Hollywood Vacation Rentals

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In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Hollywood vacation rentals

Property grounds
4BDRM River front house with Private Beach in Hollywood

4BDRM River front house with Private Beach in Hollywood

4BDRM River front house with Private Beach in Hollywood
2.0 star property
Hollywood
9.8 out of 10, Exceptional, (17)
"Everybody in our company was unexpectedly pleasantly surprised. Tons of toys, books, table games for kids. Amazing fully packed kitchen. Location!! Beach, 2 kayaks, fishing, grilling... We had great little vacation."
United States
Vladimir K.
4BDRM River front house with Private Beach in Hollywood
Exterior
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Drayden
9.8 out of 10, Exceptional, (78)
"My family and I had a wonderful time. This is a great place to get away from it all. We loved fishing from the dock and having a fire by the water at night. Thanks again for a great time."
United States
Jeramie E.
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Sun loungers, beach towels
Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
9.8 out of 10, Exceptional, (38)
"Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit."
United States
Samuel W.
$252 nightly
The price is $267
Dec 14 - Dec 15
Total with taxes and fees
Soul Oasis - home on the Chesapeake Bay
Property grounds
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.
Fishing Creek
10.0 out of 10, Exceptional, (51)
"Nice "
United States
Henry
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.
Terrace/patio
Tiny, Funky, and Full of Love - Welcome to the Love Shack

Tiny, Funky, and Full of Love - Welcome to the Love Shack

Tiny, Funky, and Full of Love - Welcome to the Love Shack
Piney Point
10.0 out of 10, Exceptional, (14)
"The place had everything we needed and the yard was great for the dogs. Would definitely stay here again."
United States
Dawn B.
Tiny, Funky, and Full of Love - Welcome to the Love Shack
Fridge, microwave, oven, stovetop
Coastal Charm and Convenience: Luxurious 5-Bedroom Just Steps From Downtown

Coastal Charm and Convenience: Luxurious 5-Bedroom Just Steps From Downtown

Coastal Charm and Convenience: Luxurious 5-Bedroom Just Steps From Downtown
Colonial Beach
9.8 out of 10, Exceptional, (19)
"So convenient to the beach and downtown Colonial Beach restaurants and shopping. We will definitely be back! "
United States
Marisa Z.
Coastal Charm and Convenience: Luxurious 5-Bedroom Just Steps From Downtown
Property grounds
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Newburg
9.8 out of 10, Exceptional, (155)
"Lovely place and location!"
United States
Christa W.
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Fridge, microwave, oven, stovetop
Luxurious 3 Bedroom Riverfront Condo with Private Deck

Luxurious 3 Bedroom Riverfront Condo with Private Deck

Luxurious 3 Bedroom Riverfront Condo with Private Deck
2.0 star property
Colonial Beach
10.0 out of 10, Exceptional, (13)
"Beautiful place and very clean will be going back next uear"
United States
Connie S.
Luxurious 3 Bedroom Riverfront Condo with Private Deck
Smart TV, fireplace
Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Lusby
10.0 out of 10, Exceptional, (63)
"Clean, quiet, and comfortable deceptively large cottage in the woods"
United States
Suhas M.
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Dining
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
Port Republic
10.0 out of 10, Exceptional, (181)
"We thoroughly enjoyed our stay in this kitschy, cool, rustic cabin with a million-dollar view. Communing with the ospreys, hummingbirds and the bald eagle who perched numerous times on a nearby tree was an added bonus. And, the owner may be the most friendly/helpful we’ve ever rented from. We hope to be back some day. Thanks!"
United States
Brennan H.
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
Smart TV, fireplace, books, offices
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
Port Republic
10.0 out of 10, Exceptional, (124)
"Well, what a great time we had at this house the house is exactly as advertised, tidy, clean, comfortable, everything close. The view was beautiful, our vacation was amazing. Alicia was very responsive to any question that we had. We definitely would rent again!"
United States
Misael A A.
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
Interior
Xmas Sale! Game Theme+Boats+Beach+King Bd+EV Chrgr

Xmas Sale! Game Theme+Boats+Beach+King Bd+EV Chrgr

Xmas Sale! Game Theme+Boats+Beach+King Bd+EV Chrgr
Montross
10.0 out of 10, Exceptional, (30)
"Great spot"
United States
SHAWN W.
$423 nightly
The price is $460
Dec 14 - Dec 15
Total with taxes and fees
Xmas Sale! Game Theme+Boats+Beach+King Bd+EV Chrgr
Marina
Colonial Beach Cottage, 7 minutes walk to beach!

Colonial Beach Cottage, 7 minutes walk to beach!

Colonial Beach Cottage, 7 minutes walk to beach!
Colonial Beach
9.2 out of 10, Wonderful, (35)
"Easy check in, over all nice place with a very convenient location. Property owner VERY responsive and excellent. We had a great 3 night 4 day stay."
United States
Kye H.
Colonial Beach Cottage, 7 minutes walk to beach!
Property grounds
Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!

Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!

Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!
Hague
9.8 out of 10, Exceptional, (28)
"Great stay, easy check-in/check-out, highly recommend"
United States
kevin l.
Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!
Exterior
Beach & River Retreat. Spectacular house with private sand beach and hot tub!

Beach & River Retreat. Spectacular house with private sand beach and hot tub!

Beach & River Retreat. Spectacular house with private sand beach and hot tub!
Montross
10.0 out of 10, Exceptional, (51)
"Spacious with great kitchen to cook for manyEasy kayak and SUP access and great water views"
United States
debra s.
Beach & River Retreat. Spectacular house with private sand beach and hot tub!
Property grounds
Stunning Water Front Home with Private Dock and Beach and Sunsets

Stunning Water Front Home with Private Dock and Beach and Sunsets

Stunning Water Front Home with Private Dock and Beach and Sunsets
Lusby
10.0 out of 10, Exceptional, (27)
"Great place. Would definitely stay here again. "
United States
Joshua M.
Stunning Water Front Home with Private Dock and Beach and Sunsets
Dining
Cozy Virginia Potomac Riverfront Cottage

Cozy Virginia Potomac Riverfront Cottage

Cozy Virginia Potomac Riverfront Cottage
Hague
9.6 out of 10, Exceptional, (46)
"Wonderful views, clean home and quaint ! We highly recommend!"
United States
Tim R.
Cozy Virginia Potomac Riverfront Cottage
Exterior
250 ACRE ESTATE ON CHESAPEAKE BAY, SLEEPS 40 W-AC VACATIONS, WEDDINGS] REUNIONS!

250 ACRE ESTATE ON CHESAPEAKE BAY, SLEEPS 40 W-AC VACATIONS, WEDDINGS] REUNIONS!

250 ACRE ESTATE ON CHESAPEAKE BAY, SLEEPS 40 W-AC VACATIONS, WEDDINGS] REUNIONS!
Church Creek
250 ACRE ESTATE ON CHESAPEAKE BAY, SLEEPS 40 W-AC VACATIONS, WEDDINGS] REUNIONS!
Property grounds
Mid-Century Modern Lake House – Gorgeous Fall Views, Fire pit, Sauna, 4BR

Mid-Century Modern Lake House – Gorgeous Fall Views, Fire pit, Sauna, 4BR

Mid-Century Modern Lake House – Gorgeous Fall Views, Fire pit, Sauna, 4BR
Lusby
9.6 out of 10, Exceptional, (7)
"Nice lake front view. Spacious living room. "
United States
Kijung S.
Mid-Century Modern Lake House – Gorgeous Fall Views, Fire pit, Sauna, 4BR
Beach
Sunnyside Up - Small Dog Friendly Waterfront Cottage

Sunnyside Up - Small Dog Friendly Waterfront Cottage

Sunnyside Up - Small Dog Friendly Waterfront Cottage
Colonial Beach
10.0 out of 10, Exceptional, (23)
"Very comfortabe with excellent location."
United States
Ray W.
Sunnyside Up - Small Dog Friendly Waterfront Cottage
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

Extended Stay America Select Suites Lexington Park Pax River

Extended Stay America Select Suites Lexington Park Pax River

10/10 Excellent
"Clean room. Staff respect the room number privacy policy."
Derwin 1-night trip
Posted 5 days ago
Extended Stay America Select Suites Lexington Park Pax River

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 $267 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?

4BDRM River front house with Private Beach in Hollywood: Visitors like this Hollywood vacation home rental. It is located on the beach and offers a barbecue grill, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, 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. Other places in town to visit include Greenwell State Park and Former Rowland Property.

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.