Hollywood Vacation Rentals

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Our top choices for Hollywood vacation rentals

1. Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (68 reviews)
"Nice, clean, and would absolutely stay here again."
United States
Dusty S.
The price is AED 540
AED 1,078 total
includes taxes & fees
17 Nov - 18 Nov
Soul Oasis - home on the Chesapeake Bay

2. Coles Point Marina

Coles Point Marina
2.0 star property
Hague
10.0 out of 10, Exceptional, (1 review)
"If you want a quiet slice of VA/Potomac waterfront, this is the place."
United States
John
The price is AED 563
AED 952 total
includes taxes & fees
16 Nov - 17 Nov
Coles Point Marina

3. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Saint Leonard
10.0 out of 10, Exceptional, (9 reviews)
"Loved the location and the hosts' kindness and care."
United States
Nancy P.
The price is AED 612
AED 1,135 total
includes taxes & fees
17 Nov - 18 Nov
3-bedroom house in soothing Saint Leonard with AC for relaxing stays

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

Anne & Fred`s Leonardtown Home W/ Arcade room!
Leonardtown
9.4 out of 10, Exceptional, (8 reviews)
"Amazing place to stay. Very Very clean ! Great location. Definitely will book this place again "
United States
Christy C.
The price is AED 878
AED 2,040 total
includes taxes & fees
15 Nov - 16 Nov
Anne & Fred`s Leonardtown Home W/ Arcade room!

5. 4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
Solomons
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
The price is AED 1,102
AED 2,581 total
includes taxes & fees
17 Nov - 18 Nov
4-BR Waterfront Turret Home

6. Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
9.0 out of 10, Wonderful, (16 reviews)
"Beautiful view from the house. Extremely clean. Had everything we needed. Can't wait to come back"
United States
ed r.
The price is AED 593
AED 969 total
includes taxes & fees
13 Nov - 14 Nov
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

7. 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, (4 reviews)
"Dude. This is what I always hope a rental property will be. Comfy beds, best stocked kitchen, working hot tub, beautiful waterfront area with kayaks and a dock. And our mini golden doodle could come too?! It was absolute perfection."
United States
Dani B.
The price is AED 1,293
AED 3,382 total
includes taxes & fees
17 Nov - 18 Nov
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

8. Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
Lexington Park
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful sunset and very comfortable rooms. "
United States
Andrea B.
The price is AED 661
AED 1,350 total
includes taxes & fees
16 Nov - 17 Nov
Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

9. Just a getaway piece of property

Just a getaway piece of property
Mechanicsville
10.0 out of 10, Exceptional, (1 review)
"Perfect place. Just what i was looking. Definitely recommend to anyone looking to stay close to the MIR track for any event"
United States
David L.
The price is AED 579
AED 799 total
includes taxes & fees
16 Nov - 17 Nov
Just a getaway piece of property

10. Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
Lusby
9.8 out of 10, Exceptional, (16 reviews)
"Beautiful home. Great fishing and kayaking."
United States
Alexander B.
The price is AED 1,697
AED 2,982 total
includes taxes & fees
13 Nov - 14 Nov
Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

11. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
Lusby
10.0 out of 10, Exceptional, (2 reviews)
"Very much enjoyed our stay. The host was very kind and responsive and the property very comfortable. Hot tub and quiet location were great!"
United States
Tanya S.
The price is AED 1,590
AED 3,950 total
includes taxes & fees
15 Nov - 16 Nov
Lakefront Cabin Near Solomons Island w/ Hot Tub

12. 2 Acre Oasis with Private Beach! Family and dog friendly!

2 Acre Oasis with Private Beach! Family and dog friendly!
Leonardtown
10.0 out of 10, Exceptional, (67 reviews)
"Everything about this property is wonderful for our family! A dreamy relaxing vacation"
United States
Carol L.
The price is AED 1,432
AED 3,081 total
includes taxes & fees
1 Dec - 2 Dec
2 Acre Oasis with Private Beach! Family and dog friendly!

13. Cozy Virginia Potomac Riverfront Cottage

Cozy Virginia Potomac Riverfront Cottage
Hague
9.6 out of 10, Exceptional, (57 reviews)
"My family and I had a great time at this property fishing and crabbing. We also did a day trip to Westmoreland State Park, where we got to hike to Fossils Beach."
United States
Carmelita A.
The price is AED 643
AED 1,195 total
includes taxes & fees
13 Nov - 14 Nov
Cozy Virginia Potomac Riverfront Cottage

14. Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
Prince Frederick
9.2 out of 10, Wonderful, (12 reviews)
"A great place to crash and explore the area."
United States
Sean B.
The price is AED 716
AED 1,456 total
includes taxes & fees
20 Nov - 21 Nov
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

15. 7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away

7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away
Colonial Beach
9.4 out of 10, Exceptional, (17 reviews)
"Great place, super cute and walking distance to everything. Host was great!"
United States
Crystal W.
The price is AED 307
AED 1,151 total
includes taxes & fees
15 Nov - 16 Nov
7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away

16. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
3.0 star property
Lusby
The price is AED 1,877
AED 4,203 total
includes taxes & fees
15 Nov - 16 Nov
Lakefront Cabin Near Solomons Island w/ Hot Tub

17. Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
Piney Point
10.0 out of 10, Exceptional, (9 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 AED 962
AED 2,469 total
includes taxes & fees
14 Nov - 15 Nov
Charming Waterfront 3-bedroom house in Piney Point

18. Bright and airy waterfront getaway

Bright and airy waterfront getaway
Benedict
9.8 out of 10, Exceptional, (26 reviews)
"Amazing host and home, great view with the water right there, and short drive to any shopping needs. It was the serene getaway I needed to recharge from city life and corporate burnout."
United States
George
The price is AED 845
AED 1,343 total
includes taxes & fees
13 Nov - 14 Nov
Bright and airy waterfront getaway

19. Waterfront Home w/Private Hot Tub · Game Room · Fire Pit · Kayaks

Waterfront Home w/Private Hot Tub · Game Room · Fire Pit · Kayaks
Montross
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful home, very clean and comfy "
United States
Julie P.
The price is AED 701
AED 1,785 total
includes taxes & fees
15 Nov - 16 Nov
Waterfront Home w/Private Hot Tub · Game Room · Fire Pit · Kayaks

20. Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views
Chesapeak beach
9.2 out of 10, Wonderful, (7 reviews)
"Very clean and nice property"
United States
Ben W.
The price is AED 522
AED 1,404 total
includes taxes & fees
2 Dec - 3 Dec
Family Beach House: Spacious Deck, Grill & Views
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.

Find vacation rentals that suit your style

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Frequently Asked Questions

Can I find a vacation rental in Hollywood?

Yes, there are vacation rentals close to the most popular sights in Hollywood, or you can go with a more secluded option if you're looking for a relaxing stay. Hollywood is known for its restaurants and sporting events. Make sure you have time to check out the shopping and parks during your trip.

What are some of the best vacation home rentals in Hollywood?

3-bedroom house in soothing Saint Leonard with AC for relaxing stays: This vacation home rental outside of Hollywood offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals will I find in Hollywood?

Choose from 4 Expedia vacation rentals in Hollywood for a memorable vacation.

What’s there to see and do in Hollywood?

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 Three Notch Park. In the larger area, you’ll find Greenwell State Park and Jefferson Patterson Park and Museum.

What’s a vacation rental in Hollywood like?

Vacation rentals are private properties you can stay in for a couple of days or more in Hollywood. Vacation rentals offer extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great option for families.