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Compare 657 Vacation Homes in Queenstown with updated reviews, rates, and availability.

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!

BAYSIDE BUNGALOW

10.0 out of 10, Exceptional, (38)
"We had a wonderful weekend at Bayside Bungalow. Chris and Paul have really set up a great spot to enjoy some peace and quiet on the Chesapeake Bay. Thank you for your hospitality and attention to detail!Sincerely,J, J and L"
The price is AED 735
AED 1,098 total
includes taxes & fees
1 Jun - 2 Jun
BAYSIDE BUNGALOW

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

10.0 out of 10, Exceptional, (7)
"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 AED 3,276
AED 5,226 total
includes taxes & fees
9 Jun - 10 Jun
NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.

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 AED 694
AED 1,959 total
includes taxes & fees
1 Jun - 2 Jun
Edgewater/Mayo Getaway!

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

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 AED 328
AED 1,044 total
includes taxes & fees
2 Jun - 3 Jun
Relax on Kent Island in 3 Bedroom Home w/Waterview

The Cottage

10.0 out of 10, Exceptional, (5)
"Our stay at the house was great. The host had amazing customer service and the location is beautiful."
The price is AED 716
AED 1,398 total
includes taxes & fees
2 Jun - 3 Jun
The Cottage

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

Charming townhome with AC and WiFi in delightful Annapolis

4.0 out of 10, (1)
"This is a room, property owner will be there during your stay. Mattress on The floor. Single pillow, comforter, no top sheet. No curtans, and in a mildly questionable part of town. Owner was very "
Charming townhome with AC and WiFi in delightful Annapolis

Beautiful Waterfront Retreat in Cambridge!

10.0 out of 10, Exceptional, (34)
"The house was so cute and the fact that we were able to do early check in was amazing!"
The price is AED 1,010
AED 1,861 total
includes taxes & fees
8 Jun - 9 Jun
Beautiful Waterfront Retreat in Cambridge!

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

2.5 star property
10.0 out of 10, Exceptional, (18)
"First time in Annapolis to watch East Carolina win the Military Bowl and tour the Naval Academy.Great location, cute, clean, and comfortable place in a fun town with lots of great restaurants and bars."
Charming Downtown Annapolis. Stroll to all the Historic District has to offer.

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.

9.8 out of 10, Exceptional, (35)
"Perfect accommodations for girls weekend. Close to everything, very walkable. "
Historic Annapolis Home 1.5 blocks from center of town.

Minutes from Downtown Easton and St. Michaels | Charming | 4000 ft of Shoreline

10.0 out of 10, Exceptional, (5)
"All day views. Sunrises and sunsets. Quiet and easy to get to. Beautiful property and the house is perfect for a small group. Dock is great for crabbing and fishing. Will be back for sure!"
Minutes from Downtown Easton and St. Michaels | Charming | 4000 ft of Shoreline

Location is perfect and a big bonus we have our own parking at the home!

10.0 out of 10, Exceptional, (33)
"The home was cute, clean and conveniently located in downtown Annapolis! Owner was easy to communicate with & stocked with everything you’d need. Would love to stay here again!"
Location is perfect and a big bonus we have our own parking at the home!

A Luxury Home located in Easton with Water VIEWS! Close to Oxford/St. Michaels

10.0 out of 10, Exceptional, (19)
"This was a good house for a family get together with other people staying in the area. The house was clean and well stocked. Lovely setting on the water. "
A Luxury Home located in Easton with Water VIEWS! Close to Oxford/St. Michaels

Waterfront Cheerful 6 BR Home with Private Pier

9.8 out of 10, Exceptional, (33)
"The property was clean and comfy. Our group of 11 were very comfortable in this beautiful house "
Waterfront Cheerful 6 BR Home with Private Pier

Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest

10.0 out of 10, Exceptional, (12)
"Very friendly and helpful host and a great property. "
Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest

Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.

10.0 out of 10, Exceptional, (4)
"This is such a special property. The house, the amenities and then the surprising foodie scene in Easton and St. Michael’s is within minutes. This is our second summer at this property and we are already starting to plan our third!"
Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.

Historic Downtown Union House with Free parking & private patio

10.0 out of 10, Exceptional, (25)
"Perfect place to stay for a visit to USNA or Annapolis generally. Property is beautiful and well stocked, and it made for an easy stay "
Historic Downtown Union House with Free parking & private patio
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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