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Vacation Homes in Annapolis

Vacation Home in Historic District

10.0 out of 10, Exceptional, (72)
"Great little house easy to walk to West St, Main St & the Yard (USNA). Has parking included which is nice. Great communication we owner. Will stay again. "
United States
Sheldon E.
The price is AED 430
AED 1,118 total
includes taxes & fees
30 Nov - 1 Dec
Cozy 2br home w/ parking in downtown Annapolis

Vacation Home in Admiral Heights

9.8 out of 10, Exceptional, (6)
"We loved the layout, location, and porch- quality time with family with plenty to do and close USNA. We will stay here again!"
United States
Tammy L.
The price is AED 628
AED 2,027 total
includes taxes & fees
30 Nov - 1 Dec
Cute bungalow blocks to Stadium

Vacation Home in Homewood

9.8 out of 10, Exceptional, (8)
"This house was perfect for us! We love the ease of getting into town without having to drive and park in a parking garage. I would 10/10 recommend this house!"
United States
Elaina H.
The price is AED 661
AED 1,700 total
includes taxes & fees
9 Dec - 10 Dec
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

Vacation Home in Annapolis

10.0 out of 10, Exceptional, (6)
"The property provided the space I needed for my family. It is located in a cute neighborhood. The property was clean and the owner was very responsive to any questions that I had. I really enjoyed staying here."
United States
Kristina
The price is AED 818
AED 2,026 total
includes taxes & fees
2 Dec - 3 Dec
Charming Pet-Friendly Stay - Near Bay & Beaches.

Vacation Home in Historic District

10.0 out of 10, Exceptional, (5)
"Wonderful location. Easy walking to downtown restaurants, shops, city docks and USNA. Enjoyed spending time on front porch and swing.Comfortable beds and home like atmosphere.No need for a vehicle, but if you have one, parking garage is just a few blocks away. "
United States
Katie S.
The price is AED 584
AED 2,717 total
includes taxes & fees
30 Nov - 1 Dec
Historic Row Home 1 Block from Gate 1 at USNA!

Vacation Home in Annapolis

9.2 out of 10, Wonderful, (15)
"Great location, cozy cottage, good for dogs, lots to do in and around Annapolis. "
United States
Mike F.
The price is AED 649
AED 1,368 total
includes taxes & fees
10 Dec - 11 Dec
Wright's Cottage- Pet's Welcome & EV Charging

Vacation Home in Arundel on the Bay

9.8 out of 10, Exceptional, (11)
"Very clean - well equipped - perfect for our relaxing weekend."
United States
Chris J.
The price is AED 628
AED 1,658 total
includes taxes & fees
1 Dec - 2 Dec
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Vacation Home in Cape Saint Claire

2.0 star property
The price is AED 744
AED 1,685 total
includes taxes & fees
1 Dec - 2 Dec
Spacious Modern Annapolis Retreat, Near Downtown, Firepit + Bar, Sleeps 12

Vacation Home in Homewood

10.0 out of 10, Exceptional, (1)
"This house was a TEN! We booked it for family and friends to stay with us for a military retirement over homecoming weekend. The location was great. Perfect for walking to and from the stadium with kids. Easy few minutes drive or Uber to the Academy. The house was well equipped and perfect for a big group. The yard was amazing! Wish we’d planned on a family flag football game! Plenty of space in the kitchen and living room. Management was super responsive when we needed something or had a...
United States
Catherine S.
The price is AED 896
AED 3,362 total
includes taxes & fees
30 Nov - 1 Dec
Stunning 4 BR Home - Walking Distance to Stadium

Vacation Home in Cape Saint Claire

9.8 out of 10, Exceptional, (11)
"Very nice home, location, close to our family and activities. Enjoyed our stay and would recommend to other renters looking for spaciousness and holiness that a hotel cannot provide! "
United States
Lisa S.
The price is AED 562
AED 1,860 total
includes taxes & fees
3 Dec - 4 Dec
Neptune by the Water - Pet Friendly Fenced Yard

Vacation Home in Historic District

9.4 out of 10, Exceptional, (15)
"Very clean rooms, and very convenient to the historic district and waterfront in Annapolis. "
United States
Gary S.
The price is AED 654
AED 1,558 total
includes taxes & fees
30 Nov - 1 Dec
vacation home in Historic Annapolis, 17-minute walk to U.S. Naval Academy

Vacation Home in Historic District

10.0 out of 10, Exceptional, (13)
"The location is perfect!"
United States
suzanne d.
The price is AED 955
AED 2,398 total
includes taxes & fees
1 Dec - 2 Dec
Fisher House: Steps From USNA + Covered Parking!

Vacation Home in Cape Saint Claire

10.0 out of 10, Exceptional, (3)
"This was a beautiful property and I would stay here again if we travel back to the area."
United States
Katherine D V.
Annapolis Baystone House

Vacation Home in Historic District

10.0 out of 10, Exceptional, (35)
"This is our second time staying in the property and it’s adorable and so convenient to everything. Ryan was very responsive and easy to work with. "
United States
shannon r.
The price is AED 658
AED 2,052 total
includes taxes & fees
1 Dec - 2 Dec
★ Midcentury Modern Getaway ★ Prime Location ★

Vacation Home in Admiral Heights

10.0 out of 10, Exceptional, (8)
"Beautiful and comfortable property! We enjoyed our time here and would book it again. "
United States
Paige R.
The price is AED 731
AED 2,432 total
includes taxes & fees
2 Dec - 3 Dec
All Star Annapolis Retreat - Walk to Stadium

Vacation Home in Eastport

The price is AED 735
AED 1,390 total
includes taxes & fees
8 Dec - 9 Dec
2BR, 1BA Boutique Brick Beauty located in historic Eastport.

Vacation Home in Annapolis

2.0 star property
The price is AED 911
AED 1,775 total
includes taxes & fees
7 Dec - 8 Dec
Modern Retreat w/ Fire Pit & Parking

Vacation Home in Historic District

The price is AED 562
AED 2,667 total
includes taxes & fees
30 Nov - 1 Dec
Historic Row Home in Downtown Annapolis

Vacation Home in Annapolis

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great house & great location! We will definitely be returning! Thank you Jessica!"
United States
Holly W.
Mins to DTA - King Beds - Parking

Vacation Home in Annapolis

10.0 out of 10, Exceptional, (5)
Walk to the stadium! - Lighthouse on Glenwood
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 Annapolis Hotel Reviews