We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation rentals in Hollywood, MD and nearby

Payment Protection
Use a credit card to book with our Peace of Mind Protection.Learn more
Find a rental
Price per night
Min
Max
Bedrooms
Any
Amenities
Select
More filters
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
All 19 Rentals in the Hollywood Area
loading...
Sort by

The following rentals are within 40 kilometres of Hollywood, Maryland.

From
$156
Per Night
View Details
1 / 57
Payment Protection
Fishing Creek
1 Bedroom, 1 Bathroom, Sleeps 3
Bookings
Details Reviews (2) Make Enquiry
From
$282
Per Night
View Details
1 / 26
Payment Protection
Cobb Island
4 Bedrooms, 2 Bathrooms, Sleeps 9
Details Reviews (1) Make Enquiry
From
$188
Per Night
View Details
1 / 13
Payment Protection
Montross, VA
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (9) Make Enquiry
From
$250
Per Night
View Details
1 / 34
Payment Protection
Tall Timbers
3 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Children's Pool
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Private Fishing...
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Tall Timbers is a wonderful St. Mary's County waterfront community with a history that predates the civil war. Recently remodeled year round home with wood trim accents on the ceilings, and bookcases filled with books and local treasures, Views from most windows of the Potomac River on one side... View all property information
Make Enquiry
From
$325
Per Night
View Details
1 / 10
Payment Protection
Saint Leonard
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Looking for a peaceful beach getaway? Located in quiet Long Beach overlooking Flag Harbor Yacht Haven marina, this cottage is a few minutes walk to the sandy beach along cliffs famous for fossils from the Miocene. The shallow water is safe for children to swim, and a favorite for fishermen and... View all property information
Make Enquiry
From
$140
Per Night
View Details
1 / 16
Payment Protection
Clements
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Holiday House Rental in Dinard, Britany, France This house is 15 minutes far on foot from the beach. This well decorated house has place for 8 persons. This invite you to discover the 'Pink Granite Coast' and attractions: Saint-Malo (10 km), the historical oldtown from Dinan. A 45 minute drive... View all property information
Make Enquiry
From
$188
Per Night
View Details
1 / 9
Payment Protection
North Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
This charming restored cottage has all the luxury upgrades you could want!! Gourmet kitchen with granite counters and double-oven, 5-burner gas cooktop, and plenty of storage. Easy-to-enjoy gas fireplace, and ample space for entertaining and kids to play -- both indoors and out! Convenient to... View all property information
Make Enquiry
From
$375
Per Night
View Details
1 / 29
Payment Protection
Lusby
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Cedar Beach Lodge is a modern, smoke free, year-round retreat located in the desirable and private Cove Point Beach Community on the western shore of the Chesapeake Bay. It is conveniently located 1 hour from Annapolis, MD and Washington, DC on Route 4 and 10 minutes from Solomon's Island, MD.... View all property information
Make Enquiry
From
$125
Per Night
View Details
1 / 17
North Beach
1 Bedroom, 1 Bathroom, Sleeps 5
Details Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
The Seahorse Guest Cottage is located in North Beach, Maryland, on the western shore of the Chesapeake Bay, within an hour’s drive of Washington, Baltimore, and Annapolis. The fully furnished cottage has a living room with sofabed, bedroom with queen size bed, sunporch with day bed, a full... View all property information
Make Enquiry
5 of 5 stars Reviewed 15 November 2014
Just as described- walk to boardwalk and shops. Owner right next door, he's thought of everything. Lovely getaway destination.
5 of 5 stars Reviewed 8 July 2013
We absolutely fell in love with this quiet little cabin a block away from Chesapeake Bay. Gary, the owner, met us at the cabin and personally gave us a tour of the cabin and let...
See all reviews
From
$125
Per Night
View Details
1 / 14
Kinsale, VA
3 Bedrooms, 2 Bathrooms, Sleeps 11
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Located in Westmoreland County at Sandy Point, VA, in the heart of Virginia’s historic Northern Neck, approximately 2 hours from Washington, DC, 1.25 hours from Williamsburg and 1.5 hours from Richmond, VA. This fully furnished waterfront home rests on a protected creek located on the western... View all property information
Make Enquiry
5 of 5 stars Reviewed 27 January 2015
Excellent location, lots to do even in the dead of winter. Owner was readily accessible and promptly responded to our requests.
See all reviews
Get the List
From
$1,940
Per Week
View Details
1 / 22
North Beach
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Marshall Haus Travel to a unique comfortably furnished round house in a secluded Caribbean paradise, featuring excellent snorkeling, fishing, and diving from a mile long white powder sand beach. Located in the vicinity of the quaint settlement of Current, Eleuthera population 130, an ideal getaway... View all property information
Make Enquiry
From
$375
Per Night
View Details
1 / 8
Lusby
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Cedar Beach Lodge is a modern, smoke free, year-round retreat located in the desirable and private Cove Point Beach Community on the western shore of the Chesapeake Bay. It is conveniently located 1 hour from Annapolis, MD and Washington, DC on Route 4 and 10 minutes from Solomon's Island, MD.... View all property information
Make Enquiry
From
$369
Per Night
View Details
1 / 24
Piney Point
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
PET FRIENDLY* / Sleeps: 4 / View: Community / 2BR, 2BA townhome About this home: This Bayside resort 2-bedroom, 2-bath townhome has just about everything you need for a relaxing vacation. This home features a tastefully-decorated family room, dining area, kitchen and a spacious... View all property information
Make Enquiry
From
$125
Per Night
View Details
1 / 17
Kinsale, VA
4 Bedrooms, 2 Bathrooms, Sleeps 13
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Location: Sandy Point, Virginia, USA (2 Hours from Washington D.C., 1.5 Hours from Richmond, Va) Accommodations: House, 4 Bedrooms + Convertible bed(s), 2 Baths (Sleeps 10-12) 2400 Square Feet It was initially built in 1932 as a fishing cottage and was fully renovated in 2008. The Lodge is... View all property information
Make Enquiry
From
$437
Per Night
View Details
1 / 17
North Beach
2 Bedrooms, 2 Bathrooms, Sleeps 5
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Outstandingly beautiful and immaculately maintained light-filled custom-built home with stunning, unobstructed views of the wonderful Chesapeake Bay in the picturesque town of North Beach. Steps away from the boardwalk in front of the bay. Within a 45-min drive from Washington DC (just 33 miles),... View all property information
Make Enquiry
From
$282
Per Night
View Details
1 / 18
North Beach
3 Bedrooms, 3 Bathrooms, Sleeps 7
Details Make Enquiry
Amenities & Details
  • Grill
  • Satellite TV
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
My Seaside Cottage and La Petite Maison Located on beautiful, secluded North Beach of Current, Eleuthera, our 2-bedroom cottage is situated in the vicinity of the quaint settlement of Current, Eleuthera population 130, an ideal getaway from the hustle and bustle of 21st Century living. A 10 minute... View all property information
Make Enquiry
From
$150
Per Night
View Details
1 / 11
Lusby
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Fireplace
  • Grill
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Lovely year round rental cottage situated on almost one acre within a few minutes walk to one of the longest private beaches on the western shore of the Chesapeake Bay. Enjoy walking the mile beach to the historic Cove Point Lighthouse collecting sea shells or hunting for fossils, especially... View all property information
Make Enquiry
From
$327
Per Night
View Details
1 / 21
Piney Point
5 Bedrooms, 4 Bathrooms, Sleeps 15
Details Make Enquiry
Amenities & Details
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Pet Friendly* / 10% Military Discount** / View: Community / Sleeps: 15 / 5BR, 4BA single family home About this home: This spacious 5-bedroom, 4-bath single family home - approximately 3,800 square feet - is a great place to relax and enjoy your vacation. This lovely home sleeps 15... View all property information
Make Enquiry
From
$199
Per Night
View Details
1 / 15
Payment Protection
Fishing Creek
3 Bedrooms, 2 Bathrooms, Sleeps 5
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Ocean Views
  • Pool Table
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Hooper's Island is located between the Honga River and Chesapeake Bay on Marylands Eastern Shore. This unique island is a 'MUST DO' on your bucket list. Especially noted for: Blue Crabs and breathtaking sunsets!!! Enjoy April thru October on Hooper's Island as you surround yourself in this... View all property information
Make Enquiry
Go to map view
Book Online(9)
Use filters to find the best results!

Suitability

  • Wheelchair access (1)
  • Elder access (5)
  • Suitable for children (0)
  • Pet friendly (9)
  • Smoking allowed (0)

Amenities

  • Parking (16)
  • Grill (15)
  • Other outdoor space (14)
  • Air Conditioning (13)
  • Internet (12)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Nearby cities