Holiday rentals with outdoor seating in Brookline

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

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Popular amenities for Brookline outdoor seating rentals

Holiday House Rentals with Outdoor Seating

Top Guest favourite
Home in Newton
5 out of 5 average rating, 19 reviews

Villa with private Pool in Boston's Elite Enclave

JonRating, 5 stars2 weeks ago
Great option when staying in Newton and right down the street from an incredible entrance to a hiking trail. Serge was a great host and kept us informed the entire trip.
Top Guest favourite
Home in Dedham
5 out of 5 average rating, 214 reviews

The Gatehouse, Cheerful 3 bedroom 3 bathroom house

CrystalRating, 5 stars3 weeks ago
We loved the house; very clean and modern. Great communication from the hosts and short distance to great local restaurants and family fun!
Guest favourite
Home in Woburn
4.96 out of 5 average rating, 124 reviews

Stone Cottage with meadow view

AnneRating, 5 stars3 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 .
Top Guest favourite
Home in Holliston
4.97 out of 5 average rating, 87 reviews

All New Private Country Setting (2 Level-No Share)

JenRating, 5 stars2 weeks ago
If you like spacious, spotless, quiet, and comfortable homes that are stocked with all the essentials and situated in a great location, then you'll love staying at this Airbnb. It was a bit too much space for my needs and preferences as I was traveling solo, and I don't need a formal dining room or two living rooms, but the location and comfort level couldn't be beat. The hosts are very responsive. Do make sure you ask them about the heat controls, I never could figure out how to maintain the right temperature for long, but my visit was pretty short and I managed just fine. Pro tip: Don't miss a chance to sample the savory turkey pot pies and many varieties of sweet pies at nearby Out Post Farm.
Top Guest favourite
Home in Somerville
4.98 out of 5 average rating, 142 reviews

The Nest | A peaceful retreat in the city

SteveRating, 5 stars2 weeks ago
Pema and Jonathan are wonderful hosts. This was our second stay at The Nest and we were able to really take advantage of the deck overlooking their beautiful garden and the city beyond, for morning coffee and afternoon snacks. Their place is very spacious and charming. It's walking distance to stores, restaurants and the Gilman Square T-stop. For trips further afield, it's great to have a designated, off-street parking spot right by the entrance to the unit, with motion sensor lights for nighttime arrivals. The kitchen is fully equipped and the bed is very comfortable, with reading lights on both sides of the bed. Highly recommend.
Guest favourite
Home in Brighton
4.84 out of 5 average rating, 186 reviews

Comfortable house w garden and parking, close to T

SrishtiRating, 5 starstoday
Perfect location walkable to nearby stores and restaurants and subway! House in a quiet neighborhood yet very close to the city. Great spacious bedrooms and comfortable beds! Felt right at home! Kitchen had all amenities, pots and pans and spices! Highly recommend for a family visiting Boston! Car parking space fits more than 2 cars. Very responsive host!
Top Guest favourite
Home in Dedham
4.98 out of 5 average rating, 242 reviews

Cozy, historic 3 bedroom home close to Boston!

KaitlynRating, 5 stars2 weeks ago
We had a great stay—perfect for our quick family trip! The home was incredibly clean, cozy, and well-stocked with everything we needed, from a pack ’n play to extra towels, bed linens, and kitchen essentials. Marybeth was wonderful to communicate with and shared some great local dining recommendations. We were very happy with our accommodations and would absolutely stay again!
Superhost
Home in Cambridgeport
4.84 out of 5 average rating, 411 reviews

City Oasis |Yard |Walk To Harvard MIT Train

MaudRating, 5 stars6 days ago
I had an amazing stay at Juan Carlos’s place. He responded immediately and was very helpful whenever I needed anything. The kitchen is brand new and fully equipped with all the utilities you could possibly need. The apartment is located in a quiet, nice neighborhood and everything was spotlessly clean. It’s within walking distance to Harvard Business School and probably also to MIT. There’s also a Whole Foods just a 5-minute walk away. The place was easy to access, very comfortable, and felt safe at all times. Juan Carlos is a super friendly host. I had a late flight and he kindly let me check out an hour later without any problem. I’d definitely recommend this place and would be happy to stay here again!

Apartment rentals with outdoor seating

Top Guest favourite
Apartment in Salem
4.98 out of 5 average rating, 385 reviews

Winter Island Retreat

JaniceRating, 5 stars2 weeks ago
Look no more! Winter Island Retreat is a seaside oasis that creates an atmosphere of tranquility and peace. From the moment I arrived I was struck by it's beauty captivated by the stunning sunrises to start each day The retreat is charming and a place of solace. The beautifully manicured lawn and gardens filled with lush floral designs adds to its magic. while the front porch with its rocking chairs, invite you to slow down and savor your morning coffee or lose yourself in a good book. Evenings are equally special walking the path to the beach and settling into the adriondack chair with a glass of wine It's a peaceful ritual that grounds you in gratitude. The home itself is cozy, comfortable and thoughtfully decorated with calming beachy touches that make you feel at ease. It's perfectly located just minutes from downtown Salem. I'm grateful to be one of the lucky guests to stay in David's home. He was a kind and gracious host. A truly memorable retreat I will be back
Guest favourite
Apartment in Cambridge
4.99 out of 5 average rating, 239 reviews

Quiet 1-bedroom garden apartment, near Harvard/MIT

KaylaRating, 5 stars3 weeks ago
Danny and his place were great! Danny was easy to communicate with and very responsive. The house manual with local recommendations was a great touch as well. The place was clean and within easy walking distance throughout Cambridge. I would recommend the stay and hope to stay again the next time we are in town!
Guest favourite
Apartment in Newtonville
4.91 out of 5 average rating, 349 reviews

3rd FL Apt for 1-4 Guests 15 minutes from Boston

PeterRating, 5 stars3 days ago
Dave was helpful and responsive as a host the entire time.
Superhost
Apartment in Everett
4.87 out of 5 average rating, 268 reviews

Huge 1BR w/King Bed near BOS, Salem, Water &Nature

AbigaelleRating, 5 stars3 weeks ago
This was a perfect location for going to the US. This Place was beautiful looks exactly like the pictures,Peaceful and very relaxing made me feel right at home. Very responsive and helpful so I give this place a 10/10 everything was just good for me.
Guest favourite
Apartment in Jamaica Plain
4.86 out of 5 average rating, 204 reviews

1st Flr 2BR unit with parking + steps from train

RachelRating, 5 stars1 week ago
We had a great stay with 2 kids - plenty of space and great location
Top Guest favourite
Apartment in Billerica
4.99 out of 5 average rating, 133 reviews

Air "Bee-n-Bee"' Hive | Unique Themed Getaway

BrianRating, 5 stars5 days ago
The detail inside to the bumble bee theme was great with something new always catching your eye. Was able to check in an hour early and Julia was very transparent with communication.
Superhost
Apartment in Framingham
4.89 out of 5 average rating, 338 reviews

Apartment Floris

ChrisRating, 5 stars1 month ago
This is a lovely, cozy, private attached apartment on a quiet street. We'll definitely try to stay here again on our return trips.
Guest favourite
Apartment in Ashmont
4.94 out of 5 average rating, 104 reviews

🎖The Ashmont Suite | Close to Subway + Downtown🎖

JohnRating, 5 stars1 week ago
Our stay at Eddie’s home was nothing short of fantastic. An amazing home with beautiful furnishings and rooms, in a brilliant location just a short subway ride away from Boston city centre/downtown Boston. If I can take my family here again I am a lucky man!

Condo rentals with outdoor seating

Guest favourite
Condo in Davis Square
4.9 out of 5 average rating, 141 reviews

Bright & Spacious Home in Davis Sq, Somerville

KristinRating, 5 stars2 weeks ago
Wonderful, light-filled home! An easy subway ride to Boston. Our family of 6, including two small children, was very comfortable. Cayla was friendly and helpful.
Top Guest favourite
Condo in Cambridgeport
4.92 out of 5 average rating, 780 reviews

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee

DavidRating, 5 stars3 days ago
Dan's place is equidistant to Harvard and MIT, a short walk to great restaurants and cafes, and a wonderful base for exploring Cambridge. Would happily stay here again with my family.
Top Guest favourite
Condo in South Boston
4.95 out of 5 average rating, 283 reviews

Beautiful, spacious South Boston Condo, Near T

Tom And SarahRating, 5 stars2 weeks ago
Great location with good nearby access to Transit into Boston. Perfect a a few days stop.
Guest favourite
Condo in Roxbury
4.97 out of 5 average rating, 110 reviews

Spacious Dorchester Retreat | 2-bdrm condo

EsfandiarRating, 5 stars3 days 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.
Superhost
Condo in Winter Hill
4.83 out of 5 average rating, 198 reviews

Spacious, cozy home near Boston!

StephaneRating, 5 stars6 days ago
What a gem!! Ana's appartement is amazing. The bedrooms are large with good mattresses and furniture. Kitchen is great too. There is a nice patio to sit on at the back. Ana's house is extrememy clean, cosy and very well maintained, we will definitely stay here again when we visit Boston!
Superhost
Condo in South End
4.9 out of 5 average rating, 146 reviews

Stunning South End 1BR - private roof deck

ChrisRating, 5 stars5 days ago
We stayed at Karina's condo for 4 days and loved it! It's close to Fenway Park, subway trains, restaurant's, & local markets. Behind the unit is a beautiful path/park (Southwest Corridor Path) that leads you toward city center. Highly recommend this route if you're exploring the city by foot. We also loved the bathroom shower! We would stay here again & highly recommend!
Top Guest favourite
Condo in Jamaica Plain
4.92 out of 5 average rating, 227 reviews

Spacious 5BR Condo w/parking near METRO

LonnRating, 5 stars2 weeks ago
Love, love, love this home. We were in town for our son’s Harvard graduation. You enjoy sweeping top two floors of a classic old house (almost mansion) but freshly painted and classic. Great kitchen, separate dining room we used to set up post graduation reception that opened into lovely living room. Chill open back porch to hang out in the fresh air. Super friendly diverse neighborhood where we actually made friends, including Jason at a nearby high-end wine and liquor store and the crew at Brasica (deserves a Michelin star). But the rock star foundation of this AirBnb is the downstairs tenant, Ryan. Such a kind, friendly, funny, responsive person. He must be visiting Jamaica Plains from another planet astronomers call AWESOME. I am blessed with a gorgeous beach villa on a remote cove in Baja Sur, Mexico. I’d host Ryan and his partner for free he was such a great help. Yes, I will stay again.
Guest favourite
Condo in Salem
4.93 out of 5 average rating, 128 reviews

3BR Salem Home: Parking, Terrace, Walk to Downtown

SallyRating, 5 stars3 days ago
Very comfortable place with deck where our dogs could be outside with us while we enjoyed the weather and a glass of wine. Kitchen well-equipped with everything we needed to cook and enjoy ourselves. The nespresso machine was wonderful. Also, Starbucks was just a short walk. The in-unit laundry was very convenient. The college was also a short walk where our pups could enjoy some green space. There is a park by the beach which is also a short walk, it was a little harder to get there because one must cross a busy street but, well worth it, once you got there. Downtown was a bit of a hike but, again well worth it once you were there and you did not have to worry about parking. We really enjoyed our stay and highly recommended this condo.

Quick stats about holiday rentals with outdoor seating in Brookline

  • Total rentals

    150 properties

  • Nightly prices starting at

    $66 NZD before taxes and fees

  • Total number of reviews

    12K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    30 properties have a pool

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