Drayden Holiday Rentals

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Our top choices for Drayden holiday rentals

10.0 out of 10, Exceptional, (42 reviews)
"House was very nice and tidy and exactly as described. The host had a small binder full of helpful info including local restaurants and attractions. There was so much to do and everything was close bye. "
United States
Mindy V.
The price is AU$421
includes taxes & fees
10 Mar - 11 Mar
Soul Oasis - home on the Chesapeake Bay

Holiday Home in Point Lookout

Kentigern Shed at Scotland Yards
9.6 out of 10, Exceptional, (155 reviews)
"Nice place to stay and very enjoyable environment. Management team is excellent to handle the property. "
United States
william s.
The price is AU$463
includes taxes & fees
10 Mar - 11 Mar
Kentigern Shed at Scotland Yards
10.0 out of 10, Exceptional, (30 reviews)
"Great spot"
United States
SHAWN W.
The price is AU$666
includes taxes & fees
10 Mar - 11 Mar
Easthaven: Game-Theme Waterfront+Boats+Firepit+EV

Cabin in Hague

Coles Point Marina
2.0 star property
The price is AU$533
includes taxes & fees
10 Mar - 11 Mar
Coles Point Marina
9.4 out of 10, Exceptional, (12 reviews)
"The cottage was clean and welcoming. The location can't be beat. It is right on the water, quiet and nearby point lookout. Great place to visit and walk our dogs. The property owners were responsive and gave us a nice list of things to do around the area. Would definitely stay again!"
United States
Adam P.
The price is AU$566
includes taxes & fees
10 Mar - 11 Mar
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
10.0 out of 10, Exceptional, (11 reviews)
"Peggy and Gary are the perfect hosts: welcoming, friendly, attentive and respectful of your preferences. Wonderful views of the Bay and River via the lodge -- including the cupola -- and walking around the majestic property."
United States
Thomas S.
The price is AU$460
includes taxes & fees
10 Mar - 11 Mar
Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Holiday Home in Solomons

4-BR Waterfront Turret Home
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
The price is AU$1,086
includes taxes & fees
11 Mar - 12 Mar
4-BR Waterfront Turret Home
9.4 out of 10, Exceptional, (6 reviews)
"Nice place to stay. Perfect location for our needs. Suggest noting the hot and cold water flip upstairs, and to add a mirror in the hallway by outlet for blow dryer."
United States
Lauren A.
The price is AU$795
includes taxes & fees
10 Mar - 11 Mar
Anne & Fred`s Leonardtown Home W/ Arcade room!
10.0 out of 10, Exceptional, (5 reviews)
"Everything was very clean and well put together. Loved the view!"
United States
Minji S.
The price is AU$510
includes taxes & fees
16 Mar - 17 Mar
Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks
The price is AU$420
includes taxes & fees
10 Mar - 11 Mar
2 Bedroom Cottage at Coles Point Marina

Holiday Home in Montross

Luxury Modern Waterfront Retreat
9.6 out of 10, Exceptional, (14 reviews)
"Very nice inside, love all the windows"
United States
Elizabeth S.
The price is AU$624
includes taxes & fees
11 Mar - 12 Mar
Luxury Modern Waterfront Retreat
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful property in a peaceful neighborhood. Great location! "
United States
R. L.
The price is AU$533
includes taxes & fees
10 Mar - 11 Mar
Peaceful Waterfront Retreat for Bird Lovers- Close to DC
3.0 star property
The price is AU$1,047
includes taxes & fees
16 Mar - 17 Mar
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful home, very clean and comfy "
United States
Julie P.
The price is AU$664
includes taxes & fees
15 Mar - 16 Mar
Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful newly renovated space with all new appliances, furniture and kitchenware. Comfortable beds, and super clean rooms. Large outside area with new Weber grill, fire pit, and three kayaks. Nice easy to access dock. "
United States
Kit C.
The price is AU$827
includes taxes & fees
10 Mar - 11 Mar
Charming Waterfront 3-bedroom house in Piney Point
10.0 out of 10, Exceptional, (1 review)
"We stayed Sunday - Wednesday at Riverside Lodge. The Lodge was beautiful. Breakfast was absolutely fantastic and Hooper Island was breath taking. We were able to take a boat ride to tour around the island and grad a little history and enjoy the stories. If you looking for a place to relax and renew... this is the place. "
United States
Robin E.
The price is AU$463
includes taxes & fees
10 Mar - 11 Mar
Riverside Lodge Bed & Breakfast on the Honga River UNIT E
10.0 out of 10, Exceptional, (1 review)
"We loved our stay! Lovely home, beautiful view"
United States
Sarah R.
The price is AU$1,174
includes taxes & fees
10 Mar - 11 Mar
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

Apartment in Mechanicsville

Come relax yourself a while
The price is AU$822
includes taxes & fees
20 Mar - 21 Mar
Come relax yourself a while
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

Find out more about Drayden

Everything you need to know about Drayden holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Drayden holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Drayden holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Drayden holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Drayden. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Drayden holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Drayden holiday rentals we have selected for you start as low as AU$421 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Drayden rentals

At Expedia, we put the best Drayden holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Drayden rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Drayden holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Drayden. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Drayden?

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

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

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp: This highly rated holiday home rental in Drayden is located on the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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 wider area, you’ll find Dennis Point Marina and Historic St. Mary's City.

What are holiday rentals like in Drayden?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Drayden. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family trip.