
House holiday rentals in Parole
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Top-rated house rentals in Parole
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Popular amenities for Parole house rentals
House rentals with a pool

Bay Breeze Retreat
Fabulous views of Chesapeake Bay, pool was great, deer everywhere, house was spacious with three living areas. Would definitely stay there again.

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.

Large Home with Pool & 7 bedrooms; sleeps 21
This home was the perfect place to celebrate my daughter’s graduation! We had family travel in from several states, and everyone felt comfortable and truly enjoyed the spacious layout. It was a bit too chilly to use the pool, but I’m already looking forward to booking this home again. I’ll definitely be a repeat renter!

South River Beach Front House
I stayed here the week of my wedding and it was absolutely perfect! From waking up each morning to have coffee on the dock with my pups and husband, to the beautiful views from each room in the house, we truly had a lovely time and chose the right Airbnb for such a special week in our lives.

Gunpowder Retreat
This home was spotlessly clean and looks just like the photos. The beds were comfortable and there was plenty of room and seating for watching movies. The showers and bathrooms were great, and it was nice to be able to do laundry. We used the pool towels provided. The kitchen was stocked with basic items - there is a keurig coffee pot only and they provide pods which was nice. A few things we didn’t realize: the driveway is very steep and we scraped our van trying to go down the first time - you need to go in at a certain angle. The noise alarms are very sensitive and it went off when we were watching a family movie, and we had to answer a text from Tanya. This was honestly a bit annoying. We enjoyed the pool and hot tub! When the jets were turned on, the hot tub become filled with much foam from all the chlorine so we didn’t turn the jets on anymore. We hiked from the house into the state park and did a 5 mile loop, which was very convenient.

5 BEDR, Inground Pool+Billiard Table, Close To D.C
Daniel’s Home was beautiful and he made this special event for me and my family able to celebrate my sons 26th Heavenly Birthday a success We were very comfortable and it really felt like home the pool was very clean and the Home was very spacious and squeaky clean I would love to Book Daniel again He was a very nice and friendly Host that responded to any questions we had he made communication easy me and my family really enjoyed our self and yes he’s reasonable and you definitely get what you paid for and more Thank you again Daniel

Chester Riverfront At Kent Narrows
A great place to enjoy a long weekend at the Eastern shore in Maryland.

Waterfront | Pool | Hot tub | Beach Access
Great stay for our group. Comfortable beds, and well stocked home. Easy communication. Thanks! We’ll definitely rent with you again next time!
Weekly house rentals

Downtown Annapolis Luxury House
My family and I had a great time staying at Jennifer's! it was a great home for a mixed generation vacation. We loved the open concept main floor, it made it easy to all spend time together. We will definitely consider her place again when we visit Annapolis!

Cozy Arnold House Near Annapolis
We enjoyed our stay. It was spacious, charming and peaceful. Close to everything we needed. Joel was very responsive and kind. Would definitely recommend this place.

Mins to DTA | King Beds | Parking
Jessica was so sweet and thoughtful. She provided muffins from her favorite bakery in town and stocked the fridge with drinks my family could enjoy. She was so accommodating and flexible to our travel plans as well! Our family had a blast playing Clue and watching movies at night. Our mornings and afternoons were spent on the porch in rocking chairs or on the back patio enjoying the quiet. We loved it so much and we will definitely be back!

Rachel's BnB
Great spot to stay for the family to stay the night while in town for the wedding. Spacious and comfortable bedrooms located in a lovely neighborhood.

Downtown Annapolis Home
The house was perfect for us. We were retiring from the Navy and did our ceremony at the Naval Academy. We had guests stay at the Westin which was immediately across the roundabout. This made the home a very convenient 2 minute walk from where our guests were staying. The backyard is wonderful and worked perfectly for our get together with friends after the ceremony. Our kids had an entire finished basement to themselves to play with their friends. It really could not have worked out better for us. The house was perfectly clean and smelled wonderful with great furnishings throughout. You can tell Laura makes a lot of intentional choices to make guests feel right at home.

Glen Burnie Hideaway
What an amazing experience! This house truly felt like a home. You wouldn't know that it was an Airbnb. It felt like we were staying at a friend's house. The owners were extremely gracious. My wife and I were there for almost two weeks with my elderly parents. I can honestly say that we thoroughly enjoyed our stay and look forward to making this an annual trip back home to MD. Thank you for allowing us to stay in your home.

Charming 4BR Historic Home <1 Mile to Stadium
I recently had the pleasure of staying at Caitlin's Airbnb in Annapolis, Maryland, and it was an experience to remember. From the moment I arrived, Caitlin's warm hospitality was evident. She went above and beyond to ensure that I felt welcomed and comfortable, making the entire stay feel like a home away from home. Her responsiveness was outstanding—any questions I had were promptly answered, and she was always available to provide helpful recommendations about the local area. This level of attentiveness truly set the experience apart. The property itself was charming, clean, and thoughtfully arranged, adding to the enjoyable memories I made during my stay. Whether it was relaxing in the cozy living area or exploring the beautiful surroundings, every moment was delightful. Caitlin’s dedication to her guests’ comfort and satisfaction made my visit exceptional, and I would wholeheartedly recommend her Airbnb to anyone looking to create wonderful memories in Annapolis.

West Annapolis cottage, walk to USNA, City Dock
I had a amazing time at Cyndi's place in West Annapolis. Sweet neighborhood to walk around, super comfortable beds so friends I was visiting with could stay overnight if it was too late to drive home, walking distance to a coffee and ice cream shop, and easy drive into downtown Annapolis and also DC and Baltimore to visit friends.
Private house rentals

Annapolis USNA Cottage Waterfront Pier Cozy Escape
Very quiet location but not far from amenities. The home had an attention to detail that not all air bnbs do (for example enough towel hooks for everyone staying!) as well as basic cooking amenities

Ruby Of The Bay
Can’t say enough good things about our stay! Beautiful place with everything we could possibly need. The kitchen was well stocked and our host had thought of everything! Clear instructions, great recommendations for local spots etc. And the huge backyard and deck was perfect for us and our pups. Very comfortable beds and pillows too! Finally, host communicated so well and was incredibly accommodating.

The Wise Quack 2 - A Taste of the Chesapeake Bay!
The Wise Quack 2 is a cozy, clean Airbnb steps from the Chesapeake Bay, perfect for a relaxing getaway. Sidco’s warm hospitality, comfy beds, and thoughtful touches like the deep tub and hammock make it a gem. The quiet Shady Side location and quick host responses ensure a delightful stay.

Dog friendly! Next to Navy Stadium & DTA Shuttle!
Had a fantastic stay at Kara's place it was extremely clean, well kept, and overall a great spot - our dogs loved that they could come with us and enjoy the big yard! Kara gave clear instructions and was very proactive which made check in and check out a breeze, highly recommend!

Goat on West, 7 min away from DTA
This was perfect for our stay. The house was incredibly clean and well kept, the driveway had room for about 4 cars, and there were plenty of towels and things in each room. The kitchen was very nice, and the back deck was a great spot to hang out. The view from the deck wasn’t the best (looks out to west street) but we didn’t mind at all. The house is tucked in on West St. but I actually liked its location a lot. Dunkin is right across the street and several stores are a 4 minute walk down the road. Overall the house was great for a larger party of people, the instructions were very clear, and the host was great. No complaints! Thank you Johanna!

Bay Home in Annapolis with Private Dock
Beautiful place, beautiful location. Joel thought of anything you could want.

Stylish & New | Pet Friendly | Walkable Downtown
Vishal went above and beyond with my stay. Between two extensions and a late checkout, his responses were timely and he made every effort to ensure my comfort. I’ve stayed in dozens of Airbnb’s and Vishal was the most attentive host I’ve had the pleasure of communicating with. The house is beautiful, spacious and filled with a class of touch with the furnishings. I felt at home.

Bring A Boat! Waterfront home-w/basement apt+dock!
I had an excellent stay, very relaxing and beautiful atmosphere
Quick stats about house rentals in Parole
Total rentals
240 properties
Total number of reviews
7.5K reviews
Family-friendly rentals
190 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
140 properties have a dedicated workspace
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- Nationals Park
- The White House
- Betterton Beach
- National Mall
- Georgetown University
- 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
- Arlington National Cemetery
- Washington Monument
- Georgetown Waterfront Park
- Patterson Park
- National Air and Space Museum
- Great Falls Park
- National Harbor
- Smithsonian American Art Museum
- Lincoln Park
- Meridian Hill Park
- Congressional Country Club
- Quiet Waters Park