
Holiday rentals with outdoor seating in Talbot County
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Top-rated rentals with outdoor seating in Talbot County
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House rentals with outdoor seating

Premier St Michaels Cottage- In Town Location
Stayed here Memorial Day Weekend with my family of 4 and dog and had the most lovely time! The house is very clean and conveniently located to everything! Thomas was an excellent and communicative host. We will most certainly stay here again!

River House on the Choptank
The house was perfect for us. We were in town for grandson's graduation and needed extra space and this definitely delivered. The property was amazing. Even though we couldn't physically enjoy much outside activities due to the rain we did get to enjoy beautiful views of the river from the large picture windows. Steven was always quick to respond to messages which was much appreciated!

Gorgeous, waterfront home - Perfect for Families.
Clare and Chris could not be nicer and easier to work with. My family/friends have been getting together since 1994 and have been to many great Airbnb's and VRBO's. My group could not stop telling me how great of a week we had. The primary features that were import to us which the house scored big are as follows: It has a dock (we arrived via boat), The kitchen is big, laid out for many "Cooks", The kitchen was open to the dining room table, The dining room table is open to the sitting areas, The pool was clean and inviting, The fire pit with seasoned firewood was a big hit for our group, All the beds were comfortable, The bedrooms were large and comfortable, The baths were clean, modern & large and The location to "What to do in Cambridge" is only 7-10 miles away. We made prearrangements: Richardson Maritime Museum to have a guided tour with David Williams on Friday and Spocott Windmill with George Radcliff. Both of these tours were fascinating. Our weekend was 5-Stars.

• Peaceful Point • A relaxing waterfront retreat
Peaceful point was stunningly beautiful! A perfect place for adults and kids to unwind and enjoy the scenic views and beautiful nature. Joanna was the best host and surprised us with a little welcome package with a kind welcome card and some of our favorite treats from Trader Joe’s! She was so helpful and responsive via text. Can’t thank her enough!

WaterfrontHotTubPvtPierFirePitKayakGrillQuietHouse
One of the best places we have stayed! Nice and peaceful! We had the best time at Maria’s place.

Storybook 3 Br 3 Ba cottage, quiet, 1 blk to water
Karyn's home, nestled along the Choptank river, and just across from the original "Glasgow" estate dating back to the 1700s, is just charming. We used the three bedrooms and found everything cozy, comfortable and clean. The home is very well laid out with an inviting kitchen joined by chairs in front of a beautiful fireplace. There's also a TV area with a huge couch, plus bathrooms in every bedroom. Hats off, they are doing a great job with their BNB. We'll be back!

Small, peaceful getaway
A peaceful, comfortable accommodation, pleasant and immaculately clean. The kitchen has all new appliances and is thoughtfully supplied. The bathroom is also sparkling new, with a great bathtub jacuzzi. Host Heather is friendly and responsive. The area is unique and historic.

Waterfront, Dog friendly, St Michaels home
Wonderful stay, house is beautifully decorated, clean and cozy. Enjoyed the adirondack chairs, fire pit and stargazing at night. We would certainly rent again!
Apartment rentals with outdoor seating

Saint Michaels Luxury Get Away
Best place to stay in St Michaels! Pristine and right in the heart of the town. Walkable to everything. We loved every bit of our stay. Michelle was easy to communicate with and allowed us to check in early. We arrived to a bottle of champagne and thoughtful snacks and treats. Incredibly comfortable and newly renovated. Highly recommend. Will be staying here again next time we’re in the area!

SUPER WATER-VIEW 1 BEDROOM APT/CAMBRIDGE MARYLAND
Larry's place was perfect. We were able to book with him last minute for the Eagleman and he was able to accommodate our needs. It was a pleasure to meet Larry and have him give us a tour of the home. He was a great host. Would recommend to anyone!

Blue Crab Lodge
Brian, we really enjoyed our stay even though it w has only one night. We celebrated my sister’s birthday and the walkable location was perfect. Thanks.

Crow’s Nest Cottage - Down Under: Chesapeake Bay
I cannot say enough about Paul! Proactive, great recommendations and an all-around fantastic fellow! My children, two dogs, and I had a wonderful time and would come back in a heartbeat! The place itself is immaculate and has a gorgeous view of the Chesapeake Bay. Minutes from the Naval Academy and an easy ride to the Greenbelt metro so we could catch a DC United game in the city.

⋘ Lakeside Apartment ⋙| Private+Cozy Setting |
Host was responsive, rental was as pictures with no surprises and clean upon arrival. Would stay there again

Little Slice of Cambridge. 2 bedroom, pet friendly
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.

Charming Apt. in St. Michaels
We stayed in the other unit a few years back and it was great. This unit did not disappoint either. Clean, comfortable and stocked with whatever we needed. The bed was very comfortable. I wish I had Jill's flare for interior decorating. It's adorable! The location can't be beat. Park it and enjoy. We walked everywhere. I loved sitting on the porch right on the main street. Everyone says "Hi!" when they walk by. Beautiful town!

Farm View Room at Happy Campers
Cannot say enough nice things about this place! Hosts were very welcoming (fresh cookies included!) and their space was incredibly relaxing. While the yard and outdoor amenities were shared with the other guests, there was ample space in the yard between the adirondack chairs, lounge chairs, and hammocks. Hosts also have kayaks, floaties, lawn games, and bicycles for guests to use.
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- Nationals Park
- The White House
- Betterton Beach
- National Mall
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Hampden
- District Wharf
- Smithsonian National Museum of Natural History
- M&T Bank Stadium
- Sandy Point State Park
- Washington Monument
- Patterson Park
- National Air and Space Museum
- National Harbor
- Smithsonian American Art Museum
- Lincoln Park
- Meridian Hill Park
- Quiet Waters Park
- Crystal Beach Manor, Earleville, MD
- Maryland Renaissance Festival
- Flounder Pavilion Beach Front - Sandy Point State Park
- Library of Congress
- Plantation Lakes Golf and Country Club