Hollywood Holiday Rentals

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Holiday Rentals in Hollywood

Waterfront Scotland Beach Retreat w/ Private Beach

10.0 out of 10, Exceptional, (41)
"The house is lovely and very comfortable for our group of 8 friends. We would highly recommend!"
Waterfront Scotland Beach Retreat w/ Private Beach

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

10.0 out of 10, Exceptional, (38)
"Heather and Ed are superb hosts. The home was very clean, well stocked and in the perfect location! "
Blue Heron Cottage is cozy & convenient. Renovated March 2023!

Waterfront Relaxing Getaway

9.8 out of 10, Exceptional, (19)
"Nice house, beautiful waterfront property, great host. No complaints whatsoever, highly recommend. "
Waterfront Relaxing Getaway

Cozy Virginia Potomac Riverfront Cottage

9.8 out of 10, Exceptional, (34)
"This is a nice little cottage, tucked away from everything right on the river. I was looking for some peace and quiet, and that’s exactly what I got. Even though the weather wasn’t great, the sunroom still let me enjoy the views. "
Cozy Virginia Potomac Riverfront Cottage

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

10.0 out of 10, Exceptional, (111)
"Very nice place we found, great views, very clean, quiet, great place to relax for the weekend. everything went well and we would highly recommend anyone for a stay here. we will be back next year"
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

Soul Oasis - home on the Chesapeake Bay

9.8 out of 10, Exceptional, (18)
"Beautiful place, very clean and nicely decorated. The only thing I wish was better was to have a bathroom upstairs and the stairs to be a bit easier to access, they are a bit tricky for those over 50:) nice view too!"
The price is AU$461
includes taxes & fees
5 Jan - 6 Jan
Soul Oasis - home on the Chesapeake Bay

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

9.8 out of 10, Exceptional, (124)
"We chose to celebrate our 10th wedding anniversary here for a quiet weekend away with our dog. The house provided everything we needed and the owners were great to deal with. Highly recommend!! "
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Belle of the Chesapeake Bay

9.4 out of 10, Exceptional, (11)
"This was a great place to stay in a quiet neighborhood, a short drive from Calvert Cliffs State Park. Plenty of space for four adults. We could have stayed longer and would not hesitate to book again."
Belle of the Chesapeake Bay

It’s All about the VIEW! Jan-Feb rates have just been reduced !

10.0 out of 10, Exceptional, (60)
"Three good friends searched for a comfortable good sized home that overlooked a beautiful body of water ~ Rivah house granted all of our wishes. The home was immaculate, with wall to wall windows, and great deck to simply take in the view of the Potomac River"
It’s All about the VIEW! Jan-Feb rates have just been reduced !

The Lyellton House: Waterview Home within walking distance to many amenities

9.8 out of 10, Exceptional, (8)
"From beginning to end - absolutely perfect! Property owner was the best! Extremely helpful & organized! The property was amazing and worked just great for our Family - Adults and children. The home was beautiful, clean and had everything you could think of and would need for an excellent getaway!! Thank you!"
The price is AU$1,154
includes taxes & fees
6 Jan - 7 Jan
The Lyellton House: Waterview Home within walking distance to many amenities

Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!

10.0 out of 10, Exceptional, (16)
"House is perfect for families to get together for a holiday. Has pretty much everything you need."
Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!

Stunning Water Front Home 90 minutes from DC with Deepwater Dock.Bring your boat

9.8 out of 10, Exceptional, (19)
"The house was very comfortable and well stocked! It has everything you need for a relaxing time. "
Stunning Water Front Home 90 minutes from DC with Deepwater Dock.Bring your boat

Stylish & Modern Waterfront retreat, Serene and with great views,1Hr to DC

10.0 out of 10, Exceptional, (10)
"Great place to stay while in the area. Thank you!"
Stylish & Modern Waterfront retreat, Serene and with great views,1Hr to DC

Waterfront Cottage w/ Private Beach + Deck!

9.8 out of 10, Exceptional, (15)
"Beautiful place and very peaceful stay!"
Waterfront Cottage w/ Private Beach + Deck!

El Camino

10.0 out of 10, Exceptional, (31)
"Nice short getaway with the wife at this lovely cabin. Very relaxing and peaceful in a great setting. Only downside was not being able to enjoy the dock as there was another family with kids that occupied it most of the time that was staying at the other cabin on the property. Also, not a clear view of the water from the porch due to the trees but all in all it was a great stay. "
El Camino

Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area

10.0 out of 10, Exceptional, (25)
"We had a great time. House was very roomy, and the views were lovely. Would love to visit again."
Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area

Waterfront Cottage in Beautiful Hoopers Island

10.0 out of 10, Exceptional, (65)
"My boyfriend and I needed to get away. This house and location was just what we needed. Beautiful scenery, cozy home. We started a full week and I was sad to go at the end of our trip. We look forward to visiting again in the future! "
Waterfront Cottage in Beautiful Hoopers Island

The Schultz Estate

8.8 out of 10, Excellent, (14)
"What a wonderful stay we had! The house was so comfortable with plenty of space for everyone to relax and enjoy each other's company. We enjoyed the brisk mornings on the porch and the gorgeous sunsets in the evenings. Very comfortable beds and linens. The scenery and landscape in the area are breathtaking. Every turn provided another incredible view of the water. Fishing Creek is close to so many beautiful, quaint towns along the Chesapeake Bay. Highly recommend!"
The Schultz Estate

Maryland Vacation Rental w/ Private Pool & Dock

10.0 out of 10, Exceptional, (6)
"We needed a house for a quick stay in Lusby. The hosts have thought of everything to make the stay easy. They communicated ahead of our trip and were easy to work with. "
Maryland Vacation Rental w/ Private Pool & Dock

Large Luxury 4 bed/3 bath Beach House-2 Blocks to beach, 1 Block to Bay

10.0 out of 10, Exceptional, (43)
"Great time! First time in Colonial Beach. Low key family time. House was perfect location for us. Very enjoyable!"
Large Luxury 4 bed/3 bath Beach House-2 Blocks to beach, 1 Block to Bay
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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Other types of properties in Hollywood you may be interested in

Springhill Suites by Marriott Prince Frederick

3.0 star property
8.6 out of 10, Excellent, (848)
"Easy check in. Lots of parking. Able to get a handicap room. Very good breakfast offerings. "
The price is AU$166
includes taxes & fees
19 Jan - 20 Jan
Springhill Suites by Marriott Prince Frederick

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

2.5 star property
7.6 out of 10, Good, (1001)
"the hotel staff was kind and attentive"
The price is AU$166
includes taxes & fees
17 Jan - 18 Jan
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

Holiday Inn Express & Suites Lexington Park-California, an IHG Hotel

2.5 star property
9.2 out of 10, Wonderful, (525)
"It was a nice experience everyone was nice, Ari at the front desk was Avery inviting and welcomed my family and baby. It was an 6.5 drive so we were exhausted. All the guest were very friendly as well. Super clean, good breakfast. Restaurants easy 2 min way. Great experience overall "
The price is AU$184
includes taxes & fees
12 Jan - 13 Jan
Holiday Inn Express & Suites Lexington Park-California, an IHG Hotel
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.

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 Relaxing Getaway: This holiday home rental outside of Hollywood is located on a river, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, 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?

Three Notch Park and Greenwell State Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Broad Creek Community Park and Judge P.H. Dorsey Memorial 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.