Waterfront vacation 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.

Beautiful comfy cozy 🤩 setting chocked full of stunning sunrises and sunsets over the sea! 🌊 There were so many memories for us being back on the same street we’ve spent so much time enjoying for the funeral of a loved one who lived 3 doors down….. Comfort & closure resonated in the atmosphere as we walked the coastline & rest so sweetly in Susan’s lovely oceanside suite. 💝We will return my friend! Many Thanks!!!

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!

Great house! Great beach! Great hosts!!!

Tommy was great. He was easy to contact and communicated wonderfully. The house was set up for a guest with everything you needed for a comfortable stay. The furniture and beds were so comfortable as well as the welcoming feel. Plenty of spacious rooms. Even spaces you could have alone time. When they described the house on the ocean, it really is. This was by far the best Airbnb we’ve stayed at. Hope to rent it again next year. I can’t say enough on how comfortable the house is. This is the first house we’ve recommend for other people to stay at. Peg

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.

Super responsive hosts and a great place to stay!

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.

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!

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.

The house was beautiful. It was well decorated, clean and organized. The hot tub was lovely and the beds comfortable. Beautiful view of the harbor. The property manager Jay was nearby and super helpful! He went above and beyond to give recommendations on things to do, places to eat and how to get around. It was a family friendly location. Walking distance to amazing playgrounds and to subway. We went to aquarium for duck tour and walked around the north end. We enjoyed carousel and even more amazing playgrounds! We checked out Paul Revere house and had cannolis at Modern. Bring your walking shoes! Everything was perfect!

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.

We stayed Thursday night through Sunday 4-2-25 thru 4-6-25. Almost everything was in walking distance. We tried a new restaurant every night, eating mostly Italian. We weren't to far from Quincy Market, we had brunch almost every day and did shopping. It is right across the street from the wharf and we had a beautiful view from the living room. We went to go and see the Red Sox game for opening day. Couldn't have asked for better weather and a wonderful place to stay. Any questions we had were answered quickly and they game us great recommendations for restaurants. We will definitely be going back again, rating was 5 stars! Anne Duran

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 ;-)