Title: Jessup Cottages from CA $756 | Expedia.ca

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## Check prices for these dates

In two weeks

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6834&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6834&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)

In three months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6834&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 four months

[May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=6834&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Jessup cottages

![Marina](https://images.trvl-media.com/lodging/93000000/92570000/92565900/92565863/w1024h447x0y118-8b5ab4ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/93000000/92570000/92565900/92565863/w950h680x38y3-96439ab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92570000/92565900/92565863/w1024h640x0y22-f248bc40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92570000/92565900/92565863/w951h680x36y3-968871c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Historic District

[](https://www.expedia.ca/Annapolis-Hotels-Secluded-Cozy-Cottage-In-Historic-Downtown.h92565863.Hotel-Information)

9.6/10

Exceptional

(16 reviews)

"Lovely, secluded cottage close to downtown Annapolis. Host was very accommodating and communicated lots of great info. Looking forward to coming back when we can stay longer."

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

Michael C.

CA $411

CA $756 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Annapolis-Hotels-Secluded-Cozy-Cottage-In-Historic-Downtown.h92565863.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=2026-02-07&endDate=2026-02-08&regionId=6834&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Jessup%2C+Maryland%2C+United+States+of+America&regionId=6834&latLong=39.149273%2C-76.775246&adults=2&startDate=2026-04-24&d1=2026-04-24&endDate=2026-04-27&d2=2026-04-27&lodging=APART_HOTEL)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Jessup%2C+Maryland%2C+United+States+of+America&regionId=6834&latLong=39.149273%2C-76.775246&adults=2&startDate=2026-04-24&d1=2026-04-24&endDate=2026-04-27&d2=2026-04-27&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Jessup%2C+Maryland%2C+United+States+of+America&regionId=6834&latLong=39.149273%2C-76.775246&adults=2&startDate=2026-04-24&d1=2026-04-24&endDate=2026-04-27&d2=2026-04-27&lodging=APARTMENT)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Jessup%2C+Maryland%2C+United+States+of+America&regionId=6834&latLong=39.149273%2C-76.775246&adults=2&startDate=2026-04-24&d1=2026-04-24&endDate=2026-04-27&d2=2026-04-27&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Jessup%2C+Maryland%2C+United+States+of+America&regionId=6834&latLong=39.149273%2C-76.775246&adults=2&startDate=2026-04-24&d1=2026-04-24&endDate=2026-04-27&d2=2026-04-27&lodging=CONDO)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Jessup%2C+Maryland%2C+United+States+of+America&regionId=6834&latLong=39.149273%2C-76.775246&adults=2&startDate=2026-04-24&d1=2026-04-24&endDate=2026-04-27&d2=2026-04-27&lodging=VILLA)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Jessup%2C+Maryland%2C+United+States+of+America&regionId=6834&latLong=39.149273%2C-76.775246&adults=2&startDate=2026-04-24&d1=2026-04-24&endDate=2026-04-27&d2=2026-04-27&lodging=HOUSE_BOAT)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Jessup%2C+Maryland%2C+United+States+of+America&regionId=6834&latLong=39.149273%2C-76.775246&adults=2&startDate=2026-04-24&d1=2026-04-24&endDate=2026-04-27&d2=2026-04-27&lodging=RESIDENCE)

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## Top Jessup Hotel Reviews

![Hyatt Place Baltimore Inner Harbor](https://images.trvl-media.com/lodging/9000000/8850000/8842100/8842065/2c868f8f_y.jpg)

### Hyatt Place Baltimore Inner Harbor

10/10 Excellent

"Clean"

[](https://expedia.ca/Baltimore-Hotels-Hyatt-Place-Baltimore-Inner-Harbor.h8842065.Hotel-Information)

![Hotel Nell - Union Market](https://images.trvl-media.com/lodging/77000000/76730000/76723200/76723180/5e4f8e2e_y.jpg)

### Hotel Nell - Union Market

10/10 Excellent

"Beautiful place. "

[](https://expedia.ca/Washington-Hotels-Selina-Union-Market.h76723180.Hotel-Information)

![Hotel Arboretum](https://images.trvl-media.com/lodging/38000000/37270000/37261800/37261729/dc914799_y.jpg)

### Hotel Arboretum

10/10 Excellent

"Great hospitality "

[](https://expedia.ca/Washington-Hotels-Hotel-Arboretum.h37261729.Hotel-Information)

![Fairfield Inn by Marriott Washington D.C.](https://images.trvl-media.com/lodging/2000000/1860000/1856000/1855955/57fa8fb4_y.jpg)

### Fairfield Inn by Marriott Washington D.C.

10/10 Excellent

"The front staff was very helpful"

[](https://expedia.ca/Washington-Hotels-Fairfield-Inn-By-Marriott-Washington-DC.h1855955.Hotel-Information)

![Renaissance Baltimore Harborplace Hotel](https://images.trvl-media.com/lodging/1000000/10000/10000/9973/26332e58_y.jpg)

### Renaissance Baltimore Harborplace Hotel

10/10 Excellent

"All breakfast was eaten offsite."

[](https://expedia.ca/Baltimore-Hotels-Renaissance-Baltimore-Harborplace-Hotel.h9973.Hotel-Information)

![DoubleTree by Hilton Hotel Largo/Washington DC](https://images.trvl-media.com/lodging/1000000/30000/21500/21463/aa92a5c8_y.jpg)

### DoubleTree by Hilton Hotel Largo/Washington DC

10/10 Excellent

"Everything was good "

[](https://expedia.ca/Waldorf-Hotels-DoubleTree-By-Hilton-Hotel-Largo-Washington-DC.h21463.Hotel-Information)

![Hyatt Regency Baltimore Inner Harbor](https://images.trvl-media.com/lodging/1000000/10000/9400/9379/50c62e4f_y.jpg)

### Hyatt Regency Baltimore Inner Harbor

10/10 Excellent

"We loved our room on the 10th floor overlooking the harbor. Great view with large windows."

[](https://expedia.ca/Baltimore-Hotels-Hyatt-Regency-Baltimore-Inner-Harbor.h9379.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Baltimore BWI Airport](https://images.trvl-media.com/lodging/1000000/30000/25900/25898/941fbe1a_y.jpg)

### La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

10/10 Excellent

"Your shuttle service was fantastic. I stayed twice, front end of my trip and the back end. Both times were great. I would stay there again. Towels were great. Bed and pillows were great."

[](https://expedia.ca/Baltimore-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Baltimore-BWI-Airport.h25898.Hotel-Information)

![Hotel Indigo Baltimore Downtown by IHG](https://images.trvl-media.com/lodging/1000000/20000/11000/10902/b86111a5_y.jpg)

### Hotel Indigo Baltimore Downtown by IHG

10/10 Excellent

"Clean room, friendly staff, wonderful location, & the best bed!"

[](https://expedia.ca/Baltimore-Hotels-Hotel-Indigo-Baltimore-Downtown.h10902.Hotel-Information)

## Find out more about Jessup

## Jessup Cottages information

| Number of reviews | 16          |
| ----------------- | ----------- |
| Accommodation     | 73 Cottages |
| Lowest Price      | CA $756     |
| Highest Price     | CA $756     |

## Frequently asked questions

### Why book your cottage in Jessup with Expedia?

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