
Family-friendly vacation rentals in Tilghman Island
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Tilghman Island
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
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Popular amenities for Tilghman Island family-friendly rentals
Family-friendly home rentals with a hot tub

Washington 2 Bedroom Apt Near U.S. Capitol.
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.

Charming Annapolis Water View Home
This house is uncommonly beautiful. There is something in every space worthy of contemplation whether it is coffee table in the living room that has a turn of the century industrial feel to the lacquered kitchen countertop that has sealed in the natural beauty. I spent the weekend in awe of its intricacies. I was in town for a wedding with my family, but noted how the whole house including the outdoor space included everything a beachfront house would have to enjoy an extended summer vacation for the whole family. Outdoor space was well equipped for outdoor activities and entertainment with fire pits, grills, hot tub, a plugin cooler for outdoor use. I only wish we’d been better suited to enjoy every aspect of the amenities provided. My favorite thing about this place was the view of the Chesapeake in all of her glory on full display from the living room window. Delightful.

Large Home with Pool & 7 bedrooms; sleeps 21
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!

Celebrate Summer by Your Private Pool
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.

Wyndham National Harbor ツ 3 Bedroom Deluxe!
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.

Cozy waterfront getaway on the Bay
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.

Wyndham National Harbor- 3 bedroom
Communication was great. Walking distance to some great restaurants and shopping.

You'll Never Want to Leave
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!
Family- and pet-friendly home rentals

Cottage with Modern Updates - Walk to Waterfront!
Great place in a cute area!

Lofty Dreams, 2016 Brookstone RV - Waterfront
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!

Union Market Garden Apartment
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.

Brand New Reno in Historic Dist w 2 Parking spots
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.

Secluded acre near BWI and Baltimore
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

Cozy Guest Basement Suite w/ Private Entrance
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.

Cool Columbia Heights Garden Apt.
Big shoutout to Joel and his space! Joel welcomed us to the Airbnb, gave us crystal clear instructions on how to get in and out, and showered us with a ton of neighborhood recommendations. The space itself was a great reminder that not all modern AirBnbs need to be soulless gray boxes. We had a great time reveling in all the kitsch. Lots of communication and flexible checkin/checkout times were a bonus. Thanks Joel!

Spacious relaxing home by DC, CP, woods & lake
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.
Family-friendly home rentals with a pool

Chestertown Watson Family Farm
We loved our stay at Molly's air B &B. there were lots of toys to use on the river. The water views from the house were fantastic. The house was clean and comfortable. We loved taking a dip in the pool. Great communication with the host.

#3 Foggy Bottom/Georgetown Apartment
Absolutely loved this space. The location is great and allows for exploration of the city. The space itself was clean and spacious. My favorite piece was having access to the gym within the Fairmount hotel (if im not mistaken). Lastly, host(s) are extremely responsiveness. I had questions about the property prior to booking as i was booking extremely last minute and I received a quick response.

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

Dupont West 1: Charming 2BR
If you are looking at AirBNBs in DC and came across Greg’s listing, you can stop looking because you’ve found the one! My family of four (myself, my husband, and our two young teen daughters) stayed here during our trip to DC and it could not have been more perfect. Greg’s place has quality furnishings, a quality iron, nice towels and linens, is spotless, well-maintained and well thought out. His friendly labels in perfect places aid your stay. The hand soap, dish soap, lotion, dishwasher detergent, laundry supplies, and even coffee and other kitchen essentials were SO helpful and we appreciated it all! It felt like a home away from home. There are strategically placed multi plug units at the bedsides and desks so you won’t have to hunt for outlets, extra blankets and towels at the ready, and plenty of hangers. The use of a door code is easy and convenient, the location is quiet, safe, and walkable to two metros. I don’t think any AirBNB could ever top Greg’s and I would stay again!

Chesapeake Bay View 3BR/2BA Duplex*Hot Tub*
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.

Charming 3BR Rowhouse in Shaw/Bloomingdale
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!

5BD nr Nat'l Harbor, MD, DC & VA w/yard Oasis
House is amazing!! Everything was perfect and well organized!! Will definitely be back at this property. Excellent communication.

Woodland Retreat
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.
Quick stats about vacation rentals that are family-friendly in Tilghman Island
Total rentals
20 properties
Nightly prices starting at
G$33,437 GYD before taxes and fees
Total number of reviews
310 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- Nationals Park
- The White House
- Betterton Beach
- National Mall
- Georgetown University
- Hampden
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Smithsonian National Museum of Natural History
- District Wharf
- M&T Bank Stadium
- Sandy Point State Park
- Arlington National Cemetery
- Washington Monument
- Georgetown Waterfront Park
- Patterson Park
- National Air and Space Museum
- National Harbor
- Smithsonian American Art Museum
- Meridian Hill Park
- Lincoln Park
- Congressional Country Club
- Maryland Renaissance Festival
- Killens Pond State Park