Holiday Rentals Hollywood from £166: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Hollywood holiday rentals

A triangular cabin with a wooden staircase leading to a door, surrounded by trees.

1. Soul Oasis - home on the Chesapeake Bay

Lusby

Dusty S.

includes taxes & fees

17 Nov - 18 Nov

A single-story house with a front porch, a small deck, and a number '4' on the side.

2. Coles Point Marina

Hague

John

includes taxes & fees

16 Nov - 17 Nov

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

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

Saint Leonard

Nancy P.

includes taxes & fees

17 Nov - 18 Nov

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

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

Leonardtown

Christy C.

includes taxes & fees

15 Nov - 16 Nov

A spacious living room with a large sofa, a television, and a view of the ocean.

5. 4-BR Waterfront Turret Home

Solomons

Thomas S.

includes taxes & fees

17 Nov - 18 Nov

A grassy area with a stone path leading to a seating arrangement under trees, overlooking a body of water.

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

Benedict

ed r.

includes taxes & fees

13 Nov - 14 Nov

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

Lusby

Dani B.

includes taxes & fees

17 Nov - 18 Nov

A covered patio with a view of a lake, furnished with chairs and a table.

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

Lexington Park

Andrea B.

includes taxes & fees

16 Nov - 17 Nov

9. Just a getaway piece of property

Mechanicsville

David L.

includes taxes & fees

16 Nov - 17 Nov

A pathway lined with trees and lights leading to a wooden building with a visible window.

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

Lusby

Alexander B.

includes taxes & fees

13 Nov - 14 Nov

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.

11. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lusby

Tanya S.

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with granite countertops, stainless steel appliances, and large windows offering views of the outdoors.

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

Leonardtown

Carol L.

includes taxes & fees

1 Dec - 2 Dec

A room with a large window overlooking a beach with a wooden pier and lounge chairs.

13. Cozy Virginia Potomac Riverfront Cottage

Hague

Carmelita A.

includes taxes & fees

13 Nov - 14 Nov

A spacious living room with a grey sectional sofa, a round wooden coffee table, and a patterned rug.

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

Prince Frederick

Sean B.

includes taxes & fees

20 Nov - 21 Nov

A backyard with a fire pit surrounded by green Adirondack chairs, a wooden fence, and a house with string lights.

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

Colonial Beach

Crystal W.

includes taxes & fees

15 Nov - 16 Nov

16. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lusby

includes taxes & fees

15 Nov - 16 Nov

A two-story house with a balcony, surrounded by trees and a wooden fence.

17. Charming Waterfront 3-bedroom house in Piney Point

Piney Point

Meira

includes taxes & fees

14 Nov - 15 Nov

A lakeside view with chairs and a table, a rainbow, and trees.

18. Bright and airy waterfront getaway

Benedict

George

includes taxes & fees

13 Nov - 14 Nov

A coastal area with a sandy beach, a clear blue sea, and a small settlement with houses.

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

Montross

Julie P.

includes taxes & fees

15 Nov - 16 Nov

20. Beach Front, Bay View, Fishing, chesapeake,Family Getaway

Chesapeak beach

Ben W.

includes taxes & fees

2 Dec - 3 Dec

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Find holiday rentals that suit your style

Top Hollywood Hotel Reviews

A hotel lobby with a dining area, seating, a fireplace, and a view of the outside through large windows.

Hampton Inn by Hilton Lexington Park

Lexington Park

10/10 Excellent

Edwin

A modern hotel lobby with seating areas, a reception desk, and a staircase.

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

California

10/10 Excellent

Darren

A hotel lobby with wooden doors, a reception desk, and a seating area with tables and chairs.

Comfort Inn & Suites Lexington Park near Pax River

Lexington Park

10/10 Excellent

Paul

A wooden chair on a balcony overlooking a sunset over a body of water.

Island Inn & Suites, an Ascend Collection Hotel

Piney Point

8/10 Good

richard

A Holiday Inn Express hotel with a modern facade, a prominent sign, and a well-lit entrance.

Holiday Inn Express Prince Frederick by IHG

Prince Frederick

8/10 Good

We were visiting Chesapeake Beach & Bay in Maryland & opted to stay here. The reception staff were lovely; do take their recommendation of visiting Jerry's for dinner - the food is amazing! Breakfast was pretty good, once we'd convinced the breakfast staff to re-stock everything. The pool was a little disappointing. There were towels strewn everywhere & no fresh ones when I went to use the pool. That having been said they did deal with the issue promptly when I raised it. The water for the pool...

RiaG

A beachside view with a wooden deck, tables, and chairs, overlooking a sandy beach and calm sea.

Colonial Beach Plaza Bed & Breakfast

Colonial Beach

10/10 Excellent

Eloïse

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 £166 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?

3-bedroom house in soothing Saint Leonard with AC for relaxing stays: This holiday home rental outside of Hollywood offers a fireplace, a BBQ 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 that you can cook with friends or family.

How many holiday rentals will I find in Hollywood?

Choose from 4 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. In the wider area, you’ll find Greenwell State Park and Jefferson Patterson Park and Museum.

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.

Search Holiday Rentals in Hollywood

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Hollywood holiday rentals

1. Soul Oasis - home on the Chesapeake Bay

2. Coles Point Marina

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

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

5. 4-BR Waterfront Turret Home

6. 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

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

9. Just a getaway piece of property

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

11. Lakefront Cabin Near Solomons Island w/ Hot Tub

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

13. Cozy Virginia Potomac Riverfront Cottage

14. 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

16. Lakefront Cabin Near Solomons Island w/ Hot Tub

17. Charming Waterfront 3-bedroom house in Piney Point

18. Bright and airy waterfront getaway

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

20. Beach Front, Bay View, Fishing, chesapeake,Family Getaway

Find holiday rentals that suit your style

Top Hollywood Hotel Reviews

Hampton Inn by Hilton Lexington Park

10/10 Excellent

Find out more about Hollywood

Hollywood holiday rentals: An excellent choice for every season

How to find incredible deals on Hollywood rentals

Frequently Asked Questions

Can I find a holiday rental in Hollywood?

What are some of the best holiday rentals that Hollywood has to offer?

How many holiday rentals will I find in Hollywood?

What’s there to see and do in Hollywood?

What’s a holiday rental in Hollywood like?