Vacation rentals with outdoor seating in Cambridge

Perfect for our group for the weekend. Owners are very responsive and accommodating! Cozy and well kept house. Would book again!

My mom, sisters, friends and I enjoyed a relaxing fun filled time at the Coastal Oasis at the Chesapeake for our Mother's Day Retreat. The view is amazing and truly can be seen from every room in the house! Being able to see the beauty and calmness of the water helped each of us kick back and let the stress melt away. The big dinning room table allowed all of us all to enjoy breakfasts, dinners and touching conversations together. My guests loved the décor and raved about every detail. The beds and furniture were comfortable and house clean. I would definitely come back!

We had the most amazing weekend. All of Kimberly’s recommendations were right on the money, and we were so impressed by the cleanliness, comfort and beauty of the home! Watching the sunrise over the water every morning from the front porch was heavenly!

Four of us had a long weekend writing retreat at Kristin’s beautiful home and it was perfect - spacious, peaceful, and beautifully decorated. It was an impressive combination of history and charm with comfort and ease, including a gorgeous new kitchen. Highly recommend!

Loved my stay beautiful home with serene surroundings and lots of local historic attractions. Highly recommend James’ place!

Immaculate and well-appointed home with gorgeous water views. Evan has thought of every amenity and then some. His guidebook is thorough and helpful in explaining the home and area. Our stay was beyond enjoyable and comfortable. The outside was just as welcoming. The lawn is lush and landscaping beautiful. Would highly recommend- a complete 10/10!

This Airbnb was amazing!! Honestly even cuter in person compared to the photos! I would recommend this spot to anyone visiting the area!! 10/10 experience!

Elizabeth is an amazing host. Very responsive and helpful. We were participating in a race that was in a park .5 miles from the house so the location was good.

An ideal place for a couple (and in our case a dog) looking for a peaceful, relaxing weekend in a beautiful and convenient location.

We were in town to see a concert at the Milton Theater. This place is a great location to walk to the theater. It is very clean with great amenities. The snacks were a bonus! Alene gave us instructions to the beach we could drive on! Super great stay and would stay again!

What a calm and peaceful private retreat! My fiancée and I spent a couple of days enjoying the brisk bay breezes and beautiful sunsets at Vickie’s. Everything was exactly as advertised and Vickie (and Scott) are true treasures—extremely responsive and thoughtful hosts who want you to have everything you need. Plus, their knowledge of the area gave us a great introduction to Leonardtown. So much more to the area than we thought! Whether birdwatching from “the best view on the block” or reflecting on the glider by the bay, we loved every moment of quiet and can’t wait to visit again. Thank you!

Our second time here! An absolutely adorable gem of an Airbnb with the nicest hosts and most beautiful garden and dock on the River! Great restaurant recommendations, super comfortable beds, and lovely living room. Perfect for families visiting the beloved St. Mary’s River.

This place is lovely! It is a little bit of a walk to the beach, but it's a perfect distance to most of the boardwalk area. The place is well-maintained and thoughtfully furnished. I would stay here again.

Cute and cozy! I felt right at home. Jordan and Danny are very nice folks, the apartment is very well appointed. There is a dock on the property that I should have spent more time on. The bed was a dream to sleep in and I literally overslept my alarm the first day. You will definitely need a car to get around but the apartment is a 3min drive to Safeway, Walgreens, Starbucks, etc. The neighborhood has a homey feel and the apartment has a homey feel which was my jam. My dog had a little accident but I got some carpet cleaner and let Jordan know and she was very understanding. I would definitely stay here again if I am visiting Kent Island.

we can’t say enough good things about the lucky duck! jill was extremely kind and responsive. my husband and i will definitely be back!!

We had a wonderful stay at Shawn's place. It is located in an absolutely beautiful area with a gorgeous view of the water. The place was beautifully decorated, and the bed was very comfortable. There were plenty of places to relax outside with a view of the water. We enjoyed taking the kayaks out and watching the sunset each night. Shawn was a lovely host and is a genuine person who wants you to have the best stay!

A Perfect Rehoboth Beach Getaway – Thank You, Theresa! Our stay at Theresa’s home in Rehoboth Beach was absolutely phenomenal from start to finish. The house is pristine, beautifully decorated, and incredibly comfortable — every corner felt like it was designed with care and intention. One of the highlights? Theresa’s incredible hospitality. She had welcome goodie bags waiting for us, and the fridge was thoughtfully stocked with breakfast yogurts and other essentials — such a warm and generous touch that made us feel right at home the moment we walked in. The home itself is spacious, spotless, and perfectly equipped with everything we needed — from high-quality linens to a fully stocked kitchen. We especially loved relaxing in the cozy living space after a day at the beach, which is just a short drive or bike ride away. Theresa was an outstanding host: responsive, kind, and genuinely invested in making our stay unforgettable. Her attention to detail and personal touches made thi

this is the second time staying at Jeff’s place and it was perfect as always. He had all the amenities that you would need. The space was very clean and he was very responsive to any questions that we had and it was only a six minute Uber ride to the beach/ night life. We’ll definitely be booking again

Oxford is my favorite place to visit on the Eastern shore and I love staying in this little place near the town park. it's so peaceful and close to everything. I love connecting with the locals I've met on my travels. I look forward to returning!

Great place to stay for a great away. Good location . Hosts were easy to communicate with. Would highly recommend.

Always a great stay here! Love that everything is ready for us when we get there, lots of good games and night time books for kids, bikes for grownups is awesome, and easy to walk to beach or town!

We loved staying at Heathers place. Very comfortable and felt like home. We really appreciated the Welcome book she provided which gave us all kinds of recommendations for food, drink and activity. We will be coming back!

Mimi's place is a spacious, beautifully decorated, and immaculately clean condo in Lewes, close to the beaches in both Lewes and Rehoboth. There are a few very nice restaurants in walking distance, as well as a supermarket. This is a great location and a great apartment. We loved it.

The condo was easy to find and easily accessible!! The location is a short drive from the beach and very quiet!! We loved that the balcony was enclosed by a screen to help minimize the bugs and heat; There were plenty of utensils and cookware to assist you with cooking during your stay. Overall, Our stay was enjoyable and We would recommend this booking to our friends and family. We look forward to booking again!!