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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sep - 20 Sep

Our top choices for Owings vacation homes

Exterior

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Stevensville
9.8 out of 10, Exceptional, (45 reviews)
"The place was perfect, exactly as depicted, in a lovely home in a quiet area a block from bay. It was convenient to most of Kent. The rooms are lovely and cozy with additional pullout on lower floors. I have teens so the added space was a blessing. The host was very kind and attentive checking in and offering any information to make our stay more pleasant. Checking in and out was simple and care free. I would certainly recommend it and intend to stay there again."
United States
Brian
The price is AED 527
AED 1,209 total
includes taxes & fees
1 Jun - 2 Jun
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Interior

1 bedroom in a basement with private Private bathroom with cool AC

1 bedroom in a basement with private Private bathroom with cool AC
Waldorf
The price is AED 239
AED 350 total
includes taxes & fees
27 May - 28 May
1 bedroom in a basement with private Private bathroom with cool AC
Beach nearby

Walk to Beach! King Bed & Free Beach Passes

Walk to Beach! King Bed & Free Beach Passes
North Beach
10.0 out of 10, Exceptional, (20 reviews)
"Everything was exceptional! We will be back. "
United States
Kimberly F.
The price is AED 577
AED 1,553 total
includes taxes & fees
1 Jun - 2 Jun
Walk to Beach! King Bed & Free Beach Passes
Outdoor dining

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
North Beach
10.0 out of 10, Exceptional, (35 reviews)
"Everything was as expected, lovely spot even with lots of snow and ice!"
United States
Becky S.
The price is AED 364
AED 1,497 total
includes taxes & fees
27 May - 28 May
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Outdoor dining

Sunset Breezes - quiet waterfront retreat

Sunset Breezes - quiet waterfront retreat
Dorchester County
10.0 out of 10, Exceptional, (44 reviews)
"Comfortable, roomy, awesome views!"
United States
John C.
The price is AED 1,177
AED 1,466 total
includes taxes & fees
27 May - 28 May
Sunset Breezes - quiet waterfront retreat
Beach

2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
Prince Frederick
10.0 out of 10, Exceptional, (11 reviews)
"Such a cool neighborhood! Easy walk to an amazing private beach. Would love to stay again. "
United States
Olivia M.
The price is AED 606
AED 1,382 total
includes taxes & fees
28 May - 29 May
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
Pool

Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views
Chesapeak beach
9.0 out of 10, Wonderful, (6 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is AED 624
AED 1,777 total
includes taxes & fees
27 May - 28 May
Family Beach House: Spacious Deck, Grill & Views
Interior

Annapolis Retreat - 7 mins from downtown Annapolis!

Annapolis Retreat - 7 mins from downtown Annapolis!
Hillsmere
10.0 out of 10, Exceptional, (6 reviews)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
United States
Paul C.
The price is AED 657
AED 1,981 total
includes taxes & fees
27 May - 28 May
Annapolis Retreat - 7 mins from downtown Annapolis!
2 bedrooms, iron/ironing board, WiFi, bed sheets

Renovated Bungalow | Walk to Beach | Dog-Friendly

Renovated Bungalow | Walk to Beach | Dog-Friendly
Edgewater
9.4 out of 10, Exceptional, (6 reviews)
"Very cute house. It was exactly what I was looking for. "
United States
Collin G.
The price is AED 768
AED 2,106 total
includes taxes & fees
3 Jun - 4 Jun
Renovated Bungalow | Walk to Beach | Dog-Friendly
Interior

Bright and airy waterfront getaway

Bright and airy waterfront getaway
Benedict
9.6 out of 10, Exceptional, (20 reviews)
"Sophia was an amazing host and the place was exactly as advertised. I couldn't recommend the place enough!"
United States
William N.
The price is AED 760
AED 1,300 total
includes taxes & fees
31 May - 1 Jun
Bright and airy waterfront getaway
Beach

Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .

Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .
Edgewater
8.6 out of 10, Excellent, (8 reviews)
"Great location, easy check in/out. Everything we needed was available! Very comfortable bed, super cute property. "
United States
MJ S.
The price is AED 826
AED 1,285 total
includes taxes & fees
28 May - 29 May
Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .
Outdoor dining

Charming Annapolis WaterVIEW Home

Charming Annapolis WaterVIEW Home
Arundel on the Bay
9.8 out of 10, Exceptional, (70 reviews)
"The host was very welcoming and responsive before and during the stay for my questions. The house was clean and comfortable. The hot tub was lovely for a soak. We enjoyed the walk to and sitting on the peaceful community beach. Thank you!"
United States
Kathy S.
The price is AED 988
AED 2,165 total
includes taxes & fees
8 Jun - 9 Jun
Charming Annapolis WaterVIEW Home
Beach nearby, sun loungers, beach towels

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Arundel on the Bay
9.6 out of 10, Exceptional, (14 reviews)
"Great communication with the host, easy check in.. nice property. "
United States
Henry P.
The price is AED 1,289
AED 2,517 total
includes taxes & fees
2 Jun - 3 Jun
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Smart TV

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Cambridge
10.0 out of 10, Exceptional, (14 reviews)
"Second time staying at this lovely, serene home/property. It’s the perfect getaway if you’re looking to escape into some peace! Highly recommend "
United States
Jill C.
The price is AED 1,087
AED 2,083 total
includes taxes & fees
27 May - 28 May
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Beach

Londontowne Home | Beach | 3BR

Londontowne Home | Beach | 3BR
Edgewater
10.0 out of 10, Exceptional, (2 reviews)
"The property was beautiful with plenty of space to have a getaway with friends. The host was super communicative when we had issues with check in. Would highly recommend staying here!"
United States
Sam A.
The price is AED 1,091
AED 2,977 total
includes taxes & fees
27 May - 28 May
Londontowne Home | Beach | 3BR
TV, offices

Family Home on Mayo Peninsula | Deck | Sleeps 10

Family Home on Mayo Peninsula | Deck | Sleeps 10
Edgewater
10.0 out of 10, Exceptional, (3 reviews)
"House was clean and comfortable. Great layout. "
United States
Kristin G.
The price is AED 970
AED 2,651 total
includes taxes & fees
27 May - 28 May
Family Home on Mayo Peninsula | Deck | Sleeps 10
Smart TV, fireplace, foosball, table tennis

Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
Homewood
9.8 out of 10, Exceptional, (9 reviews)
"The house was great and the host was better! She was super responsive and helpful, and everything went well on our stay!"
United States
Dan B.
The price is AED 1,172
AED 2,332 total
includes taxes & fees
3 Jun - 4 Jun
Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
Living area

3-Bedroom Beach Home w/ Backyard

3-Bedroom Beach Home w/ Backyard
North Beach
The price is AED 714
AED 1,589 total
includes taxes & fees
27 May - 28 May
3-Bedroom Beach Home w/ Backyard
Living area

Cozy 3BR Annapolis sleeps 6 Private Deck, Parking

Cozy 3BR Annapolis sleeps 6 Private Deck, Parking
Annapolis
The price is AED 909
AED 2,347 total
includes taxes & fees
27 May - 28 May
Cozy 3BR Annapolis sleeps 6 Private Deck, Parking
Interior

Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!
Shady Side
10.0 out of 10, Exceptional, (3 reviews)
"Our family enjoyed staying at the Sunset Cottage. It was clean, had everything we needed for a great trip and the communion was amazing."
United States
Michelle H.
The price is AED 1,047
AED 1,996 total
includes taxes & fees
27 May - 28 May
Sunset Cottage - West River Access and Views!
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 Owings Hotel Reviews

Harborside Hotel

Harborside Hotel

6/10 Okay
"My recent stay at this property was average at best. While the facility and our room were clean—which we certainly appreciated—the room itself was incredibly basic and did not match the premium image or aesthetic that was advertised online. The staff met minimal professional requirements; they were polite and helpful when directly asked a question, but they lacked an "above and beyond" hospitality attitude. For instance, basic amenities were not communicated to us at arrival—I didn’t even find out the hotel offered complimentary coffee and rolls until we were literally checking out. Safety and peace of mind are incredibly important to us when traveling. The parking lot featured prominent signage stating "Park at your own risk; we are not responsible for your vehicle." Seeing that left my wife feeling unsettled and unsafe about the location of our car during the stay. Ultimately, my expectations were much higher based on the marketing, which is likely why the final experience felt disappointing. It’s a fine, clean place if you just need a basic spot to sleep, but don't expect a premium experience."
Michael 2-night trip
Posted less than an hour ago
Harborside Hotel

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