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

Hollywood Vacation Rentals

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Hollywood vacation rentals

Dining

1. Charming 6BR Colonial Beach Retreat, Walk to the Beach

Charming 6BR Colonial Beach Retreat, Walk to the Beach
Colonial Beach
The price is SAR 1,182
SAR 2,841 total
includes taxes & fees
25 Aug - 26 Aug
Charming 6BR Colonial Beach Retreat, Walk to the Beach
Exterior

2. Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (56 reviews)
"Cute A-frame with all the necessities!"
United States
Anonymous traveler
The price is SAR 589
SAR 1,214 total
includes taxes & fees
8 Sep - 9 Sep
Soul Oasis - home on the Chesapeake Bay
TV, fireplace

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, (6 reviews)
"Lovely!! Perfect for our family for a weekend adventure. Very fun spaces with everything you need. The morning stroll to see the sunrise over the water was divine! Thank you!"
United States
Kate J.
The price is SAR 503
SAR 1,043 total
includes taxes & fees
24 Aug - 25 Aug
3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Property grounds

4. 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
9.4 out of 10, Exceptional, (14 reviews)
"The owner was very nice "
United States
karen
The price is SAR 574
SAR 1,011 total
includes taxes & fees
19 Aug - 20 Aug
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Coffee/tea maker, fridge, microwave, oven

5. 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 SAR 897
SAR 2,212 total
includes taxes & fees
19 Aug - 20 Aug
Anne & Fred`s Leonardtown Home W/ Arcade room!
Interior

6. Cozy Virginia Potomac Riverfront Cottage

Cozy Virginia Potomac Riverfront Cottage
Hague
9.6 out of 10, Exceptional, (53 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 SAR 657
SAR 1,287 total
includes taxes & fees
19 Aug - 20 Aug
Cozy Virginia Potomac Riverfront Cottage
Smart TV, books

7. 4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
Solomons
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
The price is SAR 1,126
SAR 2,651 total
includes taxes & fees
8 Sep - 9 Sep
4-BR Waterfront Turret Home
Cottage, 2 Bedrooms, Kitchen | Exterior

8. Coles Point Marina

Coles Point Marina
2.0 star property
Hague
The price is SAR 725
SAR 1,136 total
includes taxes & fees
19 Aug - 20 Aug
Coles Point Marina
Property grounds

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 SAR 820
SAR 1,399 total
includes taxes & fees
1 Sep - 2 Sep
Bright and airy waterfront getaway
Interior

10. 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, (13 reviews)
"Beautiful sunset and very comfortable rooms. "
United States
Andrea B.
The price is SAR 657
SAR 1,449 total
includes taxes & fees
9 Sep - 10 Sep
Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
Property grounds

11. 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)
"This place is fantastic!!Great responsive owners! Fantastic location, perfectly stocked kitchen, comfy beds and bar none the cleanest place I’ve stayed!! The house is adorable and comfortable with a rocking fire pit. The location is walkable and yet quiet!Stay here!No notes!!"
United States
Amanda M.
The price is SAR 328
SAR 1,264 total
includes taxes & fees
8 Sep - 9 Sep
7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away
Interior

12. 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 SAR 1,626
SAR 4,316 total
includes taxes & fees
24 Aug - 25 Aug
Lakefront Cabin Near Solomons Island w/ Hot Tub
Property grounds

13. 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, (13 reviews)
"The home was lovely and very quiet location. My sister and I were caring for our mom after discharge from hospital and it was very convenient. Would stay there again. "
United States
Tova A.
The price is SAR 1,735
SAR 3,239 total
includes taxes & fees
24 Aug - 25 Aug
Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
TV, fireplace, video games, books

14. 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 SAR 1,735
SAR 3,718 total
includes taxes & fees
17 Sep - 18 Sep
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
Pool

15. Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views
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 SAR 743
SAR 1,961 total
includes taxes & fees
9 Sep - 10 Sep
Family Beach House: Spacious Deck, Grill & Views
House (3 Bedrooms) | Interior

16. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
3.0 star property
Lusby
The price is SAR 1,919
SAR 4,296 total
includes taxes & fees
24 Aug - 25 Aug
Lakefront Cabin Near Solomons Island w/ Hot Tub
Interior

17. Rustic 3BR Waterfront Cabin with Firepit + Dock Access

Rustic 3BR Waterfront Cabin with Firepit + Dock Access
Hague
10.0 out of 10, Exceptional, (1 review)
"We were going to an evening event at Stratford Hall (about 25 min away). There is so much history in the area. Beautiful spot on the river. The screened in porch was the bomb! Huge. So relaxing. Well stocked. Easy check out. Do pay attention to room configuration. The bedroom with twins was a loft like area but had the nicer bathroom. We used the kayaks. Had everything we needed. Host communication was great despite Vrbo platform was a challenge."
United States
Paige
The price is SAR 1,051
SAR 1,961 total
includes taxes & fees
14 Sep - 15 Sep
Rustic 3BR Waterfront Cabin with Firepit + Dock Access
Exterior

18. Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
Piney Point
10.0 out of 10, Exceptional, (6 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 SAR 1,288
SAR 2,996 total
includes taxes & fees
19 Aug - 20 Aug
Charming Waterfront 3-bedroom house in Piney Point
Property grounds

19. Sail Away

Sail Away
Colonial Beach
9.8 out of 10, Exceptional, (13 reviews)
"we liked everything and location!!!"
United States
Shawn
The price is SAR 589
SAR 1,263 total
includes taxes & fees
8 Sep - 9 Sep
Sail Away
Exterior

20. Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
The price is SAR 1,023
SAR 1,742 total
includes taxes & fees
19 Aug - 20 Aug
Plum Point Cottage #17
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

Springhill Suites by Marriott Prince Frederick

Springhill Suites by Marriott Prince Frederick

10/10 Excellent
"The place was large and clean. The rooms are very comfortable. The TVs worked very well. The staff was friendly. The beds were comfortable. The pool was great. The weight room was wonderful and they gave you a large full hot breakfast. One of the best hotels I stayed in for a long time."
Melvin 1-night trip
Posted 6 hours ago
Springhill Suites by Marriott Prince Frederick

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?

Updated home 2 blocks from water in Colonial Beach-come visit Driftwood Cottage!: This vacation home rental outside of Hollywood offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.