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

Hollywood Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Hollywood holiday 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.
The price is HK$960
HK$2,057 total
includes taxes & fees
23 Sept - 24 Sept
3-bedroom house in soothing Saint Leonard with AC for relaxing stays
A triangular cabin with a wooden staircase leading to a door, surrounded by trees.

2. Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (61 reviews)
"Nice, clean, and would absolutely stay here again."
United States
Dusty S.
The price is HK$1,184
HK$2,452 total
includes taxes & fees
7 Oct - 8 Oct
Soul Oasis - home on the Chesapeake Bay
A grassy area with a stone path leading to a seating arrangement under trees, overlooking a body of water.

3. 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.
The price is HK$1,333
HK$2,252 total
includes taxes & fees
17 Sept - 18 Sept
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.

4. 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 HK$1,874
HK$4,554 total
includes taxes & fees
14 Sept - 15 Sept
Anne & Fred`s Leonardtown Home W/ Arcade room!
A lakeside view with chairs and a table, a rainbow, and trees.

5. Bright and airy waterfront getaway

Bright and airy waterfront getaway
Benedict
9.8 out of 10, Exceptional, (23 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 HK$1,623
HK$2,785 total
includes taxes & fees
14 Sept - 15 Sept
Bright and airy waterfront getaway

6. 3-bedroom house in serene Lusby with refreshing AC, heat, outdoor fireplace

3-bedroom house in serene Lusby with refreshing AC, heat, outdoor fireplace
Lusby
The price is HK$1,440
HK$3,131 total
includes taxes & fees
30 Sept - 1 Oct
3-bedroom house in serene Lusby with refreshing AC, heat, outdoor fireplace
A backyard with a fire pit surrounded by green Adirondack chairs, a wooden fence, and a house with string lights.

7. 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
9.4 out of 10, Exceptional, (13 reviews)
"Great place, super cute and walking distance to everything. Host was great!"
United States
Crystal W.
The price is HK$564
HK$2,478 total
includes taxes & fees
17 Sept - 18 Sept
7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away
A room with a large window overlooking a beach with a wooden pier and lounge chairs.

8. Cozy Virginia Potomac Riverfront Cottage

Cozy Virginia Potomac Riverfront Cottage
Hague
9.6 out of 10, Exceptional, (55 reviews)
"My husband and I had a great 3 day getaway here. The view was spectacular! The convenience from walking to the dock to the house was awesome! The only “bad” thing I would say is the water….it has an awful sulfur smell that is very strong. Overall, we loved our stay & would stay here again!"
United States
Ashley D.
The price is HK$1,372
HK$2,688 total
includes taxes & fees
14 Sept - 15 Sept
Cozy Virginia Potomac Riverfront Cottage
A spacious living room with a large sofa, a television, and a view of the ocean.

9. 4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
Solomons
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
The price is HK$2,353
HK$5,454 total
includes taxes & fees
21 Sept - 22 Sept
4-BR Waterfront Turret Home
A single-story house with a front porch, a small deck, and a number '4' on the side.

10. Coles Point Marina

Coles Point Marina
2.0 star property
Hague
The price is HK$1,082
HK$1,902 total
includes taxes & fees
5 Oct - 6 Oct
Coles Point Marina
A covered patio with a view of a lake, furnished with chairs and a table.

11. 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, (16 reviews)
"Beautiful sunset and very comfortable rooms. "
United States
Andrea B.
The price is HK$1,372
HK$2,985 total
includes taxes & fees
14 Sept - 15 Sept
Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
An aerial view of a coastal area with a sandy beach, a small settlement with houses, and a calm sea.

12. Waterfront, Kayak, Beach, Game room, Potomac 2hr DC, Dogs+EV OK

Waterfront, Kayak, Beach, Game room, Potomac 2hr DC, Dogs+EV OK
Montross
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful home, very clean and comfy "
United States
Julie P.
The price is HK$1,372
HK$3,575 total
includes taxes & fees
14 Sept - 15 Sept
Waterfront, Kayak, Beach, Game room, Potomac 2hr DC, Dogs+EV OK
A waterfront hotel with a long pier extending into the water, a large building with multiple floors, and a clear sky.

13. Sail Away To

Sail Away To
Colonial Beach
9.6 out of 10, Exceptional, (17 reviews)
"The apartment was beautiful. he location made it easy to get around. Being able up front to the bay was awesome. Had my morning coffee on the deck."
United States
Christina
The price is HK$1,121
HK$2,512 total
includes taxes & fees
30 Sept - 1 Oct
Sail Away To

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

Beach Front, Bay View, Fishing, chesapeake,Family Getaway
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.
The price is HK$1,129
HK$3,568 total
includes taxes & fees
14 Sept - 15 Sept
Beach Front, Bay View, Fishing, chesapeake,Family Getaway
A spacious cabin with a wooden interior, a fireplace, a television, and a dining area.

15. 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 HK$3,647
HK$9,203 total
includes taxes & fees
14 Sept - 15 Sept
Lakefront Cabin Near Solomons Island w/ Hot Tub
A cozy living room with a large sectional sofa, a round woven coffee table, and a ceiling fan.

16. 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, (2 reviews)
"We loved our stay! Lovely home, beautiful view"
United States
Sarah R.
The price is HK$3,623
HK$7,658 total
includes taxes & fees
17 Sept - 18 Sept
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.

17. 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 traveller
The price is HK$3,623
HK$6,675 total
includes taxes & fees
28 Sept - 29 Sept
Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
An outdoor patio with a glass table and chairs, a blue umbrella, and a view of a lake.

18. Waterfront Game-Themed Getaway · Dock & Kayaks

Waterfront Game-Themed Getaway · Dock & Kayaks
Montross
10.0 out of 10, Exceptional, (39 reviews)
"Very comfortable beds and living spaces, and can accommodate large groups and handicapped!"
United States
Amanda B.
The price is HK$1,911
HK$3,930 total
includes taxes & fees
6 Oct - 7 Oct
Waterfront Game-Themed Getaway · Dock & Kayaks
A spacious cabin with a wooden interior, a fireplace, a television, and a dining area.

19. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
3.0 star property
Lusby
The price is HK$4,298
HK$9,296 total
includes taxes & fees
14 Sept - 15 Sept
Lakefront Cabin Near Solomons Island w/ Hot Tub
A two-story house with a balcony, surrounded by trees and a wooden fence.

20. 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)
"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 HK$2,690
HK$6,258 total
includes taxes & fees
14 Sept - 15 Sept
Charming Waterfront 3-bedroom house in Piney Point
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

Hilton Garden Inn Solomons

Hilton Garden Inn Solomons

10/10 Excellent
"Very satisfied with stay . Would recommend."
Gail 1-night trip
Posted 8 hours ago
Hilton Garden Inn Solomons

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 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?

Single family home with screened porch. : This holiday home rental outside of Hollywood offers a fireplace, a patio and a BBQ 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. You can relax into your holiday with a garden and a selection of games.

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 Drum Point Lighthouse.

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.