Vacation rentals with outdoor seating in Hollywood, St. Mary's County

Find and book unique outdoor seating rentals on Airbnb

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Popular amenities for Hollywood, St. Mary's County outdoor seating rentals

House rentals with outdoor seating

Guest favorite
The two-story beachfront home is surrounded by a grassy area, showcasing a white exterior with multiple decks. Steps lead from the ground level to the first floor deck, while the second floor features a balcony. A gentle sky is visible overhead.
Home in Lusby
4.89 out of 5 average rating, 63 reviews

Beachfront Oasis with Amazing Views

BrittanyRating, 5 stars1 week ago
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.
Guest favorite
A two-story waterfront house is surrounded by a spacious yard. Adirondack chairs are arranged around a firepit, with a large porch featuring multiple entries. Large windows allow for natural light, and a light blue exterior enhances the charm of the property.
Home in Newburg
4.96 out of 5 average rating, 68 reviews

Beautiful, serene waterfront property

BobbyRating, 5 stars1 month ago
Enjoyed the stay!
Guest favorite
The backyard features a circular gravel area with multiple Adirondack chairs arranged around a fire pit. A deck extends from the upper floor of the house, while a swing set is visible in the background. Lush trees and blue skies create a serene outdoor setting.
Home in Colonial Beach
5 out of 5 average rating, 8 reviews

DolceLuna!

DiedraRating, 5 stars4 months ago
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.
Superhost
Home in Saint Leonard
4.75 out of 5 average rating, 12 reviews

Waterfront! The River's Roost on the Patuxent!

AlexandrosRating, 5 stars2 months ago
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!
Superhost
A living room presents a blend of comfort and functionality. A large sectional sofa sits against a blue accent wall, complemented by a patterned chair. Natural light fills the space through two large windows, and a small desk is positioned next to the entrance.
Home in North Beach
4.83 out of 5 average rating, 24 reviews

Cozy Cottage 3 beds 2 baths

JessicaRating, 5 stars3 months ago
We had no issues. The place was nice and clean. It’s a perfect central area between Baltimore and Washington DC.
Guest favorite
A spacious living area features a mix of comfortable seating, including a blue armchair and a grey sectional sofa. Large windows provide natural light and views of the outdoors. A dining table with wooden chairs is positioned nearby, complementing the stone tile flooring.
Home in Leonardtown
4.87 out of 5 average rating, 15 reviews

Garden Getaway

LindsayRating, 5 stars1 month ago
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!
Guest favorite
A covered porch area is furnished with a dark wicker seating arrangement, highlighted by blue and yellow striped cushions. A wooden coffee table sits in the center, positioned over a light-colored area rug. A view of water and a shoreline is visible in the background.
Home in Scotland
5 out of 5 average rating, 29 reviews

Bay Front Beach House

NicholasRating, 5 stars5 days ago
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.
Guest favorite
A wooden deck features a dark gray dining table surrounded by matching chairs. An umbrella is positioned at the center of the table, providing shade. The railing offers a view of the surrounding green space and nearby townhouses in the distance.
Home in Colonial Beach
5 out of 5 average rating, 19 reviews

Modern River Relaxation

JoshuaRating, 5 stars2 months ago
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

Superhost
The living area features a cozy seating arrangement, including a gray sofa and two accent chairs, one in red. A wooden coffee table sits in the center, surrounded by a patterned area rug. A floral wall art piece is displayed above the sofa, and natural light filters through a window with sheer curtains.
Apartment in Prince Frederick
4.76 out of 5 average rating, 21 reviews

Pop's Place

ChrisRating, 5 stars1 month ago
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!!!
Top guest favorite
A light-filled entryway features two comfortable armchairs beside a small round table adorned with a flower vase. Natural light filters through the large windows, revealing a view of blooming pink flowers outside. The space is complemented by a stylish door with a modern light fixture.
Apartment in Solomons
4.99 out of 5 average rating, 285 reviews

Walk to famous Tiki Bar on Solomons Island!

MikeRating, 5 stars1 week ago
Exactly what I wanted. A comfortable, cozy, quiet getaway, walkable to phenomenal scenery and restaurants. Loved it.
Superhost
The living room features a combination of cozy furnishings, including two upholstered chairs and a sofa with patterned cushions. A wooden coffee table sits centrally, with a low-profile fireplace and a large television mounted on the wall, enhancing the inviting space.
Apartment in North Beach
4.75 out of 5 average rating, 64 reviews

Cheery 1st Level of Beach House -Walk Everywhere!

DanielleRating, 5 stars12 months ago
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!
Top guest favorite
A weathered wooden shed is positioned near the water, adorned with a wall emblem. A sturdy picnic table and two folding chairs are set on the expansive wooden deck. A storage box and fishing gear are nearby, enhancing the outdoor recreational area.
Apartment in California
4.98 out of 5 average rating, 85 reviews

Blue Heron on Little Kingston Creek

ScottRating, 5 stars3 weeks ago
Dave and Karen are wonderful. Everything about our stay was excellent. I would highly recommend this to everyone.
Top guest favorite
A serene outdoor seating area is framed by lush greenery and colorful flowers, leading to an expansive view of Breton Bay. A decorative lantern hangs from the pergola, enhancing the tranquil atmosphere of this inviting garden space.
Apartment in Leonardtown
4.98 out of 5 average rating, 134 reviews

Stunning Sunsets on Breton Bay, Seaside apartment

KyleRating, 5 stars1 week ago
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!
Guest favorite
The spacious living area is furnished with a large sectional sofa and two chairs, set over a light-colored area rug. A wooden coffee table sits in front, with natural light illuminating the space from ceiling lights and a nearby kitchen area featuring modern appliances.
Apartment in Colonial Beach
5 out of 5 average rating, 23 reviews

Sandy Feet Retreat - Beachfront

RosemarieRating, 5 stars1 week ago
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.
Top guest favorite
The image captures a serene waterfront scene, showcasing a long wooden dock extending into the calm river. Lush greenery lines the riverbank, while a clear blue sky with scattered clouds provides a picturesque backdrop. The tranquil water reflects the surrounding landscape.
Apartment in Lexington Park
4.97 out of 5 average rating, 559 reviews

Historic St. Mary's City, MD

WendyRating, 5 starstoday
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.
Top guest favorite
Apartment in Waldorf
4.97 out of 5 average rating, 118 reviews

Waldorf MD: Gingko Lane: MCM Vibe Newly Renovated

PedroRating, 5 stars1 month ago
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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