
Holiday rentals with outdoor seating in Brookline
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Brookline
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Holiday House Rentals with Outdoor Seating

Villa with private Pool in Boston's Elite Enclave
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.

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!

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 .

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

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
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!

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!
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

Quiet 1-bedroom garden apartment, near Harvard/MIT
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!

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

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

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.

🎖The Ashmont Suite | Close to Subway + Downtown🎖
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

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!

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.

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