Drayden Holiday Rentals

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Holiday Rentals in Drayden

Soul Oasis - home on the Chesapeake Bay

Lusby
9.8 out of 10, Exceptional, (37)
"Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit."
United States
Samuel W.
The price is NZ$502
includes taxes & fees
18 Nov - 19 Nov
Soul Oasis - home on the Chesapeake Bay

Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD

Port Republic
9.4 out of 10, Exceptional, (6)
"Great place to stay. Quiet comfortable neighborhood, plenty to do around if you’re outdoorsy. The location was comfortable & well stocked with anything you’d need. Would return. "
United States
Caleb R.
The price is NZ$312
includes taxes & fees
14 Nov - 15 Nov
Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD

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

Point Lookout
9.4 out of 10, Exceptional, (8)
"I had a wonderful stay at this cozy waterfront cottage. The listing was accurate, and the serene setting made for a relaxing getaway. The home was clean, well-equipped, and the views were stunning. We especially enjoyed watching the deer and fiddler crabs. Highly recommend for a peaceful retreat."
United States
Antwoine S.
The price is NZ$629
includes taxes & fees
30 Nov - 1 Dec
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks

Lexington Park
10.0 out of 10, Exceptional, (5)
"I recently stayed at this property and had a wonderful experience. Trey was a terrific host. The location is fantastic, offering easy access to St. Mary’s College. The water view and sunsets were amazing. The cleanliness of the property was impeccable and the host did a great job of stocking the house with everything we needed. The full kitchen with labeled drawers made cooking easy. The house was roomy and the beds were extremely comfortable. It is a great set up for families. Overall, I highly...
United States
Lisa M.
The price is NZ$638
includes taxes & fees
17 Nov - 18 Nov
Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks

Peaceful Waterfront Apartment in the Heart of Solomons Island

Solomons
9.0 out of 10, Wonderful, (14)
"Very clean, awesome location and amazing hosts!! "
United States
Jeff R.
The price is NZ$487
includes taxes & fees
18 Nov - 19 Nov
Peaceful Waterfront Apartment in the Heart of Solomons Island

Waterfront home where you can relax or enjoy the things the Northern Neck.

Lottsburg
10.0 out of 10, Exceptional, (11)
"Property was very nice! Very clean and I especially loved the dual coffee maker!"
United States
Tamara G.
The price is NZ$540
includes taxes & fees
15 Nov - 16 Nov
Waterfront home where you can relax or enjoy the things the Northern Neck.

Kentigern Shed at Scotland Yards

Point Lookout
9.6 out of 10, Exceptional, (155)
"Interesting layout. Bed is small. Nice to be able to bring our dog. "
United States
Jackie O.
The price is NZ$599
includes taxes & fees
14 Nov - 15 Nov
Kentigern Shed at Scotland Yards

Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK

Montross
10.0 out of 10, Exceptional, (4)
"They thought of everything. I would definitely come back for another stay."
United States
Donna D.
The price is NZ$740
includes taxes & fees
16 Nov - 17 Nov
Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK

Lakefront Log Cabin Retreat 3br-2ba Hot Tub+kayaks

3.0 star property
Lusby
The price is NZ$1,283
includes taxes & fees
14 Nov - 15 Nov
Lakefront Log Cabin Retreat 3br-2ba Hot Tub+kayaks

Game Themed Fun! Boats+Beach+King Bd+EV Chrgr

Montross
10.0 out of 10, Exceptional, (29)
"Easthaven is such a fun, family place to stay while on vacation. Clean, well equipped, relaxing and family oriented. We enjoyed kayaking, paddle-boarding, fishing, crabbing, visiting West Moreland State Park and the quant surroundings. The house has everthing needed for family fun and special time together.The dophins in the bay at sunrise and the scavenger hunt were nice, fun family surprises! "
United States
Kelly C.
The price is NZ$844
includes taxes & fees
23 Nov - 24 Nov
Game Themed Fun! Boats+Beach+King Bd+EV Chrgr

Luxury Modern Waterfront Retreat

Montross
9.6 out of 10, Exceptional, (14)
"The property was ideal for our group and our 4 legged "kids". Lots of space inside and out. We can't wait to go back!"
United States
Donna S.
The price is NZ$876
includes taxes & fees
16 Nov - 17 Nov
Luxury Modern Waterfront Retreat

Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Fishing Creek
10.0 out of 10, Exceptional, (11)
"Had such an enjoyable time over the weekend with the gracious hosts Peggy and Gary. Tidy and clean property in a beautiful area. Great food and great company. Definitely recommend for anyone looking for a nice peaceful getaway."
United States
Scott F.
The price is NZ$579
includes taxes & fees
14 Nov - 15 Nov
Riverside Lodge Bed & Breakfast on the Honga River UNIT C

4-BR Waterfront Turret Home

2.0 star property
Solomons
10.0 out of 10, Exceptional, (7)
"A truly incredible property. Home is beyond beautiful, interesting design, terrific location where the river meets the bay. Saw dolphins jumping. Easy walk to downtown and restaurants. Turret style home is fascinating. Host incredibly accessible. Rent with confidence."
United States
Laura
The price is NZ$1,304
includes taxes & fees
1 Dec - 2 Dec
4-BR Waterfront Turret Home

Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops

Solomons
9.6 out of 10, Exceptional, (7)
"The house was beautiful and well stocked with the necessities and even extras we didn’t expect. The service from the owner was great and always quick to respond to our questions. We are definitely looking forward to staying at this or another property next year! "
United States
Shewana S.
The price is NZ$952
includes taxes & fees
18 Nov - 19 Nov
Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops

Charming Waterfront 3-bedroom house in Piney Point

Piney Point
10.0 out of 10, Exceptional, (1)
"Beautiful newly renovated space with all new appliances, furniture and kitchenware. Comfortable beds, and super clean rooms. Large outside area with new Weber grill, fire pit, and three kayaks. Nice easy to access dock. "
United States
Kit C.
The price is NZ$1,012
includes taxes & fees
16 Nov - 17 Nov
Charming Waterfront 3-bedroom house in Piney Point

Riverside Lodge Bed & Breakfast on the Honga River UNIT E

Fishing Creek
10.0 out of 10, Exceptional, (1)
"We stayed Sunday - Wednesday at Riverside Lodge. The Lodge was beautiful. Breakfast was absolutely fantastic and Hooper Island was breath taking. We were able to take a boat ride to tour around the island and grad a little history and enjoy the stories. If you looking for a place to relax and renew... this is the place. "
United States
Robin E.
The price is NZ$579
includes taxes & fees
14 Nov - 15 Nov
Riverside Lodge Bed & Breakfast on the Honga River UNIT E

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

Leonardtown
9.2 out of 10, Wonderful, (5)
"Nice place to stay. Perfect location for our needs. Suggest noting the hot and cold water flip upstairs, and to add a mirror in the hallway by outlet for blow dryer."
United States
Lauren A.
The price is NZ$1,024
includes taxes & fees
16 Nov - 17 Nov
Anne & Fred`s Leonardtown Home W/ Arcade room!

Come relax yourself a while

Mechanicsville
The price is NZ$1,044
includes taxes & fees
16 Nov - 17 Nov
Come relax yourself a while

Luxury 4-Bedroom Waterfront Beachfront Home with Bay Views & Spa

2.0 star property
Point Lookout
The price is NZ$1,447
includes taxes & fees
16 Nov - 17 Nov
Luxury 4-Bedroom Waterfront Beachfront Home with Bay Views & Spa
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

Everything you need to know about Drayden holiday rentals

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

Drayden holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Drayden holiday rentals we have selected for you start as low as NZ$487 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 holiday 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 holiday.

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 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?

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp: This highly rated holiday home rental in Drayden is located on the beach, and has a balcony, a garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 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 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.