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Drayden Holiday Rentals

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Drayden holiday rentals

Interior

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
3.0 star property
Lusby
The price is HK$3,535
HK$8,153 total
includes taxes & fees
15 Jun - 16 Jun
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
Dining

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

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Point Lookout
9.6 out of 10, Exceptional, (14 reviews)
"Hosts were very helpful. The cottage is adorable and well maintained. "
United States
William L.
The price is HK$1,481
HK$3,088 total
includes taxes & fees
23 Jun - 24 Jun
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Terrace/patio

Rustic 3BR Waterfront Cabin with Firepit + Dock Access

Rustic 3BR Waterfront Cabin with Firepit + Dock Access
Hague
10.0 out of 10, Exceptional, (1 review)
"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."
United States
Paige
The price is HK$3,017
HK$5,082 total
includes taxes & fees
6 Jul - 7 Jul
Rustic 3BR Waterfront Cabin with Firepit + Dock Access
Exterior

Coles Point Marina

Coles Point Marina
2.0 star property
Hague
The price is HK$1,681
HK$2,554 total
includes taxes & fees
15 Jun - 16 Jun
Coles Point Marina
Exterior

Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Fishing Creek
10.0 out of 10, Exceptional, (11 reviews)
"Peggy and Gary are the perfect hosts: welcoming, friendly, attentive and respectful of your preferences. Wonderful views of the Bay and River via the lodge -- including the cupola -- and walking around the majestic property."
United States
Thomas S.
The price is HK$2,116
HK$2,558 total
includes taxes & fees
18 Jun - 19 Jun
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Interior

Waterfront Retreat, Private Pier, Remodeled, Epic Views, Sunsets on the River

Waterfront Retreat, Private Pier, Remodeled, Epic Views, Sunsets on the River
Lexington Park
10.0 out of 10, Exceptional, (9 reviews)
"Everything was very clean and well put together. Loved the view!"
United States
Minji S.
The price is HK$1,332
HK$2,935 total
includes taxes & fees
15 Jun - 16 Jun
Waterfront Retreat, Private Pier, Remodeled, Epic Views, Sunsets on the River
Exterior

Riverside Lodge Bed & Breakfast on the Honga River UNIT E

Riverside Lodge Bed & Breakfast on the Honga River UNIT E
Fishing Creek
10.0 out of 10, Exceptional, (1 review)
"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 HK$2,116
HK$2,567 total
includes taxes & fees
12 Jun - 13 Jun
Riverside Lodge Bed & Breakfast on the Honga River UNIT E
Exterior

Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
Piney Point
10.0 out of 10, Exceptional, (4 reviews)
"This property was perfect for our night visiting St. Mary's! Spacious, right on the water, and quiet. Thank you!"
United States
Meira
The price is HK$2,688
HK$4,984 total
includes taxes & fees
21 Jun - 22 Jun
Charming Waterfront 3-bedroom house in Piney Point
Terrace/patio

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

Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!
Heathsville
9.6 out of 10, Exceptional, (34 reviews)
"We loved the tranquility of the place, beautiful views, and the unique design of the house. The host was very responsive. It was a very relaxing stay. I am sure we will be coming back soon."
United States
Liudmila U.
The price is HK$1,629
HK$4,920 total
includes taxes & fees
14 Jun - 15 Jun
Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!
Exterior

2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
The price is HK$2,704
HK$3,317 total
includes taxes & fees
12 Jul - 13 Jul
2 Bedroom Cottage at Coles Point Marina
Front of property

'the Bayside Escape' Remote Chesapeake Bay Estate

'the Bayside Escape' Remote Chesapeake Bay Estate
3.0 star property
Fishing Creek
The price is HK$3,480
HK$7,294 total
includes taxes & fees
5 Jul - 6 Jul
'the Bayside Escape' Remote Chesapeake Bay Estate
Smart TV, fireplace, ping pong, books

Hideaway in Hays Beach: 1 Minute Walk to Western Sandy Shore of Chesapeake Bay

Hideaway in Hays Beach: 1 Minute Walk to Western Sandy Shore of Chesapeake Bay
Point Lookout
10.0 out of 10, Exceptional, (130 reviews)
"Hideaway at Hayes Beach was amazing It was a wonderful place to spend Christmas with our family. We were lucky enough to get snow! My husband and I enjoy walking so it was a prefect place to for it. Would definitely recommend this place"
United States
April T.
The price is HK$2,547
HK$4,898 total
includes taxes & fees
6 Jul - 7 Jul
Hideaway in Hays Beach: 1 Minute Walk to Western Sandy Shore of Chesapeake Bay
Interior

Lakefront Cabin near Solomons Island w/ Hot Tub

Lakefront Cabin near Solomons Island w/ Hot Tub
Lusby
10.0 out of 10, Exceptional, (1 review)
"We had such a wonderful stay at Diana’s lake house! The view of the lake is absolutely beautiful waking up to that peaceful scenery every morning was one of the highlights of our trip.The property has a charming rustic feel while still offering all the amenities you could need. It felt cozy and comfortable, yet fully equipped for a relaxing getaway. We especially loved being able to kayak right from the area such a perfect way to enjoy the water and the surroundings.Diana was an exceptional...
United States
rakesh s.
The price is HK$3,158
HK$8,182 total
includes taxes & fees
15 Jun - 16 Jun
Lakefront Cabin near Solomons Island w/ Hot Tub
Fridge, microwave, oven, stovetop

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

Riverfront Home w/Dock · Fire Pit · Kids Play Area
Montross
9.6 out of 10, Exceptional, (15 reviews)
"Everything about this stay was FANTASTIC. The host was amazing, the condo was in excellent condition and the view is AMAZING! Enjoyed everything about this stay!"
United States
N C.
The price is HK$2,077
HK$4,707 total
includes taxes & fees
17 Jun - 18 Jun
Riverfront Home w/Dock · Fire Pit · Kids Play Area
Exterior

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (51 reviews)
"Everything was great! Just read the book about the property and amenities…some crucial details about heat and hiking around the neighborhood. Definitely would stay again!"
United States
Chris G.
The price is HK$1,301
HK$2,608 total
includes taxes & fees
7 Jul - 8 Jul
Soul Oasis - home on the Chesapeake Bay
Outdoor dining

Waterfront Reset—Games, Views, Boats & Total Calm

Waterfront Reset—Games, Views, Boats & Total Calm
Montross
10.0 out of 10, Exceptional, (35 reviews)
"Great spot"
United States
SHAWN W.
The price is HK$2,581
HK$4,965 total
includes taxes & fees
15 Jun - 16 Jun
Waterfront Reset—Games, Views, Boats & Total Calm
Property grounds

Secluded Woodland Waterfront Retreat

Secluded Woodland Waterfront Retreat
Solomons
10.0 out of 10, Exceptional, (12 reviews)
"The host was very communicative, the house was very clean and comfortable, and the river views were beautiful!"
United States
Meghan H.
The price is HK$2,431
HK$4,377 total
includes taxes & fees
15 Jun - 16 Jun
Secluded Woodland Waterfront Retreat
Smart TV, books

4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
Solomons
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
The price is HK$3,919
HK$7,490 total
includes taxes & fees
23 Jun - 24 Jun
4-BR Waterfront Turret Home
TV, fireplace, video games, books

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

Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
Lusby
10.0 out of 10, Exceptional, (1 review)
"We loved our stay! Lovely home, beautiful view"
United States
Sarah R.
The price is HK$3,793
HK$7,867 total
includes taxes & fees
30 Jun - 1 Jul
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
Fridge, microwave, oven, stovetop

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

Anne & Fred`s Leonardtown Home W/ Arcade room!
Leonardtown
9.2 out of 10, Wonderful, (7 reviews)
"Amazing place to stay. Very Very clean ! Great location. Definitely will book this place again "
United States
Christy C.
The price is HK$1,587
HK$4,151 total
includes taxes & fees
23 Jun - 24 Jun
Anne & Fred`s Leonardtown Home W/ Arcade room!
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

avid hotel California - Lexington Park by IHG

avid hotel California - Lexington Park by IHG

8/10 Good
"Convenient. Breakfast good. Staff friendly, especially Rose"
Sharon 2-night trip
Posted 3 hours ago
avid hotel California - Lexington Park by IHG

Find out more about Drayden

Search for holiday rentals in Drayden on Expedia! You can easily find your home rentals, villas, holiday apartments in Drayden using one of the methods below:

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Look no further and take a look at our great range of rental properties in Drayden!

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?

Private Pier, Main+Guest House | Luxe Waterfront Home | Bay Estate by AvantStay: This holiday home rental outside of Drayden is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 7 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 garden.

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.