Waterfront holiday rentals in Boston

Ideal location walking distance to shops and restaurants. Unit provided everything we needed for our stay very much recommend this apartment to anyone planning to travel to Rockport

This is a beautiful apartment located in the heart of Rockport. Will definitely come back here if possible for another trip!

Our first trip to the Boston area couldn’t have been better! This Airbnb was absolutely perfect for our family of four. The bedroom I stayed in had its own balcony with a beautiful ocean view—ideal for peaceful summer mornings or warm, relaxing nights. The open-concept living room and kitchen gave us plenty of space to unwind after a day of exploring. But what really sets this place apart are two unbeatable features: first, you won’t find easier access to public transportation—there’s a bus stop just a 30-second walk away that takes you right into Boston. Second, the hosts, Milan and Anna, were some of the kindest and most helpful we’ve ever met. Their local tips made our stay even better. Great amenities, smartTV, updated shower, dishwasher, laundry, grill available to use, etc. Right next to the house is a beautiful walkway that stretches down the beachfront of Winthrop. We’re already talking about coming back as the Boston area is second to none!

Everything was perfect , felt right at home the beds were the most comfortable I’ve ever slept on ! Shower was wonderful /great water pressure.

I needed a special place for a special weekend. I didn't want to propose in a loud, busy Boston location. I wanted private, quiet and intimate. Thats what the photos felt like and I'm happy to say that was the exact experience. April is a perfect time with sunny weather in the 50's. We had a pleasant conversation with Susan in the shared driveway on our way to dinner. She recommended Seaport Grill, specifically the Chilean Sea Bass. It did not disappoint. Plus the Hammond Castle. It was an unforgettable weekend. She said Yes!

This place is a perfect Nahant beach get-away. We were there for a wedding over the weekend, and were so lucky to find Elyse's place! Elyse is a wonderful host, and she communicated everything in such a detailed manner that finding the place/checking in was a breeze. It poured rain all weekend, but the cozy, clean unit that is decorated beautifully and is so conveniently located to everything made us feel at home. The unit has everything you need - even a lovely deck overlooking Boston Harbor. Elyse was gracious enough to offer to turn on the hot tub for us while we were arriving, and she had great local recommendations. While we did not get to use the hot tub or go to the beach because of the rain, we hope to return and take full advantage of how special this place is again!

Great place to stay. Super accommodating and friendly to do business with.

This was a perfect location for a long weekend getaway! Proximity to public transportation makes this place an awesome option for Boston travels, the ocean is absolutely gorgeous! I ran the Boston marathon on my visit and the hot tub was incredible for recovery! The bed is so comfortable and even though we didn’t cook anything, we easily could have! Having a washer and dryer in the unit available meant that I don’t have piles of laundry to do when I get home!

Gabriela's beach house was so beautiful and the views were unbelievable! Right on the beach and the house had plenty of space for my family and I. She was very responsive as well! I would definitely stay again!

Property was just as pictured, which I find extremely important. This spot is off the beaten path and quiet with a nice little walking bridge for a stroll. Close enough by car, to all the attractions of Glouchester when your ready to get out and about.

We stayed at Jenny and Thom’s for a family reunion weekend in Newton where the festivities were at my sister’s house who lived nearby. The home was perfect for what we needed . It is very cozy, nicely decorated, very clean, and well equipped. The view from the back is so peaceful and we even saw a swan! The beds are very comfortable and the bathrooms are squeaky clean. Directions for care of the home are very clear - and little details like labels for the lights were helpful. Jenny was always available if we had any issues but we had none. We would stay again!

we stayed with Jay for a little over 3 months and could not of had a better host. absolutely beautiful home with all the amenities you could ask for. stunning sunsets and sunrises with an amazing sun room. accessible parking and highly recommended walking to castle rock right down the street. Beach is phenomenal and all the neighbors were pleasant. all linens and mattress were absolutely amazing. Master bedroom is designed for those star gazers. I highly recommend staying with Jay this was a gem and we would love to book again.

We absolutely loved Peter and Sally’s house, especially the front porch. We spent all of our time out there watching the world go by and taking in the beautiful view of the water. The house was clean and incredibly well stocked with kitchen and bathroom supplies. The beds were comfortable and the living room was great for family movie nights. The little beach across the road was perfect for our quicker beach trips (we have an 11 month old). I was worried about noise from the road but traffic really dies down at night and we hardly noticed it during the day. We thoroughly enjoyed our time and would stay here again!

This was such an artistically decorated home with breathtaking ocean views and yet so comfortable and functional ! The sunsets are amazing and we would highly recommend this to anyone visiting the Nee England area a true gem ! Many thanks !

Anne’s place is an amazing old ocean front home. I was so excited to experience staying there, as we have no houses like this where I’m from. The ocean views are amazing from the porch, the upstairs bedrooms, and the crow’s nest. We watched seals and eider and mergansers and loons. It was also great to people watch from the front porch as lots of dog walkers walked by. We rock scrambled at low tide and got out to Brant Rock. Anne was super responsive and quick to answer questions when we first checked in. The house is old, quirky, and beautiful. The updated bathrooms are gorgeous. We cooked breads and lasagna and lots of other stuff and had all the pots, pans, and baking pans that we needed (which is rare in an Airbnb). Really lovely stay in a really lovely home. The perfect place to ring in the New Year with people I love.

This house was perfect for two parents and two grown children to spend Christmas week. The views were amazing, the setting very peaceful. The neighbors were very nice and welcoming. (Lots of dog walkers.) The temperature throughout the house could be regulated very well. Separate thermostats for upstairs and downstairs. The TVs worked great and there was comfortable seating for our group. The bedrooms were very comfortable and the bathrooms worked great -- plenty of hot water and nice amenities. The kitchen was very well equipped for any kind of cooking. As we were leaving, my wife and I said this was probably the first AirBNB we've stayed in to which we would happily return.

Great house! Loved all the ammenities. The host was very responsive if we had any questions and will definitely look at staying there again next time!

Lovely area, deer walk up to the property. Super clean, such comfortable lodging. Easy to enter, no lugging furniture up steps (sometimes makes a big difference), just unload and roll inside. All the amenities you’ll need for a perfect stay. Great restaurants very close. Would highly recommend!

We had a wonderful visit, from start to finish! Michael’s place was comfortable and clean and had everything we needed.

This comfortable apartment has a charming view of Gloucester harbor. It's location adjacent to a live theater and around the corner from Rocky Neck is perfect for entertainment and exploration. It's a five-minute car ride into the downtown, or if you're feeling a need to stretch your legs - it's a long, easy walk.

I booked this Airbnb as I was attending a wedding at Piers Park in East Boston! It was so close and it was only a 6 minute walk away! Upon arriving Jay, the property manager met us at the Airbnb to go over how to run and find everything in the Airbnb, which I found to be super helpful! Not only was it helpful, but it was so nice to meet Jay. He was so sweet and he gave so many great recommendations! This Airbnb had it all! I truly could not have asked for a better place to stay ☺️

A fantastic way to spend a long fall weekend in Massachusetts. The apartment was cozy and convenient, and we loved exploring Rockport. Top tip: eat at Roy Moore’s. A lot.

I pride myself on finding fantastic accomodations to match fantastic travels, and this was the best lodging location I have ever found. So special to stay right out on the peninsula/wharf amidst the charming, narrow lanes of seasonal gift shops and restaurants, with water all around us. The unit is super clean, nicely decorated, well supplied (including a basket of upscale snacks and handwritten note), and private. A peaceful little nest from which to watch the Atlantic, the beautiful town, and the harbor activities. Really hard to tear yourself away from the amazing views out every window. Water lapping the wharf will send you to a peaceful sleep. Nighttime wanders on the wharf were super quiet, gorgeous, and romantic. Catherine also very kindly offered us to stay past check out time when the opportunity arose, allowing us extra hours of fun! Recommend her suggested walk to The Headlands for photo op of the unit. It's crazy it's practically next to the famous Motif #1!

We really loved this location! We only stayed 1 night to sight see Salem for my kids' April break and Ryan's place was perfect. Private parking behind the house was a HUGE plus. When the weather gets warmer, it would be even more amazing since it's so close to the beach. Well described, very clean and little things like a K cup in the morning was a huge bonus ;-)