Hollywood Vacation Rentals

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Hollywood vacation rentals

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

Vacation Home in Colonial Beach

7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear
2.0 star property
9.2 out of 10, Wonderful, (10 reviews)
"We had a wonderful stay at this home. It is very well kept and taken care of. Beautiful property and the owners are very responsive. Thank you for a wonderful visit!!! We look forward to staying again!!!"
United States
Kristin R.
The price is ￥11,909
￥46,085 total
includes taxes & fees
Jan 11 - Jan 12
7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear
Exterior
Soul Oasis - home on the Chesapeake Bay

Cottage in Lusby

Soul Oasis - home on the Chesapeake Bay
9.8 out of 10, Exceptional, (40 reviews)
"Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit."
United States
Samuel W.
The price is ￥19,613
￥42,577 total
includes taxes & fees
Jan 11 - Jan 12
Soul Oasis - home on the Chesapeake Bay
Property grounds
Sail Away

Apartment in Colonial Beach

Sail Away
9.8 out of 10, Exceptional, (9 reviews)
"Stay was wonderful!"
United States
Karen H.
The price is ￥18,514
￥45,458 total
includes taxes & fees
Jan 11 - Jan 12
Sail Away
Smart TV, books
4-BR Waterfront Turret Home

Vacation Home in Solomons

4-BR Waterfront Turret Home
2.0 star property
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
The price is ￥54,915
￥112,312 total
includes taxes & fees
Jan 11 - Jan 12
4-BR Waterfront Turret Home
Beach
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

Cottage in Colonial Beach

Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach
9.8 out of 10, Exceptional, (15 reviews)
"We love going to Colonial Beach. This house offered everything we were looking for in a mini vacation."
United States
Anonymous traveler
The price is ￥36,872
￥70,900 total
includes taxes & fees
Jan 11 - Jan 12
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach
Sun loungers
Cottage Located on the Patuxent River!

Cottage in Prince Frederick

Cottage Located on the Patuxent River!
10.0 out of 10, Exceptional, (42 reviews)
"This place was very lovely. Beautiful atmosphere and very spacious cottage. Didn’t get to see the owners but really enjoyed their property. Loved having the coffee maker, comfy bed and awesome tub! I will definitely be back. "
United States
RACHEL S.
The price is ￥41,657
￥49,645 total
includes taxes & fees
Jan 11 - Jan 12
Cottage Located on the Patuxent River!
Fridge, microwave, oven, stovetop
Luxury Modern Waterfront Retreat

Vacation Home in Montross

Luxury Modern Waterfront Retreat
9.6 out of 10, Exceptional, (14 reviews)
"Very nice inside, love all the windows"
United States
Elizabeth S.
The price is ￥17,573
￥63,334 total
includes taxes & fees
Jan 12 - Jan 13
Luxury Modern Waterfront Retreat
Cottage, 2 Bedrooms, Kitchen | Exterior
Coles Point Marina

Cabin in Hague

Coles Point Marina
2.0 star property
The price is ￥41,784
￥58,798 total
includes taxes & fees
Jan 11 - Jan 12
Coles Point Marina
Property grounds
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Cottage in Benedict

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
9.0 out of 10, Wonderful, (8 reviews)
"The owner was very nice "
United States
karen
The price is ￥28,242
￥45,457 total
includes taxes & fees
Jan 11 - Jan 12
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Exterior
Charming Waterfront 3-bedroom house in Piney Point

Vacation Home in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
10.0 out of 10, Exceptional, (1 review)
"Beautiful newly renovated space with all new appliances, furniture and kitchenware. Comfortable beds, and super clean rooms. Large outside area with new Weber grill, fire pit, and three kayaks. Nice easy to access dock. "
United States
Kit C.
The price is ￥47,070
￥89,926 total
includes taxes & fees
Jan 11 - Jan 12
Charming Waterfront 3-bedroom house in Piney Point
Property grounds
Potomac Vista Cottage

Vacation Home in Leonardtown

Potomac Vista Cottage
2.0 star property
The price is ￥21,809
￥61,495 total
includes taxes & fees
Jan 11 - Jan 12
Potomac Vista Cottage
Marina
Back Creek Villa Open Deck Solomons Island Maryland

Vacation Home in Solomons

Back Creek Villa Open Deck Solomons Island Maryland
2.0 star property
The price is ￥18,828
￥40,747 total
includes taxes & fees
Jan 11 - Jan 12
Back Creek Villa Open Deck Solomons Island Maryland
Sun loungers, beach towels
Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK

Vacation Home in Montross

Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK
10.0 out of 10, Exceptional, (5 reviews)
"We enjoyed this house fully for our Thanksgiving stay! We even took the canoes out for a spin. Nice walks around the development and the beach area is lovely. "
United States
Julie I.
The price is ￥26,108
￥63,913 total
includes taxes & fees
Jan 13 - Jan 14
Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK
Exterior
Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Vacation Home in Fishing Creek

Riverside Lodge Bed & Breakfast on the Honga River UNIT C
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 ￥42,363
￥51,225 total
includes taxes & fees
Jan 11 - Jan 12
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
House (3 Bedrooms) | Interior
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Cottage in Lusby

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
3.0 star property
The price is ￥57,425
￥131,383 total
includes taxes & fees
Jan 11 - Jan 12
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
Interior
MLK Sale! Game Theme+Boats+King Bd+EV Chrgr+Solar

Vacation Home in Montross

MLK Sale! Game Theme+Boats+King Bd+EV Chrgr+Solar
10.0 out of 10, Exceptional, (30 reviews)
"Great spot"
United States
SHAWN W.
The price is ￥31,349
￥72,344 total
includes taxes & fees
Jan 11 - Jan 12
MLK Sale! Game Theme+Boats+King Bd+EV Chrgr+Solar
Exterior
2 Bedroom Cottage at Coles Point Marina

Cottage in Hague

2 Bedroom Cottage at Coles Point Marina
2.0 star property
The price is ￥37,656
￥45,579 total
includes taxes & fees
Jan 11 - Jan 12
2 Bedroom Cottage at Coles Point Marina
TV, fireplace, video games, books
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

Vacation Home in Lusby

Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
10.0 out of 10, Exceptional, (1 review)
"We loved our stay! Lovely home, beautiful view"
United States
Sarah R.
The price is ￥51,777
￥137,112 total
includes taxes & fees
Jan 13 - Jan 14
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
Fridge, microwave, oven, stovetop
Anne & Fred`s Leonardtown Home W/ Arcade room!

Apartment in Leonardtown

Anne & Fred`s Leonardtown Home W/ Arcade room!
9.2 out of 10, Wonderful, (5 reviews)
"Nice place to stay. Perfect location for our needs. Suggest noting the hot and cold water flip upstairs, and to add a mirror in the hallway by outlet for blow dryer."
United States
Lauren A.
The price is ￥39,225
￥89,383 total
includes taxes & fees
Jan 11 - Jan 12
Anne & Fred`s Leonardtown Home W/ Arcade room!
Interior
Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks

Vacation Home in Lexington Park

Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks
10.0 out of 10, Exceptional, (5 reviews)
"Everything was very clean and well put together. Loved the view!"
United States
Minji S.
The price is ￥22,123
￥52,715 total
includes taxes & fees
Feb 9 - Feb 10
Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks
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

4BDRM River front house with Private Beach in Hollywood

4BDRM River front house with Private Beach in Hollywood

10/10 Excellent
"This house was the perfect place to spend Christmas week back in St. Mary’s County. Our original family of 7 has grown and now there are husbands/boyfriends/girlfriends and 3 grandkids! This place had ample space and layout for everyone to visit sporadically, and to all spend the night one evening. It was so convenient that the host had many basic spices/seasonings/etc. stocked for use. We enjoyed the puzzles and the tire swing! My only recommendation would be to add a stick vacuum to the supply closet. :-) We removed our shoes inside and swept often using a broom and dustpan, but a stick vac would be a really nice addition and make it even easier to keep the floors tidy.Thank you so much for sharing your home with us!"
Lauren R. 4-night trip
Posted 20 hours ago
4BDRM River front house with Private Beach in Hollywood

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?

MLK Sale! Game Theme+Boats+King Bd+EV Chrgr+Solar: This vacation home rental outside of Hollywood is located on the beach and has a fireplace, a patio, 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. Kick off your shoes and enjoy yourself with a garden 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. Other places in town to visit include Former Rowland Property and Greenwell State Park.

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.