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Vacation Homes in Jessup

Hilltop Retreat w/ Pool, Games & Sunroom — Sleeps 15

10.0 out of 10, Exceptional, (1)
"This property was amazing. I had 10 of my family members stay with me for my graduation and everyone was able to have their own bed and or space. No room felt too congested even when we all gathered in the living room. Everytime I called the host answered and got back to me in a timely fashion. After my graduation the host even allowed more of my out state family members to come over and enjoy dinner with no problems. This house is 100% a house you want to stay at!! The host provided the rooms...
The price is SAR 1,914
SAR 3,278 total
includes taxes & fees
17 Jun - 18 Jun
Hilltop Retreat w/ Pool, Games & Sunroom — Sleeps 15

Rooftop Deck Escape! Free Parking!

8.8 out of 10, Excellent, (27)
"Fun family stay"
The price is SAR 402
SAR 1,063 total
includes taxes & fees
17 Jun - 18 Jun
Rooftop Deck Escape! Free Parking!

3-B rooms 5 beds & 2 BR Spacious House 1 mile from downtown with 2 free parking.

2.0 star property
10.0 out of 10, Exceptional, (23)
"This was a great home, everything about the home was great. Location, parking, and neighborhood. All the amenities was as promoted and I definitely recommend this home. "
3-B rooms 5 beds & 2 BR Spacious House 1 mile from downtown with 2 free parking.

Quaint 3/2.5 home in Fort Dupont

8.0 out of 10, Very Good, (16)
"Nice place and a good location not far from downtown"
The price is SAR 387
SAR 1,125 total
includes taxes & fees
17 Jun - 18 Jun
Quaint 3/2.5 home in Fort Dupont

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

10.0 out of 10, Exceptional, (219)
"Perfect Location - Easy Process - Comfortable Home!"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

TWIN BED, PILLOW, SHOWER, FRIDGE, MW, - 64.

9.6 out of 10, Exceptional, (5)
"Host was very kind, welcoming and helpful with everything. "
TWIN BED, PILLOW, SHOWER, FRIDGE, MW, - 64.

Cozy 2BR Retreat with Free Parking & Prime Location

9.8 out of 10, Exceptional, (31)
"Sky was amazing! Helped with all of our needs in an extremely prompt manner. I couldn't recommend this place more"
Cozy 2BR Retreat with Free Parking & Prime Location

Cozy Vintage Escape – 4BR/4BA Near DC Attractions!

10.0 out of 10, Exceptional, (2)
"We visited DC with family and loved the location. It was in a quiet neighborhood close to the metro, which made it easy to get around. The home is clean and beautiful. We would stay here again! "
Cozy Vintage Escape – 4BR/4BA Near DC Attractions!

Trendy Spot in Downtown Baltimore/Fells Point

9.6 out of 10, Exceptional, (15)
"Comfortable home with everything our group needed for our stay."
Trendy Spot in Downtown Baltimore/Fells Point

KING-SIZE BED in Master Bedroom & TWO SLEEP SOFAS IN BDRM 2 - SUITE 69.

2.0 star property
10.0 out of 10, Exceptional, (2)
"This place I love it so much cause is big bed safe and comfortable.i wish I can have it again "
The price is SAR 233
SAR 836 total
includes taxes & fees
17 Jun - 18 Jun
KING-SIZE BED in Master Bedroom & TWO SLEEP SOFAS IN BDRM 2 - SUITE 69.

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

10.0 out of 10, Exceptional, (28)
"Great place for gathering. Plenty of space to hang out. Kitchen is big, well stocked and great for a large crowd. "
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Scenic Waterfront Getaway with Private Pool and Dock Minutes from Annapolis

10.0 out of 10, Exceptional, (102)
"Had a wonderful, peaceful stay."
Scenic Waterfront Getaway with Private Pool and Dock Minutes from Annapolis

Big 3 story house near stadiums, aquarium, museums, 5 bedrooms, parking

10.0 out of 10, Exceptional, (10)
"Great property, awesome location, great stay, plan to stay again, loved the experience "
The price is SAR 1,126
SAR 2,202 total
includes taxes & fees
6 Jul - 7 Jul
Big 3 story house near stadiums, aquarium, museums, 5 bedrooms, parking

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

10.0 out of 10, Exceptional, (25)
"Great location for our team to stay during Annapolis sail show. "
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Cute and Close to Downtown! Off street parking w/ short walk to Academy/Stadium

9.6 out of 10, Exceptional, (12)
"Wonderful location and just perfect for our family! "
Cute and Close to Downtown! Off street parking w/ short walk to Academy/Stadium

5 Mi to Downtown Baltimore: Quiet Home w/ Porch

9.6 out of 10, Exceptional, (4)
"Nice house in a quiet, safe, residential neighborhood. Clean and comfortable. Easy access to all the attractions in Baltimore. "
The price is SAR 567
SAR 1,877 total
includes taxes & fees
25 Jun - 26 Jun
5 Mi to Downtown Baltimore: Quiet Home w/ Porch

Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything

9.8 out of 10, Exceptional, (20)
"Loved the stay, easy and functional for a larger group to get together in Annapolis. "
Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything

Beautiful Two Level Apt in DC

2.0 star property
9.8 out of 10, Exceptional, (16)
"Stayed at this beautiful home with my family of five for a long weekend. The home was wonderful and comfortable with plenty of room for our teenagers. Convenient location with easy access to DC monuments, restaurants and shops."
Beautiful Two Level Apt in DC

PERFECT LOCATION in the heart of history

10.0 out of 10, Exceptional, (201)
"Great weekend at this property in Annapolis! Location is within walking distance to restaurants and shopping!"
PERFECT LOCATION in the heart of history

Enchanting 4-bedroom townhome in the heart of DC with decks and amenities!!!

10.0 out of 10, Exceptional, (2)
"The communication is top tier and the host was attentive to my questions from the start to the very end. The location was perfectly central to U street and the festival grounds with plenty of street parking. Conveniently located to stores and shops. The beds were comfortable and the balconies added a nice touch to the area as we would sit and enjoy the view and weather from the back porch. Safe and quiet area with friendly and welcoming neighbors "
Enchanting 4-bedroom townhome in the heart of DC with decks and amenities!!!
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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