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Drayden Vacation Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Drayden vacation rentals

A covered patio with a view of a lake, furnished with chairs and a table.

1. Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
Lexington Park
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful sunset and very comfortable rooms. "
United States
Andrea B.
The price is AED 661
AED 1,350 total
includes taxes & fees
17 Nov - 18 Nov
Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
A single-story house with a front porch, a small deck, and a number '4' on the side.

2. Coles Point Marina

Coles Point Marina
2.0 star property
Hague
10.0 out of 10, Exceptional, (1 review)
"If you want a quiet slice of VA/Potomac waterfront, this is the place."
United States
John
The price is AED 563
AED 952 total
includes taxes & fees
16 Nov - 17 Nov
Coles Point Marina
A two-story house with a balcony, surrounded by trees and a wooden fence.

3. Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
Piney Point
10.0 out of 10, Exceptional, (9 reviews)
"This property was perfect for our night visiting St. Mary's! Spacious, right on the water, and quiet. Thank you!"
United States
Meira
The price is AED 962
AED 2,461 total
includes taxes & fees
22 Nov - 23 Nov
Charming Waterfront 3-bedroom house in Piney Point
A room with a large window overlooking a beach with a wooden pier and lounge chairs.

4. Cozy Virginia Potomac Riverfront Cottage

Cozy Virginia Potomac Riverfront Cottage
Hague
9.6 out of 10, Exceptional, (57 reviews)
"My family and I had a great time at this property fishing and crabbing. We also did a day trip to Westmoreland State Park, where we got to hike to Fossils Beach."
United States
Carmelita A.
The price is AED 643
AED 1,195 total
includes taxes & fees
14 Nov - 15 Nov
Cozy Virginia Potomac Riverfront Cottage
A modern kitchen with granite countertops, stainless steel appliances, and large windows offering views of the outdoors.

5. 2 Acre Oasis with Private Beach! Family and dog friendly!

2 Acre Oasis with Private Beach! Family and dog friendly!
Leonardtown
10.0 out of 10, Exceptional, (67 reviews)
"Everything about this property is wonderful for our family! A dreamy relaxing vacation"
United States
Carol L.
The price is AED 1,517
AED 3,187 total
includes taxes & fees
22 Nov - 23 Nov
2 Acre Oasis with Private Beach! Family and dog friendly!
A triangular cabin with a wooden staircase leading to a door, surrounded by trees.

6. Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (68 reviews)
"Nice, clean, and would absolutely stay here again."
United States
Dusty S.
The price is AED 540
AED 1,078 total
includes taxes & fees
7 Dec - 8 Dec
Soul Oasis - home on the Chesapeake Bay
A bedroom with a bed, a ceiling fan, two windows with curtains, a bedside lamp, a potted plant, and a door.

7. 8BD Retreat | Hot Tub, Movie Room, Gym & Pool

8BD Retreat | Hot Tub, Movie Room, Gym & Pool
California
The price is AED 1,565
AED 4,345 total
includes taxes & fees
14 Dec - 15 Dec
8BD Retreat | Hot Tub, Movie Room, Gym & Pool
A spacious living room with a large sofa, a television, and a view of the ocean.

8. 4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
Solomons
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
The price is AED 1,102
AED 2,604 total
includes taxes & fees
19 Nov - 20 Nov
4-BR Waterfront Turret Home
A coastal area with a sandy beach, a clear blue sea, and a small settlement with houses.

9. Waterfront Home w/Private Hot Tub · Game Room · Fire Pit · Kayaks

Waterfront Home w/Private Hot Tub · Game Room · Fire Pit · Kayaks
Montross
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful home, very clean and comfy "
United States
Julie P.
The price is AED 685
AED 1,763 total
includes taxes & fees
15 Nov - 16 Nov
Waterfront Home w/Private Hot Tub · Game Room · Fire Pit · Kayaks
A single-story house with a front porch, a small deck, and a number '4' on the side.

10. 2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
The price is AED 1,267
AED 1,487 total
includes taxes & fees
14 Nov - 15 Nov
2 Bedroom Cottage at Coles Point Marina
A spacious room with a high ceiling, large windows, a ceiling fan, a dining area with a table and chairs, and a sofa.

11. Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Point Lookout
9.0 out of 10, Wonderful, (22 reviews)
"Was very cozy and comfortable."
United States
sandi c.
The price is AED 815
AED 1,520 total
includes taxes & fees
10 Dec - 11 Dec
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
A cozy living room with a large sectional sofa, a round woven coffee table, and a ceiling fan.

12. Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
Lusby
10.0 out of 10, Exceptional, (4 reviews)
"Dude. This is what I always hope a rental property will be. Comfy beds, best stocked kitchen, working hot tub, beautiful waterfront area with kayaks and a dock. And our mini golden doodle could come too?! It was absolute perfection."
United States
Dani B.
The price is AED 1,697
AED 3,787 total
includes taxes & fees
13 Dec - 14 Dec
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
A room with a wooden floor, a gray sofa, a blue armchair, and a table.

13. Lusby 3BD Family Beach House - Steps to the Sand!

Lusby 3BD Family Beach House - Steps to the Sand!
Lusby
The price is AED 573
AED 1,696 total
includes taxes & fees
17 Nov - 18 Nov
Lusby 3BD Family Beach House - Steps to the Sand!
A modern kitchen with dark cabinets, a dishwasher, and a countertop with a sink.

14. Anne & Fred`s Leonardtown Home W/ Arcade room!

Anne & Fred`s Leonardtown Home W/ Arcade room!
Leonardtown
9.4 out of 10, Exceptional, (8 reviews)
"Amazing place to stay. Very Very clean ! Great location. Definitely will book this place again "
United States
Christy C.
The price is AED 878
AED 2,040 total
includes taxes & fees
15 Nov - 16 Nov
Anne & Fred`s Leonardtown Home W/ Arcade room!
A bedroom with a bed, a fireplace, a ceiling fan, and a painting of a beach.

15. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Saint Leonard
10.0 out of 10, Exceptional, (9 reviews)
"Loved the location and the hosts' kindness and care."
United States
Nancy P.
The price is AED 572
AED 1,093 total
includes taxes & fees
16 Nov - 17 Nov
3-bedroom house in soothing Saint Leonard with AC for relaxing stays
An outdoor patio with a glass table and chairs, a blue umbrella, and a view of a lake.

16. Waterfront Reset: Views, Games, Boats & Total Calm

Waterfront Reset: Views, Games, Boats & Total Calm
Montross
10.0 out of 10, Exceptional, (40 reviews)
"We really enjoyed our stay at this lake house. The view is beautiful and the house is beautifully decorated and kid friendly. Just a really charming place to stay for a family vacation."
United States
Nicole P.
The price is AED 817
AED 1,680 total
includes taxes & fees
8 Dec - 9 Dec
Waterfront Reset: Views, Games, Boats & Total Calm
A modern kitchen with grey cabinets, a large island with bar stools, and a view of the living area.

17. Riverfront Home w/Dock · Fire Pit · Kids Play Area

Riverfront Home w/Dock · Fire Pit · Kids Play Area
Montross
9.6 out of 10, Exceptional, (18 reviews)
"Everything about this stay was FANTASTIC. The host was amazing, the condo was in excellent condition and the view is AMAZING! Enjoyed everything about this stay!"
United States
N C.
The price is AED 735
AED 1,914 total
includes taxes & fees
15 Nov - 16 Nov
Riverfront Home w/Dock · Fire Pit · Kids Play Area
A pathway lined with trees and lights leading to a wooden building with a visible window.

18. Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
Lusby
9.8 out of 10, Exceptional, (16 reviews)
"Beautiful home. Great fishing and kayaking."
United States
Alexander B.
The price is AED 1,697
AED 3,010 total
includes taxes & fees
18 Nov - 19 Nov
Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
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 Drayden Hotel Reviews

Sleep Inn & Suites California MD

Sleep Inn & Suites California MD

10/10 Excellent
"Friendly staff, nice room but expensive for what it is."
Larry 2-night trip
Posted 2 hours ago
Sleep Inn & Suites California MD

Frequently asked questions

Can I find a vacation rental in Drayden?

Yes, we give you a choice of vacation rentals near popular points of interest in Drayden, or you can choose a more remote option if you'd like a relaxing place to stay. Drayden is known for its waterfront.

What are some of the best vacation rentals that Drayden has to offer?

3-bedroom house in soothing Saint Leonard with AC for relaxing stays: Visitors like this Drayden vacation home rental. It offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

What can I see and do in Drayden?

Explore the area and family-friendly sights such as Michael P. O'Brien Athletics and Recreation Center, or get out into nature at a spot like Piney Point Beach. In the larger area, you’ll find Dennis Point Marina and Historic St. Mary's City.

What are vacation rentals like in Drayden?

Vacation rentals are private properties you can reserve for a short or long stay in Drayden. Vacation rentals feature extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for family gatherings.