Drayden Holiday Rentals

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Holiday Rentals in Drayden

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Beach nearby, sun-loungers
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
9.8 out of 10, Exceptional, (56)
"Our group of 6 guys who have been friends since elementary school (all 60+ years old now) enjoyed another great annual visit to Cove House. Fish and crabs were biting. Sunsets and rainbows lit up the sky. And good friends reconnected, laughed, and enjoyed being away from the world for a bit. We will be calling again!"
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Waterfront Cottage in Beautiful Hoopers Island
Property grounds
Waterfront Cottage in Beautiful Hoopers Island
10.0 out of 10, Exceptional, (61)
"We can't say enough good things about our long weekend stay! This was our first time in the area, and it was so quiet, peaceful, and beautiful. The views from the home were stunning, and everything was clean, welcoming, and bright—exactly what we needed for a little getaway. My husband and our dogs absolutely loved it. We spent most of our time outdoors, but when we were inside, the home was cozy, warm, and comforting. We slept great every night. The host was communicative and helpful, and we...
Waterfront Cottage in Beautiful Hoopers Island
The Schultz Estate
Outdoor dining
The Schultz Estate
9.2 out of 10, Wonderful, (13)
"What a wonderful stay we had! The house was so comfortable with plenty of space for everyone to relax and enjoy each other's company. We enjoyed the brisk mornings on the porch and the gorgeous sunsets in the evenings. Very comfortable beds and linens. The scenery and landscape in the area are breathtaking. Every turn provided another incredible view of the water. Fishing Creek is close to so many beautiful, quaint towns along the Chesapeake Bay. Highly recommend!"
The Schultz Estate
Cozy Virginia Potomac Riverfront Cottage
Beach
Cozy Virginia Potomac Riverfront Cottage
9.8 out of 10, Exceptional, (33)
"Host was amazing! My MIL lost her wedding rings! They turned up after next renters who put them on dining room table --thank you honest people!! Host drove 3 hrs each way to retrieve them for us and wouldn't take a reward. We had talked about renting again even before this amazing experience "
Cozy Virginia Potomac Riverfront Cottage
**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, (179)
"We had a great weekend at Creekside Hideaway. The house and location was wonderful and perfect for our visit to St. Mary’s College to visit our niece. Thank you to the Raley family for their hospitality!"
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**
Maryland Vacation Rental w/ Private Pool & Dock
Outdoor dining
Maryland Vacation Rental w/ Private Pool & Dock
10.0 out of 10, Exceptional, (5)
"We enjoyed our time in Lusby. There was enough room for our family of four. The kitchen was well stocked and it was nice having a gas grill. My husband enjoyed trying to catch fish off the dock. He did manage to get two crabs. We spent most of our time in the pool and relaxing on the deck. The house is located near several grocery stores and restaurants."
Maryland Vacation Rental w/ Private Pool & Dock
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.
Beach nearby, sun-loungers, beach towels
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.
10.0 out of 10, Exceptional, (46)
"The home is beautifully decorated. They have so much to do inside and out. They provided something for everyone. This is our 2nd year here. We plan to come back."
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.
Private Beach Front Getaway at The Sunshine Beach Cottage.
On the beach, sun-loungers, beach towels
Private Beach Front Getaway at The Sunshine Beach Cottage.
9.8 out of 10, Exceptional, (62)
"This was our third trip to the little yellow house! We absolutely love and adore our time here. This time we used the fire pit and it was a great addition! The kids love being right on the water and we love it too. Can’t wait to go back! PS, you must check out St Inie’s in Scotland, such a gem! "
Private Beach Front Getaway at The Sunshine Beach Cottage.
Waterfront Relaxing Getaway
Beach
Waterfront Relaxing Getaway
9.8 out of 10, Exceptional, (18)
"Nice house, beautiful waterfront property, great host. No complaints whatsoever, highly recommend. "
Waterfront Relaxing Getaway
Soul Oasis - home on the Chesapeake Bay
Sun-loungers, beach towels
Soul Oasis - home on the Chesapeake Bay
9.8 out of 10, Exceptional, (16)
"Great little spot to enjoy the coast and Calvert Cliffs area. Close enough to shopping and restaurants but still secluded in nature. Teresa was great with answering questions timely and had the place looking good when we got there."
The price is AU$467
includes taxes & fees
7 Oct - 8 Oct
Soul Oasis - home on the Chesapeake Bay
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, (37)
"Sara's suggestions for beachcombing beaches and recommendations in the guest book were great. Very quiet place to stay with all the amenities for a great getaway. Thank you."
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
El Camino
Terrace/patio
El Camino
10.0 out of 10, Exceptional, (30)
"Nice short getaway with the wife at this lovely cabin. Very relaxing and peaceful in a great setting. Only downside was not being able to enjoy the dock as there was another family with kids that occupied it most of the time that was staying at the other cabin on the property. Also, not a clear view of the water from the porch due to the trees but all in all it was a great stay. "
El Camino
WATERFRONT!!! The River's Roost on The Patuxent River
Fridge, microwave, oven, stovetop
WATERFRONT!!! The River's Roost on The Patuxent River
10.0 out of 10, Exceptional, (16)
"Wonderful house, would recommend to anyone"
WATERFRONT!!! The River's Roost on The Patuxent River
Historic Hoopersville Getaway on Chesapeake Bay!
Fridge, microwave, stovetop, dishwasher
Historic Hoopersville Getaway on Chesapeake Bay!
9.6 out of 10, Exceptional, (10)
"Our vacation on Chesapeake Bay was wonderful. The house was clean and comfortable. It is an older home, but we loved the character and charm. There is a very large yard for playing, bikes and some board games/puzzles that we enjoyed. The island was very quiet so made for a relaxing vacation. The home came with kayaks, and we had a blast kayaking with our 2 and 4 year old on the ocean. I would highly recommend this home for a big gathering or small family like our trip. We felt so rested after...
Historic Hoopersville Getaway on Chesapeake Bay!
Waterfront Lusby Retreat w/ Deep-Water Dock & Slip
Beach
Waterfront Lusby Retreat w/ Deep-Water Dock & Slip
9.8 out of 10, Exceptional, (10)
"We stayed for a quick weekend during a celebration of life. We enjoyed the ample communal space. Our only complaint was the lack of dog friendly space for potty breaks and there were quite a few things with notes that were broken around the house. "
Waterfront Lusby Retreat w/ Deep-Water Dock & Slip
Welcome to Hickory House on the Chesapeake Bay!
Beach nearby, sun-loungers, beach towels
Welcome to Hickory House on the Chesapeake Bay!
9.6 out of 10, Exceptional, (21)
"The house was perfect for a quiet getaway to relax in. Parking pass available was a bonus since the bay is walking distance. Finding a place to include our puppy made the whole experience worth while."
Welcome to Hickory House on the Chesapeake Bay!
The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.
Outdoor spa tub
The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.
10.0 out of 10, Exceptional, (30)
"Can’t say enough about our time here. Lovely little home just right for the family. The perfect amount of activities with the small private beach, paddle boards, kayaks, hot tub and nightly bonfires. Kids loved the community tennis courts and super nice pool. Just what we were looking for. "
The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.
Stunning Water Front Home 90 minutes from DC with Deepwater Dock.Bring your boat
Fridge, microwave, oven, stovetop
Stunning Water Front Home 90 minutes from DC with Deepwater Dock.Bring your boat
9.8 out of 10, Exceptional, (16)
"This is our 2nd visit to this little slice of heaven and can’t wait to come back and make more family memories. Plenty of space for everyone to either be together or retreat to their own space. Thank you for sharing your gem of a house/property with us, we look forward to our next visit! "
Stunning Water Front Home 90 minutes from DC with Deepwater Dock.Bring your boat
Waterfront House with Dock, Kayaks, & Sailboat!
Interior
Waterfront House with Dock, Kayaks, & Sailboat!
9.0 out of 10, Wonderful, (30)
"We stayed for a motorcross race (son was racing). We didnt do much at the house. Its nestled back in a quiet point on the water. Easy commute to and from to the grocery/simple shopping stores. Starbucks right down the street for you coffee lovers. The interior decor is simple and antique."
Waterfront House with Dock, Kayaks, & Sailboat!
Piney Point, private , Beach Front Cottage
Property grounds
Piney Point, private , Beach Front Cottage
10.0 out of 10, Exceptional, (85)
"Wonderful hosts, beautiful property! Already planning next years visit! "
Piney Point, private , Beach Front Cottage
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See all available properties in Drayden
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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Other types of properties in Drayden you may be interested in

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Beach nearby, sun-loungers
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
9.8 out of 10, Exceptional, (56)
"Our group of 6 guys who have been friends since elementary school (all 60+ years old now) enjoyed another great annual visit to Cove House. Fish and crabs were biting. Sunsets and rainbows lit up the sky. And good friends reconnected, laughed, and enjoyed being away from the world for a bit. We will be calling again!"
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
Premium bedding, desk, blackout curtains, iron/ironing board
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
2.5 star property
7.6 out of 10, Good, (1001)
"Property appeared to be recently upgraded and well maintained. The only problem I had was that my first room had a toilet leak and the bathroom floor was wet and smelled terrible. Upon reporting this to the front desk, Heidi, immediately moved me to another room, which was in excellent condition. She acted immediately and was pleasant and efficient. She is a valuable staff member and an excellent "face" for the hotel."
The price is AU$156
includes taxes & fees
20 Oct - 21 Oct
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
Country Inn & Suites by Radisson, Lexington Park (Patuxent River Naval Air Station), MD
Porch
Country Inn & Suites by Radisson, Lexington Park (Patuxent River Naval Air Station), MD
2.5 star property
9.0 out of 10, Wonderful, (959)
"Perfect for a quick stay. "
The price is AU$169
includes taxes & fees
20 Oct - 21 Oct
Country Inn & Suites by Radisson, Lexington Park (Patuxent River Naval Air Station), MD
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.

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 a river, and has a fireplace, a balcony 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 can relax into your holiday with a garden and 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 St. Mary's College of Maryland.

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.