House holiday rentals in Chesapeake Ranch Estates-Drum Point

Leisa’s home suited our needs to a T!! We were in town to attend a wedding at the London Town and Gardens, which was just a half mile away. The rehearsal dinner in downtown Annapolis was also a short distance away. Everything was fresh and clean, the beds were comfortable, and the showers were really great. The lack of seating in the main room wasn’t a problem for us as we didn’t spend much time there during the day. The area around the pool looked really comfortable and inviting for guests staying during the summer season! Would stay there again.

Beautiful house and property, great location, and the host was super responsive. Hope to return sometime soon.

We had the most beautiful Thanksgiving gathering at Casey’s Porch on the bay for an extended family reunion. The house is lovely - spacious, gorgeous and cozy at the same time. The views on the water were amazing. There were plenty of beds and ‘hang out’ spots for our tweens and teens, and 3 private baths for the adult couples were much appreciated. And our hosts could not have been more helpful and friendly. Thank you for giving us this opportunity to make more happy memories together!

We had a great stay at this clean, comfortable, convenient and cozy house. We were impressed by the attention to detail. Every time we needed something, it was there. The kitchen was fully stocked and had everything we needed to cook our Thanksgiving meal. We were close to Annapolis And had an easy drive to the museums of DC. We took several walks to the nearby beach, and enjoyed both sunrises and sunsets. We would definitely come back! Thank you, Peggy!

This was our second stay at Beach Please and it was just as delightful as the first! The house was again squeaky clean, thoughtfully decorated and had plenty of room for our multi-generational family to spread out. Grandparents appreciated the first floor master bedroom and kiddos loved the game room, and the crafts and puzzles upstairs. The neighborhood is peaceful and cozy, with beautiful views in every direction. The addition of the acoustic guitar for songs by the firepit was a major plus, as our ten year old is a music lover and almost brought her own. We had a great stay and would recommend this AirBnB to anyone! Grab a week (or two) and don't think twice.

Me and some friends stayed here and we all loved it. More than enough space and so much stuff/activities from movie nights to playing pool to hitting the hot tub and more to do in the house! We would definitely stay here again and the host was great.

It was simply amazing. Daniel was a fantastic host. The house was incredible. Spacious, beautiful and peaceful felt just like home. The family and I enjoyed every inch of it. Family vacation home for every trip we take to DC.

We really enjoyed staying here. It was a spacious home and we love the community. We were in town visiting family and It was so convenient being so close to family and friends. Very comfortable

Kevin is a great host to us year after year! we love staying at his place!

Maggie’s house was perfect for our family getaway! You can’t beat this location. It was a quick walk to Eastern Market metro and tons of local shopping/dining options, yet the street was peaceful and quiet. We were able to spread out and relax as a family of three with two dogs. The house was comfortable and had everything we needed. Maggie was responsive and helpful from booking and through our stay. 10/10, would book again.

Stuart's place was exactly as pictured. his home was clean and welcoming. Everything was walkable, with many bars and restaurants nearby. The beds were extremely comfortable, and we slept soundly each night. The neighborhood is terrific, and the Sunday farmers market is held practically next door. Stuart was very quick to respond to my questions both before and during our trip. We will definitely stay here again, the next time we are in town. If you are looking for a home away from home in DC, don't look any further than this fabulous house. You won't be sorry.

Robert's place is comfortable and clean. The mattresses are comfortable - firm with a soft top. He is friendly, responsive, and full of information about the area. We felt completely at home. It is the perfect distance from the mall. We took an Uber into the city each day and this was an easy, quick, and inexpensive ride.

Absolutely amazing house and location!! Our family had an incredible week spent enjoying the property & views, spending time watching the sunsets by the fire, and kayaking around the bay. It's a great spot to teach kids to paddle and our 7 and 9-year old both enjoyed learning on the still waters near the sandy beach. The property and house are both thoughtfully designed and have so many spots to relax, read, watch the birds, and take in the views - made it feel like there was never a reason to leave. We had an incredibly peaceful week and would love to visit again!!

Nice place, had an issue with the ac but they had issues resolved quickly.

What a gem! My daughters and I loved our week spent here. The home is a true beauty with all the charm of a seaside getaway. All of the amenities truly made it feel like home, and the kitchen is amazing! Everything was streamlined and easy, the host was wonderfully responsive, and the home had such a friendly, warm, relaxing feel to it. It was such a terrific experience through and through, I would highly recommend taking full advantage of this beaut!

An extraordinary place to rest & recharge. The views, the comfort of the home, and the gorgeous walking trails, through woods & beach are a perfect combination. Everything we needed & then some.

The space was exactly as described! Very clean and host was very proactive with check in and out instructions. Had a great time visiting the area. Would absolutely stay here again! **to note: there is a resident who lives downstairs, which is noted in the Airbnb description. You can hear them when they enter/exit the home. This did not bother us at all and we were aware of this as it was in the description but I wanted to highlight that for any perspective guests.

Tyler's place was perfect for our stay with our extended family. It's spacious and comfortable, with plenty of room to relax indoors and out. It has a very nice large porch and deck, great for some solitude or for kids to play. The beds were comfy and the linens ample, there are gorgeous large bathrooms and luxurious showers, the kitchen was well-stocked and included an amazing high-end stove, and the living spaces are nicely decorated and furnished with art and tons of books. One bedroom had lots of toys and kids' books, a very nice touch. Tyler was helpful, accommodating, and responsive. The location is very convenient to Arlington National Cemetery and within walking distance to a Metro stop. Everything about this rental was fantastic--we highly recommend it if you need a lovely space for a large group. Thanks, Tyler!

If you are looking for a peaceful escape, you found it. Although this home can be used for large gatherings, it is also the perfect getaway for 2. My husband and I loved watching the water and the natural wildlife. DO NOT MISS THE OPPORTUNITY TO EXPERIENCE THIS HOUSE!

Aivet’s place was very beautiful and spacious. We truly enjoyed our stay there as well. We highly recommend it to anyone who’s looking to travel and relax at the same time. Everything we needed was right there as well. Hopefully, we’ll get the opportunity to visit again soon. Thank you for being an amazing host.

I have never stayed in a place that absolutely had everything we needed. I could have brought my clothes, shoes and makeup and basically been fine. The house was very clean. The furniture was comfortable and clean. The beds were comfortable. Town was 5 minutes away. We loved the shops and great restaurants. We would definitely recommend this house.

My wife, two kids, pup and I all enjoyed our stay at this well appointed and super comfy home. It is in a great location with parking on site and a cute park right out the back door. Walk to lots of cute restaurants, bus and metro easily. The host was super accommodating and easy to get in touch with. Will definitely stay here again if ever in the DC area.

my family and I had an amazing time at Julia's place. She is an amazing host and the house was well furnished and we really enjoyed our 11 day stay there. look forward to coming back again.

This home was perfect for 6 of us to stay. The beds were comfortable, the heat & AC worked perfectly for the fluctuating temps, the kitchen was well stocked, and there was great space both upstairs and down. I’d definitely stay here again!