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2 May - 4 May
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9 May - 11 May
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23 May - 25 May
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20 Jun - 22 Jun

Compare 234 Vacation Homes in Hollywood with updated reviews, rates, and availability.

Waterfront Wildlife Retreat on the Patuxent River
Interior

Waterfront Wildlife Retreat on the Patuxent River

10.0 out of 10, Exceptional, (161)
"We came out from Hawaii to see my Daughter and Grand Daughters.The over all experience from start to finish at the property was easy and flawless. Some days it was just my wife and I and other days it was with my grand daughters spending the night, they also enjoyed the stay. There is plenty of room. The property has an excellent view and we saw some wild life. We would stay at this property again and would highly recommend it to others.A hui hou,"until we meet again," Mark and Tamara"
Waterfront Wildlife Retreat on the Patuxent River
The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.
Outdoor spa tub

The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.

10.0 out of 10, Exceptional, (32)
"The place had was great, hot tub overlooking private beach on the Potomac. Kitchen had nearly everything you could need. Very responsive host. There is spotty cell service at the house, but the WiFi helps. If I was going to add anything to this rental, it would definitely be a full-length mirror. "
The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Terrace/patio

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

9.8 out of 10, Exceptional, (60)
"My husband and I took our boys ten and twelve over easter break. The property was very private. The expansive views of the yard looking out to the bay we're beautiful. The house was really clean and nicely decorated . The master bedroom had great views and the bed was amazing. It might be to buy the mattress! We were unable to put our boat in. Due to the water levels and the sludge. But we found a boat launch only ten minutes away. All in all, if you want a very relaxing vacation, this is it....
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
House Right on the Potomac River - Great Sunrises & Sunsets
Exterior

House Right on the Potomac River - Great Sunrises & Sunsets

10.0 out of 10, Exceptional, (89)
"This place is amazing for a large family getaway! Pet friendly and kid friendly. There isn’t too much around the area, but having access to a pool, the boats and canoes, fishing/crabbing supplies, and the large living area made this perfect for our trip. Multiple rooms, multiple couches and multiple areas to play board games. Definitely worth a second trip and the owner (Tom) made everything incredibly easy Thank you again for letting us use your lovely home! "
House Right on the Potomac River - Great Sunrises & Sunsets
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
Interior

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

10.0 out of 10, Exceptional, (113)
"This place was a wonderful spot for our family to have a long weekend getaway. It's on a bluff right next to the ocean with a glorious view and a stairway access to the beach. The beds are comfortable, the house has lots of great spaces to relax or play games, and the beach is a wonderful space to explore, find seashells and possibly a fossil sharks tooth (we had no luck there, but we did find a whale vertebrae, so that's something!). But in any event, we highly recommend! "
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area
Fridge, microwave, oven, stovetop

Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area

10.0 out of 10, Exceptional, (30)
"My husband and i live up the road but we rented this house for his parents, for the weekend. The location is absolutely fantastic and the house is gorgeous. I could have sat on the back deck for hours. Dan was very responsive to all of my questions. I wouldn't hesitate to rent from him, again. "
Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area
Screened Patio, Deck & Grill: Saint Inigoes Home!
Fridge, microwave, stovetop, dishwasher

Screened Patio, Deck & Grill: Saint Inigoes Home!

9.4 out of 10, Exceptional, (3)
"great location relative to smc for a campus visit"
Screened Patio, Deck & Grill: Saint Inigoes Home!
1 Mi to Colonial Beach Boardwalk: Home w/ Fire Pit
Terrace/patio

1 Mi to Colonial Beach Boardwalk: Home w/ Fire Pit

10.0 out of 10, Exceptional, (1)
1 Mi to Colonial Beach Boardwalk: Home w/ Fire Pit
Waterfront with spectacular view, close to restaurants and bars
Exterior

Waterfront with spectacular view, close to restaurants and bars

10.0 out of 10, Exceptional, (31)
"Everything was great. "
Waterfront with spectacular view, close to restaurants and bars
Belle of the Chesapeake Bay
Smart TV

Belle of the Chesapeake Bay

9.2 out of 10, Wonderful, (12)
"Our granddaughters live in the neighborhood and our youngest was having her first birthday! It was just my husband and myself, way more house than we needed but tons more comfortable than a hotel. The winter views of the Bay from the living room were awesome. I highly recommend you make a cup of coffee and watch the sunrise. A few surprises with the house itself, the most egregious for me was the fireplace pictured is not functional. The hosts have done a nice job with this house and are still...
Belle of the Chesapeake Bay
Riverfront Paradise w/ Hot Tub & Pool in Kinsale!
Outdoor spa tub

Riverfront Paradise w/ Hot Tub & Pool in Kinsale!

9.6 out of 10, Exceptional, (15)
"There are so many wonderful things to say about this beautifully maintained property. The positives were 2 dishwashers, 2 ovens, 2 refrigerators (one by the pool), ice machine, lots of seating on outside porches, large pier w/motorized lift platform to get in and out of the water, luckily a backup generator (we had a bad storm while we were there), pool is shallow and great for water walking, beautiful views from the inside and outside, great crab traps, very safe fire pit, most well equipped...
Riverfront Paradise w/ Hot Tub & Pool in Kinsale!
Modern 3-bedroom house in Colonial Beach with access to pool and private hot tub
Terrace/patio

Modern 3-bedroom house in Colonial Beach with access to pool and private hot tub

Modern 3-bedroom house in Colonial Beach with access to pool and private hot tub
Inviting and Serene Home on Monroe Bay Creek
Fridge, microwave, oven, stovetop

Inviting and Serene Home on Monroe Bay Creek

10.0 out of 10, Exceptional, (65)
"Loved location, house and all the details. Everything you need or want. Check in and out made easy too-we are so thankful we chose here-was amazing."
Inviting and Serene Home on Monroe Bay Creek
Perfect Pointe, Cobb Island, Maryland
Terrace/patio

Perfect Pointe, Cobb Island, Maryland

10.0 out of 10, Exceptional, (52)
"Family adventure with our two adult children and their families. Perfect Pointe met all our needs and more. The house had plenty of space and comfort throughout. Outdoors provided numerous opportunities for any number of interests. Definitely plan a return! The Kling Family."
Perfect Pointe, Cobb Island, Maryland
Waterfront House with Dock, Kayaks, & Sailboat!
TV, fireplace, table tennis, books

Waterfront House with Dock, Kayaks, & Sailboat!

9.0 out of 10, Wonderful, (30)
"We stayed for a motorcross race (son was racing). We didnt do much at the house. Its nestled back in a quiet point on the water. Easy commute to and from to the grocery/simple shopping stores. Starbucks right down the street for you coffee lovers. The interior decor is simple and antique."
Waterfront House with Dock, Kayaks, & Sailboat!
5 bedroom, 8 bed, 3 story house a block from beach
Fridge, microwave, oven, stovetop

5 bedroom, 8 bed, 3 story house a block from beach

9.6 out of 10, Exceptional, (13)
"Everything went extremely smooth. Check in was easy. House was nice and clean. Had a lot of fun with the gaming stuff they had set up! The house had everything you could imagine and more! Owners were extremely nice and informative. Recommended good places to go and eat. Overall great experience and would definitely go again."
5 bedroom, 8 bed, 3 story house a block from beach
Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (20)
"Best couple of days on the water we've had. Enjoyed the private beach, the kayaks, the hot tub, and the wonderful house. We will definitely be back. Frank was the perfect host. Thank you! "
Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!
Mid-Century Modern on Private Beach, Designed by Award Winning Architect!
Exterior

Mid-Century Modern on Private Beach, Designed by Award Winning Architect!

10.0 out of 10, Exceptional, (77)
"An absolutely beautiful, architecturally fascinating, spotlessly clean, well stocked home with views that go on for literally miles. We spent a late winter weekend there with a fire roaring in the fireplace and mussels on the stove. Hosts were exceptionally responsive and very attentive. Highly recommended. One of the best experiences we've ever had in home rentals! "
Mid-Century Modern on Private Beach, Designed by Award Winning Architect!
Large Luxury 4 bed/3 bath Beach House-2 Blocks to beach, 1 Block to Bay
Fridge, microwave, oven, stovetop

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
Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks
Terrace/patio

Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks

10.0 out of 10, Exceptional, (69)
"Property provides relaxation and entertainment for all ages. If you can think of it, it's already there. Clean, well-kept everything in working order. Will definitely consider a longer stay in the future. Thank you for this opportunity. "
Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks
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 property types in Hollywood

4BDRM River front house with Private Beach in Hollywood
Property grounds

4BDRM River front house with Private Beach in Hollywood

2.0 star property
9.8 out of 10, Exceptional, (6)
"The description was completely accurate. The house was better equipped than the description says. I would recommend this property to anyone traveling to the Southern MD area!"
4BDRM River front house with Private Beach in Hollywood
The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.
Outdoor spa tub

The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.

10.0 out of 10, Exceptional, (32)
"The place had was great, hot tub overlooking private beach on the Potomac. Kitchen had nearly everything you could need. Very responsive host. There is spotty cell service at the house, but the WiFi helps. If I was going to add anything to this rental, it would definitely be a full-length mirror. "
The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Property grounds

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

9.8 out of 10, Exceptional, (129)
"We had the most magical weekend stay at this charming riverfront house. The view was absolutely breathtaking—watching the last rays of sunlight from the screened porch felt like pure serenity. The home itself was spotless, cozy, and beautifully decorated in a simple, elegant way that instantly put us at ease. Every detail was thought through—from gleaming clean dishes to every kitchen gadget imaginable (yes, even a Kuraje coffee maker and a funky outdoor stove!).What truly made this stay...
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
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.