Hollywood Vacation Rentals

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Check prices for these dates

In two weeks
May 8 - May 10
In two months
Jun 19 - Jun 21
In three months
Jul 17 - Jul 19
In four months
Aug 14 - Aug 16

Our top choices for Hollywood vacation rentals

Exterior

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (46 reviews)
"House was very nice and tidy and exactly as described. The host had a small binder full of helpful info including local restaurants and attractions. There was so much to do and everything was close bye. "
United States
Mindy V.
The price is ￥20,323
￥44,936 total
includes taxes & fees
Apr 23 - Apr 24
Soul Oasis - home on the Chesapeake Bay
Property grounds

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, (8 reviews)
"The location was perfect. It was quiet and clean with a wonderful view of the water, especially the sunrise through the bedroom window in the morning. The host kept in touch to answer any questions we had, and made sure our stay was great. We will absolutely be back!"
United States
Coulter L.
The price is ￥24,390
￥42,252 total
includes taxes & fees
Apr 24 - Apr 25
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Smart TV

7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear

7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear
Colonial Beach
9.4 out of 10, Exceptional, (12 reviews)
"We stayed for 2 nights in the fall for a family event at Stratford Harbor. The house was pristine and cozy. Loved the fenced backyard for the pets and the walk ability of the town. The host and back up host were VERY responsive."
United States
Saundra B.
The price is ￥14,018
￥53,064 total
includes taxes & fees
Apr 28 - Apr 29
7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear
Pool

Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views
Chesapeak beach
9.0 out of 10, Wonderful, (6 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is ￥27,100
￥69,905 total
includes taxes & fees
Apr 23 - Apr 24
Family Beach House: Spacious Deck, Grill & Views
Property grounds

Sail Away

Sail Away
Colonial Beach
9.8 out of 10, Exceptional, (9 reviews)
"Stay was wonderful!"
United States
Karen H.
The price is ￥18,810
￥45,653 total
includes taxes & fees
Apr 27 - Apr 28
Sail Away
Outdoor dining

Dock+Boats+Firepit: Game Theme Waterfront Retreat

Dock+Boats+Firepit: Game Theme Waterfront Retreat
Montross
10.0 out of 10, Exceptional, (31 reviews)
"Great spot"
United States
SHAWN W.
The price is ￥35,982
￥80,736 total
includes taxes & fees
May 6 - May 7
Dock+Boats+Firepit: Game Theme Waterfront Retreat
Cottage, 2 Bedrooms, Kitchen | Exterior

Coles Point Marina

Coles Point Marina
2.0 star property
Hague
The price is ￥37,999
￥69,636 total
includes taxes & fees
Apr 23 - Apr 24
Coles Point Marina
Smart TV, books

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

Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
Prince Frederick
9.8 out of 10, Exceptional, (6 reviews)
"Our family had a great stay. Thank you!"
United States
Colleen G.
The price is ￥34,114
￥69,449 total
includes taxes & fees
Apr 27 - Apr 28
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
Sun loungers

Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!
Prince Frederick
10.0 out of 10, Exceptional, (43 reviews)
"The accommodations were superb and being on the water was amazing!"
United States
Daniel P.
The price is ￥46,627
￥55,846 total
includes taxes & fees
Apr 23 - Apr 24
Cottage Located on the Patuxent River!
Fridge, microwave, oven, stovetop

Luxury Modern Waterfront Retreat

Luxury Modern Waterfront Retreat
Montross
9.6 out of 10, Exceptional, (15 reviews)
"Very nice inside, love all the windows"
United States
Elizabeth S.
The price is ￥24,071
￥74,060 total
includes taxes & fees
Apr 29 - Apr 30
Luxury Modern Waterfront Retreat
Exterior

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 ￥43,041
￥51,707 total
includes taxes & fees
Apr 23 - Apr 24
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Interior

Waterfront Retreat, Private Pier, Remodeled, Epic Views, Sunsets on the River

Waterfront Retreat, Private Pier, Remodeled, Epic Views, Sunsets on the River
Lexington Park
10.0 out of 10, Exceptional, (7 reviews)
"Everything was very clean and well put together. Loved the view!"
United States
Minji S.
The price is ￥29,491
￥62,431 total
includes taxes & fees
Apr 27 - Apr 28
Waterfront Retreat, Private Pier, Remodeled, Epic Views, Sunsets on the River
Fridge, microwave, oven, stovetop

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

Anne & Fred`s Leonardtown Home W/ Arcade room!
Leonardtown
9.4 out of 10, Exceptional, (6 reviews)
"Amazing place to stay. Very Very clean ! Great location. Definitely will book this place again "
United States
Christy C.
The price is ￥35,723
￥88,322 total
includes taxes & fees
Apr 26 - Apr 27
Anne & Fred`s Leonardtown Home W/ Arcade room!
Sun loungers, beach towels

Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK

Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK
Montross
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful home, very clean and comfy "
United States
Julie P.
The price is ￥27,355
￥75,723 total
includes taxes & fees
Apr 23 - Apr 24
Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK
Beach

2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
Prince Frederick
10.0 out of 10, Exceptional, (10 reviews)
"Such a cool neighborhood! Easy walk to an amazing private beach. Would love to stay again. "
United States
Olivia M.
The price is ￥44,475
￥81,783 total
includes taxes & fees
Apr 27 - Apr 28
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
Smart TV, books

Peaceful Waterfront Retreat for Bird Lovers- Close to DC

Peaceful Waterfront Retreat for Bird Lovers- Close to DC
Leonardtown
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful property in a peaceful neighborhood. Great location! "
United States
R. L.
The price is ￥30,166
￥69,255 total
includes taxes & fees
Apr 26 - Apr 27
Peaceful Waterfront Retreat for Bird Lovers- Close to DC
Smart TV, books

4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
Solomons
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
The price is ￥87,676
￥165,919 total
includes taxes & fees
Apr 23 - Apr 24
4-BR Waterfront Turret Home
Exterior

2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
The price is ￥54,776
￥67,198 total
includes taxes & fees
Apr 29 - Apr 30
2 Bedroom Cottage at Coles Point Marina
Exterior

Riverside Lodge Bed & Breakfast on the Honga River UNIT E

Riverside Lodge Bed & Breakfast on the Honga River UNIT E
Fishing Creek
10.0 out of 10, Exceptional, (1 review)
"We stayed Sunday - Wednesday at Riverside Lodge. The Lodge was beautiful. Breakfast was absolutely fantastic and Hooper Island was breath taking. We were able to take a boat ride to tour around the island and grad a little history and enjoy the stories. If you looking for a place to relax and renew... this is the place. "
United States
Robin E.
The price is ￥42,868
￥52,004 total
includes taxes & fees
Apr 30 - May 1
Riverside Lodge Bed & Breakfast on the Honga River UNIT E
House (3 Bedrooms) | Interior

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
3.0 star property
Lusby
The price is ￥43,838
￥117,383 total
includes taxes & fees
Apr 23 - Apr 24
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
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

SureStay by Best Western Prince Frederick

SureStay by Best Western Prince Frederick

2/10 Terrible
"They are refusing to give me my deposit back, iv been waiting for 2 days now! The room was completely clean and no damage when we left monday"
Chris 1-night trip
Posted 11 hours ago
SureStay by Best Western Prince Frederick

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?

Quaint waterfront home with private beach: This vacation home rental outside of Hollywood is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a patio and a selection of games.

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.