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

Hollywood Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Hollywood vacation rentals

A bedroom with a bed, a fireplace, a ceiling fan, and a painting of a beach.

1. 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.
$241 nightly
The price is $255
Oct 26 - Oct 27
Total with taxes and fees
3-bedroom house in soothing Saint Leonard with AC for relaxing stays
A grassy area with a stone path leading to a seating arrangement under trees, overlooking a body of water.

2. 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
9.2 out of 10, Wonderful, (15 reviews)
"Beautiful view from the house. Extremely clean. Had everything we needed. Can't wait to come back"
United States
ed r.
$260 nightly
The price is $287
Oct 18 - Oct 19
Total with taxes and fees
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
A modern kitchen with dark cabinets, a dishwasher, and a countertop with a sink.

3. 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.
$548 nightly
The price is $581
Oct 18 - Oct 19
Total with taxes and fees
Anne & Fred`s Leonardtown Home W/ Arcade room!
A single-story house with a front porch, a small deck, and a number '4' on the side.

4. Coles Point Marina

Coles Point Marina
2.0 star property
Hague
$255 nightly
The price is $278
Oct 19 - Oct 20
Total with taxes and fees
Coles Point Marina
Private kitchen

5. 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.
$209 nightly
The price is $230
Oct 20 - Oct 21
Total with taxes and fees
Just a getaway piece of property
A spacious living room with a large sofa, a television, and a view of the ocean.

6. 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.
$665 nightly
The price is $734
Oct 18 - Oct 19
Total with taxes and fees
4-BR Waterfront Turret Home
A cozy living room with a large sectional sofa, a round woven coffee table, and a ceiling fan.

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, (3 reviews)
"We loved the quiet location, the privacy, and the dock out back. The house was stocked with everything we needed!"
United States
Nicholas L.
$848 nightly
The price is $854
Oct 20 - Oct 21
Total with taxes and fees
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
A lakeside view with chairs and a table, a rainbow, and trees.

8. 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
$345 nightly
The price is $366
Oct 17 - Oct 18
Total with taxes and fees
Bright and airy waterfront getaway
A backyard with a fire pit surrounded by green Adirondack chairs, a wooden fence, and a house with string lights.

9. 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
9.6 out of 10, Exceptional, (16 reviews)
"Great place, super cute and walking distance to everything. Host was great!"
United States
Crystal W.
$300 nightly
The price is $333
Oct 26 - Oct 27
Total with taxes and fees
7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away
A covered patio with a view of a lake, furnished with chairs and a table.

10. 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.
$406 nightly
The price is $409
Oct 20 - Oct 21
Total with taxes and fees
Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
Pool

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

Family Beach House: Spacious Deck, Grill & Views
Chesapeak beach
9.2 out of 10, Wonderful, (7 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
$436 nightly
The price is $455
Oct 27 - Oct 28
Total with taxes and fees
Family Beach House: Spacious Deck, Grill & Views
A room with a large window overlooking a beach with a wooden pier and lounge chairs.

12. Cozy Virginia Potomac Riverfront Cottage

Cozy Virginia Potomac Riverfront Cottage
Hague
9.6 out of 10, Exceptional, (56 reviews)
"This is our 4th time to come here and the view still amaze me. Fishing is great in this area. My family and I really had an amazing, fun and relaxing stay as always. See you next time."
United States
Natt L.
$313 nightly
The price is $341
Oct 18 - Oct 19
Total with taxes and fees
Cozy Virginia Potomac Riverfront Cottage
A modern kitchen with granite countertops, stainless steel appliances, and large windows offering views of the outdoors.

13. 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.
$767 nightly
The price is $847
Oct 26 - Oct 27
Total with taxes and fees
2 Acre Oasis with Private Beach! Family and dog friendly!
A bedroom with a bed, a bench, a nightstand, a ceiling fan, and large windows.

14. Waterfront, Firepit, Kayak, Game room, Potomac 2hrs from DC, Dogs+EV OK

Waterfront, Firepit, Kayak, Game room, Potomac 2hrs from DC, Dogs+EV OK
Montross
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful home, very clean and comfy "
United States
Julie P.
$446 nightly
The price is $478
Oct 26 - Oct 27
Total with taxes and fees
Waterfront, Firepit, Kayak, Game room, Potomac 2hrs from DC, Dogs+EV OK
A balcony with a white railing, outdoor furniture, and a view of the sea.

15. Sail Away

Sail Away
Colonial Beach
9.8 out of 10, Exceptional, (13 reviews)
"we liked everything and location!!!"
United States
Shawn
$292 nightly
The price is $296
Oct 20 - Oct 21
Total with taxes and fees
Sail Away
A pathway lined with trees and lights leading to a wooden building with a visible window.

16. 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, (14 reviews)
"Nice house in a great location. Great for groups."
United States
Anonymous traveler
$808 nightly
The price is $856
Oct 18 - Oct 19
Total with taxes and fees
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.

17. 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.
$1,071 nightly
The price is $1,158
Oct 20 - Oct 21
Total with taxes and fees
Lakefront Cabin Near Solomons Island w/ Hot Tub
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.
$443 nightly
The price is $482
Oct 28 - Oct 29
Total with taxes and fees
Waterfront Reset: Views, Games, Boats & Total Calm
A two-story house with a balcony, surrounded by trees and a wooden fence.

19. Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
Piney Point
10.0 out of 10, Exceptional, (7 reviews)
$676 nightly
The price is $747
Oct 30 - Oct 31
Total with taxes and fees
Charming Waterfront 3-bedroom house in Piney Point
A modern kitchen with grey cabinets, a large island with bar stools, and a view of the living area.

20. 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, (18 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.
$494 nightly
The price is $537
Oct 18 - Oct 19
Total with taxes and fees
Riverfront Home w/Dock · Fire Pit · Kids Play Area
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 Hollywood Hotel Reviews

Sleep Inn & Suites California MD

Sleep Inn & Suites California MD

10/10 Excellent
"We stayed a couple of nights for a friend’s wedding and the location and the staff were perfect for us!! Thank you so Much."
Danielle 2-night trip
Posted 3 hours ago
Sleep Inn & Suites California MD

Find out more about Hollywood

Everything you need to know about Hollywood vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Hollywood vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hollywood vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hollywood vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hollywood. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Hollywood in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $287 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Hollywood rentals

At Expedia, we put the best Hollywood vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Hollywood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hollywood vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hollywood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.