A sunset over a city with a river, surrounded by greenery and buildings.

Search Jessup Cottage Rentals from CA $453

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Our top choices for Jessup cottages

1. Lakefront Home Firepit BWI Marleycreek River

Lakefront Home Firepit BWI Marleycreek River
3.0 star property
Marley
The price is CA $380
CA $453 total
includes taxes & fees
Nov 8 - Nov 9
Lakefront Home Firepit BWI Marleycreek River

2. Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats
Pasadena
9.6 out of 10, Exceptional, (24 reviews)
"Excellent Property"
United States
Buu T.
The price is CA $503
CA $842 total
includes taxes & fees
Nov 9 - Nov 10
Chesapeake Cottages- 2 Quaint Waterfront Retreats

3. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

Your Annapolis Waterfront retreat for a weekend or any-day getaway!
West Annapolis
10.0 out of 10, Exceptional, (94 reviews)
"Lovely location and Jim was very helpful all the way around!"
United States
Jill R.
The price is CA $497
CA $686 total
includes taxes & fees
Nov 5 - Nov 6
Your Annapolis Waterfront retreat for a weekend or any-day getaway!

4. Secluded Cozy Cottage in Historic Downtown

Secluded Cozy Cottage in Historic Downtown
Historic District
9.6 out of 10, Exceptional, (24 reviews)
"The cottage was perfectly located in the heart of Annapolis. It has many eclectic decorations throughout out it. We enjoyed our stay."
United States
Bridget C.
The price is CA $629
CA $950 total
includes taxes & fees
Nov 8 - Nov 9
Secluded Cozy Cottage in Historic Downtown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Jessup Hotel Reviews

Find out more about Jessup

Jessup Cottages information

Number of reviews
118
Accommodation
83 Cottages
Lowest Price
CA $453
Highest Price
CA $950

Frequently asked questions

Why book your cottage in Jessup with Expedia?
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How can I find cheap cottages in Jessup?
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What is there to do in Jessup near my cottage?
The most practical travel accessory is a well-thought-out travel plan. Historic Savage Mill is a good spot to kick-start your exploration of Jessup.

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