
Guest house holiday rentals in Southern Maryland
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Top-rated guest house rentals in Southern Maryland
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Popular amenities for guest house rentals in Southern Maryland
Family-friendly guest house rentals

Carriage House near Navy Stadium, parking, pets
We had an amazing stay at this property! The space was exactly as described. Ingrid was incredibly responsive and thoughtful, providing clear instructions and great local recommendations. The location was perfect—quiet, safe, and close to everything we needed. We’d absolutely stay here again and highly recommend it to anyone looking for a hassle-free and relaxing stay.

The Studio on the Severn (Waterfront)
This air bnb was a slice of paradise. The view is the water was breathtaking. The hosts left a lovely breakfast bread for us. Everything about this stay felt like a comforting hug. Thank you!

Private Luxury Retreat Close to everything!
We had a great stay! Check in instructions were clear and the space was clean and well-kept. Check out was a breeze as well. Monica was always responsive and friendly.

Historic Herndon In-law house, kitchen. By IAD.
Very beautiful Airbnb !!! Private and very quiet neighborhood , everything we needed was in the unit down to the Keurig pods , extra perk for the rice cooker and Instapot. The bed was spacious and very comfortable It was like being in our own oasis Lots of memorable moments and will always cherish our time there Check out as a breeze and will definitely come back again if we need another get away

Private and Quiet Pool House Convenient Location
Teenagers point of view...easy, chill, and very comfortable. Loved the pool time (2 teenage girls) From an adults point of view... loved the privacy, pool by the room. It was very relaxing and pleasant. Exactly what we needed for the weekend. We also loved the pool. Owner was very pleasant and quick to respond. We will book again.

Bonfield Bungalow
Will’s place was great! The perfect spot for a getaway for 2. We loved it and will look forward to our next visit! Thanks Will!

Historic Carriage House + Parking!
Absolutely loved the carriage house, it was exactly what i expected and I’d 100% stay there again. The location was perfect and having a parking spot was so convenient. We didn’t cook or anything so i can’t review much on that but everything we would’ve needed was there if we had. Loved the security of the locked gate and the bed and linens were so so comfy, it was hard to get out of bed it was that comfortable. I’ll definitely stay again when I’m back in town.

2 Bdrms★Pet Friendly★4K Theater★Fire Pit★Fast Wifi
It’s always great to stay at the cottage. Beautiful surroundings, clean and comfortable place with consistently unexpected details
Guest house rentals with a patio

El Camino
We rented both the main house and the cabin for our large group which provided us a ton of space for our large group of adults. Lukas was responsive and helpful, accommodating a late check out when our schedule changed due to the weather. The location is beautiful and from the minute we stepped out of the car we were relaxed. The house and cabin were clean and well thought out. The river is amazing and you see it from almost every window. The covered outdoor areas made our day of rain nothing to worry about. Would definitely go back and recommend to others!!

GardenLevel 4BR/2.5BA-Parking+By Convention Center
Alma’s place was fully renovated, beautiful finishes, gorgeous floors, super comfortable beds and impecable bathrooms. Kitchen was modern and had everything needed for cooking. Excellent location and walking distance grocery store. Alma was friendly and promptly answer all of our questions. She also allowed us to leave our luggage before check in time. We had a wonderful time and will be back for sure!

Villa Miza Wellness Retreat
The guesthouse was super cute and cozy. Everything was very clean and organized. The location and neighborhood made me feel safe and comfortable so I liked that. Michele was also very helpful and responsive so that was very nice! There were also lots of restaurants around the area going from 4-10 minute drives! Overall I very much enjoyed my stay and would absolutely come back again!

Gorgeous Two-Story Guesthouse w/ Driveway & W/D
very nice, clean, spacious and convenient place. we enjoyed staying there very much and would consider staying there again next time we visit DC

DC Treehouse - Charming, private 1-bdrm ADU in DC
My husband and I had a delightful stay at Chris Zarconi's Airbnb. We were in town for our son's graduation, and having this lovely place to come home to in-between events, was very comforting and peaceful. I enjoyed morning coffee listening to the birds outside the sliding door. The neighborhood was lovely and I was able to walk each morning. I would definitely come again should I need a place to stay in DC.

Adorable English Basement on 15th St
Enjoyed a great stay here during World Pride! Very walkable to the Metro. Felt safe walking around late at night. Space was clean with a very comfortable bed. Would definitely recommend!

The Guest Suite
Very comfortable stay! Grateful for the dog friendly accommodations while in town for a wedding. The suite was well equipped and nice to have a kitchen for light meal prep. Convenient location with Uber for wedding events. Lindsey was very responsive and friendly. Would stay here again!

1 large room efficiency in detached garage.
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
Guest house rentals with a washing machine and dryer

Private Cottage on gated estate
Donald's place was great! Even better than advertised. We were a party of 5 attending an Annapolis graduation, and we couldn't have been more satisfied. Our hosts Donald and Julie were fantastic! Its a quiet, peaceful neighborhood with free beach. We highly recommend it!

1.5 blocks to Metro-Guest House-Walk to it all!
The home was comfortable, easily accessible and great for the price. host was incredibly friendly and responsive and was willing to help with anything. Will definitely rent this home again if we're in the area

Luxurious 1Bed Carriage House, 1.5 Blocks to Metro
Our stay in DC could not have been more enjoyable. Everything was clean, thought out, and the location is ideal. The space is curated to be simple yet have everything you may need or want. Just close enough to the national mall for a quick bike ride. And private enough for low noise and safety. The recommendations from Chris were appreciated. Our host was very responsive. 10 out of 10, would book again.

Spacious Guest House 10-15 min to DC
Absolutely loved staying here, I thought my little would appreciate the loft and he sure did. He was obsessed hanging out in there 😂 it was adorable. It was only about 15 to get to the capital and we went bright and early to beat the crowds and then hung out the early afternoon to the night it was amazing! Instructions covered everything, just be sure to read 🤣 Honestly I used to manage str’s so I will say I can be rather flexible especially if something does come up that I know to be a common issue or just a super like specific/ independent opinion. But literally nothing came up(: Great stay! Would 100000% come back if I needed a place in the area!

Garden Suite
Farida’s garden suite was an urban oasis! It’s in a gorgeous neighborhood on a coveted street in DC, equidistant between two avenues that have grocery stores, restaurants, coffee shops, the metro - basically everything you need within a 1/2 mile. Farida was very friendly, communicative, and hospitable, and she addressed any and all of my questions promptly. The suite is charming, the bed is very comfortable, and the space is light-filled and quiet. I loved my stay and hope to return soon!

NoVA guest house
Christine was an outstanding host to me - and very responsive (and was very flexible). The air conditioning in my condo building is currently getting repaired. She permitted early check-in, which I really appreciated - and even gave me the opportunity for late checkout. The property has everything you need for an excellent stay - outstanding amenities (you pretty much not need anything when you stay here). I slept so well at their property. This property would be an excellent choice for those who wish to say long-term (like a month or more). You can tell that Christine cares about this property as it is maintained very well. Keep up the great work, Christine.

Chesapeake Bay Escape | Cozy Retreat
We loved our weekend stay at Melanie’s place!! It was clean, easy to access and a lovely location!! She was super helpful with our questions about the areas and places she recommended. Definitely recommend!!

Washington Family Historic Property~Upper Studio
We enjoyed the historic charm of the Carriage House and LOVED that we were on King Street within seconds. The parking garage was right down the alleyway - with a reasonable overnight rate. We were able to leave it there all weekend while we walked everywhere.
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- Nationals Park
- The White House
- National Mall
- Georgetown University
- National Museum of African American History and Culture
- District Wharf
- Smithsonian National Museum of Natural History
- Sandy Point State Park
- Arlington National Cemetery
- Washington Monument
- Georgetown Waterfront 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
- Lee's Hill Golfers' Club
- Maryland Renaissance Festival
- Flounder Pavilion Beach Front - Sandy Point State Park
- Library of Congress
- Gerry Boyle Park