Drayden Vacation Rentals from $277: Search Short-Term Rentals

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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.

$381 nightly

Aug 26 - Aug 27

Total with taxes and fees

2. Cozy Virginia Potomac Riverfront Cottage

Hague

Tim R.

$315 nightly

Aug 9 - Aug 10

Total with taxes and fees

3. Charming Waterfront 3-bedroom house in Piney Point

Piney Point

Meira

$723 nightly

Aug 10 - Aug 11

Total with taxes and fees

4. Coles Point Marina

Hague

$297 nightly

Aug 19 - Aug 20

Total with taxes and fees

5. Soul Oasis - home on the Chesapeake Bay

Lusby

Melinda S.

$286 nightly

Sep 3 - Sep 4

Total with taxes and fees

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

Point Lookout

William L.

$336 nightly

Aug 17 - Aug 18

Total with taxes and fees

7. Rustic 3BR Waterfront Cabin with Firepit + Dock Access

Hague

"We were going to an evening event at Stratford Hall (about 25 min away). There is so much history in the area. Beautiful spot on the river. The screened in porch was the bomb! Huge. So relaxing. Well stocked. Easy check out. Do pay attention to room configuration. The bedroom with twins was a loft like area but had the nicer bathroom. We used the kayaks. Had everything we needed. Host communication was great despite Vrbo platform was a challenge."

Paige

$547 nightly

Aug 9 - Aug 10

Total with taxes and fees

8. 2 Bedroom Cottage at Coles Point Marina

Hague

$389 nightly

Aug 9 - Aug 10

Total with taxes and fees

Smart TV, fireplace, table tennis, books

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

Point Lookout

Allie P.

Coffee/tea maker, fridge, microwave, oven

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

Leonardtown

Christy C.

$539 nightly

Aug 9 - Aug 10

Total with taxes and fees

11. 4-BR Waterfront Turret Home

Solomons

Thomas S.

$633 nightly

Sep 7 - Sep 8

Total with taxes and fees

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

Heathsville

Liudmila U.

$581 nightly

Aug 25 - Aug 26

Total with taxes and fees

13. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

Saint Leonard

Nancy P.

$261 nightly

Aug 18 - Aug 19

Total with taxes and fees

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

Montross

Evelyn C.

$541 nightly

Sep 1 - Sep 2

Total with taxes and fees

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

Fishing Creek

Thomas S.

$308 nightly

Aug 8 - Aug 9

Total with taxes and fees

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

Montross

N C.

$536 nightly

Sep 1 - Sep 2

Total with taxes and fees

17. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lusby

Tanya S.

$1,055 nightly

Aug 10 - Aug 11

Total with taxes and fees

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

Lusby

Sarah R.

$995 nightly

Aug 12 - Aug 13

Total with taxes and fees

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

Lusby

Tova A.

$753 nightly

Aug 16 - Aug 17

Total with taxes and fees

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

Fishing Creek

Robin E.

$308 nightly

Aug 8 - Aug 9

Total with taxes and fees

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Top Drayden Hotel Reviews

Hilton Garden Inn Solomons

10/10 Excellent

"Hotel was conveniently located, staff were helpful, and room was comfortable."

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."

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

10/10 Excellent

"This was a return trip for me, as always the property was clean, comfortable, quiet, The communication with the host was excellent, and we’ll definitely be back in the future to enjoy the gem that Hoopers Island is. Thank you for sharing your property again."

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 $277 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?

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.

Drayden Vacation Rentals

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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. Coles Point Marina

5. Soul Oasis - home on the Chesapeake Bay

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

7. Rustic 3BR Waterfront Cabin with Firepit + Dock Access

8. 2 Bedroom Cottage at Coles Point Marina

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

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

11. 4-BR Waterfront Turret Home

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

13. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

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

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

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

17. Lakefront Cabin Near Solomons Island w/ Hot Tub

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

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

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

Find vacation rentals that suit your style

Top Drayden Hotel Reviews

Hilton Garden Inn Solomons

Find out more about Drayden

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