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

Jessup Holiday Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Jessup holiday rentals

Indoor pool

1. Large Home with Private Pool, Gym, Sauna, 7 Bedrooms, Sleeps 21

Large Home with Private Pool, Gym, Sauna, 7 Bedrooms, Sleeps 21
Severn
9.6 out of 10, Exceptional, (36 reviews)
"The house was great, a real home away from home."
United States
Rafi C.
The price is HK$2,668
HK$8,992 total
includes taxes & fees
18 Aug - 19 Aug
Large Home with Private Pool, Gym, Sauna, 7 Bedrooms, Sleeps 21
1 bedroom, desk, iron/ironing board, travel cot

2. Private Guest Suite in Columbia • King Bed • Free Parking

Private Guest Suite in Columbia • King Bed • Free Parking
Columbia
10.0 out of 10, Exceptional, (5 reviews)
"The suite was very clean and quiet. We had everything we needed to enjoy our week long stay. The convenience to shopping was also a plus. This is the second time we have stayed at the Suite in Columbia and look forward to a return stay in the future."
United States
Ed F.
The price is HK$945
HK$2,315 total
includes taxes & fees
30 Aug - 31 Aug
Private Guest Suite in Columbia • King Bed • Free Parking
Smart TV, stereo

3. Lower Level Loft - Adorable Studio Apt. Near BWI

Lower Level Loft - Adorable Studio Apt. Near BWI
South Gate
9.0 out of 10, Wonderful, (18 reviews)
"That place is incredible—very cozy and clean."
United States
Nataly
The price is HK$510
HK$867 total
includes taxes & fees
5 Aug - 6 Aug
Lower Level Loft - Adorable Studio Apt. Near BWI
Dining

4. Cozy Basement Apartment in Columbia

Cozy Basement Apartment in Columbia
Oakland Mills
8.8 out of 10, Excellent, (13 reviews)
"Clean space, nice area, relatively close to shops and businesses "
United States
Susie A.
The price is HK$698
HK$989 total
includes taxes & fees
5 Aug - 6 Aug
Cozy Basement Apartment in Columbia
Coffee/tea maker, fridge, microwave, oven

5. Fox Cottage *Pet Friendly*

Fox Cottage *Pet Friendly*
Catonsville
10.0 out of 10, Exceptional, (57 reviews)
"Cute place with a lot of charm. Would stay again if we are back in the area. Host is amazing and made our lives less stressful."
United States
Davin K.
The price is HK$1,176
HK$2,380 total
includes taxes & fees
3 Sept - 4 Sept
Fox Cottage *Pet Friendly*
Interior

6. Waterfront Home on Marley Creek!

Waterfront Home on Marley Creek!
3.0 star property
Marley
The price is HK$2,807
HK$3,583 total
includes taxes & fees
18 Aug - 19 Aug
Waterfront Home on Marley Creek!
Marina

7. Cozy Fells Point Gem / In The Heart of Fells Point

Cozy Fells Point Gem / In The Heart of Fells Point
Fells Point
9.8 out of 10, Exceptional, (208 reviews)
"Appreciated the privacy."
United States
Marie
The price is HK$416
HK$1,730 total
includes taxes & fees
24 Aug - 25 Aug
Cozy Fells Point Gem / In The Heart of Fells Point
Living area

8. Parkside Gem: Luxe & Roomy by Historic Druid Hill l WIFI l Entire Unit

Parkside Gem: Luxe & Roomy by Historic Druid Hill l WIFI l Entire Unit
Parkview/Woodbrook
10.0 out of 10, Exceptional, (9 reviews)
"Edwin was the best & the place was perfect! Definitely will be staying here again."
United States
Lindsey P.
The price is HK$549
HK$1,793 total
includes taxes & fees
5 Aug - 6 Aug
Parkside Gem: Luxe & Roomy by Historic Druid Hill l WIFI l Entire Unit
Outdoor dining

9. Rollingside Guest Suite

Rollingside Guest Suite
Catonsville
10.0 out of 10, Exceptional, (74 reviews)
"Easy and very nice place and neighborhood. Short stay for business trip but would do certainly do again."
United States
Jack B.
The price is HK$1,027
HK$1,703 total
includes taxes & fees
30 Aug - 31 Aug
Rollingside Guest Suite
Interior

10. Hidden Fells Point Gem / Private Courtyard Patio

Hidden Fells Point Gem / Private Courtyard Patio
Fells Point
9.8 out of 10, Exceptional, (98 reviews)
"Awesome place, great location"
United States
Mark M.
The price is HK$416
HK$1,721 total
includes taxes & fees
19 Aug - 20 Aug
Hidden Fells Point Gem / Private Courtyard Patio
Interior

11. Glen Burnie Escape - Pet friendly with easy access to multiple attractions.

Glen Burnie Escape - Pet friendly with easy access to multiple attractions.
Glen Burnie
10.0 out of 10, Exceptional, (30 reviews)
"Great place to stay, would book it again, "
United States
Kim M.
The price is HK$2,353
HK$3,031 total
includes taxes & fees
16 Aug - 17 Aug
Glen Burnie Escape - Pet friendly with easy access to multiple attractions.
3 bedrooms, iron/ironing board, free WiFi, bed sheets

12. Glen Burnie Hideaway - Pet friendly with easy access to multiple attractions.

Glen Burnie Hideaway - Pet friendly with easy access to multiple attractions.
Glen Burnie
10.0 out of 10, Exceptional, (13 reviews)
"Perfect for the overnight stay. "
United States
Nathan D.
The price is HK$1,961
HK$2,521 total
includes taxes & fees
19 Aug - 20 Aug
Glen Burnie Hideaway - Pet friendly with easy access to multiple attractions.
5 bedrooms, iron/ironing board, travel cot, free WiFi

13. Upscale Escape with Private Garden-Perfect for Relax & Intimate Moments

Upscale Escape with Private Garden-Perfect for Relax & Intimate Moments
Marley
10.0 out of 10, Exceptional, (10 reviews)
"It was great! I love the decor. "
United States
Lois B.
The price is HK$3,521
HK$6,562 total
includes taxes & fees
3 Sept - 4 Sept
Upscale Escape with Private Garden-Perfect for Relax & Intimate Moments
Living area

14. Entire House 1BD King Bed near Downtown

Entire House 1BD King Bed near Downtown
3.0 star property
Hollins Market
7.8 out of 10, Good, (14 reviews)
"Great everything "
United States
Eric
The price is HK$663
HK$936 total
includes taxes & fees
19 Aug - 20 Aug
Entire House 1BD King Bed near Downtown
Terrace/patio

15. Cozy Private Family Palace near BWI, Pet-Friendly

Cozy Private Family Palace near BWI, Pet-Friendly
Glen Burnie
9.8 out of 10, Exceptional, (27 reviews)
"Nice place and good location "
United States
FRANKLIN S.
The price is HK$2,125
HK$4,327 total
includes taxes & fees
26 Aug - 27 Aug
Cozy Private Family Palace near BWI, Pet-Friendly
Interior

16. Idyllic Pasadena Retreat With Garden + Hot Tub!

Idyllic Pasadena Retreat With Garden + Hot Tub!
3.0 star property
Green Haven
The price is HK$1,757
HK$3,807 total
includes taxes & fees
3 Sept - 4 Sept
Idyllic Pasadena Retreat With Garden + Hot Tub!
Miscellaneous

17. Beautiful apartment in wonderful Baltimore with WiFi, fitness room, AC

Beautiful apartment in wonderful Baltimore with WiFi, fitness room, AC
Port Covington
The price is HK$1,796
HK$3,922 total
includes taxes & fees
5 Aug - 6 Aug
Beautiful apartment in wonderful Baltimore with WiFi, fitness room, AC
Dining

18. Charming Federal Hill! One Bedroom With Vibes

Charming Federal Hill! One Bedroom With Vibes
Sharp Leadenhall
9.8 out of 10, Exceptional, (49 reviews)
"Very nice place, I enjoyed my stay. "
United States
Brian N.
The price is HK$682
HK$1,875 total
includes taxes & fees
1 Sept - 2 Sept
Charming Federal Hill! One Bedroom With Vibes
Property grounds

19. Chesapeake Cottages- 2 Quaint Waterfront Retreats

Chesapeake Cottages- 2 Quaint Waterfront Retreats
Pasadena
9.6 out of 10, Exceptional, (23 reviews)
"Excellent Property"
United States
Buu T.
The price is HK$2,823
HK$5,176 total
includes taxes & fees
17 Aug - 18 Aug
Chesapeake Cottages- 2 Quaint Waterfront Retreats
Living area

20. WHOLE SUITE 74 - DE LUXE KING BED in Master Bedroom + LR with 2 SLEEPING SOFAS

WHOLE SUITE 74 - DE LUXE KING BED in Master Bedroom + LR with 2 SLEEPING SOFAS
Silver Spring
9.2 out of 10, Wonderful, (20 reviews)
"Great place to stay. Very convenient to everything in the city."
United States
Stephen R.
The price is HK$543
HK$1,748 total
includes taxes & fees
12 Aug - 13 Aug
WHOLE SUITE 74 - DE LUXE KING BED in Master Bedroom + LR with 2 SLEEPING SOFAS
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

Pier 5 Hotel Baltimore

Pier 5 Hotel Baltimore

10/10 Excellent
"Excellent stay, highly recommend!"
Garrett 2-night trip
Posted 2 hours ago
Pier 5 Hotel Baltimore

Find out more about Jessup

Search for holiday rentals in Jessup on Expedia! You can easily find your home rentals, villas, holiday apartments in Jessup using one of the methods below:

  • View our selection of featured holiday rentals in Jessup
  • Use the map to find apartments and other holiday homes in the Jessup neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Jessup while they last

Look no further and take a look at our great range of rental properties in Jessup!

Frequently asked questions

Are there holiday rentals in Jessup?

Yes, there are holiday rentals in Jessup close to TagParty RECON, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Jessup. Make sure you have time to check out the sporting events and casinos during your trip.

What are some of the best holiday rentals that Jessup has to offer?

Cute, Cozy 2-bedroom house near Annapolis with water access: This holiday home rental outside of Jessup offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of books in this rental home to help you unwind.

What can I see and do in Jessup?

Explore the area and family-friendly sights such as TagParty RECON, or get out into nature at a spot like Patuxent River. While in the area, you can also visit popular places such as M&T Bank Stadium and Oriole Park at Camden Yards.

What are holiday rentals like in Jessup?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Jessup. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for families.