Holiday rentals with outdoor seating in Chatham

I had a great stay at the boathouse. There was great communication between the host and I. Nancy kindly excepted an early check-in as I flew on a redeye from LA to Boston.. I will definitely keep this place on my list of places that I stay on the Cape!

We had a wonderful ti.e staying here. The house is beautiful and accommodated everyone. There is plenty to do in the area and was a nice central aarea to take in everything the island has to offer. We would love to sstay here again. Thank you so much for hhosting us!

Marina’s home is so beautiful and clean! We had a crowd of couples and singles, the space fit everyone perfectly! Ample bathrooms, space for relaxing, and comfortable beds! We hope to be welcomed back.

The house was cozy, quaint, and spotless—perfect for our off-season weekend getaway! Adele was incredibly accommodating and flexible with us, and her communication was top-tier. We couldn’t have asked for a better experience and would happily stay again. Highly recommend!

The house was great and we were able to rent a both units of the duplex! Kitchen was well stocked for cooking large group meals and was close to town when we wanted to go out for food. Daniele was very responsive and friendly. Highly recommend!

We had a great time! We are familiar with the area. The pics were exactly as it looked. Very clean and bright. Quiet neighborhood and close to the beach for summer travelers! We would stay here again!

This is such a cute place. It’s really close to the heart of p-town, about a 5 minute walk to commercial street, but it feels really quiet and private as it is set back from the road. It backs up to the cemetery offering gorgeous views and also less neighbors/noise. The patio for this house is spacious and luxurious. Ben was great - very responsive and accommodating. We had one issue that he responded to right away and resolved with urgency - could not have asked for a more responsive host. We are already scheming about trying to book for next summer.

This place is such a gem! Great location if you want a little peace and quiet but also easy to get to Edgartown or OB for some fun, The property has an amazing yard where we played various sports, grilled and definitely enjoyed the hot tub! Inside is just as described in the listing. And the hosts were super communicative and helpful. Would definitely highly recommend!!

You could not select a better location than this, with access to the Cape, beaches, and the Canal road for biking and walking. The apartment is modern and immaculate with a nice deck on which to relax. To top it off you could not find more pleasant hosts than Diane and Barry. We will surely visit again!

Bill and Trish were amazing hosts, and they made sure the place was exceptionally clean. They even had fresh flowers for us when we arrived.

We enjoyed our stay very much, the space was cozy, clean, and well appointed furnishings. Diana was welcoming, and helpful. The home in a quiet location was a great base for exploring the Cape!

This was going to be our second time staying at Anne’s beautiful Air BnB. Unfortunately issues at the building the day we were due to check in required Anne to cancel our stay. This is still an all five-star rating because Anne was fast to communicate the problem. She even contacted another host to put an alternative place on hold for us while we decided what to do. At each step of the way Anne was wonderfully responsive. While it was not an ideal situation, knowing Anne was available to take our calls and answer our questions while we worked to pivot took away the stress of losing your planned getaway spot. We decided not to stay at the alternative spot, but I commend Anne for having a place on hold. It allowed us to take the time to look and consider all options, which removed any and all frustration that could have easily colored the day and our weekend. We plan to return sometime in the future.

Erin's place is perfectly situated in downtown Plymouth. Restaurants and historical sites are within easy walking distance. Beds are super comfortable. The kitchen had everything you could need. Nice deck and a backyard with a fire pit and unique birdhouses.. It was cold and rainy during our stay (which is as to be expected in April), but Plymouth had loads to do. We particularly liked the Cordage Museum (where we spent a few hours talking with locals) and Plymouth's (free entry) Art Museum. We were impressed by how many beach parks Plymouth has. We came to participate in a 5K race on the Grace rail trail and hopefully will be back again next year! Thanks, Erin and family!

Great home for our superintendent to stay in while working on a project. Highly recommend!

Immaculate, comfortable and accurately advertised. The bed was very comfortable and we loved sitting out on the deck to enjoy the beautiful weather. Close to nearby restaurants and beaches. We would definitely stay again!

Mary Alice's place is so charming, equipped with everything I needed in daily life, and surrounded by full of green and peaceful neighbors. She is also very responsive and supportive in the communication. Definetely recommend, and wish to come back again!

Super convenient location and beautifully appointed accommodations. For first time visitors to P-town, this was a gem as it was easy to find our way around without a car. Looking forward to another stay!

What a darling space! We felt right at home. It was quiet and cute inside and we were able to really relax. Thank you, Sam for such creating an inviting living area!

Had a wonderful second stay at Steve’s lovely house! It was just as enjoyable this time around, plus a brand new renovated kitchen. Steve’s home is beautifully decorated and incredibly comfortable… it was really chilly in ptown while we were there, so we made great use of the fireplace. It’s a fantastic location, easy walking to everything. Steve is an excellent host, reaching out ahead of time with all the details and letting us check in early with our boys and our dog. Thanks again, Steve! Look forward to coming back soon.

We absolutely loved our stay at Julia’s home! It was in amazing location close to the beautiful downtown but also very private. The private beach is hard to beat! The space was clean, exactly as pictured, and was stocked with anything you could need. Julia was an amazing host who provided clear instructions and responded quickly. We can’t wait to return for our next stay here. Thanks again Julia!!

Staying at Anil’s condo on the water was a little slice of heaven! It was just as depicted in the photos, but more charming in real life. We especially loved the art that adorned the walls and shelves, and being able to see the water from every vantage point (upstairs and downstairs) was magical. (And what a genius idea to make the kitchen backsplash a mirror, so even when you’re back is turned to the water, you can still see it :) Honestly being there off/pre-season made it even more special, as we felt like we had the neighborhood to ourselves, whilst there were still several great restaurants open for dining out. We’ve stayed in several Airbnb’s over the years, but this place topped the charts. We’ll be going back there in our minds for sure, and hopefully in real life, too!

terrific views, great location, well stocked kitchen, nice bathroom, comfortable living room, large deck, would stay again! perfect base for exploring all ptown has to offer

Steven was quick with communication! The condo was clean, quiet, and easy to find. We were here on the offseason, so it felt private. We enjoyed watched the tides and relaxing. The building next door is undergoing some exterior renovation, but we hardly noticed the workers. There was some noise - sawing and hammering - but for only part of the day (and very minimal). Would highly recommend!

Perfect spot for a couple days of shopping and enjoying Commercial Street. Gorgeous views. Perfect location across from the new park. We loved it.