.Great for kayaking.We brought our own kayaksAnd also use yoursThere were four of usWe also took a nice trip over to Saint Michael’s"

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

Sandy S.

CA $364

CA $740 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Cambridge-Hotels-WATERFRONT-3-Bed-Oasis-On-2-Acres-Sleeps-8.h83066154.Hotel-Information)

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/57cd3b54.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)

![Interior](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/9f52ac68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Eastport

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

CA $229

CA $462 total

includes taxes & fees

Jan 25 - Jan 26

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

![Smart TV](https://images.trvl-media.com/lodging/117000000/116010000/116005700/116005601/0100abcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116010000/116005700/116005601/1bc5d356.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)

![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

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

10/10

Exceptional

(4 reviews)

"Would stay here again "

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

Thomas D.

CA $221

CA $623 total

includes taxes & fees

Jan 25 - Jan 26

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

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/8a8d7f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/8a80c02f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/5c5b72be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/825e8c03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Arundel on the Bay

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

9.8/10

Exceptional

(11 reviews)

"Great communication with the host, easy check in.. nice property. "

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

Henry P.

CA $313

CA $724 total

includes taxes & fees

Jan 27 - Jan 28

[](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/118000000/117290000/117289400/117289332/bb0aa611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/118000000/117290000/117289400/117289332/ea0193b0_edited_5860.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117290000/117289400/117289332/42a552d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117290000/117289400/117289332/03302009.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Edgewater

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

10/10

Exceptional

(4 reviews)

"Great location, easy check in/out. Everything we needed was available! Very comfortable bed, super cute property. "

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

MJ S.

CA $312

CA $499 total

includes taxes & fees

Jan 25 - Jan 26

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

![Beach](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/5aeb926e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/b10c421b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/f8f86577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/dd4e694d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Prince Frederick

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

10/10

Exceptional

(8 reviews)

"Everything was amazing. "

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

Lorie S.

CA $301

CA $572 total

includes taxes & fees

Jan 25 - Jan 26

[](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/111000000/110590000/110587800/110587715/dab63ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110590000/110587800/110587715/d0b78f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/111000000/110590000/110587800/110587715/99c8bbb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110590000/110587800/110587715/4fa5385d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Edgewater

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

10/10

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

Sam A.

CA $276

CA $934 total

includes taxes & fees

Jan 18 - Jan 19

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

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

![TV](https://images.trvl-media.com/lodging/120000000/119250000/119245200/119245196/a7b3f619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119250000/119245200/119245196/2f835d0f.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/120000000/119250000/119245200/119245196/c4666ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Waldorf

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

8.0/10

Very good

(4 reviews)

"Nice cozy clean location"

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

Anonymous traveller

CA $374

CA $698 total

includes taxes & fees

Jan 19 - Jan 20

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102200000/102196500/102196415/f7a5089f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102200000/102196500/102196415/83b27509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102200000/102196500/102196415/b0358868.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)

### Vacation Home in Waldorf

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

7.4/10

Good

(3 reviews)

"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 $340

CA $409 total

includes taxes & fees

Feb 15 - Feb 16

[](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/125000000/124500000/124496800/124496773/27d2b31e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/125000000/124500000/124496800/124496773/f2b2e3aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, internet](https://images.trvl-media.com/lodging/125000000/124500000/124496800/124496773/35644c93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/125000000/124500000/124496800/124496773/579a60db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Upper Marlboro

[](https://www.expedia.ca/Upper-Marlboro-Hotels-5-Mi-To-Show-Place-Arena-Quiet-Townhome-W-Patio.h124496773.Hotel-Information)

CA $417

CA $843 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Upper-Marlboro-Hotels-5-Mi-To-Show-Place-Arena-Quiet-Townhome-W-Patio.h124496773.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=2026-01-30&endDate=2026-01-31&regionId=88967&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

[](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=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=VACATION_HOME)

Cottages

[](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=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=COTTAGE)

Houseboats

[](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=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=HOUSE_BOAT)

Apartments

[](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=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=APARTMENT)

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=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=CONDO)

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=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=VILLA)

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## Top Chesapeake Beach Hotel Reviews

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

### Rod 'N' Reel Resort

10/10 Excellent

"perfect bed, perfect shower, yummy coffee. even encountered a Great blue heron. thank you so much, Ron 'N' Reel!"

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

![Econo Lodge Andrews Air Force Base](https://images.trvl-media.com/lodging/1000000/30000/20400/20372/c9584ffd_y.jpg)

### Econo Lodge Andrews Air Force Base

10/10 Excellent

"The check-in went smooth the room was clean it was quite for the end of a weekend and I was able to get some much needed rest plus it was my birthday!"

[](https://expedia.ca/Waldorf-Hotels-Econo-Lodge-Andrews-Air-Force-Base.h20372.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

"Great "

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

![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

"Yea it was good and nice "

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

"Clean and quiet"

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

"We use this property for business travel .Good clean property, nice location. Good breakfast and coffee. Reasonably priced (except parking fee)"

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

![Spark by Hilton Waldorf](https://images.trvl-media.com/lodging/1000000/30000/26400/26379/cbec5af3_y.jpg)

### Spark by Hilton Waldorf

10/10 Excellent

"It was actually good. The room was clean, bed was good, bathroom was nice and clean. I would stay again. "

[](https://expedia.ca/Waldorf-Hotels-Spark-By-Hilton-Waldorf.h26379.Hotel-Information)

![Springhill Suites by Marriott Prince Frederick](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661950/39882431_y.jpg)

### Springhill Suites by Marriott Prince Frederick

10/10 Excellent

"The room was clean & very comfortable. Check-in was easy & the desk clerk was very helpful. The breakfast buffet was great with a lot of very good options. Have stayed here several times and have never been disappointed."

[](https://expedia.ca/Prince-Frederick-Hotels-Springhill-Suites-By-Marriott-Prince-Frederick.h1661950.Hotel-Information)

![The Wildset](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/38a42051_y.jpg)

### The Wildset

10/10 Excellent

"It’s just a perfect Stay for my husband and I - we come annually, and get massages at the harbour inn. A perfect weekend getaway- clean, super cozy, and book the rooms with fireplaces- such a nice touch!!"

[](https://expedia.ca/St-Michaels-Hotels-The-Wildset.h64410566.Hotel-Information)

## Find out more about Chesapeake Beach

## Chesapeake Beach Vacation Homes information

| Number of reviews | 197                |
| ----------------- | ------------------ |
| Accommodation     | 381 Vacation Homes |
| Lowest Price      | CA $340            |
| Highest Price     | CA $934            |

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- [Chesapeake Beach Water Park ](https://www.expedia.ca/Chesapeake-Beach-Water-Park-Chesapeake-Beach.d553248621532662257.Vacation-Attraction)
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- [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)
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- [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)