Search Vacation Homes in Owings

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21
In one month
Jan 2 - Jan 4
In two months
Jan 30 - Feb 1

Vacation Homes in Owings

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

Vacation Home in Stevensville

9.8 out of 10, Exceptional, (42)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
United States
Stephanie S.
$240 nightly
The price is $254
Dec 3 - Dec 4
Total with taxes and fees
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Beach nearby
Walk to Beach! King Bed & Free Beach Passes

Vacation Home in North Beach

10.0 out of 10, Exceptional, (16)
"We loved our stay! The property was just as advertised and had everything we needed. Quiet area and felt very safe. The owners provided excellent communication as well!"
United States
Jennifer B.
$321 nightly
The price is $354
Dec 4 - Dec 5
Total with taxes and fees
Walk to Beach! King Bed & Free Beach Passes
Interior
Beautiful Waterfront Retreat in Cambridge!

Vacation Home in Cambridge

10.0 out of 10, Exceptional, (49)
"Just what we were looking for. Appreciated the little touches such as already baited crab traps and the complimentary smores kit. "
United States
Dan K.
$357 nightly
The price is $378
Dec 7 - Dec 8
Total with taxes and fees
Beautiful Waterfront Retreat in Cambridge!
Beach nearby, sun loungers, beach towels
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Vacation Home in North Beach

10.0 out of 10, Exceptional, (31)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
$368 nightly
The price is $407
Dec 3 - Dec 4
Total with taxes and fees
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Terrace/patio
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

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.
$393 nightly
The price is $448
Dec 3 - Dec 4
Total with taxes and fees
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Property grounds
Sunset Breezes - quiet waterfront retreat

Vacation Home in Dorchester County

10.0 out of 10, Exceptional, (41)
"Good time with my friends "
United Kingdom
Oleg L.
$294 nightly
The price is $325
Dec 23 - Dec 24
Total with taxes and fees
Sunset Breezes - quiet waterfront retreat
3 bedrooms, iron/ironing board, travel crib, free WiFi
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Vacation Home in Prince Frederick

9.6 out of 10, Exceptional, (4)
"We had a short stay after a sporting event in DC, it was a little less than an hour away. Convenient location and a very clean house. Kitchen was well stocked. There was little communication with the owner, which was nice vs a long list of rules, but we would have liked to know any of their local specific favorite spots or more detailed check in/check out. Worked out nicely for our family. "
United States
Carrie K.
$344 nightly
The price is $365
Dec 3 - Dec 4
Total with taxes and fees
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
Exterior
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

Vacation Home in Shady Side

10.0 out of 10, Exceptional, (4)
"Would stay here again "
United States
Thomas D.
$376 nightly
The price is $429
Dec 3 - Dec 4
Total with taxes and fees
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
4 bedrooms, desk, iron/ironing board, travel crib
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

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.
$402 nightly
The price is $458
Dec 3 - Dec 4
Total with taxes and fees
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
Marina
Cozy 2br home w/ parking in downtown 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.
$273 nightly
The price is $311
Dec 3 - Dec 4
Total with taxes and fees
Cozy 2br home w/ parking in downtown Annapolis
Fridge, microwave, oven, stovetop
Cute bungalow blocks to Stadium

Vacation Home in Admiral Heights

9.8 out of 10, Exceptional, (7)
"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.
$463 nightly
The price is $524
Dec 9 - Dec 10
Total with taxes and fees
Cute bungalow blocks to Stadium
Beach
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

Vacation Home in Prince Frederick

10.0 out of 10, Exceptional, (8)
"Clean and easy "
United States
Robert R.
$372 nightly
The price is $394
Dec 3 - Dec 4
Total with taxes and fees
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
Fridge, microwave, oven, stovetop
Fisher House: Steps From USNA + Covered Parking!

Vacation Home in Historic District

10.0 out of 10, Exceptional, (13)
"The location is perfect!"
United States
suzanne d.
$589 nightly
The price is $634
Dec 3 - Dec 4
Total with taxes and fees
Fisher House: Steps From USNA + Covered Parking!
Interior
Historic Row Home 1 Block from Gate 1 at USNA!

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.
$622 nightly
The price is $709
Dec 3 - Dec 4
Total with taxes and fees
Historic Row Home 1 Block from Gate 1 at USNA!
TV
Golden Anchor Retreat; Lux Living! - Sleeps 7

Vacation Home in Edgewater

10.0 out of 10, Exceptional, (2)
"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.
$584 nightly
The price is $626
Dec 10 - Dec 11
Total with taxes and fees
Golden Anchor Retreat; Lux Living! - Sleeps 7
TV, offices
Wright's Cottage- Pet's Welcome & EV Charging

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.
$327 nightly
The price is $372
Dec 10 - Dec 11
Total with taxes and fees
Wright's Cottage- Pet's Welcome & EV Charging
Fridge, microwave, oven, stovetop
Stunning 4 BR Home - Walking Distance to Stadium

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.
$762 nightly
The price is $869
Dec 3 - Dec 4
Total with taxes and fees
Stunning 4 BR Home - Walking Distance to Stadium
Beach
Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .

Vacation Home in Edgewater

10.0 out of 10, Exceptional, (3)
"Yes, everything was over the top."
United States
Abigail B.
$312 nightly
The price is $356
Dec 3 - Dec 4
Total with taxes and fees
Charming 3-bedroom house with AC, WiFi in tranquil Edgewater on the bay .
Fridge, microwave, oven, stovetop
All Star Annapolis Retreat - Walk to Stadium

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.
$622 nightly
The price is $662
Dec 3 - Dec 4
Total with taxes and fees
All Star Annapolis Retreat - Walk to Stadium
Outdoor dining
The Hidaway on the Patuxent River<br>Children allowed and welcomed to stay.

Vacation Home in Prince Frederick

9.2 out of 10, Wonderful, (9)
"Got to go fishing, kayaking, and swimming in the pool. Had a great time, views are wonderful and it’s a peaceful environment. 10/10 would stay again."
United States
Timothy H.
$550 nightly
The price is $583
Dec 3 - Dec 4
Total with taxes and fees
The Hidaway on the Patuxent River<br>Children allowed and welcomed to stay.
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Owings Hotel Reviews

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"Clean room, friendly staff"
Jodi 1-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Annapolis, MD

Find out more about Owings

Owings Vacation Homes information

Number of reviews
319
Accommodation
667 Vacation Homes
Lowest Price
$254
Highest Price
$869

Explore a world of travel with Expedia