Family-friendly vacation rentals in Cambridge

Great house with large rooms and well furnished Kitchen is large with an eat in counter and 2 tables to eat at. The pools are like being at a resort. House was the perfect size for my family of 8 adults and 5 grandkids.

In town for the Military Bowl and location was perfect. Loved the yard and would love to visit in the warmer months! Yarrow was excellent and had great recommendations! Highly recommend!

What a truly incredible place and host! I can’t say enough about Kate’s responsiveness and the incredible space. We loved it and hope to be back again!

A beautiful home with gorgeous views of the bay. The host was super responsive and helpful.

Staying here made our family wedding stay away from home, a very memorable and fun weekend for the whole family. Muvh better than being stuck in a hotel with lots of kids!!

The house is spacious, clean, and conveniently located. Laura made everything simple, including easy check-in and good local tips. It was perfect and fun for four, but would comfortably accommodate more!

beautiful location on the water, well-stocked home. very enjoyable for a family weekend!

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.

Comfortable is the word to describe this place. Cute, cozy, clean with great walkability. Megan’s instructions were clear, easy and she was more than very responsive. We meandered through galleries, coffee shops and local restaurants. The Navel Academy tour was outstanding. The weather got in the way of our boat cruise. Plenty to see and do with great recommendations from our Airbnb host. Thank you Megan for a great weekend!

Nestled in the tranquil riverside landscape of southern Maryland, just beside the southern Chesapeake Bay, this home is a hidden gem—truly extraordinary in every sense. If you're seeking a brief escape from the bustling energy of Washington D.C. or Baltimore, this haven offers the perfect retreat. We were two families with four children—two young adults heading to college and two spirited middle schoolers—and every one of us, regardless of age, found joy and peace here. From the breathtaking natural surroundings to the simple pleasure of kayaking through calm waters, each moment felt like a gentle reset for the soul. What truly elevated the experience was our host, Shawn. More than just a “super host,” she embodied hospitality in its finest form. Her attention to detail, her care for comfort, and the thoughtful touches throughout the home surpassed even the details of a Hollywood studio setting !

Jacki's home was so lovely and perfect for a weekend getaway with some friends. We brought our dog who absolutely loved the fenced-in yard and extra loved the mountain of toys stocked in the house!

Ingrid and Jay were very welcoming - they made us feel like family friends instead of Airbnb guests. The carriage home was charming and decorated nicely. It felt like home for the weekend!

We had an amazing stay at The Hudson House. Immediately after walking in, I felt right at home. The house was big, but so cozy. This was my first Airbnb but definitely won’t be my last. Allen was always very quick to respond to my messages. He also had a very friendly tone to his messages. I have family in Salisbury. This will be my go to place, if available, each time I visit Salisbury.

Nice quiet neighborhood, host was very flexible and accommodating

This was our second stay with Bob and Lolly in Tall Timbers, and it did not disappoint! Immersed in books and history, this quaint cottage was the perfect getaway. We are looking forward to our next visit!

Wonderful host—I felt right at home. Had conversation prior to arrival and felt like I knew her very well before arriving. The view was spectacular I could have just sat on the patio and watched the woods and water all day. Was there for a school reunion so I had other activities that I had scheduled. This was by far, the best Air B&B experience I have had. Fantastic host, comfortable, and stunning scenery. I am going to try and revisit soon.

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.

We can't wait to return to Golden Quarter Farm! Charming and expansive, the property has everything we were looking for in a place to spend a relaxing weekend with extended family. The historic house is bright and roomy with a well-appointed kitchen; the bedrooms are unique, comfortable, and private; and the living space homey and inviting -- perfect for spending time together. The beautiful views of the riverfront drew everyone outside for walks down the pier, through the fields, and down the sun-dappled forest trails. It was a bit too chilly during our April stay, but the possibilities for enjoying the river (canoe, kayay, SUP) and lovely pool were nonetheless enticing. Finally, I must mention that Evie and Mary were extraordinarily welcoming and accomodating, from communicating proactively to preparing the home for our stay and checking in to make sure everything was perfect. Highly recommend!

We had a great family vacation in the amazing neighborhood of Angola By the Bay. The house was just as described in the listing and it had all of the amenities to make you feel right at home. We will definitely rent this property again in the near future

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

We enjoyed a wonderful week at 12 Moonshell. The house is in a great location, on a quiet street with a wide canal, and near both the golf course and OP Yacht Club. The water views are fantastic! The home itself was spacious and well-appointed, with a large, fully equipped kitchen and a great master bedroom suite, as well as a nice deck and screened porch overlooking the water. The garage is stocked as well, with bikes, beach chairs, and outdoor games. 

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 was a great place for a boys golf trip - we each had a large room and bed - lots of space four relaxing - clean and well equipped. Hope to get the same weather so we can come back next year.

Perfect quiet spot for a long weekend away. Close to the state park or Rehoboth. Plenty of space for us.