Beach house vacation rentals in Chatham

We had the best time at the Lily Pad over looking the ocean. We were in a perfect location to spend some time in Plymouth and visit my son in South Boston (beautiful drive to Boston in the fall!). The condo is super clean, upgraded and beautiful with a great kitchen to cook and plenty of space to lounge. When we didn't cook ourselves there were several restaurants within walking distance. Best breakfast EVER across the street at Brant Rock Hop! Paddy was also super flexible with our last minute reservation and late checkout to accommodate our flight. It was an easy trip to Logan when we *had to* leave. Thanks for everything! We hope to be back soon!

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

Gorgeous house and location. The beach is beautiful and literally steps away. Kitchen and downstairs bath, both decks, and grill area were outstanding. Views are beautiful. Restaurants in the area are delicious. Hosts are welcoming and responsive.

The home is in a beautiful location! Beautiful views of the water, private beach, and within walking distance of the Cape Cod Canal. Calvin was very responsive and a great host. The home was clean and just like the pictures. We would stay there again! I highly recommend the home!

This was the 4th time staying at this location. It's always been an amazing experience. super close to the beach, plenty of space, and great hosts. Would absolutely recommend it and will definitely be back 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!

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.

We had such a wonderful time here! We were celebrating our 50th anniversary with our family and everything about the experience was incredible. The house is spacious, well stocked and well maintained. The view from the deck is breathtaking. Randy is so friendly and welcoming. We had an amazing trip and made many beautiful memories!

We loved the house — lots of space for us to stretch out. The beds were comfy and it was quiet sleeping. The hot tub was perfect. We enjoyed watching some of the March Madness games and playing cards at the large kitchen island. Really fun long weekend!

Alena's place had everything we needed for a lovely week on the Cape. Great pool and location between Mayflower and Dennis Village. My daughter loved the home's bright airy playroom and it kept us sane and entertained on a couple of rainy days. Would definitely visit again!

We loved are family stay at Paul & Katie’s home for Easter Week. It is a dream home . The neighborhood was beautiful and walkable, with a peaceful path to a private beach. We enjoyed the shops and restaurants in Mashpee Commons about an 8 minute drive away.

We absolutely loved our stay at this rental! The space was incredibly well-equipped, providing everything we needed and more. The rooms were spacious and comfortable, making it easy for us to relax and enjoy our vacation. The attention to detail in the amenities was impressive, from the fully stocked kitchen to the cozy living areas. We felt right at home and appreciated all the thoughtful touches that made our stay so enjoyable. Highly recommend to anyone looking for a wonderful and well-appointed place to stay!

I had such a peaceful stay at Tony’s House. The setting was incredibly tranquil, perfect for a relaxing getaway. The view was beautiful, and I loved sipping my morning coffee on the patio. Highly recommend for anyone!!

it is a nice comfy house esp for a family. Swimming pool and game room down in the basement would be alot of fun for kids to keep them busy at day time and night time. Beach, restaurants, grocery stores, liquor stores, etc are all right there esp. only like less than 5 to 15 minutes drive and also less than 25 minutes drive to go to north Falmouth or Wood Hole. They have a nice downtown with many stores, restaurants, bowling ally, etc which that is only less than 15 minutes drive from the house Also taking a walk from the house to the beach is so beautiful esp morning time. i walked every morning, and love every bit of the walk. It rained once during our vacation week and rest were sunny days for the rest of the week. We were lucky to have the good weather. Anyway, the house is approximately about less than a mile and half from the beach. Driving to Chetham is about little a hour drive from the house. To Provincetown, about 1 hour and 45 minutes drive.

We felt right at home and enjoyed our stay so much! The neighborhood is adorable for walking and our little one loved the playground right down the road. The house is so quiet yet so close to downtown and beaches. Will definitely be back!

There should be more than 5 stars for this lovely property and its hosts!!! We were three couples vacationing for the first time on the Cape and this charming home was perfect for us. Conveniently located to serve as home base for many excursions we felt immediately at home. We each had our own themed bedroom with en suite bathroom and TV. All common areas including the sun porch and outdoor deck were fantastic places to gather and enjoy our time together. Our hosts were so pleasant and helpful throughout our stay. As only one example, on a rainy day the host proactively contacted us wth suggestions on things to do in the event of rain on the Cape. We so appreciated this thoughtful gesture and there were many more. When I think about it, this really sums up why we had such a wonderful time. Everything about this property speaks to how much these hosts care about their guests! Hope to return one day. Thank you!

Madison has been an exemplary host, and the house was a great fit for 6 adults and 4 kids aged 4, 3, 1 and below 1. Even though we came for only a few days, I had lots of questions. Madison always responded promptly and helpfully. The host went beyond the call of duty by checking with cleaners when house became available, and facilitating an earlier check-in. That was greatly appreciated by our party. The house layout with bedrooms on two floors was perfect for us, where some kids who wake up real early slept on one floor, and others who wake up later are on another floor. Huge dinner table that could fit us all. Lack of clutter that let the energetic kids move around freely. Three bathrooms conveniently located, one on each floor. The availability of good quality, foldable beach chairs and a beach umbrella were a huge plus. The location of the house is in a quiet neighborhood, where we enjoyed walking, jogging or pushing strollers.

We just wrapped up our second stay at "Beach Break" and again, from the moment we arrived, we were in total heaven. The entire property is squeaky clean and the location is superb – just a short stroll to the beach. Stefanie and Dave have created a total gem. Their dedication to providing an exceptional experience is evident in every detail. The space is incredibly beautiful, so much so that folks walking by stopped to comment on the well-cared-for exterior. We'll absolutely book again. This is truly a rare find.

We had an amazing stay at this cute unit. It was at the perfect location, conveniently close to the beach and a number of attractions. The unit was exactly as described and pictured. It was comfortable and felt like home. The host was also very communicative, accommodating, and welcoming!

Bruce & Rina were incredible hosts. Super responsive and welcoming. If you’re not familiar with the bayside of the Cape, you can’t beat the sunsets and the warmer calmer water—and this private beach was amazing. We were swimming in October! House has everything you need and a great shared yard for lawn games. Great neighborhoods to walk the dog. Great place to vacation with other families with the 4 cottages on the property!

We had such an amazing stay at Vincent’s house. The location was perfection; walking/biking distance to restaurants and shops, walking distance to the stunning flats, and still very quaint and private. The house had everything we needed and more and we felt so at home and relaxed from the moment we arrived. Vincent was extremely helpful and communicative and beyond flexible with check-in and out times. We have nothing but good things to say!

Gino’s place was super clean and comfortable and matched the description. The kitchen was well appointed and equipped with all the essentials plus some nice extras; ice cream scoop, corn holders etc…. We were able to have another family over for dinner without an issue. The neighborhood was quiet on a non thru street, but not so quiet that a couple kids running around outside seemed out of place. Gino was super responsive and helpful and we would be happy to stay there again.

Abdel’s place was perfect for our family weekend getaway. Home was spacious and very clean. Had everything we needed (even toys for my toddler and our dog!). My whole family was very comfortable. Neighborhood was walkable and beach was easily accessible. Sunsets were spectacular! Would stay again!

If you're planning a Cape getaway with a large family, this home is an absolute gem! We had both homes on the property, and it worked out perfectly—one for the early risers and the other for the night owls. The homes were incredibly clean and offered plenty of outdoor space. The property is surprisingly large for the Cape, with expansive outdoor areas to enjoy, and the outdoor shower was the best I've ever experienced—spacious and very private. Both homes were fully stocked with everything we needed to cook in, which we did a few times, and everything worked flawlessly. Even though it's on a main road, the traffic noise was minimal, and we always felt peaceful. I’m very particular about where I stay, but this home checked all the boxes. I can't think of a single negative. Dom, the property manager, was fantastic—super responsive to all our questions and truly a top-notch host! I hope this property continues to be available because I will definitely be back!