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

Our stay at Rebecca’s was perfect - the house is cozy and has everything needed for a home base. We really appreciated all of the extra touches and Rebecca’s excellent communication. Our pup was right at home too, and having the double doors at the side entry was great for her.

Connie’s place was great! Looked just like the photos. The house was clean and in a great area. Nice and friendly neighbors. We enjoyed the community beaches that are super close, clean and dog friendly. It was a prefect weekend trip. We would book here again!

⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️ We came here to celebrate my daughter graduating from HS. This place is perfectly prepared and exactly as described. In a nutshell, the home is brand new and beautifully designed, yet tastefully simple, all in an amazing-looking and peaceful setting. Garrett and Lauren thought about everything. I am so used to renting AirBNBs and always having to pack extra "stuff" in case the towels end up being too thin, or the bed sheets below standards. THAT WAS NOT THE CASE here. The hosts made sure to have high-quality and clean linens, towels, appliances, furniture, mattresses, you name it... They did not cut corners, which reflects the utmost respect to guests. Wonderful experience. Thank you, Garrett and Lauren, for the awesome home, kindness, and above and beyond attention before, during, and after our stay.

We visited Southern Maryland for a family wedding. The property is beautiful and peaceful. Beds are comfy, house comfy, and they thought of the little things like : a full sized ironing board & Iron, beach towels, good soaps, and all you need for s’mores!Their welcome handbook was very detailed. Our only regret was that we could not spend more time on the property itself (because of family events). Would have loved to use the kayaks and the fire pit. My brother did use hot tub. Great stay! Highly recommend

Jess' place is fantastic! Truly, our favorite AirBnB to date. We will return when we are visiting the area again. We loved how clean, spacious, and peaceful the home is inside and the beautiful spaces to relax and enjoy outside, too. All five of us had space to spend quality time together and on our own throughout our stay. Very thoughtfully furnished, proactive communication, and simple check-in and out! 10/10.

great place to stay in Solomons.. the house is indeed roomy and walkable to all the dining places! excellent host.

We had such a wonderful stay! The house was beautiful, peaceful, and had everything we needed for a relaxing getaway. The layout was perfect for spending quality time together while still giving everyone space to unwind. Private beach access made it even more special—we made great memories, met some lovely neighbors, and even had a chance to paddle board and spot a stingray! Huge shout-out to Leigh, our amazing host—so thoughtful, responsive, and kind. We’re so grateful for the experience and would absolutely stay here again. Highly recommend!

We enjoyed our stay at Jan's cottage. Very clean, spacious and very good amenities. Jan was very responsive and informative on local places to visit/eat. The property is beautiful and peaceful. Just what we needed to have a relaxing weekend. Will visit again, Highly recommend!

This was my second stay at this Airbnb, and it was just as fantastic as the first—if not better! Returning felt like coming back to a peaceful little retreat. The space remains just as charming, clean, and thoughtfully put together, with every detail designed for comfort and ease. This time around, I was able to fully enjoy the private outdoor patio, and it truly elevated the experience. Whether sipping coffee in the crisp morning air or winding down with a cocktail in the evening, it quickly became my favorite spot to relax. The hosts continue to go above and beyond—warm, responsive, and clearly dedicated to making every stay exceptional. I’m already looking forward to my next visit. Still highly recommend without hesitation!

It was a great and very calm place to stay!

We enjoyed our stay! Easy drive to Alexandria, Georgetown, and all DC attractions. Home was comfortable and exactly as described.

I just had the most amazing stay here. It is in such an awesome location and the unit was absolutely gorgeous. Uche was an amazing host and I would not hesitate to stay here again!

Erin offered very clear instructions that offered easy access. The Airbnb was spacious, very clean and had a super comfortable bed and pillows. It felt like you are in a lovely treehouse when sitting on the deck. It was lovely. The area is active and fun with great restaurants.

This was a gem of a stay in a great location. Close to shops and restaurants but felt secluded and serene. Easy for those needing to commute to DC. Felt like a home away from home.

Our second time here! An absolutely adorable gem of an Airbnb with the nicest hosts and most beautiful garden and dock on the River! Great restaurant recommendations, super comfortable beds, and lovely living room. Perfect for families visiting the beloved St. Mary’s River.

Lena was an amazing host! If I could give her a 10 star ⭐️ review, I would. She was very responsive, accommodating, and understanding. Her place was immaculate and exactly as pictured. We had everything we needed, and I’m positive if we needed anything else she would have immediately made sure we were taken care of. I highly recommend her beautiful, comfy, cozy place, without any hesitation, and the next opportunity we have to visit, we will stay again!❤️

This home was clean, and there was plenty of room. The outdoor space was excellent. The host communicated well and responded quickly. We had no issues.

Brandon’s home was as beautiful as the pictures. We loved how easy it was to walk to everything in the town. The pool and rooftop patio were an added bonus. We enjoyed cooking in the large kitchen, and the house easily accommodated our group of 8. We will be back!

I lucked into David's place while attending a conference in National Harbor. The two-bedroom apartment was large, recently refurbished and more than met my needs. It was extremely convenient to the convention center. The staff at the resort were helpful and pleasant and the jacuzzi tub in the apartment --and lovely outdoor jacuzzi in the main resort-- ended up being a treat as well as a blessing for my sore back. The price is high but so are all the hotel prices in the area plus the apartment is big and there were amenities at the Club Wyndham that you don't get at other places. Would stay again if I have to return for another conference

Chris was a great host making check in and out so easy and flexible! The location of the place was perfect for walking to the market and to get coffee! The space was exactly like the pictures and perfect for a quick getaway with my fiance! Recommend this place!

Clean. Parks and rec. Close to food.

I was upgraded to a 2 bd 2 bath suite and it was amazing! We didn’t need all the space as it was just 2 adults and a toddler but it was still very much appreciated for the price paid. The area is perfect with lots of restaurants, the harbor a short walk away and many other easily accessible activities. This is a timeshare resort, if you’re not interested in the presentation just say no but expect that you will be solicited. The resort had so many wonderful accommodations and is so kid friendly. The only complaint I had was that one of the bathroom sinks clearly hadn’t been cleaned which I found odd because everything else seemed pristine so I didn’t make much of a fuss about it just cleaned it myself. I would definitely return.

Lucas was great.! Had a few hiccups because of the holiday season and Lucas went above and beyond to help solve the issue!

This was a great place for our family to stay for our fall break trip to D.C.! We were so close to the Metro station, and it was really convenient to shops and restaurants. The layout was great for us to spread out. Kirstie was attentive and helpful. Highly recommend!