
Vacation rentals in Shady Side
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Top-rated vacation rentals in Shady Side
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Popular amenities for Shady Side vacation rentals
Other great vacation rentals in Shady Side
Guest favorite

Apartment in Upper Marlboro
4.95 out of 5 average rating, 131 reviewsDC Oasis- hot tub, pool, theater/game rm, & more
JasonRating, 5 stars4 days ago
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.
Guest favorite

Place to stay in Shady Side
5 out of 5 average rating, 41 reviewsRound House -- Panoramic Views -- Chesapeake Bay
JenniferRating, 5 stars20 months ago
Sarah’s place is one of the most beautiful Airbnbs we have ever stayed in. We cherished every minute! The view from the house and deck is unmatched. The peaceful bay and wildlife was heaven for us and we didn’t want to leave when the weekend was over. The home has everything you need to make your stay so comfortable. Highly highly recommend this home.
Top guest favorite

Home in Edgewater
4.98 out of 5 average rating, 57 reviewsEntire Beach House with Pool and Hot Tub
MalindaRating, 5 stars4 days ago
We were very relaxed at our stay. It was quiet and the ocean was just down the street. We would go and sit on the bench and just listen to the waves.
Superhost

Home in Shady Side
4.88 out of 5 average rating, 181 reviewsCattail Landing- Photographer's Waterfront Retreat
AshleyRating, 5 stars8 months ago
We had a wonderful time during our visit. The peaceful environment on the water was just what our group needed. Thank you!
Top guest favorite

Barn in Davidsonville
5 out of 5 average rating, 14 reviews1bd 1 ba detached guest loft
CharlesRating, 5 stars4 days ago
Mary was an excellent host. Any question I had she responded in great time. Mary's place is set up great. Had everything you need. Super peaceful and quiet. Would stayed longer if I could have. Recommend to anyone.
Guest favorite

Cottage in Edgewater
4.92 out of 5 average rating, 50 reviewsWaterfront Cottage with Private Pier
RafaelRating, 5 stars2 weeks ago
This is now one of my favorite places to stay at MD bayside! Definitely love it. It is just perfect fit to relax, and definitely have fun at the same time.
Guest favorite

Home in Shady Side
4.96 out of 5 average rating, 55 reviewsThe Cottage
DanRating, 5 stars1 month ago
We had a very nice stay. Everything was SO clean! Thank you.

Cottage in Shady Side
4.9 out of 5 average rating, 41 reviewsLuxe Chesapeake Cabin * River View* Fire Pit*
VanessaRating, 5 stars3 weeks ago
My family and I really loved staying at Jared’s home, not only was it beautiful, but we really liked the fresh air and nature! Jared was very kind, responsive, and was always there to help us with anything we needed. (the best host!!!) We really enjoyed this experience and highly recommend it. Thank you!
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- Nationals Park
- The White House
- Betterton Beach
- National Mall
- Georgetown University
- Hampden
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Smithsonian National Museum of Natural History
- District Wharf
- M&T Bank Stadium
- Sandy Point State Park
- Arlington National Cemetery
- Washington Monument
- Georgetown Waterfront Park
- Patterson Park
- National Air and Space Museum
- Great Falls Park
- National Harbor
- Smithsonian American Art Museum
- Meridian Hill Park
- Lincoln Park
- Congressional Country Club
- Maryland Renaissance Festival