
Vacation rentals in Shady Side
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Top-rated vacation rentals in Shady Side
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Other great vacation rentals in Shady Side
Top guest favorite

Guest suite in Bowie
5 out of 5 average rating, 104 reviewsLuxury 1BR/1BA Private Suite Close to DC!
BrendaRating, 5 stars3 days ago
Carl’s place is lovely. He has everything you need to be completely comfortable. We loved the ambiance and felt right at home. Carl was invaluable and responded quickly to all my questions. A plus for me was the stainless steel cookware.
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, 58 reviewsEntire Beach House with Pool and Hot Tub
ParsaRating, 5 stars1 day ago
We had a wonderful experience staying at Peggy’s place. It is as pristine as it looks in the photos and is peaceful and relaxing. We especially loved the pool. We would definitely book again

Home in Shady Side
4.57 out of 5 average rating, 7 reviews3BR home near the beach w/bikes & W/D
MicheleRating, 5 stars13 months ago
We had the pleasure of meeting of staying for 4 days and everything you need for the stay was available. the kitchen was well kept and stocked. beds are super comfortable and the view was amazing!! I would suggest more towels but other then I'd rate this house 💯
Top guest favorite

Guesthouse in Edgewater
4.98 out of 5 average rating, 114 reviews1 large room efficiency in detached garage.
ThomasRating, 5 starstoday
5 stars for sure! The detached garage was even nicer than the photos! The neighborhood was so peaceful and had coffee just a short walk away. Rams Head on Stage was a blast of a concert venue too! Thanks Jocelyn for the awesome stay, pets, and local recommendations :) I would absolutely stay here again and strongly recommend
Top guest favorite

Barn in Davidsonville
5 out of 5 average rating, 15 reviews1bd 1 ba detached guest loft
CharlesRating, 5 stars5 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

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.

Bungalow in Deale
4.85 out of 5 average rating, 392 reviewsCozy waterfront getaway on the Bay
MichaelRating, 5 stars1 month ago
This place is awesome!!! Very quiet and nice neighborhood. This was the place that I chose for our 11 th wedding anniversary and could not ask for a better experience. The kitchen is what I loved the most . Many places to eat near by and the Chesapeake bay is right there.
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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
- Caves Valley Golf Club