Holiday Rentals in Hollywood

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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov

Holiday Rentals in Hollywood

Our top choices for Hollywood holiday rentals

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

4BDRM River front house with Private Beach in Hollywood

2.0 star property
9.8 out of 10, Exceptional, (13)
"This house was just what we needed for our business associates. "
4BDRM River front house with Private Beach in Hollywood
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**
Fridge, microwave, oven, stovetop

**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**

10.0 out of 10, Exceptional, (192)
"Great for our group of 2 families. Plenty of beds, nice gathering space, access to the creek, played in the grassy field. Would/will likely return! "
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Exterior

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

9.8 out of 10, Exceptional, (71)
"We enjoyed the property lots of wildlife around enjoyed kayaking and crabing . "
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Tiny, Funky, and Full of Love - Welcome to the Love Shack
Terrace/patio

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

10.0 out of 10, Exceptional, (5)
Tiny, Funky, and Full of Love - Welcome to the Love Shack
Secluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More
Smart TV, printers

Secluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More

10.0 out of 10, Exceptional, (1)
"This is a beautiful cottage in a quiet country setting. Our travel had us arriving a little early and Hannah graciously allowed us to check in early. Bathroom doors were attractive and trendy but did not lock or offer complete privacy. "
Secluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
Dining

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

10.0 out of 10, Exceptional, (179)
"The views are fantastic. Very quiet neighborhood. "
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Smart TV, fireplace

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

10.0 out of 10, Exceptional, (52)
"Awesome home wnd location! Would stay again!"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Waterfront Cottage in Beautiful Hoopers Island
Property grounds

Waterfront Cottage in Beautiful Hoopers Island

10.0 out of 10, Exceptional, (77)
"We had a very nice stay and enjoyed the quiet environment and the amenities of the property. Lots of great area for walking. "
Waterfront Cottage in Beautiful Hoopers Island
Waterfront with spectacular view, close to restaurants and bars
Interior

Waterfront with spectacular view, close to restaurants and bars

10.0 out of 10, Exceptional, (44)
"Everything was great. "
Waterfront with spectacular view, close to restaurants and bars
Waterfront Solomons Apartment
Interior

Waterfront Solomons Apartment

9.6 out of 10, Exceptional, (11)
"Very clean, awesome location and amazing hosts!! "
The price is €247
includes taxes & fees
5 Sept - 6 Sept
Waterfront Solomons Apartment
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
On the beach

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

9.6 out of 10, Exceptional, (5)
"The owner was very nice "
The price is €262
includes taxes & fees
3 Sept - 4 Sept
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
3-bedroom house in charming Colonial Beach with AC, WiFi
Dining

3-bedroom house in charming Colonial Beach with AC, WiFi

10.0 out of 10, Exceptional, (4)
"- house was great!- AC worked great!- our kids loved the crayons and all the kids toys!- highly recommend to stay here!"
3-bedroom house in charming Colonial Beach with AC, WiFi
Cozy Virginia Potomac Riverfront Cottage
Dining

Cozy Virginia Potomac Riverfront Cottage

9.6 out of 10, Exceptional, (42)
"Clean, comfortable, quiet, and what a beautiful spot on the river! Thank you 😊 "
Cozy Virginia Potomac Riverfront Cottage
Where peace is sitting by the moonlight
Sun-loungers

Where peace is sitting by the moonlight

9.6 out of 10, Exceptional, (95)
"Amazing home with a great view. "
Where peace is sitting by the moonlight
Belle of the Chesapeake Bay
Beach

Belle of the Chesapeake Bay

9.0 out of 10, Wonderful, (14)
"This was a great place to stay in a quiet neighborhood, a short drive from Calvert Cliffs State Park. Plenty of space for four adults. We could have stayed longer and would not hesitate to book again."
Belle of the Chesapeake Bay
Beach & River Retreat. Spectacular house with private sand beach and hot tub!
Exterior

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

10.0 out of 10, Exceptional, (49)
"We had the best time! It is a gorgeous and spacious house, and the beach and dock were perfect. Frank was so kind and easy to work with and we would all love to stay here again- highly recommend!"
Beach & River Retreat. Spectacular house with private sand beach and hot tub!
House Right on the Potomac River - Great Sunrises & Sunsets
Exterior

House Right on the Potomac River - Great Sunrises & Sunsets

10.0 out of 10, Exceptional, (97)
"This place is amazing for a large family getaway! Pet friendly and kid friendly. There isn’t too much around the area, but having access to a pool, the boats and canoes, fishing/crabbing supplies, and the large living area made this perfect for our trip. Multiple rooms, multiple couches and multiple areas to play board games. Definitely worth a second trip and the owner (Tom) made everything incredibly easy Thank you again for letting us use your lovely home! "
House Right on the Potomac River - Great Sunrises & Sunsets
Large Luxury 4 bed/3 bath Beach House-2 Blocks to beach, 1 Block to Bay
Fridge, microwave, oven, stovetop

Large Luxury 4 bed/3 bath Beach House-2 Blocks to beach, 1 Block to Bay

10.0 out of 10, Exceptional, (49)
"Wonderful golf cart community to explore the town with. The home was clean, lovely and perfect for our family. Only a short walk to the beach. We spent the day playing volleyball and exploring town. We are excited to come back during the summer. Diana was communicative and helpful with any questions we had. Wonderful spring break vacation. "
Large Luxury 4 bed/3 bath Beach House-2 Blocks to beach, 1 Block to Bay
Bright and airy waterfront getaway
On the beach, sun-loungers

Bright and airy waterfront getaway

9.8 out of 10, Exceptional, (17)
"This property was everything we wanted. We hope to return next year."
Bright and airy waterfront getaway
WATERFRONT!!! The River's Roost on The Patuxent River
Fridge, microwave, oven, stovetop

WATERFRONT!!! The River's Roost on The Patuxent River

10.0 out of 10, Exceptional, (30)
"We had an amazing stay in this beautiful house! Inside was massive perfectly set up for our needs. Outside had stunning views and there is nothing better than being on the waters edge. The owners were easy to communicate with and they had everything ready in a timely manner for our check in. We didn’t get a chance to catch any crabs but we will definitely stay here again to try our hand at that."
WATERFRONT!!! The River's Roost on The Patuxent River
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

Find out more about Hollywood

Find out more about Hollywood

Everything you need to know about Hollywood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hollywood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Hollywood holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hollywood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hollywood holiday rentals we have selected for you start as low as €247 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hollywood rentals

At Expedia, we put the best Hollywood holiday 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 holiday.

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. 

Frequently asked questions

Can I find a holiday rental in Hollywood?

Yes, there are holiday rentals close to the most popular sights in Hollywood, or you can select 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 holiday rentals that Hollywood has to offer?

4BDRM River front house with Private Beach in Hollywood: This highly rated holiday home rental in Hollywood is located on the beach, and offers a BBQ, 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 that you can cook with friends or family.

How many holiday rentals will I find in Hollywood?

Choose from 3 Expedia holiday rentals in Hollywood for a memorable holiday.

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 holiday rental in Hollywood like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hollywood. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for family trips.