
Holiday rentals with outdoor seating in Brookline
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Top-rated rentals with outdoor seating in Brookline
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
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Popular amenities for outdoor seating rentals in Brookline
House rentals with outdoor seating

The Gatehouse, Cheerful 3 bedroom 3 bathroom house
We loved the house; very clean and modern. Great communication from the hosts and short distance to great local restaurants and family fun!

Harvard Square - free permitted on street parking
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!

Stone Cottage with meadow view
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 .

The Nest | A peaceful retreat in the city
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.

Comfortable house w garden and parking, close to T
katia was a wonderful host who was very communicative and has a lovely home.

Cozy, historic 3 bedroom home close to Boston!
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!

City Oasis |Yard |Walk To Harvard MIT Train
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!

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

Winter Island Retreat
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

🎖The Ashmont Apartment | Close to Subway/Downtown
Perfect for a night outside the city

3rd FL Apt for 1-4 Guests 15 minutes from Boston
Dave was helpful and responsive as a host the entire time.

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

1st Flr 2BR unit with parking + steps from train
We had a great stay with 2 kids - plenty of space and great location

Apartment Floris
This is a lovely, cozy, private attached apartment on a quiet street. We'll definitely try to stay here again on our return trips.

Sunny, private, comfortable 1 bedroom-convenient.
I felt very much at home in Chris’s place. It was clean and comfortable and a great base for visiting the Newton area

Cambridge Retreat - Sunny 2BR - Close to Harvard
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

Bright & Spacious Home in Davis Sq, Somerville
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.

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee
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.

Beautiful, spacious South Boston Condo, Near T
Great location with good nearby access to Transit into Boston. Perfect a a few days stop.

Spacious Dorchester Retreat | 2-bdrm condo
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.

Spacious, cozy home near Boston!
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!

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

Stunning South End 1BR - private roof deck
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!

Spacious 5BR Condo w/parking near METRO
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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