Vacation rentals with outdoor seating in Chatham

Find and book unique outdoor seating rentals on Airbnb

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Popular amenities for Chatham outdoor seating rentals

House rentals with outdoor seating

Superhost
The exterior of the house showcases a wooden facade framed by lush greenery. A large wooden deck extends from the back, furnished with chairs, ideal for relaxation. Sunlight filters through the trees, highlighting the serene outdoor space.
Home in Yarmouth Port
4.88 out of 5 average rating, 153 reviews

* Walk to the beach - Swiss Beach House! *

JennaRating, 5 stars9 months ago
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.
Guest favorite
A charming single-story house is surrounded by well-maintained gardens featuring colorful hydrangeas and tidy shrubbery. A private driveway is visible alongside the house, complemented by a rustic wooden fence that adds to the property's warmth. The front entrance is framed by seasonal blooms.
Home in Dennis Port
4.96 out of 5 average rating, 68 reviews

Quaint Cape Beach House

SamanthaRating, 5 stars5 months ago
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!
Superhost
A private porch is featured in this image, showcasing wooden steps leading to a spacious seating area surrounded by greenery. A picnic table sits alongside potted flowers, complemented by a bike and outdoor seating, creating an inviting spot for relaxation.
Home in Provincetown
4.81 out of 5 average rating, 26 reviews

Charming Historic Garden Duplex with Private Porch

RonaldRating, 5 stars22 months ago
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!
Superhost
A spacious backyard features a stone outdoor kitchen under a wooden pergola. Comfortable seating is provided with blue lounge chairs arranged around a fire pit. The well-manicured lawn is complemented by a stone pathway and lush landscaping, creating an inviting outdoor space.
Home in Eastham
5 out of 5 average rating, 3 reviews

Beautiful home & backyard oasis

SheilaRating, 5 stars7 months ago
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.
Top guest favorite
A cozy living area features a decorative gas fireplace surrounded by a brick mantel. Natural light filters through nearby windows, illuminating a comfortable armchair and a neutral area rug. Decorative elements, such as a large shell and vases, enhance the welcoming ambiance.
Home in East Harwich
4.99 out of 5 average rating, 106 reviews

Cheerful home- steps away from a beautiful pond.

EmilyRating, 5 stars1 day ago
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!
Top guest favorite
An inviting living area features a comfortable seating arrangement with a grey sofa and an accent chair. A dining table is visible, accompanied by floral arrangements. Warm light filters through large windows, illuminating the space, while a fireplace and decorative elements enhance the cozy atmosphere.
Home in Brewster
4.98 out of 5 average rating, 187 reviews

SeaPeace Cottage-East Brewster Deck,Firepit,W/D AC

PaulRating, 5 stars8 months ago
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.
Superhost
A charming two-story home is depicted with a shingled roof and multiple windows. The gravel driveway leads to a well-manicured lawn, complemented by trees and a fenced yard. A flight of stairs provides access to the upper level, enhancing the inviting exterior.
Home in West Yarmouth
4.81 out of 5 average rating, 27 reviews

Seagull beach cape home

PawełRating, 5 stars9 months ago
Just 5 min drive from the beach, was convenient and peaceful neighborhood
Guest favorite
The exterior of the cottage is framed by lush greenery and blooming hydrangeas. A neatly trimmed grass area is visible, with stepping stones leading up to the entrance. The property is bordered by a white fence, contributing to a peaceful garden setting.
Home in Plymouth
5 out of 5 average rating, 26 reviews

2 Bed Cottage- expansive outdoor space, renovated

Bruna FernandaRating, 5 stars8 months ago
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

Guest favorite
A bright living area features a large window that allows natural light to fill the space. Comfortable seating includes a gray sofa and a dark blue loveseat. A wooden coffee table sits between them, and a ceiling fan helps maintain a comfortable temperature.
Apartment in Sagamore Beach
4.97 out of 5 average rating, 115 reviews

Cape Cod Canal Home

OliviaRating, 5 stars1 week ago
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!).
Top guest favorite
A modern kitchen is showcased, featuring navy blue cabinetry and wooden countertops. Equipped with a stainless steel refrigerator, oven, and a farmhouse sink, the space includes a toaster and coffee maker. Shelves display dishware, while bright light enhances the welcoming atmosphere.
Apartment in Mattapoisett
4.98 out of 5 average rating, 102 reviews

Brand new! Whole apartment, huge tub, full kitchen

ChristineRating, 5 starstoday
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
Guest favorite
A serene beach landscape stretches under a clear blue sky, with soft sandy shores meeting calm waters. A small sailboat rests on the sand, surrounded by lush green shrubs and trees in the distance, enhancing the natural beauty of the coastal environment.
Apartment in South Orleans
4.92 out of 5 average rating, 133 reviews

Walk to private beach, spacious peaceful apartment

Frederick A (Tony)Rating, 5 stars8 months ago
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!
Guest favorite
A bright view of Duck Creek is framed by soft, sheer curtains. The scene displays a wooden deck with a small table and chair, offering a serene spot to enjoy the landscape. Lush greenery and calm waters can be seen in the distance.
Apartment in Wellfleet
4.96 out of 5 average rating, 188 reviews

Beautiful Creekside Apartment in Wellfleet Center

MegRating, 5 stars1 month ago
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.
Top guest favorite
A private backyard features landscaped areas with green lawn and mulch, patio stones, and seating options. Comfortable blue chairs sit under an umbrella, adjacent to a wooden dining set. A fire pit area complements the space, surrounded by lush greenery and flowering plants.
Apartment in Plymouth
4.97 out of 5 average rating, 119 reviews

Downtown Backyard Oasis

LianaRating, 5 stars4 weeks ago
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.
Guest favorite
The inviting front of a blue house features a warm entry door flanked by two outdoor light fixtures. A stone pathway leads to the door, bordered by vibrant flowerbeds filled with sunflowers, daisies, and other colorful blooms, enhancing the home's welcoming appearance.
Apartment in Barnstable
4.95 out of 5 average rating, 122 reviews

Centerville Studio with Town Beach Pass

AndrewRating, 5 stars1 month ago
Great internet. Super clean. Would definitely stay again. Five stars.
Guest favorite
A spacious bedroom features a four-poster bed with a light bedding set, complemented by two large, round ottomans. A patterned wall adds texture, while a cozy seating area is visible in the background. Soft lighting enhances the calm ambiance.
Apartment in Dennis Port
4.97 out of 5 average rating, 103 reviews

Apartment suite|pond access|Firepit|Private Deck

EstebanRating, 5 stars1 week ago
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.
Guest favorite
A coastal-themed painting is displayed near a bright blue door. The artwork features sandy shores and gentle waves, complemented by tall grasses, conveying a serene beach scene.
Apartment in Falmouth
4.95 out of 5 average rating, 171 reviews

Your Private Garden

VeronicaRating, 5 stars1 week ago
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

Guest favorite
A modern kitchen features sleek white cabinetry and a bar area with two high-backed stools. Pendant lights hang above the bar, illuminating a tray with decorative items. The space is arranged for convenience, showcasing well-organized counters and appliances.
Condo in Provincetown
4.92 out of 5 average rating, 285 reviews

Modern Provincetown Condo.

LindseyRating, 5 stars2 days ago
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!
Guest favorite
A spacious studio features a queen bed with a decorative throw blanket and a vibrant pillow. A kitchenette with a stove, refrigerator, and sink is visible, alongside shelving and a window draped with light curtains. Blue accents are present throughout the room, creating a fresh ambiance.
Condo in Dennis Port
4.94 out of 5 average rating, 169 reviews

#6 Ocean Oasis Studio, 300 Yards to Glendon Beach

MarciaRating, 5 stars7 months ago
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!
Guest favorite
A well-furnished living room showcases a sleek black sofa, a decorative lamp, and framed artwork on the walls. A dining area with light-colored chairs is visible in the background, along with a cozy ambiance highlighted by soft lighting fixtures.
Condo in Provincetown
4.89 out of 5 average rating, 216 reviews

Casa Frappo - town center - 2 BR / 2 BA

DavidRating, 5 stars1 month ago
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.
Guest favorite
The living area features a dark sofa and light wood flooring. Large glass doors open onto a private deck with water views. Two outdoor chairs are positioned on the deck. Bright artwork adorns the walls, complemented by natural light from the windows.
Condo in Provincetown
4.93 out of 5 average rating, 152 reviews

Westend Waterfront Luxury Condo-Provincetown

JenniferRating, 5 stars1 day ago
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!
Guest favorite
A view from the deck showcases boats anchored in the harbor under a clear sky. An American flag billows in the gentle breeze, while well-maintained plants in pots add greenery to the scene. Parking spaces are visible nearby, framed by natural landscaping.
Condo in Provincetown
4.96 out of 5 average rating, 112 reviews

Waterfront gem

ChrisRating, 5 stars7 months ago
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
Guest favorite
A cozy dining area features a round table surrounded by two chairs. Large glass windows provide expansive views of the waterfront, while soft natural light enhances the space. A contemporary mural is displayed on the wall, complementing the clean design of the room.
Condo in Provincetown
4.96 out of 5 average rating, 191 reviews

Bayshore 9 Waterfront Renovated Condo with Parking

AndrewRating, 5 stars1 month ago
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!
Top guest favorite
A spacious dining area is presented with a modern table surrounded by six white chairs. Natural light enters through multiple windows, illuminating the comfortable gray sofa and sleek entertainment unit in the background, which features a minimalist fireplace.
Condo in Provincetown
5 out of 5 average rating, 143 reviews

Penthouse, waterviews, large deck,steps from beach

LauraRating, 5 stars3 weeks ago
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!
Superhost
A modern kitchen features wooden cabinetry and stainless steel appliances. An island with seating for four is highlighted, accompanied by overhead pendant lighting. The adjoining living area is visible, showcasing a comfortable sofa, coffee table, and additional artwork on the walls.
Condo in Provincetown
4.88 out of 5 average rating, 113 reviews

Architect Designed West End Condo; Great locale!

PatrickRating, 5 stars2 weeks ago
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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