Holiday rentals with outdoor seating in Brookline

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Popular amenities for outdoor seating rentals in Brookline

House rentals with outdoor seating

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 Harvard Square
4.93 out of 5 average rating, 267 reviews

Harvard Square - free permitted on street parking

DavidRating, 5 stars2 weeks ago
Anne’s apartment is the perfect place to stay in Cambridge. It is spacious, lovely, and convenient to everything. Anne was a wonderful host and made our stay so easy. We hope to return!
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 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, 185 reviews

Comfortable house w garden and parking, close to T

EzekielRating, 5 stars2 days ago
katia was a wonderful host who was very communicative and has a lovely home.
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 Cambridge
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!
Guest favourite
Home in Malden
4.93 out of 5 average rating, 148 reviews

Sensory Serenity: Parking/Netflix/Wi-Fi/Frag-Free

MaranathaRating, 5 stars1 week ago
Great place to stay! very welcoming. The place was clean and had everything I needed. It reminded me of my own home! Nathan was very responsive. The only problem was the banging noises with kids jumping around a lot on the second floor. It becomes unbearable more so during my work from home (remote) days. Even during some late nights, you can still hear them. I completely understand as I also have a 6 y/o.. But, Nathan was very responsive when I reached out to him. Otherwise, I would definitely go there anytime!

Apartment rentals with outdoor seating

Top guest favourite
Flat 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
Superhost
Flat in Dorchester
4.83 out of 5 average rating, 216 reviews

🎖The Ashmont Apartment | Close to Subway/Downtown

AshleyRating, 5 stars1 week ago
Perfect for a night outside the city
Guest favourite
Flat 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
Flat 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
Flat 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
Superhost
Flat 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.
Top guest favourite
Flat in Newton
4.96 out of 5 average rating, 178 reviews

Sunny, private, comfortable 1 bedroom-convenient.

GrahamRating, 5 stars1 week 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
Top guest favourite
Flat in Cambridge
4.99 out of 5 average rating, 121 reviews

Cambridge Retreat - Sunny 2BR - Close to Harvard

JennRating, 5 stars5 days ago
What a welcoming, beautiful, walkable place! Super clean, quiet, charming, etc. We felt right at home (three cheers for the Criterion Channel on the Roku ;-)). Everything we needed was there. Bathroom hooks, enough TP, ice, kitchen towels, laundry — things you miss if they’re not there. A beautiful walk to Harvard square this time of year but also plenty of cafes and restaurants in Huron Village and walkable to Fresh Pond too or any wonderful place on Mass Ave. We used to live in Cambridge and so can attest that this is an excellent location. Everything you need and everywhere easy to get to while also peaceful. Hosts are available without being in your space, too. Just all very thoughtful and lovely. Can’t wait to come back. Thanks, Shelley!

Apartment rentals with outdoor seating

Guest favourite
Apartment 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
Apartment in Cambridge
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
Apartment 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
Apartment 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
Apartment in Somerville
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!
Guest favourite
Apartment in Somerville
4.94 out of 5 average rating, 205 reviews

Boston 2Bd Kg&Qn - Harvard MIT Subway w/parking -2

EricRating, 5 stars6 days ago
This is a fine place to stay in the Cambridge area. It is an easy walk to Porter Square and a 15-20 minute walk to Harvard Square. The management is incredibly responsive and accommodating.
Superhost
Apartment in Back Bay
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
Apartment in Roslindale
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.

Quick stats about holiday rentals with outdoor seating in Brookline

  • Total rentals

    150 properties

  • Nightly prices starting at

    ₹3,462 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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