Hollywood Holiday Rentals

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Holiday Rentals in Hollywood

Blue Heron Cottage is cozy & convenient. Renovated March 2023!
10.0 out of 10, Exceptional, 22 reviews
"We enjoyed our stay. The cottage was perfect for our get away. It was clean and had everything we needed. The owners are very responsive to any questions."
Blue Heron Cottage is cozy & convenient. Renovated March 2023!
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
9.8 out of 10, Exceptional, 107 reviews
"The property is located in a small neighborhood right by the water. While there are houses fairly close it is quiet with beautiful views. The house is clean and has good appliances/wifi for a comfortable stay. It is a one bedroom with a big bathroom and living room. The screened in patio is good to avoid the mosquitos. One note is for those with mobility issues, the shower/bathtub has a high ledge with a thicker width to get in/out."
The price is NZ$419
per night
10 Jun - 11 Jun
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Waterfront Cottage in Beautiful Hoopers Island
10.0 out of 10, Exceptional, 54 reviews
"We have stayed at this property twice and love it. Very peaceful, clean, and comfortable."
Waterfront Cottage in Beautiful Hoopers Island
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Chic Cottage w/ Private Yard: Steps to Beach!
9.8 out of 10, Exceptional, 10 reviews
"Wonderful home, courteous home owner, excellent customer service through Evolve. The home was clean and comfortable with all of the little extras you might need when traveling or you may have forgotten. The design of the home was a great use of space and really cozy beach vibes. The porch and backyard areas were a fun surprise and my little dog did not want to leave the porch. Colonial Beach has many great restaurants and home has convenient access to beautiful river beaches and bayside...
Chic Cottage w/ Private Yard: Steps to Beach!
Piney Point, private , Beach Front Cottage
10.0 out of 10, Exceptional, 75 reviews
"This place is incredible!!!! What an amazing property and beautiful home."
Piney Point, private , Beach Front Cottage
Waterfront with spectacular view, close to restaurants and bars
10.0 out of 10, Exceptional, 21 reviews
"This was our first time in Colonial Beach and we really enjoyed it. Definitely recommend renting a golf cart to get around town. The house is beautiful and in a great location close to everything. The homeowner was also great to work with and we’ll definitely be back soon!"
Waterfront with spectacular view, close to restaurants and bars
Maryland Vacation Rental w/ Private Pool & Dock
10.0 out of 10, Exceptional, 4 reviews
"Had a great time fishing from the dock while we got out of the city for a weekend."
Maryland Vacation Rental w/ Private Pool & Dock
Breathtaking Views, 450 pier, kayaks, fossils, priv beach, 45 min to D.C.
10.0 out of 10, Exceptional, 102 reviews
"Loved the house!"
Breathtaking Views, 450 pier, kayaks, fossils, priv beach, 45 min to D.C.
Waterfront Relaxing Getaway
10.0 out of 10, Exceptional, 11 reviews
"I was looking for a nice, quiet, and relaxing, vacation. This property did not disappoint. The house was comfortable, cozy, well stocked, and so clean. The view is incredible. Just sitting outside watching the river was so "Zen". I had one of the most restful vacations ever. I was there for a little over two weeks and I would have stayed longer if I could have, Kim, the host, was very friendly and helpful. I look forward to staying at this beautiful property again."
The price is NZ$678
per night
16 Jun - 17 Jun
Waterfront Relaxing Getaway
Soul Oasis - home on the Chesapeake Bay
10.0 out of 10, Exceptional, 6 reviews
"Pleasant relaxing time. We were pleased and impress to locate this property"
The price is NZ$467
per night
10 Jun - 11 Jun
Soul Oasis - home on the Chesapeake Bay
The Schultz Estate
9.6 out of 10, Exceptional, 5 reviews
"This house is great for large groups with plenty of comfortable bedrooms, three bathrooms (note one is only a tub, no shower), and loads of outdoor seating and fire options. This is an old farmhouse, so quirks of an old wooden house on the Eastern shore come with that. Personal bug spray at this property is essential as the mosquitos are very intense. The owner did stop by to give us a lawn spray for them but we did not use it as I am a master naturalist and community garden manager who is...
The Schultz Estate
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
10.0 out of 10, Exceptional, 29 reviews
"👍👍"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Inviting and Serene Home on Monroe Bay Creek
10.0 out of 10, Exceptional, 42 reviews
"From the moment you drive up, you are in love with the property...you see the horses across the street and water view even from the front of the house! When you open the front door, you know you have started your vacation! Beautifully decorated open floor plan gorgeous home! You would think you are steping into a model home! Super cleaned! Perfectly decorated. The kitchen is big, the island is huge, the table is beatiful and you have a great view of the water. Both sitting area and living room...
Inviting and Serene Home on Monroe Bay Creek
Cozy Virginia Potomac Riverfront Cottage
9.6 out of 10, Exceptional, 24 reviews
"We had a wonderful stay. The house was just as described, a cozy cottage perfect for relaxing with beautiful riverfront views. The kitchen was stocked with everything we needed, the living room and main bedroom we used were comfortable, and the sun porch had great views where you could relax in the AC. The patio had a great dining table/umbrella, and the dock was perfect for fishing. Thank you for a lovely getaway cottage!"
Cozy Virginia Potomac Riverfront Cottage
Private Retreat Bungalow-One Level, 2 blocks from Beach w/Porch & Deck
10.0 out of 10, Exceptional, 26 reviews
"It was the perfect spot to go work from for a bit to be near water and get out of the hustle and bustle of the DC area! Absolutely loved the house and the town! A hidden gem."
Private Retreat Bungalow-One Level, 2 blocks from Beach w/Porch & Deck
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**
10.0 out of 10, Exceptional, 171 reviews
"Groomsmen stayed here for wedding. Great experience in a beautiful location. Swimming and kayaking right out the back door. Owners were very kind and helpful. Definitely recommend this beautiful spot."
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**
Waterfront Lusby Retreat w/ Deep-Water Dock & Slip
10.0 out of 10, Exceptional, 4 reviews
"We were in town for a friends wedding. This was the perfect location as it was right in between the Catholic Church for the nuptial mass and the reception site. This place certainly did not disappoint. There was plenty of space for our large family, the home was well equipped and stocked with the necessary items. It was a relatively short stay, but I wish we had a bit more time and better weather to enjoy the use of kayaks - our one free morning was a bit chilly for us Florida folks, and we had...
Waterfront Lusby Retreat w/ Deep-Water Dock & Slip
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
10.0 out of 10, Exceptional, 51 reviews
"What a fantastic property! We loved staying here and our family had such a great time exploring. Sadly it was a drizzly, dreary weekend but we had one nice day to go down to the beach and the kids enjoyed playing in the water. We loved the variety of porches to sit on and have different views and there was plenty of room for the kids to play indoors when it was raining. Overall a great experience. Thank you!"
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Stunning River Front Home - Private Dock - 90 minutes from Washington DC
9.8 out of 10, Exceptional, 14 reviews
"We booked a long weekend for our daughter’s graduation from St Mary’s. The house was beautiful and so spacious for our adult children and grandchildren to all be in one location without feeling cramped. We loved having the fire pit and room to throw a football around. Thank you for sharing your home Victoria!"
Stunning River Front Home - Private Dock - 90 minutes from Washington DC
'The Blue Crab Cottage' - 3 Blocks From The Beach!
9.8 out of 10, Exceptional, 57 reviews
"Stay was good. Neighbors not so much"
'The Blue Crab Cottage' - 3 Blocks From The Beach!
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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.

Other types of properties in Hollywood you may be interested in

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
2.5 star property
7.6 out of 10, Good, 1,005 reviews
"Nice rooms"
The price is NZ$166
per night
23 Jun - 24 Jun
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
River Edge Inn
2.5 star property
8.4 out of 10, Very good, 169 reviews
"Considering the age not bad. Only wish there wete coffee makers in the room. Veiw was grest."
The price is NZ$244
per night
23 Jun - 24 Jun
River Edge Inn
Springhill Suites by Marriott Prince Frederick
3.0 star property
8.6 out of 10, Excellent, 782 reviews
"able to drive wherever we need to go or walk."
The price is NZ$181
per night
30 Jun - 1 Jul
Springhill Suites by Marriott Prince Frederick
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Hollywood holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Hollywood. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Hollywood. Seeing all the best attractions is bound to make you fall in love with Hollywood. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Hollywood short-term rentals, that won’t be hard to do.

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?

Bay view from Calvert Cliffs, Solomons Island & State Park nearby: This holiday home rental outside of Hollywood is located on a lake, and has a fireplace, a patio and air conditioning 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 Greenwell State Park. In the wider area, you’ll find Calvert Cliffs State Park and Patuxent River Naval Air Station.

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.

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