Drayden Vacation Rentals from $253: Search Short-Term Rentals

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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

Lexington Park

Andrea B.

$378 nightly

Sep 27 - Sep 28

Total with taxes and fees

A single-story house with a front porch, a small deck, and a number '4' on the side.

2. Coles Point Marina

Hague

$255 nightly

Oct 5 - Oct 6

Total with taxes and fees

A two-story house with a balcony, surrounded by trees and a wooden fence.

3. Charming Waterfront 3-bedroom house in Piney Point

Piney Point

Meira

$678 nightly

Oct 19 - Oct 20

Total with taxes and fees

A triangular cabin with a wooden staircase leading to a door, surrounded by trees.

4. Soul Oasis - home on the Chesapeake Bay

Lusby

Dusty S.

$265 nightly

Oct 27 - Oct 28

Total with taxes and fees

A spacious room with a high ceiling, large windows, a ceiling fan, a dining area with a table and chairs, and a sofa.

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

Point Lookout

sandi c.

$392 nightly

Oct 13 - Oct 14

Total with taxes and fees

A coastal area with a sandy beach, a small settlement, and a clear view of the sea.

6. Waterfront, Kayak, Beach, Game room, Potomac 2hr DC, Dogs+EV OK

Montross

Julie P.

$415 nightly

Sep 29 - Sep 30

Total with taxes and fees

7. 2 Bedroom Cottage at Coles Point Marina

Hague

$389 nightly

Sep 27 - Sep 28

Total with taxes and fees

A bedroom with a bed, a fireplace, a ceiling fan, and a painting of a beach.

8. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

Saint Leonard

Nancy P.

$238 nightly

Oct 6 - Oct 7

Total with taxes and fees

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Top Drayden Hotel Reviews

Comfort Inn & Suites Lexington Park near Pax River

8/10 Good

"Room was to a good standard, comfortable beds and pillows, small decor and cleanliness issues."

The Inn at Leonardtown, an Ascend Collection Hotel

8/10 Good

"Welcoming staff, excellently situated in Downtown Leonardtown, decent offering of complimentary breakfast, including pre-made filled croissants. Only issue was my initial room suffered from external noise issues, suspected to be from the hotels air conditioning system (not the room), however the staff were more than happy to move me to another room which was much quieter."

avid hotel California - Lexington Park by IHG

10/10 Excellent

"Brand new hotel, in a great part of town with easy access to many restaurants and stores. The front desk staff and cleaning staff were so polite & friendly. My room was exceptionally clean and smelled amazing. I appreciate the personal welcome on the TV as I entered the room and whenever I turned the TV on. Plenty of free shampoo, conditioner, body wash, hand soap, and lotion provided at no extra cost, mo more mini bottles or thin bars of soap, all Dove products! As a solo female traveler I felt safe at all times. Plenty of USB charging ports in the room. Thank you for a wonderful and comforting stay while in town for my brother’s wedding and visiting family & friends."

House Right on the Potomac River - Great Sunrises & Sunsets

10/10 Excellent

"My multigenerational family of 9 adults & 2 kids were thoroughly happy in this rental. The outside was surrounded by gorgeous water views and the inside had a large kitchen to cook all the crabs & fish we caught! There are multiple nooks to get comfy in to unwind solo as well as large areas to gather all together. We’ve rented many vacation homes and this was the first that customized the entry combination to the last 4 digits of my cellphone. Nice touch for those renters wondering who else has access. We recommend wholeheartedly!!!"

Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

10/10 Excellent

"Our week stay was so relaxing and fun. We enjoyed the sunrises and sunsets, views from the deck (it's my new 'happy place'!), the wildlife - ospreys, eagles, and the dolphins in the mornings. The games and things to do were also incredibly fun. The place was very clean, as well as beautifully decorated. Loved the towels too! I would highly recommend if you are looking for a relaxing non-hectic vacation on the water!Thank you, Monica, for providing us access to your home-away-from-home! 3"

Quality Inn Solomons - Beacon Marina

8/10 Good

"Everything was good, standard hotel/motel stuff: little coffee pot, mini-fridge, microwave, tv,a/c - everything worked as expected, furniture, carpeting, lights, bathroom all looked newish and everything was very clean. Desk folk were pleasant, didn’t have much interaction. The big plus is the location, right by a huge marina (if you like looking at boats) and the Calvert Marine Museum- combines natural history and the commercial history of the area, has the Drum Point lighthouse (you can tour) and a boat tour of Patuxent Harbor, plus fossils, river otters, fish. Calvert Cliffs / Flag Pond parks are a 10 minute drive if you want to dig for fossils yourself. So: comfortable place, very reasonably priced, close to all sorts of stuff; definitely worth it."

Belle of the Chesapeake Bay

10/10 Excellent

"This house was perfect for a short summer getaway with our family, including our 2 grandkids! The beds were super comfortable and the layout of the house worked perfectly for two couples and a family of 4. The boardwalk in Solomons was lovely with beautiful sunsets. We loved the outdoor sculpture garden, the Calvert State Park cliffs by the beach and the awesome mariners museum. The food at the Pier was outstanding, as was the ice cream shop next to the bait and tackle place down the street. All in all, this was a great visit! Glad we found this house to accommodate us so well!"

Find out more about Drayden

Everything you need to know about Drayden vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Drayden vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Drayden vacation 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 low season months. For more hustle and bustle, you may prefer to visit Drayden in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $253 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Drayden rentals

At Expedia, we put the best Drayden vacation 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 vacation.

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.

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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?

Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views: Visitors like this Drayden vacation home rental. It is located on a lake and has a balcony, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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.

Room 1

Check prices for these dates

Our top choices for Drayden vacation rentals

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

2. Coles Point Marina

3. Charming Waterfront 3-bedroom house in Piney Point

4. Soul Oasis - home on the Chesapeake Bay

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

6. Waterfront, Kayak, Beach, Game room, Potomac 2hr DC, Dogs+EV OK

7. 2 Bedroom Cottage at Coles Point Marina

8. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

9. 4-BR Waterfront Turret Home

10. Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!

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

12. Waterfront Game-Themed Getaway · Dock & Kayaks

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

14. Riverside Lodge Bed & Breakfast on the Honga River UNIT C

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

16. Lakefront Cabin Near Solomons Island w/ Hot Tub

17. Riverside Lodge Bed & Breakfast on the Honga River UNIT E

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

19. Lakefront Cabin Near Solomons Island w/ Hot Tub

Find vacation rentals that suit your style

Top Drayden Hotel Reviews

Comfort Inn & Suites Lexington Park near Pax River

The Inn at Leonardtown, an Ascend Collection Hotel

Holiday Inn Express & Suites Lexington Park-California by IHG

avid hotel California - Lexington Park by IHG

Hilton Garden Inn Solomons

House Right on the Potomac River - Great Sunrises & Sunsets

Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

Quality Inn Solomons - Beacon Marina

Belle of the Chesapeake Bay

Find out more about Drayden

Explore a world of travel with Expedia

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