Family-friendly holiday rentals in Middle River

Eric is an amazing host and person! Super friendly when it came to using the amenities and made us feel at home. Has great recommendations for food and local attractions. Beautiful property to walk around or just sit outside! Overall a 10/10 experience while staying at Eric’s home, couldn’t have asked for a better host for our weekend!

Overall a great place. It's only a short 10-15 minute walk on sidewalks to the rest of Eastport and the Annapolis harbor area, but in a quiet neighborhood that isn't busy with vehicle or foot traffic so it was easy to enjoy the lovely garden and patio outside with minimal city noise. It is accurate as described and from the photos. Did not experience any problems in the neighborhood or feel unsafe.

Fantastic stay. Veronica was an excellent communicator from pre-booking to check-out. House was very nice, but the pool was exceptional. Home was as described. Thanks for a great weekend.

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!

Absolutely amazing! The place had so much to do whether it was outside or in! Swimming in the pool, hot tub, kayaking and/or paddle boarding on the lake, giant yard games. Inside had a pool table, wide variety of board games, and many streaming services. Brenda was extremely friendly and helpful in many way. She had a binder full of local places for food and things to do! She truly showed us the best of Maryland.

Brandon's place was absolutely perfect! We couldn't have asked for a cleaner or more comfortable space. The location was great and Brandon is an amazing host. We would definitely stay here again!

Excellent home gym.

We thoroughly enjoyed our stay at Laurie's home! It was a great location and the home matched the description. We had everything we could have asked for and more, and Laurie was a great host. Would definitely stay there again!

Perfect location if you’re in Annapolis for a game or just to visit the city. Christopher’s house was the perfect location and distance from everything in the city. Also, very spacious and nice house perfect for me and my 4 other friends.

We can’t say enough good things about Megan’s place. Our favorite part was how well-appointed the kitchen is, but it’s all great. Very walkable/bikeable city, so you can leave your car behind.

Great place to stay in Georgetown. Place was clean and felt hospitable

David and Elizabeth’s place was perfect for my fiancé and our dog Kai. We attended a music festival at RFK and it was a short drive away. We actually ended up riding scooters back because it is so close by! There are so many restaraunts and things to do within walking distance. Check-in was super easy and it’s a very homey, comfortable space. The kitchen has a small fridge, toaster oven, microwave and hot plate with pots, pans, and everything you need to prepare a basic meal. We were able to set our dogs crate up (he’s a medium sized husky) perfectly and still had plenty of space to move around. Finding street parking was super easy and close by. You can hear noise from above at times for sure… ear plugs and a night time noise machine are provided to help. Overall we enjoyed our stay!

My friend and I loved our stay! It was a lovely little neighborhood. Alex and Shelby’s place was everything that we needed. Cute and quaint. Only the slightest of pitter patters heard from upstairs. Very clear instructions for checking in and checking out. Convenient for public transportation and provided metro cards were a great gift. Would highly recommend to anyone looking for a place to stay in the DC area!

We had a wonderful stay. We enjoyed being outdoors on the deck and walking the shoreline. The interior accommodations were very comfortable and met all our needs and expectations. The weather was perfect, too! Would definitely like to return again. 👍🏻👍🏻👍🏻

Overall a very nice place, I noticed other comments to mention noise from the upstairs unit, but it was unnoticeable and the quiet hours were respected so it was great for resting after a long day! The place is close to two metro stations, but although Maps recommended another one, we preferred using Columbia Heights. The area was very safe to walk around, we explored some of the local places and definitely recommend the Mount Desert Island Ice Cream place, best ice-cream in the neighborhood! Lexie was very nice, helpful and allowed us to drop off our bags a couple of hours earlier since we needed to get downtown to run errands. The place was very comfortable, just like the pictures and everything was great! Would definitely come back!

I had a fantastic stay at this Airbnb! The location was perfect—super convenient, just a short walk to downtown and the convention center, making it ideal for both leisure and business. The place was spotless, thoughtfully designed, and well-stocked with everything I needed, from kitchen essentials to fresh towels. The keyless entry with the door code was a breeze, making check-in and out seamless. The host was incredibly proactive, communicative, and quick to respond to any questions, ensuring a smooth and stress-free experience. I’d highly recommend this listing to anyone visiting the area—can’t wait to book again!

Words can’t describe how incredible this home/property is! You have the option to just sit by the water or in the hammock watching the birds play and fish jump, or you can do one of the MANY activities Molly has provided for you. Kayaks, canoes, paddle boards, pickleball, yards games, pool activities, etc are all provided. The family room is all windows so it not only provides the most incredible breeze- it is great for enjoying all the sights even if you’re not outside in it. Inside there are tons of toys for kids- you do not have to bring a thing if you have kids. They have inside toys, outside toys, kids life jackets, goggles, water balloons, rafts, floaties, pack and play…. Molly and her family have thought of it ALL. We are already talking about coming back. Molly was the best host- responsive, helpful and inviting.

Greg’s place was very clean and in a great location. Walkable to markets, restaurants, and metro. The beds were comfortable. The kitchen was well stocked. It was a great place to stay during our family vacation to DC!

We found Paul’s home very comfortable and accommodating. Paul was accessible when we reached out to him and he communicated well with us. It was a very nice location with a fantastic view of the bay, as we hoped for.

Nathan has a lovely home—it feels like stepping back in time into one of old Washington’s charming houses. Everything was spotless and well-maintained, and communication with Nathan was excellent. The location is convenient, about a 25-minute walk to Capitol Hill. While the surrounding area could be better—the streets were a bit dirty—it wasn’t a big deal and didn’t affect our overall experience. We had a wonderful time in Washington, and staying at this house was definitely part of it. Thank you, Nathan!

This condo is highly recommended. The host is very easy to work with and provides beautiful and comfortable accommodations. The condo is incredibly close to the Friendship Heights Metro stop along with a list of other shops, restaurants, and grocers. The building is easy to navigate and quiet. Everyone really keeps to themselves. I truly enjoyed my stay, felt safe, and would absolutely stay here again.

Dorie and her daughter are wonderful hosts. The area is nice and walkable. We took a walk everday while there. Central to shopping and parks. It is a family neighborhood. Dorie initiated contact several times during our trip to see if we needed anything, to clarify check out instructions, and to let us know she was available if needed. This apartment is upstairs, the host lives below. You will enter through your own private entrance. As far as the dust or noise others mentioned...that was not our experience. This isn't a hotel. Theres no housekeeping. The homes aren't brand new. Its a charming apartment with great hosts in a sweet little neighborhood. Think of staying at your aunts place, not the Ritz. If your standards are perfection, you'd likely prefer a hotel. If you are more relaxed and want a ready made apartment that feels more like home than a vacation spot, this is your spot. I found the apartment clean and comfy! Age is not dirt or grime. Just a normal spot! Airbnbs are homes

The Pilot House on the Inn at Haven Harbour property was fantastic! For a family with kids this is the perfect amount of space to be able to spread out with two living spaces and 3 bedrooms. We loved having the outdoor dining space as well. The beds were all comfortable and having the kitchen fully equipped was a huge bonus. The location was probably our favorite aspect- just 2 minutes walking to the pool, the on site restaurant, the playground/beach area, etc. and just a 4 minute drive (15 minute walk) to the Rock Hall Main Street. Overall a great experience and stay!

Martha's place is a lovely retreat. There is enough privacy between the main house and the guest house. The guest house is spacious and comfortable with a great screened in porch and access to the pool. It's in a quiet and peaceful area. I look forward to coming back again.