Holiday rentals with outdoor seating in Chelsea

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

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Popular amenities for Chelsea outdoor seating rentals

Holiday House Rentals with Outdoor Seating

Superhost
Home in Malden
4.8 out of 5 average rating, 112 reviews

Lovely residential home with free parking

NicholasRating, 5 stars2 weeks ago
Oddays place was wonderful. They have plenty of amenities for guests. It’s an older house, but a very nice older New England home. We enjoyed the stay. The only recommendation we would give is for there to be a laminated card with the wifi name and password, as we didn’t locate it until the last evening of 3 nights there. It was on the Airbnb app but not very clear about how to get the password. That’s our only suggestion as there were older folks in the home as guests and they didn’t have access to the app. Thank you for hosting your Airbnb to us! We would stay again in any future trips to that area.
Guest favourite
Home in Revere
4.85 out of 5 average rating, 252 reviews

Rio Stays

VinsanRating, 5 stars1 week ago
Clean, spacious common area, privacy.
Guest favourite
Home in Woburn
4.94 out of 5 average rating, 125 reviews

Stone Cottage with meadow view

AnneRating, 5 stars4 weeks ago
Lauren was an excellent host! Cottage is absolutely beautiful! Felt right at home , she was very responsive and very helpful. This place has all the amenities, perfectly located for everything we had planned .
Guest favourite
Home in Revere
4.92 out of 5 average rating, 107 reviews

Spacious New 3 bed 2 Bath home 15 min from Airport

NikiRating, 5 stars2 weeks ago
We had a great stay! The house was very clean and in a quiet neighborhood. It was easy to find and made a perfect central spot for visiting Boston and exploring the coast. Javer was super responsive and communicated clearly throughout—would definitely stay again!
Guest favourite
Home in Winthrop
4.87 out of 5 average rating, 70 reviews

Cozy & Modern Entire Residential Home ❤️

DavidRating, 5 stars4 days ago
We loved the apartment, it was very clean and beautifully decorated. As a family of four we fit comfortably. It’s in a perfect location for getting around Massachusetts. The town was very cute with lots of delicious restaurants and so close to the beach. After a whole day of sightseeing and walking it was nice to come back to the home relax and watch tv in front of the fireplace. Thank you Carmen for the lovely stay.
Top Guest favourite
Home in Framingham
4.98 out of 5 average rating, 247 reviews

2BR—Lovely 1900s Home—1200sqft—25 Min to Boston

MayaRating, 5 stars2 weeks ago
Andrea’s place was amazing! We stayed for a week and it was so clean and wonderfully organized. All instructions were clear, and Andrea was very kind and responsive!
Superhost
Home in Medford
4.85 out of 5 average rating, 142 reviews

Sunny home minutes from Boston. Free parking.

NanditaRating, 5 stars3 weeks ago
We really enjoyed our stay. Such a Warm and cozy home. Elizabeth was easily reachable whenever we had a question. Would highly recommend her cozy home. Thanks Elizabeth
Top Guest favourite
Home in Melrose
4.96 out of 5 average rating, 110 reviews

Upscale 5BR Family Home Near Boston

DaleRating, 5 stars1 month ago
The home was in a very nice and quiet area of town with groceries, gas and restaurants a short walk or drive away even in during busy hours of Boston traffic. The home was actually larger than expected with two full bathrooms, one on each floor. Everything was clean and ready for us with a well equipped kitchen and filtered water. There was a nice booth area to eat as well as counter seating and a dining room. We only had three in our party, but you could comfortably house a much larger family in the rental. We have a few more trips planned to Boston this year and will book this first if it is available, would like to stay again.

Apartment rentals with outdoor seating

Superhost
Apartment in Somerville
4.85 out of 5 average rating, 141 reviews

Stunning Union Square 2 bed/2 bath w/ shared patio

KashundraRating, 5 stars1 month ago
Our stay was fantastic. The property was exactly as described—clean, well-maintained, and in a great location. The layout was perfect for our group, making it easy to relax and enjoy our time together. The beds were very comfortable, and having a secure and clearly defined parking area made things even more convenient. Jay was incredibly responsive and thoughtful, which made the entire experience seamless. This is a great spot for anyone looking for a comfortable, hassle-free stay. We’d definitely return and highly recommend it.
Top Guest favourite
Apartment in Malden
4.98 out of 5 average rating, 428 reviews

Near Boston / Everett historic two-bedroom

WhitneyRating, 5 stars2 weeks ago
Mark's home & hospitality were stellar! We had a last minute reservation that he was able to accommodate several hours later on the very same day. HIs place is just as described. It's full of charm & character, from all the beautifully preserved wood elements throughout to the sparkling tiled bathroom. He actually lives in the unit connected to it & has done an exceptional job renovating both the inside & outside. It feels homey, which is exactly what we look for when we're away from ours. Additionally there were nice added touches like responsibly sourced toiletries & kitchen supplies which all really stood out to us. Being from a warmer climate personally, it was nice knowing there were window a/c units to count on for warmer days/nights throughout the unit also. The coffee provided was the little cherry on top in the mornings when we enjoyed the lovely covered back porch & views of his private garden/patio areas. Don't miss this place if ever in town- it's the Grand Dame of Boston!
Top Guest favourite
Apartment in Salem
4.98 out of 5 average rating, 386 reviews

Winter Island Retreat

MorganRating, 5 stars1 week ago
Our stay at Dave's place on Winter Island was spectacular! The photos do not do justice for the views. The yard is beautiful and well-kept, and my favorite part was sitting on the porch with my coffee each morning. Inside is cozy, but perfect for two guests. Dave has all you'll need in the kitchen and bathroom, which was a bonus! We traveled from New Mexcio, and it was a long ways, but I would absolutely stay at Dave's place again if we come back to the area. You won't find a better accommodation, and at this price, just amazing. So grateful I was able to bring my daughter for such an incredible stay in Salem.
Guest favourite
Apartment in Somerville
4.94 out of 5 average rating, 332 reviews

Close to Harvard, MIT & Boston, Gym and Patio!

MahircanRating, 5 stars2 weeks ago
Melanie’s place was exactly as described and very clean. She was very helpful and clear with the instructions to check in and check out. The area was very nice and peaceful and you can access most of Boston very easily.
Top Guest favourite
Apartment in Lexington
4.94 out of 5 average rating, 409 reviews

Warm home in Lexington, walk to town, nature trail

StephanieRating, 5 stars3 days ago
Had a great stay in Xunzhong's place. Good location, easy parking, tidy, well stocked with all the basics, simple check in/check out, quiet and quick and easy communication. Really appreciated that they had a pack n play, high chair and baby gate set up already for our 16 month old. They also accommodated our request for an hour later check out which really helped us out! Overall would stay again.
Guest favourite
Apartment in Somerville
4.9 out of 5 average rating, 212 reviews

Spacious, private apartment in perfect location

AbbyRating, 5 stars1 week ago
As mentioned in other reviews, this place was truly amazing! While other accommodations in Boston were quite expensive, this one was much more affordable without compromising on quality. There were many places within walking distance, which made it easy to enjoy shopping and great food. The neighborhood was quiet and peaceful, making it a perfect environment for studying. If I ever come back to Boston, I’d definitely stay here again. Highly recommend it!
Top Guest favourite
Apartment in East Cambridge
4.98 out of 5 average rating, 311 reviews

Garden apartment in the heart of Kendall Square

RebeccaRating, 5 stars4 days ago
Hosts have thought of everything. No need to purchase tea, coffee, condiments nor soaps-all provided. The layout, beautiful and clean rooms, counters, shower and restroom all wonderful. Linens lovely. Bed and pillows comfy. A summer weight blanket would be nice. Garden as pictured. Directions to work the Nest climate control would be helpful but it worked great. Highly recommended.
Top Guest favourite
Apartment in Newton
4.96 out of 5 average rating, 178 reviews

Sunny, private, comfortable 1 bedroom-convenient.

GrahamRating, 5 stars2 weeks ago
I felt very much at home in Chris’s place. It was clean and comfortable and a great base for visiting the Newton area

Condo rentals with outdoor seating

Guest favourite
Condo in East Boston
4.95 out of 5 average rating, 202 reviews

Family Home + Near Downtown + Cool Backyard!

RogerRating, 5 stars3 months ago
We had a great stay! Quiet, safe neighborhood, easy to get to the city. Lots of space for the six of us to eat and relax together. Beautiful view of the Boston skyline just minutes walk from the place. Comfortable beds and soft sheets too! We also had no troubles parking nearby and leaving our car (for free) for our entire stay.
Top Guest favourite
Condo in Salem
4.96 out of 5 average rating, 260 reviews

My Place - 2 Bedroom Condo with Parking

SadhviRating, 5 stars6 days ago
The house is very modern and comfortable and has everything you require . It’s a good and safe neighbourhood as well and we had a comfortable stay here. Thank you for hosting !
Guest favourite
Condo in Roxbury
4.97 out of 5 average rating, 110 reviews

Spacious Dorchester Retreat | 2-bdrm condo

EsfandiarRating, 5 stars1 week ago
We very much liked staying there. It is a nice neighborhood and very close to South Bay shopping mall with many restaurants and easy and convenient shopping. It is also very close to all major attractions in Boston but much quieter environment. Our host, Marian was extremely helpful, proactive and super responsive, the best we have had so far in our trips. I strongly recommend this place to families.
Top Guest favourite
Condo in Lakeside Marblehead
4.98 out of 5 average rating, 112 reviews

Samuel Tucker House - Downtown Luxury 2 Bed Condo

KimRating, 5 stars1 week ago
Bryan was very communicative. Instructions were easy to follow and thorough. Good location and comfortable
Top Guest favourite
Condo in Salem
5 out of 5 average rating, 148 reviews

The Salem Porch House

BraydenRating, 5 stars2 days ago
The best place to stay in Salem and the best host I’ve encountered on Airbnb to date. Alex and David were friendly, thoughtful, communicative and accommodating. Their place is spacious, quaint and comfortable. We made great use of the great location across from the common, walking into the city center for all our outings. We couldn’t have had a better time and stay, thank you so much!
Superhost
Condo in East Boston
4.83 out of 5 average rating, 264 reviews

Stylish garden level studio with a private patio

Brittany Rating, 5 stars1 week ago
We had a great stay at this lovely place in East Boston. Everything was spotless and just as pictured. The hosts were also super gracious to let us check in early and store our luggage while we did some more sightseeing our last day.
Superhost
Condo in East Boston
4.89 out of 5 average rating, 150 reviews

Luxury Condo in Boston w/ backyard & parking

LorettaRating, 5 stars2 weeks ago
Cusaj's place was a wonderful haven to return to after a busy day of sightseeing. The beds were very comfortable. Her place was very clean. Also, some nice restaurants in the area..
Guest favourite
Condo in Roxbury
4.94 out of 5 average rating, 311 reviews

Boston Rooftop Retreat

NikkiRating, 5 stars2 weeks ago
Chandra is an amazing host; she was very responsive and helpful when we were looking for something to do on our rainy last day. She also supplied umbrellas, which we could not have done without! The place is even cuter in person; it's updated and has a cozy vibe and a nice record player with a good album selection and lots of cool art made by Chandra! My favorite is the Mr. T sculpture! The keypads on the inside and outside building doors are very convenient and simpler to use than having to carry a key. Nice newer shower and comfortable bed. Large kitchen, comfy couch, and just a cute, interestingly decorated apartment. The rooftop patio is so nice...it's got a grill and 360 views. I wish the weather had been nicer so we could have hung out there more. Not really close to many bars or restaurants, but an easy walk to the train station or the bike rentals and a 30-minute (ish) walk to the Fenway Park area. I would stay there again; it felt like home.

Quick stats about holiday rentals with outdoor seating in Chelsea

  • Total rentals

    40 properties

  • Nightly prices starting at

    $83 NZD before taxes and fees

  • Total number of reviews

    5.5K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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