Title: Chesapeake Beach Vacation Rentals from $303: Search Short-Term Rentals | Expedia.com

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

![Aerial view of Chesapeake Beach marina with luxury sail boats, beach house apartments, fishing boats near the water park popular vacation spot for Washington residents in Calvery county Maryland](https://images.trvl-media.com/place/88967/88834884-dfa0-472f-8984-918630335b80.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/88967/88834884-dfa0-472f-8984-918630335b80.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=88967&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=88967&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=88967&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 24 - Jul 26](https://www.expedia.com/Hotel-Search?regionId=88967&startDate=2026-07-24&endDate=2026-07-26&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 rentals

![Pool](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341595/w952h953x0y0-b52c439e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341595/abb760b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341595/081bdf14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341595/ae401628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family Beach House: Spacious Deck, Grill & Views

[](https://www.expedia.com/Chesapeake-Beach-Hotels-Family-Beach-House-Spacious-Deck.h96341595.Hotel-Information)

Chesapeak beach

9.0/10

Wonderful

(6 reviews)

"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."

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

Bryan P.

$416 nightly

$437 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Chesapeake-Beach-Hotels-Family-Beach-House-Spacious-Deck.h96341595.Hotel-Information)

![Oven, stovetop](https://images.trvl-media.com/lodging/121000000/120860000/120855800/120855751/009658d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/121000000/120860000/120855800/120855751/f21ef3f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120860000/120855800/120855751/df58aec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120860000/120855800/120855751/1e2f03eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 40' Bristol sailboat with spectacular views

[](https://www.expedia.com/Stevensville-Hotels-40-Bristol-Sailboat-With-Spectacular-Views.h120855751.Hotel-Information)

Stevensville

$410 nightly

$435 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Stevensville-Hotels-40-Bristol-Sailboat-With-Spectacular-Views.h120855751.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/128000000/127800000/127792300/127792237/00daf838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/128000000/127800000/127792300/127792237/8b19534f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room](https://images.trvl-media.com/lodging/128000000/127800000/127792300/127792237/5220d5f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/128000000/127800000/127792300/127792237/7499bc98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1-bedroom cottage with AC in cozy Harwood

[](https://www.expedia.com/Charming-1-Bedroom-Cottage-With-AC-In-Cozy-Harwood.h127792237.Hotel-Information)

Harwood

$295 nightly

$336 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Charming-1-Bedroom-Cottage-With-AC-In-Cozy-Harwood.h127792237.Hotel-Information)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120840000/120836100/120836005/6d192d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120840000/120836100/120836005/3e37b615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120840000/120836100/120836005/2f8e6449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120840000/120836100/120836005/ec6f417f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

[](https://www.expedia.com/Lusby-Hotels-Hot-Tub-Beach-Access-Lakefront-Getaway-In-Lusby.h120836005.Hotel-Information)

Lusby

$627 nightly

$696 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Lusby-Hotels-Hot-Tub-Beach-Access-Lakefront-Getaway-In-Lusby.h120836005.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)

![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)

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

![Smart TV](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/960e2739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### WATERFRONT!! \*\*HOT TUB\*\* 3 bedroom Oasis on 2+ acres - Sleeps 8

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

Cambridge

10/10

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

Jill C.

$530 nightly

$561 total

Apr 14 - Apr 15

Total with taxes and fees

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

![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/35e98514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, printers](https://images.trvl-media.com/lodging/92000000/91040000/91033700/91033683/c2958ab0.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)

![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)

### Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

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

Arundel on the Bay

9.6/10

Exceptional

(13 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.

$529 nightly

$603 total

Apr 21 - Apr 22

Total with taxes and fees

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

![Sun loungers](https://images.trvl-media.com/lodging/38000000/37270000/37269100/37269068/9371a02d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/38000000/37270000/37269100/37269068/eb65ebc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/38000000/37270000/37269100/37269068/f7c493ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/38000000/37270000/37269100/37269068/w2046h1366x0y0-bfbcfcf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage Located on the Patuxent River!

[](https://www.expedia.com/Prince-Frederick-Hotels-Cottage-Located-On-The-Patuxent-River.h37269068.Hotel-Information)

Prince Frederick

10/10

Exceptional

(42 reviews)

"The accommodations were superb and being on the water was amazing!"

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

Daniel P.

$300 nightly

$317 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Prince-Frederick-Hotels-Cottage-Located-On-The-Patuxent-River.h37269068.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/57f188cb.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)

![Marina](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/c77382da.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)

### Relax on Kent Island in a 4 Bedroom Home w/Waterview!

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

Stevensville

9.8/10

Exceptional

(43 reviews)

"We had a wonderful stay! The host was incredibly kind, responsive, and helpful throughout, making everything smooth and stress-free. The house itself was a great place to stay. It is clean, comfortable, and exactly as described. We really appreciated the thoughtful touches and would happily stay here again. Highly recommended!"

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

Supriya V.

$286 nightly

$303 total

Apr 12 - Apr 13

Total with taxes and fees

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

![Dining](https://images.trvl-media.com/lodging/102000000/101090000/101083600/101083507/f2ba56b9.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/f79dd58b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bay Ridge unit by Downtown Annapolis and Quiet Waters Park 

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

Annapolis

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

$425 nightly

$485 total

Mar 31 - Apr 1

Total with taxes and fees

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

![Smart TV, books](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/0806f7bd.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)

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

![Property grounds](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/4a570741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

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

Prince Frederick

9.8/10

Exceptional

(6 reviews)

"Our family had a great stay. Thank you!"

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

Colleen G.

$398 nightly

$422 total

Mar 31 - Apr 1

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/118000000/117290000/117289400/117289332/29e71f2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117290000/117289400/117289332/0d419ab6.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/a76a3d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .

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

Edgewater

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.

$315 nightly

$359 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/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)

![Interior](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/7d735d64.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)

### 2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

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

Prince Frederick

10/10

Exceptional

(10 reviews)

"Such a cool neighborhood! Easy walk to an amazing private beach. Would love to stay again. "

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

Olivia M.

$466 nightly

$494 total

Mar 31 - Apr 1

Total with taxes and fees

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

![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)

![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)

![Exterior detail](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/9df6bc62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Annapolis Retreat - 7 mins from downtown Annapolis!

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

Hillsmere

10/10

Exceptional

(6 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.

$479 nightly

$546 total

Mar 31 - Apr 1

Total with taxes and fees

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117640000/117630300/117630212/c38145a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/118000000/117640000/117630300/117630212/a1d0efa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117640000/117630300/117630212/8fb2f231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117640000/117630300/117630212/2d43a6e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Annapolis Gem: Stylish and Cozy

[](https://www.expedia.com/Annapolis-Hotels-Annapolis-Gem-Stylish-And-Cozy.h117630212.Hotel-Information)

Eastport

10/10

Exceptional

(3 reviews)

"Great spot"

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

Brian F.

$437 nightly

$498 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-Annapolis-Gem-Stylish-And-Cozy.h117630212.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96640000/96637800/96637704/df7451da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/97000000/96640000/96637800/96637704/89e18a15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/97000000/96640000/96637800/96637704/3150e656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96640000/96637800/96637704/d31a8fd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

[](https://www.expedia.com/Benedict-Hotels-Peaceful-Suite-On-The-Water-Osprey-Sunrise-Over-The-River-From-Your-Porch.h96637704.Hotel-Information)

Benedict

9.0/10

Wonderful

(8 reviews)

"The location was perfect. It was quiet and clean with a wonderful view of the water, especially the sunrise through the bedroom window in the morning. The host kept in touch to answer any questions we had, and made sure our stay was great. We will absolutely be back!"

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

Coulter L.

$241 nightly

$266 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Benedict-Hotels-Peaceful-Suite-On-The-Water-Osprey-Sunrise-Over-The-River-From-Your-Porch.h96637704.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)

### Walk to Beach! King Bed & Free Beach Passes

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

North Beach

10/10

Exceptional

(19 reviews)

"Delightful one-night stay! Place was clean, quiet, convenient and very comfortable. Especially grateful that our beloved dog was welcomed"

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

Elaine D.

$336 nightly

$371 total

Apr 5 - Apr 6

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/125000000/124500000/124496800/124496773/aeeb7cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 5 Mi to Show Place Arena: Quiet Townhome w/ Patio

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

Upper Marlboro

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

![Marina](https://images.trvl-media.com/lodging/97000000/96310000/96305200/96305193/a5cfb38f.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/97000000/96310000/96305200/96305193/b36dd134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Renovated Bungalow | Walk to Beach | Dog-Friendly

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

Edgewater

9.2/10

Wonderful

(5 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.

$409 nightly

$466 total

Apr 2 - Apr 3

Total with taxes and fees

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

![Beach](https://images.trvl-media.com/lodging/111000000/110590000/110587800/110587715/76eea0ed.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)

![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110590000/110587800/110587715/6fe7f2f8.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)

### Londontowne Home | Beach | 3BR

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

Edgewater

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.

$627 nightly

$715 total

Apr 6 - Apr 7

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/120000000/119720000/119717100/119717086/9f52ac68.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)

### 2BR, 1BA Boutique Brick Beauty located in historic Eastport.

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

Eastport

$389 nightly

$443 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Annapolis-Hotels-2BR.h119717086.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.com/Hotel-Search?startDate=2026-04-13&endDate=2026-04-14&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.com/Hotel-Search?destination=Chesapeake+Beach%2C+Maryland%2C+United+States+of+America&regionId=88967&latLong=38.694%2C-76.53376&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Chesapeake+Beach%2C+Maryland%2C+United+States+of+America&regionId=88967&latLong=38.694%2C-76.53376&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=COTTAGE)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Chesapeake+Beach%2C+Maryland%2C+United+States+of+America&regionId=88967&latLong=38.694%2C-76.53376&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=HOUSE_BOAT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Chesapeake+Beach%2C+Maryland%2C+United+States+of+America&regionId=88967&latLong=38.694%2C-76.53376&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=CONDO)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Chesapeake+Beach%2C+Maryland%2C+United+States+of+America&regionId=88967&latLong=38.694%2C-76.53376&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=CABIN)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Chesapeake+Beach%2C+Maryland%2C+United+States+of+America&regionId=88967&latLong=38.694%2C-76.53376&adults=2&startDate=2026-06-28&d1=2026-06-28&endDate=2026-07-01&d2=2026-07-01&lodging=APARTMENT)

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## Top Chesapeake Beach Hotel Reviews

![Hilton Garden Inn Solomons](https://images.trvl-media.com/lodging/2000000/1650000/1644700/1644617/0b056987_y.jpg)

### Hilton Garden Inn Solomons

10/10 Excellent

"The buffet breakfast was not up because they were short staff on March 28th ,2026 so that was disappointing but the breakfast was ok it was microwaved "

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

![The Wildset](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/391fbabf_y.jpg)

### The Wildset

10/10 Excellent

"We had a wonderful stay! Everyone was so friendly, the room was clean and comfortable and the breakfast was delicious. Will definitely stay again"

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

![Courtyard Marriott Waldorf](https://images.trvl-media.com/lodging/3000000/2310000/2301400/2301328/5e52a70b_y.jpg)

### Courtyard Marriott Waldorf

8/10 Good

"Everything was great but I didn’t see any breakfast that was mentioned. "

[](https://expedia.com/Waldorf-Hotels-Courtyard-Marriott-Waldorf.h2301328.Hotel-Information)

![Rod 'N' Reel Resort](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/43373394_y.jpg)

### Rod 'N' Reel Resort

10/10 Excellent

"love the property for location and now that restaurant and lovely lobby and sitting areas it's quite nice (nicer!)"

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

![Fairfield by Marriott Inn & Suites Clinton](https://images.trvl-media.com/lodging/1000000/20000/11400/11332/9c73520c_y.jpg)

### Fairfield by Marriott Inn & Suites Clinton

6/10 Okay

"Clean room, sheets felt cheap and not soft, no soap in dispensers in shower. "

[](https://expedia.com/Waldorf-Hotels-Comfort-Inn-At-Joint-Base-Andrews.h11332.Hotel-Information)

![Inn at Perry Cabin](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/12b2f8fd_y.jpg)

### Inn at Perry Cabin

10/10 Excellent

"The Inn at Perry Cabin was a great option "

[](https://expedia.com/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information)

![Sonesta ES Suites Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/eac8c079_y.jpg)

### Sonesta ES Suites Annapolis

6/10 Okay

"Hello. This is an older building but in decent repair with its age. Excusing the age of the building does not excuse cleanliness that was overlooked and should have paid more attention to. There was mold in the shower and blood yes blood on the bathroom floor. Due to severe flight delays I arrived much later than originally anticipated past 2 in the morning. I arrived to find a note on the office door saying that it locked and I must use my room key to get or ring the bell. I rang the bell. No answer three times. Thank God my Dad’s lodging fell through so when he arrived I gave the office permission for him to access my room so he was able to tell me where to go. Felt bad waking him up at that hour but I would not been able to get into the room if that weren’t the case."

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

![St Michaels Inn](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/ee980eab_y.jpg)

### St Michaels Inn

6/10 Okay

"No breakfast, room walls were so thin you could hear every word from your neighbor "

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

![Wingate by Wyndham Waldorf/Washington DC Area](https://images.trvl-media.com/lodging/2000000/1510000/1503700/1503681/381d30be_y.jpg)

### Wingate by Wyndham Waldorf/Washington DC Area

2/10 Terrible

"It was renovated and looked good design wise. But the place was very dirty. There were stains all over the carpet. The beddings were all ripped up and stained. And it has a distinct smell that is not pleasant. Hotel has bad reservation system as it was overbooked."

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

## Find out more about Chesapeake Beach

**Everything you need to know about Chesapeake Beach vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chesapeake Beach vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chesapeake Beach vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Chesapeake Beach vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Chesapeake Beach. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chesapeake Beach in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $303 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Chesapeake Beach rentals**

At Expedia, we put the best Chesapeake Beach vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chesapeake Beach rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chesapeake Beach vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesapeake Beach. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
- All accommodation types in Chesapeake Beach

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- [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals)
- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Chesapeake Beach ](https://expedia.com/Chesapeake-Beach-Private-Vacation-Homes.d88967-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Chesapeake Beach ](https://expedia.com/Chesapeake-Beach-Cottages.d88967-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Chesapeake Beach ](https://expedia.com/Chesapeake-Beach-Apartments.d88967-aaApartments.Travel-Guide-Accommodation)
- [B&B in Chesapeake Beach ](https://expedia.com/Chesapeake-Beach-Bed-And-Breakfast.d88967-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Houseboats in Chesapeake Beach ](https://expedia.com/Chesapeake-Beach-Houseboats.d88967-aaHouseboats.Travel-Guide-Accommodation)
- [Farmstay in Chesapeake Beach ](https://expedia.com/Chesapeake-Beach-Agritourism.d88967-aaAgritourism.Travel-Guide-Accommodation)
- [Cabin Rentals in Chesapeake Beach ](https://expedia.com/Chesapeake-Beach-Cabins.d88967-aaCabins.Travel-Guide-Accommodation)
- [Motels in Chesapeake Beach ](https://expedia.com/Chesapeake-Beach-Motels.d88967-aaMotels.Travel-Guide-Accommodation)
- [Inns in Chesapeake Beach ](https://expedia.com/Chesapeake-Beach-Inns.d88967-aaInns.Travel-Guide-Accommodation)
- [Guest Houses in Chesapeake Beach ](https://expedia.com/Chesapeake-Beach-Guest-Houses.d88967-aaGuestHouses.Travel-Guide-Accommodation)
- [Condo Rentals in Chesapeake Beach ](https://expedia.com/Chesapeake-Beach-Condos.d88967-aaCondos.Travel-Guide-Accommodation)
- [Villas in Chesapeake Beach ](https://expedia.com/Chesapeake-Beach-Villas.d88967-aaVillas.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in Chesapeake Beach?

### What are some of the best vacation home rentals that Chesapeake Beach has to offer?

### How many vacation rentals will I find in Chesapeake Beach?

### What’s there to see and do in Chesapeake Beach?

### What’s a vacation rental in Chesapeake Beach like?

### Expedia's Latest Trends

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- [Top Hotels in Frederick](https://expedia.com/Frederick-Hotels.d6057476.Travel-Guide-Hotels)
- [Annapolis Oceanfront Hotels](https://expedia.com/Annapolis-Hotels-Oceanfront-Hotels.0-0-d6034082-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Top Hotels in Bel Air](https://expedia.com/Bel-Air-Hotels.d6023736.Travel-Guide-Hotels)
- [Ocean City Luxury Hotels](https://expedia.com/Ocean-City-Hotels-Luxury-Hotel.0-0-d9151-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Top Hotels in Gaithersburg](https://expedia.com/Gaithersburg-Hotels.d7427.Travel-Guide-Hotels)

Flights

- [Flights to SBY](https://expedia.com/Cheap-Flights-To-Ocean-City.d9151.Travel-Guide-Flights)

Cars

- [Car rentals in Rockville](https://expedia.com/Car-Rentals-In-Rockville.d6353.Car-Rental-Guide)
- [Car rentals in Silver Spring](https://expedia.com/Car-Rentals-In-Silver-Spring.d6891.Car-Rental-Guide)
- [Car rentals in Frederick](https://expedia.com/Car-Rentals-In-Frederick.d6057476.Car-Rental-Guide)

Activities

- [Things to do in Annapolis](https://expedia.com/Things-To-Do-In-Annapolis.d6034082.Travel-Guide-Activities)
- [Things to do in Ocean City](https://expedia.com/Things-To-Do-In-Ocean-City.d9151.Travel-Guide-Activities)

Packages

- [Holiday in Ocean City](https://expedia.com/Ocean-City.d9151.Destination-Travel-Guides)

Vacation Rentals

- [Ocean City Vacation Rental](https://expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals)

General

- [Visit Ocean City](https://expedia.com/Ocean-City.dx9151)
- [Visit Chesapeake City](https://expedia.com/Chesapeake-City.dx177517)

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