
Vacation rentals with outdoor seating in Chatham
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Top-rated outdoor seating rentals in Chatham
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House rentals with outdoor seating

* Walk to the beach - Swiss Beach House! *
The Swiss House is an ideal retreat for families seeking a harmonious blend of comfort and connection. The expansive open-concept living area downstairs fostered a sense of togetherness, while the well-appointed kitchen made preparing family meals a breeze. Nestled away from the hustle, yet conveniently close to amenities, the house offers a perfect balance of privacy and accessibility. A quick drive to Mayflower Beach added to the allure, making our stay nothing short of delightful.

Quaint Cape Beach House
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!

Charming Historic Garden Duplex with Private Porch
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!

Beautiful home & backyard oasis
If our family could give Jessea and her home 10 stars we would, renting a home from her is a truly wonderful and unique experience. Jessea's listing is 100% accurate, she is immediately responsive and constantly communicative throughout your stay. Jessea thinks of everything, you need nothing while staying in her incredibly warm & welcoming comfortable home. Her home is very spacious and every bed, chair, sofa, outdoor nook is super comfortable and conducive to socializing with your family. The yard is spa-like and there is so much to do, the fire pit and bocce court among other games. The location of Jessea’s house is very convenient as well, close to Orleans and also all points towards the Outer Cape. My family and I have found Jessea to be the most pleasant and professional host to work with, we will definitely return time and time again.

Cheerful home- steps away from a beautiful pond.
This was our first Airbnb experience and it was amazing! Everything about the home was perfect and better than my expectations. We all absolutely adored this home and were very comfortable. Thank you so much for proving so many necessities!

SeaPeace Cottage-East Brewster Deck,Firepit,W/D AC
We attended a wedding at the Ocean Edge Resort and we found Paige's home to be convenient to the venue and activities and a great alternative to staying on property. The home was clean and neat and had everything we needed. The weather turned out beautiful so we took full advantage of the outdoor space. I would highly recommend Paige's home to anyone who likes to be close to the beach, restaurants and golf, but far enough away to be quiet and peaceful.

Seagull beach cape home
Just 5 min drive from the beach, was convenient and peaceful neighborhood

2 Bed Cottage- expansive outdoor space, renovated
Thank you Amy! The house was clean, the beds were delicious… I slept less than I would have liked, they were amazing, and I wish I had gotten more sleep! I broke Amy’s shower and coffee table, but her communication with me was great. I apologized, she sent the damages and everything was fine. She was very kind and easy to talk to =) I would definitely stay again and absolutely recommend it. If I can give you one tip: put curtains closed on the windows to make it really dark… I can only think of how perfect the rooms would be! I wouldn’t get up anymore! hahahaha Thanks Amy!
Apartment rentals with outdoor seating

Cape Cod Canal Home
We had a great weekend at this place. The place is small, but has everything you need. The porch and large deck are perfect for enjoying the weather and the view of the Canal. It was a great location for exploring lots of places on the Cape, without having to deal with traffic! We loved biking and walking on the trail alongside the Canal. The kitchen was complete with everything you need for cooking (just bring your own food!).

Brand new! Whole apartment, huge tub, full kitchen
This was our 3rd time at Jenny’s place. We love a Mattapoisett! The space is adorable, quiet, and so comfortable. The area is gorgeous and very walkable

Walk to private beach, spacious peaceful apartment
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!

Beautiful Creekside Apartment in Wellfleet Center
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.

Downtown Backyard Oasis
Great place to stay while in Plymouth! Erin was communicative and the place was just as pictured and described. Best of all it was walking distance to all attractions in the town.

Centerville Studio with Town Beach Pass
Great internet. Super clean. Would definitely stay again. Five stars.

Apartment suite|pond access|Firepit|Private Deck
I got this Airbnb for the weekend because I was proposing to my girlfriend in a Hyannis dinner train. This was the only spot that looked private and worthy of an “engagement weekend getaway” vibe as opposed to hotels and other Airbnbs. Meagan even allowed a friend of mine to show up and decorate the apartment with “Just Engaged” signs and fake candles and fake rose petals, which made the bedroom look even more romantic. My now-fiancé could not express enough how much she loved the place. Quiet, safe neighborhood, good eating spots less than 10 mins away in car, great water pressure, everything you could ask for. If we’re going to be knit-picky, the only thing we can complain about was that the A/C did not seem to work. The wall unit was open like if it was working, but no air was coming out of it. I forgot to mention this to Meagan during our stay, as I’m sure she would have rushed to help us. We slept with the windows slightly open and it was just as nice.

Your Private Garden
We had a lovely time at Mary Alice’s place. She was incredibly kind, helpful, and responsive before, during and after our stay. Even though we weren’t able to meet in person, she made sure we felt welcomed and had what we needed. She also offered flexible checkin/checkout which we didn’t end up needing, but it was nice to have as an option! The location is a quiet and cozy neighborhood that offered us privacy but was also walkable to the main street. Many thoughtful touches incorporated into the place - I can tell that she treats her home with so much love and care, and it shows! Would recommend!
Condo rentals with outdoor seating

Modern Provincetown Condo.
Kevin’s home was a great place for my husband and I to visit the Cape. It was exactly as shown in the pictures and he had clear instructions on what was expected for our stay there. It’s also a nice, walkable location for Provincetown. Especially being one street over from Commercial street. I did have to communicate with Kevin once and he quickly responded to me. Thanks Kevin for opening your home to us!

#6 Ocean Oasis Studio, 300 Yards to Glendon Beach
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!

Casa Frappo - town center - 2 BR / 2 BA
A perfect stay at Steven’s place. Comfortable, thoughtfully decorated, cozy, perfectly located in the center of town. The apartment is more spacious than the photos make it seem. Great communication from Steven. Would not hesitate to return.

Westend Waterfront Luxury Condo-Provincetown
We loved staying at Anil’s place!! The view of the ocean was incredible. It was so peaceful. It was a sweet loft apartment, just the right size for my husband and I. It was clean, the bed was comfortable, the kitchen had everything we needed to make a few meals. We come to Provincetown once a year and this is our favorite accommodation yet! It’s a perfect, quiet location that is also within walking distance to all the shops and restaurants!

Waterfront gem
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

Bayshore 9 Waterfront Renovated Condo with Parking
This is the second time I have stayed here. Can't beat the location and the view of the bay. Very peaceful. The apartment has everything you need, and is very clean. I'll be coming back again in August!

Penthouse, waterviews, large deck,steps from beach
We had a wonderful time in Fred's lovely home. It was equipped so thoroughly and thoughtfully. The place was spotless and if anything, the photos don't do justice to how comfortable and homey it felt. The showers were better than those we have used at 5 star resorts. All of the little touches from labeled light switches to motion-detector night lights made our stay so easy. And we gratefully enjoyed the gas fireplace that warmed us up during a chilly weekend. The location is great -- across the street from the water, and near all the shops and restaurants. I recommend this home wholeheartedly!

Architect Designed West End Condo; Great locale!
Great place in PTown. Close to the center and walkable to everything. The unit was well appointed and comfortable. On the upper two floors of a building so more stairs than I expected so keep in mind if stairs are challenging for anyone in your party. Overall, really happy with this location, the unit itself and the great host. Would stay again and certainly recommend.
Quick stats about vacation rentals with outdoor seating in Chatham
Total rentals
260 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
9.1K reviews
Family-friendly rentals
230 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with a pool
10 properties have a pool
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