Search Vacation Homes in Hollywood

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Hollywood vacation homes

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
9.2 out of 10, Wonderful, (10 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 ¥10,819
¥47,902 total
includes taxes & fees
Feb 17 - Feb 18
7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear

Easthaven: Game-Theme Waterfront Retreat+Fireplace

Easthaven: Game-Theme Waterfront Retreat+Fireplace
Montross
10.0 out of 10, Exceptional, (30 reviews)
"Great spot"
United States
SHAWN W.
The price is ¥32,159
¥74,251 total
includes taxes & fees
Mar 8 - Mar 9
Easthaven: Game-Theme Waterfront Retreat+Fireplace

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 ¥53,445
¥118,885 total
includes taxes & fees
Feb 17 - Feb 18
4-BR Waterfront Turret Home

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 ¥41,229
¥50,015 total
includes taxes & fees
Feb 17 - Feb 18
Riverside Lodge Bed & Breakfast on the Honga River UNIT C

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
9.6 out of 10, Exceptional, (5 reviews)
"We had a short stay after a sporting event in DC, it was a little less than an hour away. Convenient location and a very clean house. Kitchen was well stocked. There was little communication with the owner, which was nice vs a long list of rules, but we would have liked to know any of their local specific favorite spots or more detailed check in/check out. Worked out nicely for our family. "
United States
Carrie K.
The price is ¥30,540
¥58,594 total
includes taxes & fees
Mar 16 - Mar 17
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

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, (8 reviews)
"Such a cool neighborhood! Easy walk to an amazing private beach. Would love to stay again. "
United States
Olivia M.
The price is ¥33,289
¥61,994 total
includes taxes & fees
Mar 16 - Mar 17
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

Waterfront Retreat | Sunset Views + Outdoor Lounge

Waterfront Retreat | Sunset Views + Outdoor Lounge
Leonardtown
The price is ¥19,851
¥57,504 total
includes taxes & fees
Feb 17 - Feb 18
Waterfront Retreat | Sunset Views + Outdoor Lounge

Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks

Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks
Lexington Park
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 ¥24,432
¥54,853 total
includes taxes & fees
Mar 16 - Mar 17
Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks

Luxury Modern Waterfront Retreat

Luxury Modern Waterfront Retreat
Montross
9.6 out of 10, Exceptional, (14 reviews)
"Very nice inside, love all the windows"
United States
Elizabeth S.
Luxury Modern Waterfront Retreat

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)
"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 ¥25,409
¥72,004 total
includes taxes & fees
Feb 18 - Feb 19
Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK

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, (2 reviews)
"Beautiful property in a peaceful neighborhood. Great location! "
United States
R. L.
The price is ¥31,304
¥66,723 total
includes taxes & fees
Feb 17 - Feb 18
Peaceful Waterfront Retreat for Bird Lovers- Close to DC

The Hidaway on the Patuxent River<br>Children allowed and welcomed to stay.

The Hidaway on the Patuxent River<br>Children allowed and welcomed to stay.
Prince Frederick
9.0 out of 10, Wonderful, (10 reviews)
"Got to go fishing, kayaking, and swimming in the pool. Had a great time, views are wonderful and it’s a peaceful environment. 10/10 would stay again."
United States
Timothy H.
The price is ¥70,242
¥114,378 total
includes taxes & fees
Mar 16 - Mar 17
The Hidaway on the Patuxent River<br>Children allowed and welcomed to stay.

Cozy Beach Retreat with three bedrooms and three queen size beds...

Cozy Beach Retreat with three bedrooms and three queen size beds...
Saint Leonard
The price is ¥27,486
¥56,490 total
includes taxes & fees
Mar 1 - Mar 2
Cozy Beach Retreat with three bedrooms and three queen size beds...

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, (1 review)
"We loved our stay! Lovely home, beautiful view"
United States
Sarah R.
The price is ¥50,391
¥133,441 total
includes taxes & fees
Feb 17 - Feb 18
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

4-bedroom house in wonderful Colonial Beach

4-bedroom house in wonderful Colonial Beach
Colonial Beach
The price is ¥37,106
¥86,677 total
includes taxes & fees
Feb 24 - Feb 25
4-bedroom house in wonderful Colonial Beach

Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
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 ¥45,810
¥88,004 total
includes taxes & fees
Feb 17 - Feb 18
Charming Waterfront 3-bedroom house in Piney Point

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 ¥41,229
¥50,015 total
includes taxes & fees
Feb 17 - Feb 18
Riverside Lodge Bed & Breakfast on the Honga River UNIT E
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Hollywood Hotel Reviews

Find out more about Hollywood

Hollywood Vacation Homes information

Number of reviews
98
Accommodation
221 Vacation Homes
Lowest Price
¥47,902
Highest Price
¥133,441