
Vacation rentals with outdoor seating in Hollywood, St. Mary's County
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Top-rated outdoor seating rentals in Hollywood, St. Mary's County
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Popular amenities for Hollywood, St. Mary's County outdoor seating rentals
House rentals with outdoor seating

Beachfront Oasis with Amazing Views
Michael's place was perfect for our spring break getaway. I really liked the laid back beach vibe and how kid friendly the house was. The kids were able to walk to beach themselves and had a great time on the trampoline! We loved seeing who could find the most shark teeth.

Beautiful, serene waterfront property
Enjoyed the stay!

DolceLuna!
The house was amazing. Very spacious and cozy. The description of the house is very on point. There were even Christmas decorations up which added ambiance considering we traveled there for Christmas. We did have to move a few out of harms way(the little kids), but all in all the decorations added flair to the space. There wasn’t much interaction, because everything was great. But we were kept informed of the necessary information.

Waterfront! The River's Roost on the Patuxent!
My wife, 4 year old son and I enjoyed a week at John’s beautiful home on the Patuxent River. The house and property were perfect and the views were amazing every day. The house had everything we needed and we felt right at home. He was very responsive and helpful when we had questions. We look forward to staying here again in the summer!

Cozy Cottage 3 beds 2 baths
We had no issues. The place was nice and clean. It’s a perfect central area between Baltimore and Washington DC.

Garden Getaway
We had the pleasure of staying here during the winter while we looked for a place to live. It was perfect! Quiet and peaceful yet super close to all restaurants and stores. We had some snowfall and the views were stunning! Once it warmed up we even got to see some wild life in the woods behind us. Lovely huge porch! Lots of space in garden escape. Can bring the entire family and more!!! Nice big driveway for easy turned around. Patrick was beyond responsive for all my questions.Whether is was just informing be as something as simple as an Internet outage in the area or we had one situation with an unsure smell. Patrick acted immediately on the problem and it was resolved within 2 hours from start to finish. Cannot recommend this place enough!

Bay Front Beach House
Wow what a view. Family had a wonderful stay. House is big and well equipped. Internet is strong and plenty of hot water for all. House has access to a private beach that the small grandkids enjoyed. Definitely would stay again.

Modern River Relaxation
This was a beautiful home with everything you need and more to feel at home! The hot tub was relaxing and the screened in porch made for a relaxing hang out area. The host was super friendly and responds right away! 10 out of 10 experience will be booking a stay here again in the future!
Apartment rentals with outdoor seating

Pop's Place
Ms. Marcea was an excellent host! She checked on me to make sure I had everything I needed throughout my stay. Being here for a month, she would occasionally drop off some goodie bags, fruits and veggies and a sweet treat!! I work nights and had NO trouble sleeping. The house is quiet, the apartment is private, and I would certainly come back and stay! Thanks so much, Marcea!!!

Walk to famous Tiki Bar on Solomons Island!
Exactly what I wanted. A comfortable, cozy, quiet getaway, walkable to phenomenal scenery and restaurants. Loved it.

Cheery 1st Level of Beach House -Walk Everywhere!
We stayed at Maria’s place while visiting our wedding venue (Herrington on the Bay) for a tasting! It was super close and convenient, especially since we have 2 small pups and love brining them with us :) Maria was extremely helpful with recommendations for restaurants close by, and her place was cute, quaint, and well stocked. We felt very much at home! She was also flexible with allowing us to check in a couple hours early so we could drop off our stuff and the pups before heading to the tasting, which really helped us out. And the back yard area was perfect to let the pups run around and get out some energy. We will definitely be recommending Maria’s place for vacationers and future wedding guests! Thanks again!

Blue Heron on Little Kingston Creek
Dave and Karen are wonderful. Everything about our stay was excellent. I would highly recommend this to everyone.

Stunning Sunsets on Breton Bay, Seaside apartment
What a calm and peaceful private retreat! My fiancée and I spent a couple of days enjoying the brisk bay breezes and beautiful sunsets at Vickie’s. Everything was exactly as advertised and Vickie (and Scott) are true treasures—extremely responsive and thoughtful hosts who want you to have everything you need. Plus, their knowledge of the area gave us a great introduction to Leonardtown. So much more to the area than we thought! Whether birdwatching from “the best view on the block” or reflecting on the glider by the bay, we loved every moment of quiet and can’t wait to visit again. Thank you!

Sandy Feet Retreat - Beachfront
Sandy Feet Retreat in Colonial Beach was a great place to take my daughter and the grandkids for a 3 day Spring Break holiday. The condo was beautifully furnished and very well located on the boardwalk. My family loved having access to the beach right outside the condo and spent many hours collecting shells and sea glass. Fishing from the pier was a thrill for my grandson. I enjoyed peaceful mornings on the balcony and evening time there listening to the waves each day. Thank you Brittany for everything you do to assure a lovely stay for your guests.

Historic St. Mary's City, MD
The location was beautiful and the home was very cozy. Sitting on the screened porch, reading and enjoying the view of the yard and water was good for the soul. It was very quiet and we had all the amenities we needed.

Waldorf MD: Gingko Lane: MCM Vibe Newly Renovated
We spent a month in this apartment while waiting for our new home, and we couldn’t have asked for a better experience. From the moment we arrived, everything was perfect—the apartment was spotless, beautifully furnished, and had all the amenities we needed to feel right at home. It was spacious, comfortable, and an absolute pleasure to stay in. What truly made this experience exceptional was the hosts. They were beyond amazing—thoughtful, responsive, and genuinely committed to making sure we had everything we needed. When we had an issue with the refrigerator, they didn’t just fix it; they replaced it with a brand-new one within two days! Their kindness and efficiency made us feel incredibly valued as guests. Spending a full month here, we truly got to appreciate how well-maintained and well-equipped the apartment was. It was a perfect home away from home, and we are so grateful for the hospitality we received. We highly recommend this place to anyone looking for a fantastic stay!
Quick stats about vacation rentals with outdoor seating in Hollywood, St. Mary's County
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Nationals Park
- The White House
- Lincoln Park
- National Mall
- National Museum of African American History and Culture
- Georgetown University
- Sandy Point State Park
- Smithsonian National Museum of Natural History
- Smithsonian American Art Museum
- Washington Monument
- Arlington National Cemetery
- National Harbor
- District Wharf
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- National Air and Space Museum
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- Meridian Hill Park
- Gerry Boyle Park
- Leesylvania State Park
- Quiet Waters Park
- Maryland Renaissance Festival
- Lee's Hill Golfers' Club
- Ragged Point Beach