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Compare 659 Vacation Homes in Owings 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!

5 minutes from Washington DC 3 bedrooms 2 bath single family home with driveway

9.4 out of 10, Exceptional, (3)
"Amazing stay! Very comfortable and convenient stay. Near local shopping area and Downtown, DC. Very resourceful amenties, appliances etc. Host communication was very prompt and effective. Definitely a highly recommended stay if looking to book in the area. I will definitely be booking this stay again in the near future! "
The price is AED 804
AED 1,751 total
includes taxes & fees
5 Jun - 6 Jun
5 minutes from Washington DC 3 bedrooms 2 bath single family home with driveway

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 AED 3,816
AED 5,900 total
includes taxes & fees
10 Jun - 11 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 830
AED 2,142 total
includes taxes & fees
5 Jun - 6 Jun
Edgewater/Mayo Getaway!

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

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

9.6 out of 10, Exceptional, (79)
"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

DC Summer Retreat- 7BD•5BA, 15mins to the National Mall

2.0 star property
10.0 out of 10, Exceptional, (5)
"Wonderful stay! Home had plenty of space for everyone. "
DC Summer Retreat- 7BD•5BA, 15mins to the National Mall

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 1,115
AED 1,987 total
includes taxes & fees
3 Jul - 4 Jul
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 612
AED 1,480 total
includes taxes & fees
8 Jun - 9 Jun
The Cottage

The Lazy Crab Beach House - Free beach passes

10.0 out of 10, Exceptional, (51)
"Would stay again."
The Lazy Crab Beach House - Free beach passes

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 AED 607
AED 1,767 total
includes taxes & fees
9 Jun - 10 Jun
Huge Beach Bungalow w/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants

Beautiful Waterfront Retreat in Cambridge!

10.0 out of 10, Exceptional, (36)
"The house was so cute and the fact that we were able to do early check in was amazing!"
The price is AED 1,102
AED 1,970 total
includes taxes & fees
22 Jun - 23 Jun
Beautiful Waterfront Retreat in Cambridge!

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 AED 477
AED 1,428 total
includes taxes & fees
16 Jun - 17 Jun
Wright's Cottage- Pet's Welcome & EV Charging

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.

WATERFRONT!!! The River's Roost on The Patuxent River

10.0 out of 10, Exceptional, (22)
"Great stay, beautiful spot. We will be back for sure."
WATERFRONT!!! The River's Roost on The Patuxent River

South County Poolside Hangout

8.0 out of 10, Very Good, (1)
"First off I want to say the house was absolutely beautiful. The pictures does it no Justice. The house was very clean, and well equipped with everything you can think you’ll possibly need. The beds are comfortable, the area is nice, and the land is beautiful. Carolyn was very, very responsive. Everything I messaged her about she responded right back. The only down fall was that I booked the home mainly for the pool, but the pool was dirty due to a storm prior to my stay. Carolyn tried to get...
South County Poolside Hangout

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, (36)
"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
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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