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. Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (60 reviews)
"Nice, clean, and would absolutely stay here again."
United States
Dusty S.
The price is ¥23,595
¥48,862 total
includes taxes & fees
Oct 7 - Oct 8
Soul Oasis - home on the Chesapeake Bay

2. 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 ¥37,338
¥90,741 total
includes taxes & fees
Sep 8 - Sep 9
Anne & Fred`s Leonardtown Home W/ Arcade room!

3. 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 ¥46,878
¥109,009 total
includes taxes & fees
Sep 8 - Sep 9
4-BR Waterfront Turret Home

4. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
3.0 star property
Lusby
The price is ¥79,849
¥178,808 total
includes taxes & fees
Sep 8 - Sep 9
Lakefront Cabin Near Solomons Island w/ Hot Tub

5. 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 ¥67,661
¥180,798 total
includes taxes & fees
Sep 8 - Sep 9
Lakefront Cabin Near Solomons Island w/ Hot Tub

6. Coles Point Marina

Coles Point Marina
2.0 star property
Hague
The price is ¥21,550
¥37,899 total
includes taxes & fees
Oct 5 - Oct 6
Coles Point Marina

7. 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 ¥27,346
¥53,555 total
includes taxes & fees
Sep 8 - Sep 9
Cozy Virginia Potomac Riverfront Cottage

8. 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 traveler
The price is ¥72,192
¥133,337 total
includes taxes & fees
Sep 28 - Sep 29
Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

9. Bright and airy waterfront getaway

Bright and airy waterfront getaway
Benedict
9.8 out of 10, Exceptional, (22 reviews)
"Sophia was an amazing host and the place was exactly as advertised. I couldn't recommend the place enough!"
United States
William N.
The price is ¥32,346
¥55,488 total
includes taxes & fees
Sep 8 - Sep 9
Bright and airy waterfront getaway

10. 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 ¥72,192
¥155,069 total
includes taxes & fees
Sep 17 - Sep 18
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

11. 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 ¥30,939
¥65,922 total
includes taxes & fees
Oct 6 - Oct 7
3-bedroom house in serene Lusby with refreshing AC, heat, outdoor fireplace

12. 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)
"The owner was very nice "
United States
karen
The price is ¥23,908
¥40,423 total
includes taxes & fees
Sep 8 - Sep 9
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

13. 2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
The price is ¥53,910
¥66,136 total
includes taxes & fees
Sep 8 - Sep 9
2 Bedroom Cottage at Coles Point Marina

14. 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, (7 reviews)
"Loved the location and the hosts' kindness and care."
United States
Nancy P.
The price is ¥19,267
¥40,797 total
includes taxes & fees
Sep 16 - Sep 17
3-bedroom house in soothing Saint Leonard with AC for relaxing stays

15. 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 ¥53,597
¥124,700 total
includes taxes & fees
Sep 8 - Sep 9
Charming Waterfront 3-bedroom house in Piney Point

16. 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 ¥27,346
¥59,636 total
includes taxes & fees
Sep 8 - Sep 9
Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

17. 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 ¥24,514
¥70,209 total
includes taxes & fees
Sep 8 - Sep 9
Waterfront, Kayak, Beach, Game room, Potomac 2hr DC, Dogs+EV OK

18. Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Fishing Creek
10.0 out of 10, Exceptional, (11 reviews)
"Peggy and Gary are the perfect hosts: welcoming, friendly, attentive and respectful of your preferences. Wonderful views of the Bay and River via the lodge -- including the cupola -- and walking around the majestic property."
United States
Thomas S.
The price is ¥42,190
¥51,181 total
includes taxes & fees
Sep 8 - Sep 9
Riverside Lodge Bed & Breakfast on the Honga River UNIT C

19. Waterfront Reset: Views, Games, Boats & Total Calm

Waterfront Reset: Views, Games, Boats & Total Calm
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 ¥36,155
¥78,951 total
includes taxes & fees
Sep 29 - Sep 30
Waterfront Reset: Views, Games, Boats & Total Calm
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:

  • 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 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 Drum Point Lighthouse.

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.