Hollywood Vacation Rentals

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Vacation Rentals in Hollywood

Waterfront Cottage w/ Private Pier & Beach ~ Lil' Paradise On The Potomac

10.0 out of 10, Exceptional, (4)
"Perfect place absolutely adorable and we thoroughly enjoyed our time together relaxing. First time to colonial Beach and it is a cute town and this was the perfect place to stay."
Waterfront Cottage w/ Private Pier & Beach ~ Lil' Paradise On The Potomac

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

9.8 out of 10, Exceptional, (136)
"We stayed here for the weekend while attending a car show at the raceway close by. Very private and welcoming. Great place to relax and unwind after a long day. "
$257 nightly
The price is $272
Jul 17 - Jul 18
Total includes taxes and fees
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Waterfront Cottage in Beautiful Hoopers Island

10.0 out of 10, Exceptional, (73)
"Extraordinary. Love it . "
Waterfront Cottage in Beautiful Hoopers Island

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

9.8 out of 10, Exceptional, (68)
"Property was exactly as advertised. Charming Farmhouse with plenty of space situated on a large property with a private beach. We even enjoyed some of the local restaurants, Captain Pat's Seafood and Tacos Haciendas."
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

Waterfront 3-Bed Oasis Perfect for City Getaway

10.0 out of 10, Exceptional, (11)
"My family and i enjoy our stay. The lake was so beautiful"
Waterfront 3-Bed Oasis Perfect for City Getaway

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

10.0 out of 10, Exceptional, (176)
"The views are fantastic. Very quiet neighborhood. "
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Sail Away

10.0 out of 10, Exceptional, (4)
"Loved the View from inside the condo and on the balcony. Has everything you need and is new and clean. Right on the boardwalk with beach and res"
$323 nightly
The price is $327
Aug 11 - Aug 12
Total includes taxes and fees
Sail Away

Waterfront Solomons Apartment

9.4 out of 10, Exceptional, (9)
"The location is great with amazing views of the docks and very walkable to the boardwalk, restaurants, and the Solomon museum. Apartment was cozy with great communication from the hosts. Would recommend to anyone! "
$256 nightly
The price is $271
Jul 17 - Jul 18
Total includes taxes and fees
Waterfront Solomons Apartment

Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

10.0 out of 10, Exceptional, (119)
"Clean and spacious. Great views! Loved the beach! Found a bunch of fossils. Enjoyed kayaking. Overall outstanding!"
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

10.0 out of 10, Exceptional, (49)
"Awesome home wnd location! Would stay again!"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Waterfront Wildlife Retreat on the Patuxent River

10.0 out of 10, Exceptional, (166)
"The Waterfront Retreat on the Patuxent River is better than advertised. Our whole family stayed -- everyone loved it! It was clean, comfortable, with everything needed to stay comfortably, sleep, eat, relax and use as a home base for exploring. Solomons Island and the surrounding area was filled with lots of fun things to do (restaurant's, museums, history, boating, walking, etc.). "
Waterfront Wildlife Retreat on the Patuxent River

Charming 3-bedroom house with WiFi, AC in delightful Colonial Beach

10.0 out of 10, Exceptional, (3)
"Me and my boyfriend wanted a get away for the 4th weekend and it was great. You’re close to everything! The house was cozy and the decor was beautiful. I would definitely come back to stay!"
Charming 3-bedroom house with WiFi, AC in delightful Colonial Beach

Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

10.0 out of 10, Exceptional, (12)
"We stayed for a long weekend at the Summerlin Home, and loved it. All of the small details made the trip so much more enjoyable. From the single use toiletries in the bathroom, to the fully stocked kitchen with all of the essentials no detail was overlooked. It was a vacation rental that felt like home. The host were amazing, and extremely accommodating. It seemed they genuinely cared if we had a good trip, and were willing to help make it better if need be. "
Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

Terrace Suite · Terrace Suite - Private Flat in Historic Manor.

9.8 out of 10, Exceptional, (29)
"Great stay, clean & owner gave great local suggestions!"
Terrace Suite · Terrace Suite - Private Flat in Historic Manor.

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

2.0 star property
9.6 out of 10, Exceptional, (5)
"Super, super cute mid-century mod renovated cozy house, walking distance to many things in Colonial Beach. Located just off the main road, this is a great stay. Very comfortable, so beautifully decorated, and great outdoor space. The neighborhood is a little strange because it's a mix of a lot of older homes, located behind a 7-11, BUT it is just a humble area and we felt safe. We were glad to be close to a good coffee shop (Love Bites) and a few restaurants. Easy short walk or drive to the...
$393 nightly
The price is $438
Jul 20 - Jul 21
Total includes taxes and fees
7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear

The Beached Whale! 2-bedroom condo with seasonal pool access in Colonial Beach

9.8 out of 10, Exceptional, (6)
"The Beached Whale is a beautiful, clean and comfortable condo! My family had a great time! MyWife enjoyed watching the sunrise from the beach front view. The location is perfect with restaurants right below and others within walking distance. The host, Courtney is extremely friendly and accommodating. My wife and I are already trying to figure out a date this summer that we can return."
The Beached Whale! 2-bedroom condo with seasonal pool access in Colonial Beach

Blue Heron Cottage is cozy & convenient. Renovated March 2023!

10.0 out of 10, Exceptional, (47)
"Very clean and in a great location. Would love to stay there again. "
Blue Heron Cottage is cozy & convenient. Renovated March 2023!

Discover the charm of Colonial Beach

9.6 out of 10, Exceptional, (5)
"I was in the area for one night for business and had my young granddaughter with me. The room was very comfortable and well furnished. Lots of apps available on the TV. Location is close to plenty of restaurants and the beach. The continental breakfast was very nicely set and had lots of variety. I plan on coming back NOT for business just so I can enjoy another stay. Highly recommend."
$260 nightly
The price is $285
Jul 17 - Jul 18
Total includes taxes and fees
Discover the charm of Colonial Beach

Tiny, Funky, and Full of Love - Welcome to the Love Shack

10.0 out of 10, Exceptional, (2)
"Such a great accommodation!!! We were here for a swim meet in town and Katie was the greatest host. We had all the comforts and amenities needed. We will def be staying again. "
Tiny, Funky, and Full of Love - Welcome to the Love Shack

Screened Patio, Deck & Grill: Saint Inigoes Home!

9.8 out of 10, Exceptional, (6)
"Sweet little place on the water. Quiet neighborhood. Quick trip to campus."
Screened Patio, Deck & Grill: Saint Inigoes Home!
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

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?

Waterfront 3-Bed Oasis Perfect for City Getaway: This vacation home rental outside of Hollywood is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 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 garden and a selection of games.

How many vacation rentals will I find in Hollywood?

Choose from 3 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 Greenwell State Park and Former Rowland Property.

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.