Jessup Vacation Rentals
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Jessup vacation homes
Annapolis Home | Fenced Yard | Pool Table | 10 Guests
Annapolis Home | Fenced Yard | Pool Table | 10 GuestsCape Saint Claire
9.6 out of 10, Exceptional, (12 reviews)
"Enjoyed our stay- thank you!"
KateriK
Luxury Retreat with Firepit + Basement Bar + Putting Green, Downtown 10 Min
Luxury Retreat with Firepit + Basement Bar + Putting Green, Downtown 10 MinCape Saint Claire
9.0 out of 10, Wonderful, (14 reviews)
"Dominick was a great communicator, he was very responsive and ensured we were comfortable during this stay. Highly recommend anyone to book this property!"
Marissa F.
Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!
Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!Historic District
9.2 out of 10, Wonderful, (25 reviews)
"Our group really enjoyed the large outdoor area on the side of the house. We were part of a larger group in town for a wedding and we were able to host a get together for a fairly large group.
Over all the house was very comfortable with a great location near heart of Annapolis."
Paul
Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA
Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNAHistoric District
10.0 out of 10, Exceptional, (4 reviews)
"Very nice, comfortable, convenient property. Host was very communicative. "
Brian L.
Luxe Row Home Steps to USNA Gate 3!
Luxe Row Home Steps to USNA Gate 3!Historic District
10.0 out of 10, Exceptional, (6 reviews)
"Very recent remodel, and all top notch. You can tell the owners put their heart and soul into this property. All the rooms have been very nicely done. Bathrooms were beautifully done. Beds were comfortable. The area is very peaceful and quiet. We really enjoyed the back yard space also. Sat at patio table and used grill. Large TV’s everywhere! We were able to sit at patio table, grill some burgers and watch Final Four games from TV in kitchen area. If you have a Midshipman, this property is...
Brian S.
Historic Downtown 3BR Crabby Patty-∙Walk to USNA
Historic Downtown 3BR Crabby Patty-∙Walk to USNAHistoric District
10.0 out of 10, Exceptional, (7 reviews)
"House is perfect for weekend get away with family. Walking distance to everything. "
Nathan A.
5 bedroom house with EV charger Near Downtown Annapolis
5 bedroom house with EV charger Near Downtown AnnapolisEastport
10.0 out of 10, Exceptional, (2 reviews)
"In town for a regatta, exactly what we required. "
Jacob V.
Cozy 2br home w/ parking in downtown Annapolis
Cozy 2br home w/ parking in downtown AnnapolisHistoric District
10.0 out of 10, Exceptional, (83 reviews)
"Parking availability and restaurant location"
Sophie P.
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.
Find vacation rentals that suit your style
Aparthotels
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Jessup Hotel Reviews
Embassy Suites by Hilton Washington DC Chevy Chase Pavilion
8/10 Good
Find out more about Jessup
Jessup Vacation Homes information
Number of reviews | 292 |
|---|---|
Accommodation | 1367 Vacation Homes |
Lowest Price | CA $528 |
Highest Price | CA $2,119 |
Explore a world of travel with Expedia
- Apartments in Laurel
- Econo Lodge Elkridge near Arundel Mills
- Live! Casino & Hotel Maryland
- Hotels near Baltimore Washington Intl. Thurgood Marshall
- Vacation Homes in Randallstown
- Cruise Ships in Baltimore
- Hostels in Columbia
- Condo Rentals in Leisure World
- Cabin Rentals in Maryland
- Motels in Baltimore
- Rv Parks in Hanover
- Castles in Highland
- Apartments in Brentwood
- Baltimore Hotels
- Quality Inn Jessup
- Resorts in Riverdale
- Motels in Dundalk
- Jessup Hotels
- Elkridge Hotels
- Houseboats in Baltimore
- Hostels in West Lanham Hills
- B&B in Hillandale
- Washington Hotels
- Delta Hotels in Guilford
- Apartments in College Park
- B&B in Crofton
- Capsule Hotels in Baltimore
- B&B in Sherwood Forest
- Hanover Hotels
- Aparthotels in Fort Meade
- Fort Meade Hotels
- Vacation Homes in Gambrills
- Hotels near Maryland Live Casino
- Hostels in Aspen Hill
- Resorts in Silver Spring
- Resorts in Laurel
- Hotels near Arundel Mills Mall
- Cottages in Laurel
- B&B in Bladensburg
- Guest Houses in Catonsville
- Apartments in Edgewater
- Hotels with Hot Tubs in Waterloo
- Villas in Riverdale
- Cottages in Hanover
- Flights from Winnipeg (YWG) to Baltimore (BWI)
- Flights from New York (LGA) to Baltimore (BWI)
- Flights from Dallas (DFW) to Baltimore (BWI)
- Flights from Toronto (YTZ) to Baltimore (BWI)
- Flights from Vancouver (YVR) to Baltimore (BWI)
- Flights from New York (JFK) to Baltimore (BWI)
- Flights from Calgary (YYC) to Baltimore (BWI)
- Flights from Hamilton (YHM) to Baltimore (BWI)
- Flights from Detroit (DTW) to Baltimore (BWI)
- Flights from Victoria (YYJ) to Baltimore (BWI)
- Flights from St. John's (YYT) to Baltimore (BWI)
- Flights from Chicago (ORD) to Baltimore (BWI)
- Flights from Cranbrook (YXC) to Baltimore (BWI)
- Flights from Philadelphia (PHL) to Baltimore (BWI)
- Flights to Baltimore
- Flights from Saskatoon (YXE) to Baltimore (BWI)
- Flights from Kelowna (YLW) to Baltimore (BWI)
- Flights from Houston (IAH) to Baltimore (BWI)
- Flights from Ottawa (YOW) to Baltimore (BWI)
- Flights from Presque Isle (PQI) to Baltimore (BWI)
- Flights from Syracuse (SYR) to Baltimore (BWI)
- Flights to Hanover
- Flights to Washington
- Flights from Washington (DCA) to Baltimore (BWI)
- Flights from London (YXU) to Baltimore (BWI)
- Flights from Kitchener (YKF) to Baltimore (BWI)
- Flights to Columbia
- Flights from Boston (BOS) to Baltimore (BWI)
- Flights from Edmonton (YEG) to Baltimore (BWI)
- Flights from Buffalo (BUF) to Baltimore (BWI)
- Flights from Moncton (YQM) to Baltimore (BWI)
- Flights to Damascus
- Flights from Lagos (LOS) to Baltimore (BWI)
- Flights from Atlanta (ATL) to Baltimore (BWI)
- Flights from Baltimore Washington Intl. Thurgood Marshall
- Flights from Toronto (YYZ) to Baltimore (BWI)
- Flights from Los Angeles (LAX) to Baltimore (BWI)
- Flights from Washington (IAD) to Baltimore (BWI)
- Flights from Seattle (SEA) to Baltimore (BWI)
- Flights from Halifax (YHZ) to Baltimore (BWI)
- Flights from Montreal (YUL) to Baltimore (BWI)
- Flights from Regina (YQR) to Baltimore (BWI)
- Flights from Toronto (YYZ) to Washington (WAS)
- Flights from Minneapolis (MSP) to Baltimore (BWI)
- Flights to Maryland
- Flights from Kingston (KIN) to Baltimore (BWI)