A coastal landscape with a rocky shoreline, a sandy beach, and a clear blue sky.

Hollywood Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Hollywood vacation rentals

A modern kitchen with dark cabinets, a dishwasher, and a countertop with a sink.

1. 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 ￥37,649
￥87,488 total
includes taxes & fees
Nov 3 - Nov 4
Anne & Fred`s Leonardtown Home W/ Arcade room!
A spacious living room with a large sofa, a television, and a view of the ocean.

2. 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 ￥47,268
￥110,702 total
includes taxes & fees
Nov 3 - Nov 4
4-BR Waterfront Turret Home
A cozy living room with a large sectional sofa, a round woven coffee table, and a ceiling fan.

3. 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 ￥55,461
￥145,097 total
includes taxes & fees
Nov 3 - Nov 4
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
A pathway lined with trees and lights leading to a wooden building with a visible window.

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

Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
Lusby
9.6 out of 10, Exceptional, (15 reviews)
"Nice house in a great location. Great for groups."
United States
Anonymous traveler
The price is ￥72,793
￥128,100 total
includes taxes & fees
Nov 3 - Nov 4
Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
A spacious cabin interior with a wooden ceiling, a kitchen area, a living room with a sofa and a dining table, and a large window providing natural light.

5. 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 ￥68,223
￥169,422 total
includes taxes & fees
Nov 3 - Nov 4
Lakefront Cabin Near Solomons Island w/ Hot Tub
A spacious cabin interior with a wooden ceiling, a kitchen area, a living room with a sofa and a dining table, and a large window providing natural light.

6. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
3.0 star property
Lusby
The price is ￥80,513
￥180,296 total
includes taxes & fees
Nov 3 - Nov 4
Lakefront Cabin Near Solomons Island w/ Hot Tub
A bedroom with a bed, a fireplace, a ceiling fan, and a painting of a beach.

7. 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, (8 reviews)
"Loved the location and the hosts' kindness and care."
United States
Nancy P.
The price is ￥22,689
￥43,424 total
includes taxes & fees
Nov 3 - Nov 4
3-bedroom house in soothing Saint Leonard with AC for relaxing stays
A modern kitchen with granite countertops, stainless steel appliances, and large windows offering views of the outdoors.

8. 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 ￥61,448
￥130,833 total
includes taxes & fees
Dec 1 - Dec 2
2 Acre Oasis with Private Beach! Family and dog friendly!
A single-story house with a front porch, a small deck, and a number '4' on the side.

9. 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 ￥24,145
￥40,841 total
includes taxes & fees
Nov 3 - Nov 4
Coles Point Marina
A two-story house with a balcony, surrounded by trees and a wooden fence.

10. 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 ￥43,676
￥108,948 total
includes taxes & fees
Nov 4 - Nov 5
Charming Waterfront 3-bedroom house in Piney Point
A grassy area with a stone path leading to a seating arrangement under trees, overlooking a body of water.

11. 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 ￥25,446
￥41,579 total
includes taxes & fees
Nov 3 - Nov 4
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
A lakeside view with chairs and a table, a rainbow, and trees.

12. 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 ￥36,239
￥57,620 total
includes taxes & fees
Nov 10 - Nov 11
Bright and airy waterfront getaway
A covered patio with a view of a lake, furnished with chairs and a table.

13. 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, (18 reviews)
"Beautiful sunset and very comfortable rooms. "
United States
Andrea B.
The price is ￥29,936
￥59,655 total
includes taxes & fees
Nov 3 - Nov 4
Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
A single-story house with a front porch, a small deck, and a number '4' on the side.

14. 2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
The price is ￥54,358
￥63,772 total
includes taxes & fees
Nov 3 - Nov 4
2 Bedroom Cottage at Coles Point Marina
A room with a large window overlooking a beach with a wooden pier and lounge chairs.

15. Cozy Virginia Potomac Riverfront Cottage

Cozy Virginia Potomac Riverfront Cottage
Hague
9.6 out of 10, Exceptional, (56 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 ￥27,573
￥51,257 total
includes taxes & fees
Nov 3 - Nov 4
Cozy Virginia Potomac Riverfront Cottage
A spacious living room with a grey sectional sofa, a round wooden coffee table, and a patterned rug.

16. 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 ￥30,724
￥62,630 total
includes taxes & fees
Nov 20 - Nov 21
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
Private kitchen

17. 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 ￥24,816
￥34,591 total
includes taxes & fees
Nov 8 - Nov 9
Just a getaway piece of property
An outdoor patio with a glass table and chairs, a blue umbrella, and a view of a lake.

18. Waterfront Reset: Views, Games, Boats & Total Calm

Waterfront Reset: Views, Games, Boats & Total Calm
Montross
10.0 out of 10, Exceptional, (40 reviews)
"We really enjoyed our stay at this lake house. The view is beautiful and the house is beautifully decorated and kid friendly. Just a really charming place to stay for a family vacation."
United States
Nicole P.
The price is ￥33,598
￥72,555 total
includes taxes & fees
Nov 3 - Nov 4
Waterfront Reset: Views, Games, Boats & Total Calm
Fire pit (2)

19. Plum Point Cottage #14

Plum Point Cottage #14
Huntingtown
9.8 out of 10, Exceptional, (9 reviews)
"we had a great stay at this property for an impromptu weekend getaway. "
United States
Yonnick H.
The price is ￥53,886
￥84,372 total
includes taxes & fees
Nov 9 - Nov 10
Plum Point Cottage #14
Fire pit (2)

20. Plum Point Cottage #15

Plum Point Cottage #15
Maryland
The price is ￥53,706
￥88,878 total
includes taxes & fees
Nov 3 - Nov 4
Plum Point Cottage #15
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hollywood Hotel Reviews

Hampton Inn by Hilton Lexington Park

Hampton Inn by Hilton Lexington Park

8/10 Good
"Quick overnight for a Halloween wedding. Comfortable place to crash. Clean. Staff were excellent."
Tracy 1-night trip
Posted 16 hours ago
Hampton Inn by Hilton Lexington Park

Find out more about Hollywood

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

  • View our selection of featured holiday rentals in Hollywood
  • Use the map to find apartments and other holiday homes in the Hollywood neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Hollywood while they last

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

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.