Drayden Vacation Rentals from CA $380: Short-Term Rentals for 2026

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Our top choices for Drayden vacation rentals

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

Lexington Park

Andrea B.

CA $527 total

includes taxes & fees

Sep 14 - Sep 15

2. Cozy Virginia Potomac Riverfront Cottage

Hague

Ashley D.

CA $473 total

includes taxes & fees

Aug 17 - Aug 18

3. Charming Waterfront 3-bedroom house in Piney Point

Piney Point

Meira

CA $1,107 total

includes taxes & fees

Aug 19 - Aug 20

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

Point Lookout

sandi c.

CA $486 total

includes taxes & fees

Aug 17 - Aug 18

5. Coles Point Marina

Hague

CA $420 total

includes taxes & fees

Aug 17 - Aug 18

6. Soul Oasis - home on the Chesapeake Bay

Lusby

Anonymous traveller

CA $415 total

includes taxes & fees

Sep 15 - Sep 16

Smart TV, fireplace, table tennis, books

7. Hideaway in Hays Beach: Western Sandy Shore of Chesapeake Bay and 5g WiFi!

Point Lookout

Allie P.

CA $887 total

includes taxes & fees

Aug 17 - Aug 18

8. 4-BR Waterfront Turret Home

Solomons

Thomas S.

CA $1,006 total

includes taxes & fees

Sep 8 - Sep 9

Coffee/tea maker, fridge, microwave, oven

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

Leonardtown

Christy C.

CA $813 total

includes taxes & fees

Aug 17 - Aug 18

10. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

Saint Leonard

Kate J.

CA $380 total

includes taxes & fees

Aug 18 - Aug 19

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

Heathsville

Liudmila U.

CA $867 total

includes taxes & fees

Aug 17 - Aug 18

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

Montross

N C.

CA $817 total

includes taxes & fees

Sep 8 - Sep 9

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

Montross

Diana H.

CA $806 total

includes taxes & fees

Sep 16 - Sep 17

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

Fishing Creek

Thomas S.

CA $452 total

includes taxes & fees

Aug 17 - Aug 18

15. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lusby

Tanya S.

CA $1,614 total

includes taxes & fees

Aug 24 - Aug 25

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

Fishing Creek

Robin E.

CA $452 total

includes taxes & fees

Aug 17 - Aug 18

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

Lusby

Sarah R.

CA $1,412 total

includes taxes & fees

Aug 20 - Aug 21

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

Lusby

Tova A.

CA $1,197 total

includes taxes & fees

Aug 24 - Aug 25

19. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lusby

CA $1,588 total

includes taxes & fees

Aug 24 - Aug 25

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Top Drayden Hotel Reviews

Comfort Inn & Suites Lexington Park near Pax River

10/10 Excellent

"The hotel stay was perfect for me. I needed a hotel close to PAX Navel Air Station and it couldn’t be closer. Friendly efficient staff. A very clean and well maintained hotel. My included breakfast was quite adequate for me. A good stay."

Beachfront Hideaway - Pet Friendly, Hot Tub, EV

10/10 Excellent

"We really enjoyed our stay in Lottsburg! The view from the house is amazing and my boys enjoyed the kayaks, paddle board and fishing rods. We cooked every night on one of the two grills and there were plenty of dishes, pots and pans, etc. for a family meal. House was very clean and cozy - I would recommend coming in the winter as well as the house features a hot tub, fire pit and fireplace which would be lovely for a quick city get-away. It's about 2 - 2.5 hours from DCA, but a very pretty drive through country roads. Communication was great, check-in was simple, no issues to report during our stay!"

Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay

8/10 Good

"The Bay Estate is an absolute gorgeous property. However, host was not good at communicating and CLEANING CREWS NEED TO DO BETTER JOB!We had 11 mo old and 16 mo old babies with us; on day one, crawling and walking on the floors turned their knees/feet brown; the floors need a good mopping. The grill/sink and outdoor area was filthy, sent pictures to host, no remedy.The conservatory waterfall was not operating; asked if it could be turned on, no response. Plants in conservatory in desperate need of water and dead leaves need to be cleaned up. There is a steady drip in pipe in conservatory. Told host, no remedy.We couldn't locate a carafe for drip Cuisinart coffee maker. Host said they would check but we didn't hear back. When we arrived on Monday, 7/20, the 3 trash bins by the gate were full, when departing on Friday 7/24, the 3 bins were still full. We reached out to host asking what we were supposed to do with garbage, they stated garbage pickup is Friday and they would be back in touch on what we needed to do if they weren't empty Friday when we checked out. We did not hear from them so we left bags by bins. There were no kayaks on property as stated in information; if you are not going to provide kayaks, take them off your information.We replaced batteries in 2 of the tv remotes.THE BAY ESTATE IS A BEAUTIFUL PROPERTY (kitchen appliances are high quality, enormous kitchen table is a huge plus for large groups). Issues we had can be easily remedied."

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, 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 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Drayden vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Drayden vacation rentals we have selected for you start as low as CA $380 per night. Entering your travel dates in the search wizard 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.

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?

Charming Waterfront Farmhouse 10 minutes from Blackwater NWR - Pet Friendly: Visitors like this Drayden vacation home rental. It is located on a river and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like 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 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.

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Check prices for these dates

Our top choices for Drayden vacation rentals

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

2. Cozy Virginia Potomac Riverfront Cottage

3. Charming Waterfront 3-bedroom house in Piney Point

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

5. Coles Point Marina

6. Soul Oasis - home on the Chesapeake Bay

7. Hideaway in Hays Beach: Western Sandy Shore of Chesapeake Bay and 5g WiFi!

8. 4-BR Waterfront Turret Home

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

10. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

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

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

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

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

15. Lakefront Cabin Near Solomons Island w/ Hot Tub

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

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

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

Island Inn & Suites, an Ascend Collection Hotel

avid hotel California - Lexington Park by IHG

The Inn at Leonardtown, an Ascend Collection Hotel

Beachfront Hideaway - Pet Friendly, Hot Tub, EV

Private sand beach on Chesapeake Bay--Great for Kids--Sunrise/Sunset Views

Hilton Garden Inn Solomons

Hampton Inn by Hilton Lexington Park

Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay

Find out more about Drayden

Frequently asked questions

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