A coastal landscape with a rocky shoreline, a sandy beach, and a clear blue sky.

Hollywood Holiday Rentals

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Hollywood holiday rentals

Exterior

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (55 reviews)
"It was a nice small A-frame just like the picture. Great quiet location I would recommend it to anyone."
United States
Bobby H.
The price is HK$1,263
HK$2,511 total
includes taxes & fees
24 Aug - 25 Aug
Soul Oasis - home on the Chesapeake Bay
TV, fireplace

3-bedroom house in soothing Saint Leonard with AC for relaxing stays

3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Saint Leonard
10.0 out of 10, Exceptional, (3 reviews)
"Loved the location and the hosts' kindness and care."
United States
Nancy P.
The price is HK$1,129
HK$2,245 total
includes taxes & fees
6 Aug - 7 Aug
3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Coffee/tea maker, fridge, microwave, oven

Anne & Fred`s Leonardtown Home W/ Arcade room!

Anne & Fred`s Leonardtown Home W/ Arcade room!
Leonardtown
9.2 out of 10, Wonderful, (7 reviews)
"Amazing place to stay. Very Very clean ! Great location. Definitely will book this place again "
United States
Christy C.
The price is HK$1,842
HK$4,473 total
includes taxes & fees
27 Jul - 28 Jul
Anne & Fred`s Leonardtown Home W/ Arcade room!
Property grounds

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
9.4 out of 10, Exceptional, (13 reviews)
"The owner was very nice "
United States
karen
The price is HK$1,333
HK$2,252 total
includes taxes & fees
29 Jul - 30 Jul
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Interior

Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
Lexington Park
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful sunset and very comfortable rooms. "
United States
Andrea B.
The price is HK$1,372
HK$2,985 total
includes taxes & fees
27 Jul - 28 Jul
Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
Interior

Cozy Virginia Potomac Riverfront Cottage

Cozy Virginia Potomac Riverfront Cottage
Hague
9.6 out of 10, Exceptional, (50 reviews)
"Wonderful views, clean home and quaint ! We highly recommend!"
United States
Tim R.
The price is HK$1,372
HK$2,688 total
includes taxes & fees
30 Jul - 31 Jul
Cozy Virginia Potomac Riverfront Cottage
Property grounds

Bright and airy waterfront getaway

Bright and airy waterfront getaway
Benedict
9.6 out of 10, Exceptional, (20 reviews)
"Sophia was an amazing host and the place was exactly as advertised. I couldn't recommend the place enough!"
United States
William N.
The price is HK$1,804
HK$3,001 total
includes taxes & fees
3 Aug - 4 Aug
Bright and airy waterfront getaway
Exterior

Coles Point Marina

Coles Point Marina
2.0 star property
Hague
The price is HK$1,683
HK$2,556 total
includes taxes & fees
27 Jul - 28 Jul
Coles Point Marina
Smart TV, books

4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
Solomons
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
The price is HK$2,353
HK$5,504 total
includes taxes & fees
5 Aug - 6 Aug
4-BR Waterfront Turret Home
Interior

Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
Lusby
10.0 out of 10, Exceptional, (2 reviews)
"Very much enjoyed our stay. The host was very kind and responsive and the property very comfortable. Hot tub and quiet location were great!"
United States
Tanya S.
The price is HK$3,396
HK$9,016 total
includes taxes & fees
27 Jul - 28 Jul
Lakefront Cabin Near Solomons Island w/ Hot Tub
Property grounds

Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
Lusby
9.6 out of 10, Exceptional, (13 reviews)
"The home was lovely and very quiet location. My sister and I were caring for our mom after discharge from hospital and it was very convenient. Would stay there again. "
United States
Tova A.
The price is HK$3,261
HK$6,242 total
includes taxes & fees
25 Aug - 26 Aug
Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
TV, fireplace, video games, books

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, (2 reviews)
"We loved our stay! Lovely home, beautiful view"
United States
Sarah R.
The price is HK$3,796
HK$7,980 total
includes taxes & fees
12 Aug - 13 Aug
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
Interior

Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
3.0 star property
Lusby
The price is HK$4,008
HK$8,974 total
includes taxes & fees
27 Jul - 28 Jul
Lakefront Cabin Near Solomons Island w/ Hot Tub
Interior

Rustic 3BR Waterfront Cabin with Firepit + Dock Access

Rustic 3BR Waterfront Cabin with Firepit + Dock Access
Hague
10.0 out of 10, Exceptional, (1 review)
"We were going to an evening event at Stratford Hall (about 25 min away). There is so much history in the area. Beautiful spot on the river. The screened in porch was the bomb! Huge. So relaxing. Well stocked. Easy check out. Do pay attention to room configuration. The bedroom with twins was a loft like area but had the nicer bathroom. We used the kayaks. Had everything we needed. Host communication was great despite Vrbo platform was a challenge."
United States
Paige
The price is HK$2,627
HK$4,565 total
includes taxes & fees
18 Aug - 19 Aug
Rustic 3BR Waterfront Cabin with Firepit + Dock Access
Property grounds

7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away

7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away
Colonial Beach
9.4 out of 10, Exceptional, (13 reviews)
"This place is fantastic!!Great responsive owners! Fantastic location, perfectly stocked kitchen, comfy beds and bar none the cleanest place I’ve stayed!! The house is adorable and comfortable with a rocking fire pit. The location is walkable and yet quiet!Stay here!No notes!!"
United States
Amanda M.
The price is HK$1,491
HK$3,649 total
includes taxes & fees
12 Aug - 13 Aug
7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away
Outdoor dining

Waterfront Reset: Views, Games, Boats & Total Calm

Waterfront Reset: Views, Games, Boats & Total Calm
Montross
10.0 out of 10, Exceptional, (38 reviews)
"The host went above and beyond to make us feel welcome. From the smooth check-in to the thoughtful welcome basket, every detail was handled with care. We especially loved the riverfront home and all the commodities included. A true home away from home!"
United States
Evelyn C.
The price is HK$2,453
HK$4,785 total
includes taxes & fees
27 Jul - 28 Jul
Waterfront Reset: Views, Games, Boats & Total Calm
Exterior

Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
The price is HK$2,137
HK$3,590 total
includes taxes & fees
27 Jul - 28 Jul
Plum Point Cottage #17
Exterior

2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
The price is HK$2,706
HK$3,319 total
includes taxes & fees
27 Jul - 28 Jul
2 Bedroom Cottage at Coles Point Marina
Exterior

Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
Piney Point
10.0 out of 10, Exceptional, (4 reviews)
"This property was perfect for our night visiting St. Mary's! Spacious, right on the water, and quiet. Thank you!"
United States
Meira
The price is HK$2,690
HK$6,259 total
includes taxes & fees
2 Aug - 3 Aug
Charming Waterfront 3-bedroom house in Piney Point
Beach

Sail Away To

Sail Away To
Colonial Beach
9.4 out of 10, Exceptional, (14 reviews)
"The apartment was beautiful. he location made it easy to get around. Being able up front to the bay was awesome. Had my morning coffee on the deck."
United States
Christina
The price is HK$1,318
HK$2,725 total
includes taxes & fees
24 Aug - 25 Aug
Sail Away To
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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Top Hollywood Hotel Reviews

Comfort Inn & Suites Lexington Park near Pax River

Comfort Inn & Suites Lexington Park near Pax River

10/10 Excellent
"Entirely convenient and well maintained and managed. The room was immaculate, the staff were friendly and helpful. Breakfast had so many options!"
Chelsea 1-night trip
Posted 16 hours ago
Comfort Inn & Suites Lexington Park near Pax River

Find out more about Hollywood

Search for holiday rentals in Hollywood on Expedia! You can easily find your home rentals, villas, holiday apartments in Hollywood using one of the methods below:

  • View our selection of featured holiday rentals in Hollywood
  • Use the map to find apartments and other holiday homes in the Hollywood neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Hollywood while they last

Look no further and take a look at our great range of rental properties in Hollywood!

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?

Stunning Chesapeake views from almost ever room, private 15 home community beach, fossils, 450 pier,crabbing,fishing: This holiday home rental outside of Hollywood is located on the beach, and has a fireplace, a patio 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. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Hollywood?

Choose from 4 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 Michael P. O'Brien Athletics and Recreation Center, or get out into nature at a spot like Three Notch Park. In the wider area, you’ll find Greenwell State Park and Jefferson Patterson Park and Museum.

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.