Drayden Holiday Rentals from NZ$432: Search Short-Term Rentals

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Our top choices for Drayden holiday 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.

includes taxes & fees

20 Oct - 21 Oct

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

2. Coles Point Marina

Hague

includes taxes & fees

12 Oct - 13 Oct

A room with a large window overlooking a beach with a wooden pier and lounge chairs.

3. Cozy Virginia Potomac Riverfront Cottage

Hague

Natt L.

includes taxes & fees

12 Oct - 13 Oct

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

4. Charming Waterfront 3-bedroom house in Piney Point

Piney Point

Meira

includes taxes & fees

30 Oct - 31 Oct

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!

Leonardtown

J B.

includes taxes & fees

26 Oct - 27 Oct

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

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

Point Lookout

sandi c.

includes taxes & fees

26 Oct - 27 Oct

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

7. Waterfront, Firepit, Kayak, Game room, Potomac 2hrs from DC, Dogs+EV OK

Montross

Julie P.

includes taxes & fees

26 Oct - 27 Oct

A spacious living room with a large sofa, a television, and a view of the ocean.

8. 4-BR Waterfront Turret Home

Solomons

Thomas S.

includes taxes & fees

14 Oct - 15 Oct

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Top Drayden Hotel Reviews

Island Inn & Suites, an Ascend Collection Hotel

10/10 Excellent

"Beautiful view over the water."

Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD

8/10 Good

"I loved that I was able to bring my doggies. The only complaint and this is not the hotel fault, is that even when you know guest have to pick up after their pets, I unfortunately still found a few drops in the grass, meaning people do not pick up their pets poops. Besides that, my stayed was really nice."

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

10/10 Excellent

"We've been coming here for 3yrs now for our annual girlfriend getaway, and it has become one of our favorite traditions! This is the perfect place for a quiet girls' weekend... peaceful, beautiful, relaxing, and right on the Potomac River. The setting is absolutely wonderful, and the home gives us the perfect space to slow down, catch up, and laugh, and enjoy time together. And the owner is truly wonderful. She is incredibly easy to communicate with, thoughtful, and always so accommodating. We can't wait to stay here again and highly recommend this rental to anyone looking for a relaxing and beautiful getaway on the Potomac!"

The Inn at Leonardtown, an Ascend Collection Hotel

10/10 Excellent

"A clean, pleasant hotel with lots of light and friendly staff in the middle of little Leonardtown. I actually asked the front desk if they were new because of how clean everything was and they said they did a major renovation about 5 years ago. Easy (and FREE) parking across the street. Our room (a king bed) was clean and quiet. If we're ever in the area again, this is where we'd stay."

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!"

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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Drayden holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Drayden. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Drayden. Seeing all the best attractions is bound to make you fall in love with Drayden. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Drayden short-term rentals, that won’t be hard to do.

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?

3-bedroom house in soothing Saint Leonard with AC for relaxing stays: This holiday home rental outside of Drayden offers a fireplace, a BBQ 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 that 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 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.

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Check prices for these dates

Our top choices for Drayden holiday rentals

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

2. Coles Point Marina

3. Cozy Virginia Potomac Riverfront Cottage

4. Charming Waterfront 3-bedroom house in Piney Point

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

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

7. Waterfront, Firepit, Kayak, Game room, Potomac 2hrs from DC, Dogs+EV OK

8. 4-BR Waterfront Turret Home

9. 2 Bedroom Cottage at Coles Point Marina

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

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

12. Waterfront Game-Themed Getaway · Dock & Kayaks

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

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

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

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

17. Lakefront Cabin Near Solomons Island w/ Hot Tub

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

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

20. Lakefront Cabin Near Solomons Island w/ Hot Tub

Find holiday rentals that suit your style

Top Drayden Hotel Reviews

Island Inn & Suites, an Ascend Collection Hotel

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD

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

The Inn at Leonardtown, an Ascend Collection Hotel

Quality Inn Solomons - Beacon Marina

Belle of the Chesapeake Bay

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

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Find out more about Drayden

Frequently asked questions

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