
Holiday rentals with outdoor seating in Chesapeake Ranch Estates-Drum Point
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Top-rated Holiday Houses with Outdoor Seating in Chesapeake Ranch Estates-Drum Point
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Holiday House Rentals with Outdoor Seating

Osprey's roost: Spring and summer 2025
Very roomy for a family vacation. Great location and covered porch was great for taking in views of river and enjoying summer breeze. Host was responsive and provided detailed instructions.

Waterfront Getaway with Dock
We loved the experience from booking to check-out. The setting exceeded our expectations. Peaceful and beautiful landscape. Easy to launch kayaks. Chickens were an added bonus. Appreciated the close proximity of Blackwater. Would love to return.

Church Creek Charm (close to Blackwater Refuge)
This place truly was charming! It was a peaceful home and just as described in the listing. Great value and plenty of space for our family of 3. We came because we wanted something close to Blackwater National Wildlife Refuge and it was the perfect, close location! Also not far from the little downtown for a nice dinner out at RAR brewing over the weekend, and Rebecca was helpful in suggesting good local spots to check out. Rebecca was a great host, providing clear instructions & communications before, during & after our stay. Her family home felt cozy & inviting, and she was great with all the little details that made the house feel special! We would recommend this place & would stay here again if we're in the area!

Jul&Aug Avail | Waterfront+Beach+Pool | Gameroom
What a find! We were attending a wedding on the Potomac and found this gem of a place basically right next door. A perfectly appointed home in a peaceful, tranquil, beautiful setting. Connie was great! Responsive to our need to find the iron, not exactly an emergency, Connie responded immediately with it's location. Loved it!

Peace Point - Waterfront, Secluded, Home w/hot tub
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

Luxe Modern Chesapeake Waterfront Oasis - 5 Star
The venue, property and service made great memories. Our host went above and beyond to help and especially with a special request that only an exceptional person would do. We had a wonderful stay and look forward to another visit.

Sunset Breezes - quiet waterfront retreat
Scott and Melinda's place was perfect for a peaceful getaway for our family of 5. The water was so nice to wake up to and fall asleep hearing the water move by! The thought of all the basic needs and had everything easily accessible from fresh eggs from their chickens, a great variety of coffee pods and creamer, and all the other small needs that come up while staying in an airbnb. This was great since it is off the beaten path. If you are looking for some peaceful family time or a secluded retreat with friends, this is a perfect place!

3 bedroom/2.5 bath Smith Island bungalow with dock
Wonderful accommodations for a relaxing visit to a beautiful island!
Apartment rentals with outdoor seating

1/2 Block From King Street, King Bed Free Parking
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!

DC Oasis- hot tub, pool, theater/game rm, & more
This is a great place to stay and tour the DC Metro area - provided you have a car. Most days it would take us 30 minutes to get to and from DC though if we hit rush-hour, it was as long as an hour. The space is tidy and great. My kids love the pool, though it was a little cold for me-they swam there every night. Jennifer is great to communicate if you have any needs she gets stuff done right away. Note that there is only one bathroom, which can be a pain if you have a full house of six people. The washer and dryer are small so it will take you longer if you’re used to a full size. She had all the cooking methods and appliances available. The theater room has Netflix and Amazon prime ready for you to watch a show. There is even a popcorn maker. We did not use the gym, but it was nice - comparable to a small hotel gym. Property is in the owner’s basement, so there is some sound from upstairs as identified in the listing. Host stays out of your way but is there if you need anything.

King Bed <|> A Stylish Executive Suite Xcape
Wonderful stay! Location was great very close to metro. Lots to do in Old Town. Place was just as described and very clean! Would stay again!

Cute room, basic kitchenette & deck! Pet friendly
Stayed at Erin’s place for a night and wish it was longer! The room is steps away from the restaurant I met with my friends at. It is situated near all that Del Ray and the rest of Alexandria has to offer. In addition, the bed was quite comfortable and the suite itself is quite luxurious.

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!

Little Slice of Cambridge. Newly listed, 2 bedroom
We rented A Little Slice of Cambridge because of the Iron Man competition held that weekend. It was convenient to the venue...and allowed to walk to the competition and nearby restaurants. Pamela was a wonderful host...communicating easily. The rental was well stocked with toiletries, dishes, pots and pans and extras. The house was comfy and the beds comfortable. An enjoyable stay...unfortunately, we weren't able to stay for more sightseeing...although I did walk down to the Lighthouse and beautiful wharf.

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!

Charming Studio in the heart of St. Michael's, MD.
Place was nice and in a good location. Host was responsive. Good news is that it’s in a good location, but it is by the main road and can get a little loud, probably mostly on weekend nights. But places close early, so noise doesn’t last long..
Condo rentals with outdoor seating

Modern Spacious Oasis: 2 King Beds-Parking-Deck
Joe's Place was fantastic, it's one of the best airbnbs that we've ever stayed at. His attention to detail was great Everything is brand new. air conditioning and heating worked wonderfully, the kitchen is fully stocked with everything that you might need. Appliances are all new, everything is super clean and spotless. Location is great, it's close to everything that you might want to see while visiting the area. It's a nice neighborhood and we felt very safe. We highly recommend this place and would definitely stay again with Joe.

Rooftop bay and river views
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!

Attractive one-bedroom unit on Capitol Hill
This is a rare find and a real treat. I was visiting DC from the UK and had originally planned to stay in a hotel in downtown but as I live in a quiet English village I was worried about lack of sleep from the big city buzz. I searched for an Airbnb (as I always favour these v hotels) which highlighted safety and peace - and Celia's lovely apartment came up. This is such a fabulous place to stay in DC: very quiet and safe area, no night time noise, within 5 minutes of the metro station for a quick same-line journey to the centre, and very clean and comfortable. I loved every minute. The icing on the cake is it's such a great value. Thank you so much, Celia.

Airy, Bright & Modern Townhome in Capitol Hill
If you’re looking for a spot on DC within a mile of the Mall, this is it. There are two large bedrooms, one smaller bedroom and three full sized bathrooms. The layout was incredible for the four of us, giving everyone privacy and space! Looking forward to coming back!

Capitol Hill 2-BD/1.5-BA - Prime location!
Very nice and quiet apartment in great Capitol Hill neighborhood. Walkable to many places including the Capitol building itself. Updated, very tasteful and clean. Enjoyed the stay, definitely would come back.

Cozy Oxford Getaway
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!

Hill East BnB - Modern Style and Comfort 3BR/3BA
My friends and I had an amazing stay at George’s place. The location was perfect, we weren’t far at all from the attractions we wanted to see. The unit was very spacious, beautifully decorated, and very clean. My favorite area was the patio and my friends enjoyed the shower with the jets after a long day of traveling. I would definitely stay again and recommend highly to anyone visiting DC.

DC’s Southwest and Navy Yard Welcomes You!
My husband and I came for the Nationals vs Cubs series and the location couldn’t have been better! The house was spotlessly clean, well-maintained, and exactly as described in the listing. Israel was incredibly responsive and helpful, always quick to answer any questions and made check in and check out smooth and hassle free! You can really tell he cares about his guests’ experience. Highly recommend this place for anyone looking for a comfortable and conveniently located stay!
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- Nationals Park
- District Wharf
- Sandy Point State Park
- National Air and Space Museum
- National Harbor
- Lincoln Park
- Maryland Renaissance Festival
- Flounder Pavilion Beach Front - Sandy Point State Park
- Quiet Waters Park
- Ragged Point Beach
- Leesylvania State Park
- International Spy Museum
- Library of Congress
- Breezy Point Beach & Campground
- Gerry Boyle Park
- Brownies Beach
- Idlewilde Restoration Project
- Rose Haven Memorial Park
- Chesapeake Beach Water Park
- United States Botanic Garden
- Six Flags America
- Matapeake Clubhouse and Beach
- Quiet Waters Dog Beach
- Oxford Beach