
Waterfront vacation rentals in Hollywood
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Hollywood
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

Our Little Piece of Heaven
Our cozy studio apartment sets on the Patuxent River. With the perfect views of Myrtle Beach, Point Patient and Thomas Johnson Bridge. Relax watching the boats and birds or take a walk along the water for a lovely neighborhood to stroll for 2.5 miles. Your favorite moments may be when you wake to see the sun rise and again to see the orange sky set. Just over the bridge from the popular Solomon's Island which is full of fabulous restaurants, boat rentals, charter fishing and summer concerts.

Hideaway on the Bay: Waterfront Vintage A Frame
The Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connect with the people who matter most. A place where kids fall in love with nature, and where old friends make new memories. The house is a 2 bed 1 bath 1974 flat top A Frame that sits on two acres on the outskirts of Lusby, MD—and a low traffic hour(ish) drive from the DMV. Enjoy the indoor fireplace, outdoor fire pit, swinging chairs, kayaks, canoe, fish, and catch crabs --

Soul Oasis - home on the Chesapeake Bay
Listen to the waves of the Chesapeake Bay from the trex deck. There are 2 private community beaches in the neighborhood where you can find fossils and sharks teeth. A great place to relax and unwind. You will hear the sounds of all kinds of birds, see lots of very tiny frogs in spring and summer and maybe some deer around the house! You can also expect to see/hear aircraft from Pax River Base fly overhead! Book your stay today and let the magic of the woods and water wash away your cares.

The Little House on Back Creek
Get away and relax at this peaceful, very private and centrally-located home in the heart of Solomons Island on Back Creek with beautiful water views overlooking Solomons Harbour. The property is shared with Jacqueline Morgan Day Spa and The Blue Shell Gifts and Décor. Just a quick walk to a enjoy a massage, facial, mani/pedi, salon services and shopping! Enjoy fishing, kayaking, bicycling, walk to so many great restaurants nearby and bring your boat! Docking is available during your stay.

Riverfront Chalet Kayak/Canoe, pier, breakfast!
This is a two room above the garage apartment with a dedicated side entrance for guests separate from the main house by screens down and a barn door up. Once upstairs you have your own private space. Your mini fridge will always be stocked with an assortment of beverages and snacks as well as breakfast items. Enjoy, our kayaks, fire pit or sunset viewing on the pier. Lots of hiking and water sports abound in the area. A short drive south is Solomon’s island. This is a safe space for all🥰

Charming Rustic Boathouse right on the Water!
Welcome to the Boathouse!! By offering kayaks, swimming, crabbing/fishing opportunity, a beautiful ambiance for drinks and dinner straight on the water and having almost any water adventure right at your fingertips, this glamping (glamour-camping) bungalow on the water is perfect for just about anyone with an adventurous nature-loving spirit! We encourage you to eat what you catch! And even bring your own boat and stay in one of our boat slips! Minutes from Solomons Island by Boat or Car!

Cozy Cottage, Winter Promo, Hot Tub, BlockToBeach
Fall/Winter promo: Book two nights, get one free on midweek stays (Monday thru Thursday)! Book two nights, get 50% off third night on weekend stays. Send a message after booking, and the promo night will be added. Relax at this renovated cottage with views of the Chesapeake Bay! Features large screened deck, hot tub, around corner from private community beach where you can find fossils and shark teeth! (4 min drive to larger community beach.) Message for multi-night and monthly rates.

White Point Cottage -- Quiet Waterfront Getaway
Welcome to White Point Cottage on the beautiful Potomac — 90 minutes from Washington, DC, but a world away. The renovated 2 bedroom, 1 bath cottage sits on nearly an acre of south-facing waterfront property, affording a sense of privacy along with sunrise and sunset views. We’ve owned in the same neighborhood in St. Mary's County since 2005 and are eager to show guests why we love it here. More on IG @whitepointcottage, and be sure to visit our sister property, Water's Edge Cottage.

Stunning Sunsets on Breton Bay, Seaside apartment
Charming efficiency apartment decorated with a coastal theme overlooks Breton Bay. Use of pier for hanging out... or crabbing and fishing. Apartment is in the second floor of detached garage on the premises of a private home. Beautiful serene surroundings 5 min. from downtown Leonardtown with shopping, restaurants and events. Area offers historical sites, wonderful parks, a large Mennonite and Amish community, great restaurants and friendly people! 25 minutes from Solomons Island.

Little House by the water
Serenity - Privacy - Beauty - This little house by the water has it all. New Sealy queen size mattress, well equipped kitchen, Cuisinart coffee maker, full oven, glass topped stove, new refrigerator, and fully screened porch with water view. Perfect for 1 or 2 adults looking to get off the grid and recharge. In St. Mary's County,MD, just 90 minutes south of Washington DC. However, the space is small and it is really a studio apartment as I think the pictures make evident.

Adorable Waterfront Apartment Weekend Getaway
Bright & cheery 1 bedroom waterfront apartment nestled on the banks of the St. Mary's River. Amazing, dreamy views. It's a sweet spot to relax and enjoy a quiet get-away or launch a kayak, take a walk, enjoy great food cuisine. We sit next to St. Mary's College of MD and Historic St. Mary's City. You may see college sailing races, crew teams rowing, or the historic Maryland Dove sailing down the river. It's lovely here fall, winter, spring, summer! SUNSETS!

Waterfront Cottage on the Potomac River
Embark on a journey to the serenity of nature and the gentle lullaby of the Potomac River at the cottage. Escape the hustle and let the timeless embrace of water and tranquility rejuvenate your mind and soul. The private sandy beach (no public access) is steps away and awaits your footprints. Delight in the serene surroundings of the Northern Neck countryside. Two hours from DC, Richmond and Maryland.
Popular amenities for Hollywood waterfront rentals
Waterfront apartment rentals

Heron's Rest

Blue Heron on Little Kingston Creek

Sandy Feet Retreat - Beachfront

Serenity Suite on Chesapeake Bay

Historic St. Mary's City, MD

Farm View Room at Happy Campers

Waterfront Room at Happy Campers

Belair Cottage
Waterfront house rentals

Osprey's roost: Spring and summer 2025

Horseshoe Point - Waterfront - St. Marys River

Waterfront Home: Osprey Getaway

Waterfront. Spacious. HotTub. Kayaks. DogFriendly.

Spacious and private waterfront, sleeps 10

Waterfront with sweeping bay view & private beach

The River House, a Wicomico Beach Retreat

Sunset Breezes - quiet waterfront retreat
Other waterfront vacation rentals

Welcome to Journey's End Hideaway!

Mid-Century Modern: Direct Private Beach Access

Riverside Haven w/ Hot Tub

Quaint fishing retreat on the lower Potomac Piney

The Little Blue Cottage

Waterfront Paradise

Exclusive Waterfront Getaway

Back Creek Villa Open Deck
When is the best time to visit Hollywood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ808 | ﺩ.ﺇ907 | ﺩ.ﺇ925 | ﺩ.ﺇ936 | ﺩ.ﺇ995 | ﺩ.ﺇ995 | ﺩ.ﺇ992 | ﺩ.ﺇ922 | ﺩ.ﺇ936 | ﺩ.ﺇ944 | ﺩ.ﺇ922 | ﺩ.ﺇ988 |
| Avg. temp | 3°C | 4°C | 8°C | 14°C | 19°C | 24°C | 26°C | 25°C | 22°C | 16°C | 10°C | 5°C |
Quick stats about waterfront rentals in Hollywood

Total vacation rentals
Explore 20 vacation rentals in Hollywood

Nightly prices starting at
Hollywood vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

Verified guest reviews
Over 1,430 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Hollywood vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Hollywood rentals

4.9 Average rating
Hollywood stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- House rentals Hollywood
- Rentals with a washer and dryer Hollywood
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- Rentals with a patio Hollywood
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- Family-friendly rentals Hollywood
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- Waterfront rentals St. Mary's County
- Waterfront rentals Maryland
- Waterfront rentals United States
- Nationals Park
- Georgetown University
- National Mall
- The White House
- District Wharf
- National Museum of Natural History
- National Museum of African American History and Culture
- Arlington National Cemetery
- Sandy Point State Park
- National Harbor
- Washington Monument
- Georgetown Waterfront Park
- Six Flags America
- The Pentagon
- Smithsonian American Art Museum
- Lincoln Park
- Library of Congress
- Piney Point Beach
- North Beach Boardwalk/Beach
- Ragged Point Beach
- Quiet Waters Park
- Meridian Hill Park
- National Museum of African American History and Culture
- Breezy Point Beach & Campground




