Apartment
9.8(38 Reviews)
1 Bedroom
4 Guests
Hot Tub
Parking
Balcony/Terrace
Kitchen
CA $255/Night
7 Nights - CA $1,781
Drayden, MD Holiday Rentals
We compare holiday rentals from owners across Booking.com, Vrbo and Expedia.
- Up-front pricing
- No markup
- Trusted partners
Compare Holiday Rentals, Villas & Resorts in Drayden
9.8
House
3 Bedrooms
8 Guests
- Parking
Internet
Pet Friendly
Child Friendly
CA $356/Night
7 Nights - CA $2,491
Hotel
8.4(724 Reviews)
Breakfast- Parking
- Balcony/Terrace
- Kitchen
CA $148/Night
7 Nights - CA $1,034
Cottage
8.4(5 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
Air Conditioner
CA $297/Night
7 Nights - CA $2,079
Hotel
7.8(132 Reviews)
- Parking
- Internet
- Child Friendly
CA $159/Night
7 Nights - CA $1,114
House
9.8(68 Reviews)
2 Bedrooms
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $286/Night
7 Nights - CA $2,004
House
10.0(87 Reviews)
5 Bedrooms
9 Guests
Private Pool- Hot Tub
- Parking
Pool
CA $1,368/Night
7 Nights - CA $9,574
House
10.0(42 Reviews)
4 Bedrooms
7 Guests
Oceanfront- Hot Tub
- Parking
Ocean View
CA $739/Night
7 Nights - CA $5,174
House
10.0(25 Reviews)
5 Bedrooms
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $826/Night
7 Nights - CA $5,782
Luxury Holiday Rentals in Drayden
Over 17+ Luxury Holiday Rentals in or Near Drayden
House
9.8(19 Reviews)
5 Bedrooms
12 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
CA $1,748/Night
7 Nights - CA $12,236
House
10.0(17 Reviews)
7 Bedrooms
14 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $1,410/Night
7 Nights - CA $9,867
House
10.0(7 Reviews)
3 Bedrooms
8 Guests
- Parking
- Ocean View
- Balcony/Terrace
View
CA $1,044/Night
7 Nights - CA $7,305
CA $702/Night
7 Nights - CA $4,911
House
9.8(84 Reviews)
3 Bedrooms
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $647/Night
7 Nights - CA $4,531
House
10.0(3 Reviews)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
CA $582/Night
7 Nights - CA $4,076
House
10.0(17 Reviews)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $571/Night
7 Nights - CA $3,997
New
House
4 Bedrooms
8 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
CA $562/Night
7 Nights - CA $3,933
House
9.8(6 Reviews)
3 Bedrooms
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
CA $446/Night
7 Nights - CA $3,120
Top-Rated Holiday Rentals with a Pool in Drayden
Over 1+ The Best Private Villas and Holiday Rentals in Drayden with a Pool
Cottage
3 Bedrooms
9 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
CA $559/Night
7 Nights - CA $3,912
Pet-Friendly Holiday Rentals in Drayden
Over 4+ Pet-Friendly Holiday Rentals in or Near Drayden
House
9.0(19 Reviews)
3 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $434/Night
7 Nights - CA $3,040
House
10.0(11 Reviews)
3 Bedrooms
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
CA $819/Night
7 Nights - CA $5,733
Cottage
7.6(4 Reviews)
7 Bedrooms
11 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $320/Night
7 Nights - CA $2,240
House
4.5(8 Reviews)
4 Bedrooms
10 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
CA $601/Night
7 Nights - CA $4,206
Drayden Private Villas and Holiday Homes Under $200
Over 2+ Drayden Private Villas and Holiday Homes Under $200
Cottage
9.6(20 Reviews)
2 Bedrooms
7 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
CA $197/Night
7 Nights - CA $1,376
Cottage
4.4(14 Reviews)
2 Bedrooms
7 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
CA $211/Night
7 Nights - CA $1,477
Instantly Bookable Holiday Homes in Drayden
Over 1+ Instantly Bookable Holiday Homes in or Near Drayden
Cottage
10.0(91 Reviews)
3 Bedrooms
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
CA $584/Night
7 Nights - CA $4,090
Book a Last Minute Place to Stay in Drayden
About Casai's Private Villas and Holiday Rentals in Drayden
Discover more than 26 vacation rentals available in Drayden. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Drayden.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Drayden, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Drayden. On average, places to stay near Drayden offer 1623 ft², with nightly prices averaging CA $610.
With Casai, finding and comparing holiday rentals in Drayden is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
There are 26 Drayden, MD Holiday Rentals
- Prices for a holiday home in Drayden start at CA $148
- Top rated vacation home in Drayden is Waterfront Paradise with Pool & Hot Tub plus 4 King Beds & 4 Full baths
- Most popular short term in Drayden is Island Inn & Suites, an Ascend Collection Hotel
- Cheapest place to stay in Drayden is Island Inn & Suites, an Ascend Collection Hotel
- Most expensive holiday rental in Drayden is Stunning luxury waterfront beach house 90 minutes from the Nations Capital.
Frequently Asked Questions About Drayden?
What are the top holiday rentals in Drayden?
With numerous options available in Drayden, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Drayden:
- Waterfront Paradise with Pool & Hot Tub plus 4 King Beds & 4 Full baths
- Your newly renovated private beach retreat in historic St. Mary's
- WATERFRONT 3000 SQFT HOME W/PIER, WRAP PORCH, KAYAK, PADDLE BOARD, FIRE PIT
- Beach Club: your own private "Caribbean" resort
- Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
- Charming Waterfront 3-bedroom house in Piney Point
- Cove Cottage
- Horseshoe Point in St. Marys City, MD
- Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
- Quaint fishing retreat on the lower Potomac Piney Pt
How many Casai.ca holiday rentals are available in Drayden?
As of 2026, Casai boasts over 26 properties listed in the Drayden area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Drayden.
