Family-friendly holiday rentals in Tilghman Island

This was a very great find. Affordable for the part of the city we were in. Lots of energy and activity around the area, with plenty of places to eat/drink within a few block radius. Close to everything you need to be close to downtown. Easy check-in process. Beautiful, clean apartment. All in all, a wonderful spot to stay.

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.

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.

Super nice place. Probably the most well stocked place we’ve stayed at. Walkable to everything and still in a quiet location. Bathroom was spacious and clean! Hot tub in the courtyard was a nice touch. Parking was a little short to come by but we always found a spot on Baltimore St right next to Patterson Park. Charmed Coffee was a great place for coffee and breakfast…dog friendly! 10/10.

Very nice place to stay near Gaylord convention center. Super clean condo. All the essentials are there. Lots to do at the resort as well as nearby walking distance. Having a baby in the group we did quite a bit of laundry. A laundry room was on our floor with two washers and four dryers and free of charge. We barely passed anyone on the seventh floor. We would def stay here again.

This place is awesome!!! Very quiet and nice neighborhood. This was the place that I chose for our 11 th wedding anniversary and could not ask for a better experience. The kitchen is what I loved the most . Many places to eat near by and the Chesapeake bay is right there.

Communication was great. Walking distance to some great restaurants and shopping.

Great place in a cute area!

Amazing. Such a peaceful spot by the water. We had such a nice relaxing time. The RV was spotless and had everything we needed, and the outdoor space and kayaks kept everyone entertained all weekend. My whole family enjoyed their stay and talking to some of the other guests at night be the firepit. It was also fun watching everyone work on their boats. This airbnb is a hidden gem in Edgemere. We can’t wait to stay again!

Mark was a great host and I enjoyed my short respite at his location. Everything felt clean and new and was designed with thought and care. The outward facing garden was lovely to look at in the morning and while heading to bed. Thank you so much Mark for such a comfortable stay.

What a beautiful little spot of heaven at the end of the long driveway nicely tucked back with orioles, bunnies and even two kitties running around outside, inside is the so quaint and comfy and clean. The view out the windows gave peace and the fireflies at night were so cool. Stanley went above and beyond to be accommodating on our trip and his place is top notch. 10/10 would stay again

Everything was great. Love the fact that it was only a 10min drive to the pool where my water polo tournament was held. I got lucky almost every night with parking, which was in front. One day I had to park around the corner but it wasn’t a far walk at all. They gave me places to eat and drink which worked out when I met an HS friend. Communication was great. Every other day or so they would check on me to see if I needed something, not in person but through messages. Which was great. Tv was loaded with apps, all you needed was you sign in info. Will totally rent from them again.

They exceeded our expectations with the spaciousness of the place! It was perfect for my sister and me with two nice bedrooms. It had good lighting and comfortable temperatures. Best of all it was very convenient to other family members in that area. We really enjoyed it!

We've stayed at Kopal's quite a few times - very peaceful neighborhood, very close to Lake Artemisia, which is lovely for walking, also very close to College Park. Great location. The house is always very clean, well-equipped and Kopal is so responsive.

My friends and I had an amazing stay at George’s place. The location was perfect, we weren’t far at all from the attractions we wanted to see. The unit was very spacious, beautifully decorated, and very clean. My favorite area was the patio and my friends enjoyed the shower with the jets after a long day of traveling. I would definitely stay again and recommend highly to anyone visiting DC.

We had a great time. The view is one of the best we have stayed at. The hosts have thought of almost everything you could need or want to do. Our kids wanted to come back just to do more of the activities. The interior is obviously dated but it is thoughtful, functional, and clean. We felt cozy and at home! We will be back!

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

It was a great place to stay. The days we went were quite rainy, and the house looked like a homestay nestled in the woods. The house was kept clean, cozy, and quiet, just what I needed after a long tiresome day. I enjoyed their book collections as well. Although, I couldn't make use of the local suggestions they had in the house, I'm sure it was well-curated. Overall, a fantastic stay in a safe place.

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.

David and Wendy’s home was the perfect place for our family participating in and supporting the Cambridge Ironman with an easy walk to the course and to the Main Street. They went above and beyond accommodating our requests, since we were traveling with a two month old and a two year old. We were very comfortable and loved our evenings in the screened in porch and pool. We would love to stay at David and Wendy’s again.

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!

House is amazing!! Everything was perfect and well organized!! Will definitely be back at this property. Excellent communication.

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.