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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Vacation Homes in Deale

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

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

10.0 out of 10, Exceptional, (218)
"Great property and location to everything is ideal. Would definitely book this place again. "
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore
Property grounds

Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore

9.6 out of 10, Exceptional, (80)
"This is a great location The house is clean and updated. We enjoyed and would stay here again."
Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore
NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.
Parking

NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.

9.8 out of 10, Exceptional, (8)
"Three generations of family gathered here for a holiday together. The beautiful historic home is located in the heart of downtown Annapolis - activities for everyone within blocks. We opted for the chef-prepared breakfast,- a highlight!"
The price is SAR 3,758
SAR 5,849 total
includes taxes & fees
10 Jun - 11 Jun
NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.
Edgewater/Mayo Getaway!
Fridge, microwave, oven, stovetop

Edgewater/Mayo Getaway!

9.8 out of 10, Exceptional, (17)
"We had a wonderful experience with our latest stay. They were flexible on arrival time, beds were very comfortable and the house was very comfortable! Will definitely stay again!"
The price is SAR 964
SAR 2,408 total
includes taxes & fees
9 Jun - 10 Jun
Edgewater/Mayo Getaway!
The Blue Crab Beach House - Free beach passes
Miscellaneous

The Blue Crab Beach House - Free beach passes

10.0 out of 10, Exceptional, (57)
"Everything close by!"
The Blue Crab Beach House - Free beach passes
Dollhouse in Central Historic St Michaels
Exterior

Dollhouse in Central Historic St Michaels

9.6 out of 10, Exceptional, (49)
"Nice place "
Dollhouse in Central Historic St Michaels
PERFECT LOCATION in the heart of history
Exterior

PERFECT LOCATION in the heart of history

10.0 out of 10, Exceptional, (200)
"Great weekend at this property in Annapolis! Location is within walking distance to restaurants and shopping!"
PERFECT LOCATION in the heart of history
Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown
Property grounds

Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown

10.0 out of 10, Exceptional, (78)
"Heron house was perfect for our family weekend getaway. Doug and Kris are great hosts and made our stay as easy as could be! "
Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown
Relax on Kent Island in 3 Bedroom Home w/Waterview
Marina

Relax on Kent Island in 3 Bedroom Home w/Waterview

9.8 out of 10, Exceptional, (35)
"Owner was very welcoming and left a bottle of wine as a nice gesture. Excellent communication."
The price is SAR 453
SAR 1,208 total
includes taxes & fees
11 Jun - 12 Jun
Relax on Kent Island in 3 Bedroom Home w/Waterview
The Cottage
Exterior

The Cottage

10.0 out of 10, Exceptional, (5)
"Beautiful, beautiful, beautiful! Haley was a wonderful host! "
The price is SAR 624
SAR 1,511 total
includes taxes & fees
8 Jun - 9 Jun
The Cottage
421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!
Fridge, microwave, oven, stovetop

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

10.0 out of 10, Exceptional, (108)
"Great location. "
421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!
Charming Downtown Annapolis. Stroll to all the Historic District has to offer.
Exterior

Charming Downtown Annapolis. Stroll to all the Historic District has to offer.

2.5 star property
10.0 out of 10, Exceptional, (18)
"We had a wonderful stay. Property is charming, well equipped, and was as described. Very close walk to downtown. We would definitely stay again."
Charming Downtown Annapolis. Stroll to all the Historic District has to offer.
Huge Beach Bungalow w/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants
Beach nearby

Huge Beach Bungalow w/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants

10.0 out of 10, Exceptional, (26)
"Everything about our stay was wonderful..the hosts were so quick to respond to any questions amd were very patient with me with all of my questions..I would DEFINITELY stay here again!!"
The price is SAR 503
SAR 1,663 total
includes taxes & fees
9 Jun - 10 Jun
Huge Beach Bungalow w/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants
Island Blue Getaway! Brand new charming family friendly Home on Kent Island MD
Miscellaneous

Island Blue Getaway! Brand new charming family friendly Home on Kent Island MD

10.0 out of 10, Exceptional, (5)
Island Blue Getaway! Brand new charming family friendly Home on Kent Island MD
Cozy 3-Bedroom Pet-Friendly Beach Gateway, Near Bay, Downtown, Golf & Parks
Fridge, microwave, oven, stovetop

Cozy 3-Bedroom Pet-Friendly Beach Gateway, Near Bay, Downtown, Golf & Parks

10.0 out of 10, Exceptional, (1)
"Tons of space with lots of amenities! Super nice neighbor hood and neighbors. Very clean as well!"
The price is SAR 743
SAR 1,933 total
includes taxes & fees
8 Jun - 9 Jun
Cozy 3-Bedroom Pet-Friendly Beach Gateway, Near Bay, Downtown, Golf & Parks
25-50% Off~Private Beach~Hot Tub~Fire Table~
On the beach, beach towels

25-50% Off~Private Beach~Hot Tub~Fire Table~

10.0 out of 10, Exceptional, (25)
"It was the perfect romantic getaway! "
25-50% Off~Private Beach~Hot Tub~Fire Table~
Wright's Cottage- Pet's Welcome & EV Charging
Interior

Wright's Cottage- Pet's Welcome & EV Charging

9.6 out of 10, Exceptional, (10)
"Great location. Small but perfect for myself, my daughter & our big goofy dog. Old house but well maintained and cozy, fenced back yard. Really enjoyed our stay!"
The price is SAR 450
SAR 1,407 total
includes taxes & fees
9 Jun - 10 Jun
Wright's Cottage- Pet's Welcome & EV Charging
Recently Renovated Annapolis Home - Conveniently Located
Fridge, microwave, oven, stovetop

Recently Renovated Annapolis Home - Conveniently Located

10.0 out of 10, Exceptional, (61)
"We had a wonderful stay at this property and would return in the future. Thank you!"
Recently Renovated Annapolis Home - Conveniently Located
Historic Annapolis Home 1.5 blocks from center of town.
Interior

Historic Annapolis Home 1.5 blocks from center of town.

9.8 out of 10, Exceptional, (36)
"Perfect accommodations for girls weekend. Close to everything, very walkable. "
Historic Annapolis Home 1.5 blocks from center of town.
Sweet Gumball Cottage North Beach MD Free Beach Pass!
Terrace/patio

Sweet Gumball Cottage North Beach MD Free Beach Pass!

2.0 star property
9.6 out of 10, Exceptional, (5)
"The property was super nice, equipped with all that was needed and also very organized and clean. The location was perfect, walking distance to the board, restaurants and the beach. The owner was very responsive and flexible. We came as a family to celebrate my birthday and we had a wonderful time! Thank you 💕"
Sweet Gumball Cottage North Beach MD Free Beach Pass!
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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