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

Hollywood Vacation Rentals

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Our top choices for Hollywood vacation rentals

1. 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 ¥37,451
¥91,015 total
includes taxes & fees
Oct 27 - Oct 28
Anne & Fred`s Leonardtown Home W/ Arcade room!

2. 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.
The price is ¥47,019
¥109,786 total
includes taxes & fees
Oct 25 - Oct 26
4-BR Waterfront Turret Home

3. 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 ¥21,300
¥43,344 total
includes taxes & fees
Nov 3 - Nov 4
3-bedroom house in soothing Saint Leonard with AC for relaxing stays

4. 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 ¥67,864
¥177,501 total
includes taxes & fees
Oct 26 - Oct 27
Lakefront Cabin Near Solomons Island w/ Hot Tub

5. 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, (15 reviews)
"Nice house in a great location. Great for groups."
United States
Anonymous traveler
The price is ¥72,409
¥133,405 total
includes taxes & fees
Oct 25 - Oct 26
Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

6. 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, (4 reviews)
"Dude. This is what I always hope a rental property will be. Comfy beds, best stocked kitchen, working hot tub, beautiful waterfront area with kayaks and a dock. And our mini golden doodle could come too?! It was absolute perfection."
United States
Dani B.
The price is ¥55,169
¥151,476 total
includes taxes & fees
Oct 27 - Oct 28
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

7. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
3.0 star property
Lusby
The price is ¥80,089
¥179,346 total
includes taxes & fees
Oct 26 - Oct 27
Lakefront Cabin Near Solomons Island w/ Hot Tub

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
The price is ¥36,048
¥60,473 total
includes taxes & fees
Nov 10 - Nov 11
Bright and airy waterfront getaway

9. 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
9.0 out of 10, Wonderful, (16 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 ¥26,644
¥44,997 total
includes taxes & fees
Nov 3 - Nov 4
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

10. Coles Point Marina

Coles Point Marina
2.0 star property
Hague
10.0 out of 10, Exceptional, (1 review)
"If you want a quiet slice of VA/Potomac waterfront, this is the place."
United States
John
The price is ¥21,615
¥38,010 total
includes taxes & fees
Oct 26 - Oct 27
Coles Point Marina

11. 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.
The price is ¥62,065
¥132,683 total
includes taxes & fees
Oct 27 - Oct 28
2 Acre Oasis with Private Beach! Family and dog friendly!

12. 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.
The price is ¥31,346
¥64,065 total
includes taxes & fees
Oct 27 - Oct 28
Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

13. 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.
The price is ¥24,685
¥35,904 total
includes taxes & fees
Oct 28 - Oct 29
Just a getaway piece of property

14. 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 ¥48,273
¥117,886 total
includes taxes & fees
Oct 31 - Nov 1
Charming Waterfront 3-bedroom house in Piney Point

15. 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.
The price is ¥27,428
¥53,716 total
includes taxes & fees
Oct 25 - Oct 26
Cozy Virginia Potomac Riverfront Cottage

16. Waterfront, Hot Tub, Dock+Kayak, Firepit, Game room, Potomac 2hrs to DC, Dogs...

Waterfront, Hot Tub, Dock+Kayak, Firepit, Game room, Potomac 2hrs to DC, Dogs...
Montross
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful home, very clean and comfy "
United States
Julie P.
The price is ¥29,073
¥76,496 total
includes taxes & fees
Oct 29 - Oct 30
Waterfront, Hot Tub, Dock+Kayak, Firepit, Game room, Potomac 2hrs to DC, Dogs...

17. Plum Point Cottage #14

Plum Point Cottage #14
Huntingtown
9.8 out of 10, Exceptional, (9 reviews)
"we had a great stay at this property for an impromptu weekend getaway. "
United States
Yonnick H.
The price is ¥53,602
¥87,749 total
includes taxes & fees
Oct 25 - Oct 26
Plum Point Cottage #14

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.
The price is ¥32,628
¥75,230 total
includes taxes & fees
Oct 26 - Oct 27
Waterfront Reset: Views, Games, Boats & Total Calm

19. 2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
The price is ¥54,072
¥66,847 total
includes taxes & fees
Oct 26 - Oct 27
2 Bedroom Cottage at Coles Point Marina

20. 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.
The price is ¥12,853
¥51,286 total
includes taxes & fees
Oct 26 - Oct 27
7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away
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

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:

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Look no further and take a look at our great range of rental properties in Hollywood!

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.