Guesthouse vacation rentals in Delmarva Peninsula

I just moved to Richmond for a new job but the lease on my apartment has begun yet. Glenn’s place was the perfect in between for me while settling into my new job. It was secluded from the main house, plenty of space for one person and a nice retreat after work.

Great place! We will definitely book this apartment again!

private and peaceful place to retreat. At the same time driving distance to many amenities. The fence in yard was great from my pups. loved it!

I stayed here visiting family nearby. The place is very clean and set up thoughtfully for guests. I really appreciated that it was already stocked with some coffee and creamers, so I didn't need to go shopping right after arriving. The neighborhood is small but walkable and has two good seafood restaurants a short walk away. Pam provided clear instructions and communication.

We highly recommend staying at the Shady Bear Cabin! It's close to town but peaceful enough to feel like you're on a vacation. Gerry is a wonderful host - very friendly and helpful. The cabin had just enough of everything we needed for the weekend stay. If we ever need to rent near Frederick again, we will definitely be repeat customers! Special shoutout to Mr. Moo, the sweetest cat concierge <3

We absolutely loved staying in this little cottage with our 2 dogs ! It was so close to town, only a 5 minute to almost everything ! They even include beach passes and chairs !! Mike and Lisa are so friendly and recommend dog friendly places for us to visit around town! Would 100% stay here again.

The place was just as nice as last year's stay. Although I did notice right away the lovely flowers and plants around the yard. I love sitting outside in the early morning, reading and having my first cup of coffee. It was even better because the sun comes up right in front of the cottage, so I got the early morning before-it-gets-hot sun. And the weather was great. It was unfortunate that our favorite restaurant is currently closed (Pope's Tavern) due to new ownership. Hoping it is open next time and that the food is just as delicious. Be sure to visit the Oxford store for fresh baked croissants and pizza Friday. YUM!

Our second stay here, and we'll definitely be coming back for more. The place has everything you could wish for-- art supplies, musical instruments, a well-stocked kitchen, grilling supplies, and an incredible sculpture garden. The hosts were so responsive and thoughtful. We felt welcomed and cared for throughout the entire experience.

The bed is probably the most important thing for us when choosing a rental. The master bedroom bed was excellent. The second bedroom, not so much. But if you don’t have back issues, it’s ok. We are really bed snobs 🥺

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!

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.

Great apartment for a couple of days in DC. The location is very walkable with cafes and restaurants nearby. Very easy to get to the mall by bus or metro. The parking lot is just across the street at a very reasonable price!

Great place for a small group. Quiet place that worked out really well for our late sleeping schedules. Would definitely come back if we come to DC again.

We had a wonderful stay! The house was beautiful—clean, comfortable, and exactly as described. The neighborhood was quiet, safe, and really pleasant to walk around, which made us feel right at home. What really stood out was the thoughtful gesture of leaving out baby-related items for us—such a kind and considerate touch that made our stay even more convenient and relaxing. Highly recommend this place and will be our go to stay when we are in town.

I had a great stay at Tracey Cottage Lofty. The space was clean, quiet, and exactly as described perfect for a peaceful getaway or work trip. Check-in was smooth, and the host was very responsive and accommodating throughout my stay. The environment felt safe and welcoming, with thoughtful touches that made it feel like home. I would definitely recommend this place to anyone looking for comfort and reliability. Thank you for a wonderful experience!

We enjoyed staying at Jocelyn's place. It was comfortable, clean, and exactly what we needed. She was very responsive when we had a question. Would stay here again.

Beautiful place, just as described. Clean, quiet, comfortable, bright and airy, even on the rainy day when we checked in. Best check in directions, with photos, we have encountered in a while. We will stay here again next time we visit Alexandria.

We had a fantastic stay at Linda & Jerry’s guesthouse! Answered all our questions, it’s located in a quiet, peaceful neighborhood but still very close to downtown—super convenient. The space was spotless, well-maintained, and had everything we needed. Highly recommended for anyone looking for a clean and comfortable place to stay! We would definitely stay here again!

Cheryl’s place is an absolute gem in charm city. The space gives chic, urban, grown-up treehouse. The decorations and small touches were a bonus. It’s obvious that the house put a lot of thought into their guest experience, adding some simple but helpful touches: an extension cord because the outlets are a bit far, ample cleaning supplies, and the guide to the local area. I felt right at home. The place was quiet and I never had a concern for safety or an issue with parking.

A wonderful place to stay in the Little City. Easy access to DC and the host was helpful and accommodating. I highly recommend checking out their listing!

Brittany's place was perfect. I was traveling alone, and wanted to be within walking distance of the metro. Not only was her place a quick walk to the train, but I was able to walk to a grocery store to pick up a few items, and I had a delicious meal at one of the nearby restaurants. The space has everything you need for a comfortable stay. I would book again if needing to stay in the area.

We had a perfect stay at the Freedom Cottage. It may have been our best Airbnb stay yet. The cottage was spotlessly clean, well thought out and very comfortable. I really enjoyed the history behind the cottage/land and the dining recommendations left in the coffee table book. The bed was incredibly comfortable which is rare when away from home. The location of the cottage was close in proximity to nearly all attractions we visited during our stay. Highly recommend Freedom Cottage to anyone visiting Williamsburg. Tara was a great host!

My husband and I had a great stay at the Crow's Nest! It was clean, cozy and quiet and the bed was super comfortable! Convenient to all Lewes and Rehoboth have to offer. Even on Memorial Day weekend, it never took us more than a few minutes to get to our favorite restaurants and the beach. Chris & Kate were so friendly, easy to communicate with and had awesome recommendations for places to go or eat in the area! Highly recommend!

We had a great stay at Jeremy’s. It was the perfect place to relax after our busy days during our quick trip to DC. Super clean, everything needed to make meals, lots of extra touches that made the stay all that better. Highly recommend!!!