Drayden Vacation Rentals

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    Upfront pricing

    We're not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23

Vacation Rentals in Drayden

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Fridge, microwave, oven, stovetop

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

9.8 out of 10, Exceptional, (70)
"We enjoyed the property lots of wildlife around enjoyed kayaking and crabing . "
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Smart TV, fireplace

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

10.0 out of 10, Exceptional, (51)
"Awesome home wnd location! Would stay again!"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Tiny, Funky, and Full of Love - Welcome to the Love Shack
Terrace/patio

Tiny, Funky, and Full of Love - Welcome to the Love Shack

10.0 out of 10, Exceptional, (5)
Tiny, Funky, and Full of Love - Welcome to the Love Shack
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**
Fridge, microwave, oven, stovetop

**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**

10.0 out of 10, Exceptional, (192)
"Great for our group of 2 families. Plenty of beds, nice gathering space, access to the creek, played in the grassy field. Would/will likely return! "
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**
Waterfront Solomons Apartment
Interior

Waterfront Solomons Apartment

9.6 out of 10, Exceptional, (11)
"Very clean, awesome location and amazing hosts!! "
$265 nightly
The price is $281
Sep 5 - Sep 6
Total with taxes and fees
Waterfront Solomons Apartment
Waterfront Cottage in Beautiful Hoopers Island
Property grounds

Waterfront Cottage in Beautiful Hoopers Island

10.0 out of 10, Exceptional, (77)
"We had a very nice stay and enjoyed the quiet environment and the amenities of the property. Lots of great area for walking. "
Waterfront Cottage in Beautiful Hoopers Island
Beachfront Hideaway - Pet Friendly, Hot Tub, EV
Dining

Beachfront Hideaway - Pet Friendly, Hot Tub, EV

10.0 out of 10, Exceptional, (9)
"This was a great place for a December get-away. The location was lovely, and well stocked, with a full kitchen for those who like to cook, herbs, spices, condiments, cleaning supplies, fluffy bathrobes, q-tips, laundry detergent, etc. We needed to communicate wtih the owners a few times, and they were a pleasure to talk to. We decided to spend a little more on our get-away, and it was totally worth it. "
Beachfront Hideaway - Pet Friendly, Hot Tub, EV
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.
Terrace/patio

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

10.0 out of 10, Exceptional, (56)
"We had a great stay. Amazing view and location! "
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.
4BDRM River front house with Private Beach in Hollywood
Property grounds

4BDRM River front house with Private Beach in Hollywood

2.0 star property
9.8 out of 10, Exceptional, (13)
"This house was just what we needed for our business associates. "
4BDRM River front house with Private Beach in Hollywood
Maryland Vacation Rental w/ Private Pool & Dock
Outdoor dining

Maryland Vacation Rental w/ Private Pool & Dock

9.4 out of 10, Exceptional, (13)
"My daughter and I enjoyed the place, especially the pool. She really loved the bunk-beds too. I asked for an early check in and that was granted which gave my daughter and I more time to explore the area and Calvert Cliffs. It did rain the entire time which dampened the exploring, and it was low 70s in August for swimming, but we made the most of it and had enjoyable memories."
Maryland Vacation Rental w/ Private Pool & Dock
Waterfront Wildlife Retreat on the Patuxent River
Interior

Waterfront Wildlife Retreat on the Patuxent River

10.0 out of 10, Exceptional, (168)
"Rented the house to celebrate a graduation from St Mary’s College. It was perfect. "
Waterfront Wildlife Retreat on the Patuxent River
New! Cozy River Cottage with great views of the water!
Interior

New! Cozy River Cottage with great views of the water!

9.6 out of 10, Exceptional, (10)
"A very nice house with an amazing view 10/10 recommend"
New! Cozy River Cottage with great views of the water!
Cozy Virginia Potomac Riverfront Cottage
Dining

Cozy Virginia Potomac Riverfront Cottage

9.6 out of 10, Exceptional, (42)
"Clean, comfortable, quiet, and what a beautiful spot on the river! Thank you 😊 "
Cozy Virginia Potomac Riverfront Cottage
Where peace is sitting by the moonlight
Sun loungers

Where peace is sitting by the moonlight

9.6 out of 10, Exceptional, (95)
"Amazing home with a great view. "
Where peace is sitting by the moonlight
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach
Fridge, microwave, oven, stovetop

A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach

10.0 out of 10, Exceptional, (118)
"We are not strangers to the area, my wife having grown up in the area, but each time we stay on the Chesapeake we feel at home. The Hideaway is so nice that you don't want to go back your actual home! It is furnished as if it is a year-round residence, no cheap or mismatched furniture and appliances. We enjoy cooking and the kitchen is has everything you need and it works. The yard and amenities are top notch. If you enjoy bird watching, sit in the back yard and take in the bird activity...
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach
Belle of the Chesapeake Bay
Beach

Belle of the Chesapeake Bay

9.0 out of 10, Wonderful, (14)
"This was a great place to stay in a quiet neighborhood, a short drive from Calvert Cliffs State Park. Plenty of space for four adults. We could have stayed longer and would not hesitate to book again."
Belle of the Chesapeake Bay
Beach & River Retreat. Spectacular house with private sand beach and hot tub!
Exterior

Beach & River Retreat. Spectacular house with private sand beach and hot tub!

10.0 out of 10, Exceptional, (49)
"We had the best time! It is a gorgeous and spacious house, and the beach and dock were perfect. Frank was so kind and easy to work with and we would all love to stay here again- highly recommend!"
Beach & River Retreat. Spectacular house with private sand beach and hot tub!
House Right on the Potomac River - Great Sunrises & Sunsets
Exterior

House Right on the Potomac River - Great Sunrises & Sunsets

10.0 out of 10, Exceptional, (97)
"This place is amazing for a large family getaway! Pet friendly and kid friendly. There isn’t too much around the area, but having access to a pool, the boats and canoes, fishing/crabbing supplies, and the large living area made this perfect for our trip. Multiple rooms, multiple couches and multiple areas to play board games. Definitely worth a second trip and the owner (Tom) made everything incredibly easy Thank you again for letting us use your lovely home! "
House Right on the Potomac River - Great Sunrises & Sunsets
Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (30)
"We loved the waterfront home where we stayed. The host was incredibly helpful and responsive to any questions we had about the rental and the area. Highly recommend."
$623 nightly
The price is $658
Sep 1 - Sep 2
Total with taxes and fees
Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!
El Camino
Terrace/patio

El Camino

10.0 out of 10, Exceptional, (44)
"Awesome location and accommodations. Very clean and comfortable. "
El Camino
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

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 $281 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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?

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp: This Drayden vacation home rental is located on the beach 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. 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 Kinsale Museum, 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.