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Owings Holiday Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Owings holiday rentals

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, (46 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 HK$1,188
HK$2,674 total
includes taxes & fees
2 Jul - 3 Jul
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Property grounds

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
9.2 out of 10, Wonderful, (9 reviews)
"The location was perfect. It was quiet and clean with a wonderful view of the water, especially the sunrise through the bedroom window in the morning. The host kept in touch to answer any questions we had, and made sure our stay was great. We will absolutely be back!"
United States
Coulter L.
The price is HK$1,200
HK$2,087 total
includes taxes & fees
30 Jun - 1 Jul
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Outdoor pool

Annapolis Garden Suite

Annapolis Garden Suite
Epping Forest
10.0 out of 10, Exceptional, (17 reviews)
"We had a quick overnight stay to attend an event at the Naval Academy! This was the perfect spot!! The accommodations were exactly what we needed!! Thanks for a great stay!!! "
United States
Mary S.
The price is HK$1,990
HK$3,771 total
includes taxes & fees
7 Jul - 8 Jul
Annapolis Garden Suite
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, (22 reviews)
"Although the house itself could use some maintenance, our stay was very comfortable. The rooms were spacious and it had all the amenities we needed. "
United States
Donovan B.
The price is HK$1,231
HK$3,273 total
includes taxes & fees
15 Jul - 16 Jul
Walk to Beach! King Bed & Free Beach Passes
Fridge, microwave, oven, stovetop

Renovated Bungalow | Walk to Beach | Dog-Friendly

Renovated Bungalow | Walk to Beach | Dog-Friendly
Edgewater
9.6 out of 10, Exceptional, (8 reviews)
"Very cute house. It was exactly what I was looking for. "
United States
Collin G.
Renovated Bungalow | Walk to Beach | Dog-Friendly
Exterior detail

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
Deale
8.0 out of 10, Very good, (13 reviews)
"The rental was near our relatives in a quiet community. Neighbors were friendly. The size was perfect for me and my brother while we were in for a funeral (Arlington National). All the comforts of home! I'll definitely look to stay here again."
United States
Maude H.
The price is HK$875
HK$2,392 total
includes taxes & fees
30 Jun - 1 Jul
Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
Sun-loungers

Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!
Prince Frederick
10.0 out of 10, Exceptional, (43 reviews)
"Second time here and we love the convenience to Prince Frederick and the comfort offered by the hosts. "
United States
RACHEL S.
The price is HK$2,364
HK$2,830 total
includes taxes & fees
30 Jun - 1 Jul
Cottage Located on the Patuxent River!
Pool

Beach Front, Bay View, Fishing, chesapeake,Family Getaway

Beach Front, Bay View, Fishing, chesapeake,Family Getaway
Chesapeak beach
9.2 out of 10, Wonderful, (7 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is HK$2,188
HK$4,676 total
includes taxes & fees
30 Jun - 1 Jul
Beach Front, Bay View, Fishing, chesapeake,Family Getaway
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 HK$1,898
HK$5,435 total
includes taxes & fees
30 Jun - 1 Jul
Family Home on Mayo Peninsula | Deck | Sleeps 10
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 HK$1,960
HK$4,962 total
includes taxes & fees
13 Jul - 14 Jul
Annapolis Retreat - 7 mins from downtown Annapolis!
Exterior

Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
The price is HK$2,137
HK$3,607 total
includes taxes & fees
30 Jun - 1 Jul
Plum Point Cottage #17
Marina

Cozy 2br home w/ parking in downtown Annapolis

Cozy 2br home w/ parking in downtown Annapolis
Historic District
10.0 out of 10, Exceptional, (82 reviews)
"Parking availability and restaurant location"
United States
Sophie P.
The price is HK$2,329
HK$4,264 total
includes taxes & fees
1 Jul - 2 Jul
Cozy 2br home w/ parking in downtown Annapolis
Desk, iron/ironing board, WiFi, bed sheets

A quiet, well-appointed studio, your private DC home base

A quiet, well-appointed studio, your private DC home base
Southeast
8.0 out of 10, Very good, (2 reviews)
"Clean, beautiful large TV, kitchenette with everything needed for a pleasant stay. "
United States
Julian
The price is HK$865
HK$1,692 total
includes taxes & fees
30 Jun - 1 Jul
A quiet, well-appointed studio, your private DC home base
Fridge, microwave, oven, stovetop

Cute bungalow blocks to Stadium

Cute bungalow blocks to Stadium
Admiral Heights
9.8 out of 10, Exceptional, (9 reviews)
"Great property. Third time staying at property while visiting Annapolis. "
United States
Holly W.
The price is HK$1,623
HK$4,004 total
includes taxes & fees
1 Jul - 2 Jul
Cute bungalow blocks to Stadium
Interior

Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!
Shady Side
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful home for a girls weekend away. The view is spectacular, host was communicative, and lots of thoughtful small touches throughout the home and the experience. Thank you for a wonderful stay! "
United States
Katie K.
The price is HK$2,517
HK$4,660 total
includes taxes & fees
6 Jul - 7 Jul
Sunset Cottage - West River Access and Views!
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, (12 reviews)
"Listing was accurate; communication with host was great and helpful. We had a wonderful family time."
United States
Melissa D.
The price is HK$2,886
HK$4,854 total
includes taxes & fees
5 Jul - 6 Jul
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
TV

Londontowne Rancher | 3BR | Near Waterfront

Londontowne Rancher | 3BR | Near Waterfront
Edgewater
7.0 out of 10, Good, (2 reviews)
"The house was much smaller then it originally appeared to be in the listing photos and what they had available was the bare minimum. The neighborhood was rowdy and there was screaming late into the night. The shower also sprayed water all over the floor and caused a massive puddle. The house was overall nice and clean but not worth the price that it was listed for. A hotel would have much better accommodated our needs. "
United States
rebekah h.
The price is HK$1,898
HK$5,435 total
includes taxes & fees
30 Jun - 1 Jul
Londontowne Rancher | 3BR | Near Waterfront
Fridge, microwave, oven, stovetop

Annapolis Gem- Tranquil 4 BR Murray Hill Victorian

Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
Historic District
The price is HK$2,055
HK$5,695 total
includes taxes & fees
1 Jul - 2 Jul
Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
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, (16 reviews)
"The perfect off-season get-away! "
United States
Pamela B.
The price is HK$2,964
HK$5,650 total
includes taxes & fees
12 Jul - 13 Jul
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Fridge, microwave, oven, stovetop

Rose Haven Peaceful, Spacious, 3 Bedroom Retreat

Rose Haven Peaceful, Spacious, 3 Bedroom Retreat
Rose Haven
The price is HK$2,497
HK$3,213 total
includes taxes & fees
15 Jul - 16 Jul
Rose Haven Peaceful, Spacious, 3 Bedroom Retreat
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

10/10 Excellent
"The hotel experience was great the downfall was a big restaurant and bar but not open for the public been closed since last September I will return after the Restaurant and bar reopen hopefully this upcoming summer!!"
Kernell 1-night trip
Posted 4 hours ago
Harborside Hotel

Find out more about Owings

Search for holiday rentals in Owings on Expedia! You can easily find your home rentals, villas, holiday apartments in Owings using one of the methods below:

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Look no further and take a look at our great range of rental properties in Owings!

Frequently asked questions

Are there holiday rentals in Owings?

Yes, there are holiday rentals close to the most popular sights in Owings, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Owings has to offer?

Charming Annapolis WaterVIEW Home: This holiday home rental outside of Owings is located on the waterfront, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

What’s there to see and do in Owings?

While exploring the area, visit family-friendly sights like Chesapeake Beach Water Park, or get outside and enjoy nature at Patuxent River. In the wider area, you’ll find Fridays Creek Winery and Bayside History Museum.

What’s a holiday rental in Owings like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Owings. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family trips.