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Top Holiday Rentals in Hollywood

Riverside Lodge Bed & Breakfast on the Honga River UNIT C

10.0 out of 10, Exceptional, (9)
"Had such an enjoyable time over the weekend with the gracious hosts Peggy and Gary. Tidy and clean property in a beautiful area. Great food and great company. Definitely recommend for anyone looking for a nice peaceful getaway."
The price is £239
includes taxes & fees
5 Jul - 6 Jul
Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Riverside Lodge Bed & Breakfast on the Honga River UNIT E

The price is £239
includes taxes & fees
13 Jul - 14 Jul
Riverside Lodge Bed & Breakfast on the Honga River UNIT E

18-Acre Waterfront Sanctuary: Peace & Privacy

9.6 out of 10, Exceptional, (5)
"Lots to do and very quiet."
The price is £427
includes taxes & fees
17 Jul - 18 Jul
18-Acre Waterfront Sanctuary: Peace & Privacy

High River Bank with $1M Sunset View, 3 min to College

10.0 out of 10, Exceptional, (1)
"I recently stayed at this property and had a wonderful experience. Trey was a terrific host. The location is fantastic, offering easy access to St. Mary’s College. The water view and sunsets were amazing. The cleanliness of the property was impeccable and the host did a great job of stocking the house with everything we needed. The full kitchen with labeled drawers made cooking easy. The house was roomy and the beds were extremely comfortable. It is a great set up for families. Overall, I highly...
The price is £375
includes taxes & fees
1 Jul - 2 Jul
High River Bank with $1M Sunset View, 3 min to College

4-BR Waterfront Turret Home

2.0 star property
10.0 out of 10, Exceptional, (3)
"Absolutely wonderful home with the best view of the water from nearly every window. It was clean and it had many comfortable bedrooms. Highly recommend this property!!"
The price is £750
includes taxes & fees
23 Jul - 24 Jul
4-BR Waterfront Turret Home

Roomy 6 bedroom home in the heart of Solomons, MD

9.0 out of 10, Wonderful, (4)
"Stayed for business, completed our project and enjoyed some local eating spots. "
The price is £586
includes taxes & fees
28 Jul - 29 Jul
Roomy 6 bedroom home in the heart of Solomons, MD

Family Luxury: 5BR, GameRm, MovieRm, Kayaks, PingPong, Fire Pit, Beach

8.8 out of 10, Excellent, (3)
"Tommy and Julya were amazing cleanliness, a great location, the host's hospitality, beautiful decor and amenities, and family-friendly aspects. They emphasize the comfort of the space, the convenience of the location, the attentiveness of the host, amazing experience, I would definitely go back. , beachoverall positive experience. "
Family Luxury: 5BR, GameRm, MovieRm, Kayaks, PingPong, Fire Pit, Beach

Beach Front, Bay View, Fishing, chesapeake,Family Getaway

9.2 out of 10, Wonderful, (5)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
The price is £336
includes taxes & fees
1 Jul - 2 Jul
Beach Front, Bay View, Fishing, chesapeake,Family Getaway

Riverfront Charm–3BR w/Screen Porch, Hammock & BBQ

2.0 star property
10.0 out of 10, Exceptional, (2)
"We found the view and the accommodations quite lovely."
The price is £313
includes taxes & fees
30 Jun - 1 Jul
Riverfront Charm–3BR w/Screen Porch, Hammock & BBQ

Anne & Fred's Leonardtown Home

10.0 out of 10, Exceptional, (2)
"We were working at Pax River Navy Base an it was about 20-25 drive depending on traffic, plenty of places to eat and shop at around town. Overall a great place to stay."
The price is £398
includes taxes & fees
29 Jun - 30 Jun
Anne & Fred's Leonardtown Home

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

10.0 out of 10, Exceptional, (3)
"They thought of everything. I would definitely come back for another stay."
The price is £465
includes taxes & fees
7 Jul - 8 Jul
Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK

Luxury Modern Waterfront Retreat

10.0 out of 10, Exceptional, (11)
"The property was ideal for our group and our 4 legged "kids". Lots of space inside and out. We can't wait to go back!"
The price is £538
includes taxes & fees
29 Jul - 30 Jul
Luxury Modern Waterfront Retreat

Game-Themed Water Fun! Boats+Pool+Beach+King Bed

10.0 out of 10, Exceptional, (26)
"Great spot"
The price is £553
includes taxes & fees
8 Jul - 9 Jul
Game-Themed Water Fun! Boats+Pool+Beach+King Bed

Discover the charm of Colonial Beach

9.6 out of 10, Exceptional, (4)
"Very nice little B&B in an excellent location - walkable to almost everything. Plenty of amenities and great correspondence with the owner before and during our stay. The room was comfortable, and the only downside to our particular room was the lack of a door between the bedroom and bathroom for privacy, but otherwise excellent for a weekend getaway. "
The price is £209
includes taxes & fees
7 Jul - 8 Jul
Discover the charm of Colonial Beach

Historic charm with modern amenities

2.0 star property
10.0 out of 10, Exceptional, (2)
The price is £233
includes taxes & fees
15 Jul - 16 Jul
Historic charm with modern amenities

The Lyellton House: 6 Bd 4Ba - Steps to Shops & Shore - Pet Friendly

9.8 out of 10, Exceptional, (10)
"Great house and location."
The price is £580
includes taxes & fees
11 Jul - 12 Jul
The Lyellton House: 6 Bd 4Ba - Steps to Shops & Shore - Pet Friendly

4-bedroom house in wonderful Colonial Beach

The price is £550
includes taxes & fees
14 Jul - 15 Jul
4-bedroom house in wonderful Colonial Beach

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

2.0 star property
10.0 out of 10, Exceptional, (3)
"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...
The price is £349
includes taxes & fees
20 Jul - 21 Jul
7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear
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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Frequently asked questions

Can I find a holiday rental in Hollywood?

Yes, there are holiday rentals close to the most popular sights in Hollywood, or you can select 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 holiday rentals that Hollywood has to offer?

Waterfront Wildlife Retreat on the Patuxent River : This holiday home rental outside of Hollywood is located on the waterfront, and has a patio, a selection of games and a BBQ 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 that you can cook with friends or family.

How many holiday rentals will I find in Hollywood?

Choose from 3 Expedia holiday rentals in Hollywood for a memorable holiday.

What’s there to see and do in Hollywood?

Explore the area and family-friendly sights such as R&J's PlayPark, 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 holiday rental in Hollywood like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hollywood. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for family trips.