House vacation rentals in Brookline

Find and book unique houses on Airbnb

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Popular amenities for Brookline house rentals

House rentals with a pool

Top guest favorite
A private heated pool is surrounded by lush greenery, providing a tranquil setting. Loungers are positioned nearby, and a blue lane divider is visible across the pool. Sunlight reflects off the water, enhancing the serene atmosphere.
Home in Newton
5 out of 5 average rating, 18 reviews

Villa with private Pool in Boston's Elite Enclave

BrandonRating, 5 stars2 weeks ago
We stayed for a graduation for our son and the house comfortable accommodated our entire family including parents/ in-laws. There was a creek in the back, pool, Firepit. We had fun playing pool (billiards) and darts. Nice Kitchen with new appliances. The 3 bedrooms are nice in size and we never felt cramped accommodating us all. The host communicated very quickly and was sooo nice. We unfortunately won’t be in Boston in near future however if we did and needed the space we would book again.
Top guest favorite
The outdoor space features a spacious fenced-in pool surrounded by a neatly manicured lawn. Several lounge chairs are set up around the pool, which is accompanied by colorful floats. A tree-lined backdrop and a house with multiple windows enhance the serene atmosphere.
Home in Lakeside Marblehead
5 out of 5 average rating, 16 reviews

Large Pool, Nature Trails, Redd's Pond, 4-Bed

AlanaRating, 5 stars1 week ago
Amy was very responsive and communicative. The house was clean and maps took us right to the home. It was too early in the season to enjoy the pool but it was pristine and would have been great for hot summer weather. Amy was wonderful with trying to accomodate any requests and we liked the location from easy access to Salem and within a one hour drive to Boston!
Guest favorite
The exterior of a two-story house is displayed, featuring white siding and red shutters. A well-maintained front yard is visible, showcasing green grass and shrubs. A brick pathway leads to the front door, framed by two planters with greenery.
Home in Arlington
4.94 out of 5 average rating, 33 reviews

Beautiful Spacious 4BRM House!

EricRating, 5 stars2 weeks ago
Thoroughly delightful stay. Spacious. Immaculate. Comfortable. Generously stocked by Maxine with refrigerator and pantry items. Super comfortable beds and linens. Hosted an extended family dinner and had everything we could possibly need in kitchen and cabinets. Already planning our return. Maxine is communicative, responsive, helpful. She clearly enjoys hosting and providing guests with a positive experience. Thank you, Maxine!
Top guest favorite
An inviting bedroom features wood-paneled ceilings and soft lighting. A spacious bed is situated near a window with light filtering through. A vintage-style chair and a wooden bench add to the room's charm, complemented by a decorative area rug underfoot.
Home in Norwood
4.95 out of 5 average rating, 42 reviews

the house of id; vintage shop, accessible space

KassiaRating, 5 stars6 days ago
We absolutely loved our stay at this home! It was extremely clean, cozy, and beautifully prepared — every detail made us feel so comfortable and welcome. You can truly feel the love and care the host put into the space. It felt like a warm home from the moment we arrived. We are already looking forward to coming back again. Thank you for such a special experience! 🙏✨💕☀️
Guest favorite
The backyard features a shared pool surrounded by a brick patio, reflecting the greenery of nearby trees. The area is enclosed by a fence, providing a sense of privacy. A wooden bench is visible nearby, offering a spot to relax by the water.
Home in Weston
4.97 out of 5 average rating, 94 reviews

Spacious vacation unit in premium suburban town

JenniferRating, 5 stars1 month ago
I had a wonderful stay at this Airbnb in Weston, MA. The house was spacious, spotless, and located in a peaceful, wooded neighborhood right next to Cat Rock Park—perfect for relaxing or enjoying nature. It was incredibly quiet, which made for a restful stay. Parking was convenient, and check-in was seamless. Everything about the experience was easy and comfortable. I would absolutely recommend this place to anyone looking for a clean, quiet, and well-located home away from home.
The image shows a hot tub situated on a shaded deck, overlooking a calm waterfront. The view includes a distant skyline with industrial buildings, framed by greenery. The clear water of the hot tub reflects the serene outdoor setting.
Home in North Weymouth
4.93 out of 5 average rating, 44 reviews

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub

MiaRating, 5 stars4 weeks ago
Beautiful location and great house! We had a great time celebrating my 30th birthday with friends. The hot tub/pool is perfect for hanging out after sunset.
Superhost
A welcoming entrance is displayed with a polished brick pathway leading to a well-maintained white house. The front features large black-framed windows and a pair of bold red doors flanked by pots of colorful flowers, complemented by lush green landscaping.
Home in Canton
4.88 out of 5 average rating, 25 reviews

Hidden Gem near Boston w/ Private lake access

RachaelRating, 5 stars3 weeks ago
Absolutely incredible stay. The host was very helpful. The house is absolutely beautiful, and the lake is stunning. The basement was so so fun- darts, ping pong, billiards, and more games. We miss the house already!
Guest favorite
A vibrant outdoor pool area features a clear blue pool surrounded by a spacious patio. Lounge chairs are neatly arranged alongside the pool, with manicured shrubs and flowers adding color to the landscape. A privacy fence partially encloses the space, creating a secluded atmosphere.
Home in Waltham
4.9 out of 5 average rating, 49 reviews

Quiet/Private Neighborhood

AmeliaRating, 5 stars2 weeks ago
It is such a pleasure to stay in a spotless AirBnB with lots of fluffy white towels and a well-equipped kitchen. Michelle was very responsive. There was a nor'easter during our end of May stay, so we didn't get to enjoy the pristine pool. Next time!

Weekly house rentals

Guest favorite
The modern two-story home features a blue exterior with white trim and three windows on the ground level, complemented by decorative planters. A bold red front door is centrally positioned, enhancing the welcoming entrance.
Home in Charlestown
4.98 out of 5 average rating, 50 reviews

Spacious & Pet-Friendly Modern Home in Charlestown

AndrewRating, 5 stars1 day ago
We had a fantastic stay at Johnny’s place. The house is great - comfortably enough space for a family of 4 and well configured, well-located 5 mins walk from great coffee shops and restaurants in Charlestown and only 20 mins walk from the North End and central Boston. Johnny was extremely accommodating. Highly recommend!
Top guest favorite
A spacious living area is furnished with a large brown leather sectional and matching armchairs. A flat-screen TV is mounted above a modern fireplace, while light-colored shelves display decorative plants. A dining area and kitchenette are visible in the background, creating an open, inviting space.
Home in Wellesley
5 out of 5 average rating, 40 reviews

Elegant Guest suite Wellesley

CesarRating, 5 stars1 week ago
It was my second stay here and the whole experience was outstanding, once again. Such a great place and hosts.
Guest favorite
A light-filled dining area features a round white table surrounded by six white chairs. A modern light fixture hangs above the table, and a large mirror reflects the space. Natural light streams through the two windows, illuminating a decorative rug on the polished wooden floor.
Home in Jamaica Plain
4.96 out of 5 average rating, 82 reviews

Beaut private close univ+hospital

MaryRating, 5 stars1 day ago
Had a lovely stay at the apartment. It is spacious and is in a convenient location about 10 min walk to subway and could easily use public transport to get to points of interest in 15-30 min. Close to several parks/greenspaces and good restaurants. Maria is a very helpful, considerate, and polite host.
Guest favorite
Home in Brighton
5 out of 5 average rating, 19 reviews

Cozy Apartment in Boston

MichaelRating, 5 stars9 months ago
Clean and cozy. Accessing Boston was very easy with the bus service. Overall a very good place to stay!
Superhost
The spacious dining area features a wooden table with seating for six, surrounded by comfortable chairs. A bright blue couch adds a pop of color, while warm wood paneling lines the walls. Light filters through diamond-shaped windows, enhancing the inviting ambiance.
Home in Brookline Village
5 out of 5 average rating, 14 reviews

Brookline Carriage House, Longwood, Fresh Eggs!

AmeliaRating, 5 stars2 weeks ago
Beautiful space. It was peaceful and quiet. We love to cook and the kitchen was inviting, large and had all the basics we needed. With a market in walking distance, we had all we needed. Fresh eggs two of the three mornings, was an added bonus! The house truely felt like a home away from home.
Top guest favorite
A charming exterior view of the home showcases a well-kept front yard featuring lush green grass. The house is clad in light brown siding, with several windows framed in white. A stone pathway leads to the entrance, complemented by neatly planted shrubs.
Home in Billerica
4.98 out of 5 average rating, 218 reviews

Residential home ▪ Billerica ▪ quiet, clean & cozy

KacieRating, 5 stars2 weeks ago
We took my daughter and her friend for her senior trip and had a wonderful time! The convenience to Salem, Concord and Boston really made our trip spectacular! Thank you for the wonderful stay and checking on us to make sure we had everything we possibly needed!
Top guest favorite
A bright yellow two-family home is positioned amidst greenery, featuring a welcoming entry with a red door. A small flowering tree adds a splash of color in front, while a large deck is visible in the background, perfect for outdoor gatherings.
Home in North Chelmsford
5 out of 5 average rating, 200 reviews

Newly renovated, spacious, clean, 3 bedroom home.

AmyRating, 5 stars4 days ago
Our rental was roomy with 6 adults and slept comfortably with bedrooms were big and roomy. The coffee station was great with everything we needed. William was there to greet us and allowed us an early check in to drop off luggage before enjoying the area. Lots of towels and toiletries. The place was very clean and enjoyed the snacks. Thanks.
Guest favorite
The dining area features a round glass table surrounded by five upholstered chairs, positioned beneath a decorative light fixture. A spacious kitchen bar with four stools is visible in the background, complemented by large windows allowing natural light to fill the space.
Home in Roslindale
4.99 out of 5 average rating, 75 reviews

Upscale Boston 2 BR w/ Off Street Parking

PaulRating, 5 stars1 week ago
Tim was awesome and the house was great! Close to lots of awesome restaurants and a beautiful neighborhood. 5 star service and 5 star place to stay.

Private house rentals

Top guest favorite
An open living space features a modern kitchen with a large island and sleek bar stool seating. A cozy stone fireplace is positioned in the lounge area, surrounded by comfortable couches. Warm wooden accents and natural light enhance the room's inviting atmosphere.
Home in Jamaica Plain
4.94 out of 5 average rating, 65 reviews

Luxurious Victorian Carriage House

KellyRating, 5 stars1 week ago
Bruce’s carriage house is one of our all-time favorite AirBnB experiences. It was perfect for a family in town for a graduation celebration who needed four separate bedrooms. The carriage house is beautifully appointed and in a delightful area of Boston. When our travels take us back to Boston, we will surely book again!
Top guest favorite
The exterior of a two-level home is depicted, surrounded by lush green lawns and mature trees. A pathway leads to the welcoming entrance, flanked by garden beds featuring various plants. The house features a traditional design with large windows allowing for ample natural light.
Home in Holliston
4.97 out of 5 average rating, 86 reviews

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

JenRating, 5 stars1 week 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 favorite
The living area features a dark sofa positioned beside a round wooden coffee table. A flat-screen TV is mounted on the wall, providing a view beyond through two windows. Natural light enters, reflecting off the hardwood floors and enhancing the modern decor.
Home in Cambridgeport
5 out of 5 average rating, 35 reviews

LUX Home | Harvard MIT BU | Subway

DesireeRating, 5 stars5 days ago
The one thing that stood out the most was how responsive the host was. All my concerns were responded to immediately and problems solved quickly. We stood here with a group of 11, and there were plenty of sleeping spaces. The 3 full bathrooms helped a lot too! Everything was clean and exactly as pictured. One thing to note is this was a 3rd floor unit, which wasn’t an issue for us, but just good info to have. Would definitely stay here again, or at another one of Tra’s places.
Top guest favorite
A charming red house with white trim is framed by vibrant pink rhododendrons and green foliage. A welcoming front porch is accessed by stone steps, and large windows provide glimpses of the interior. The well-kept yard features colorful flowers and lush landscaping.
Home in Wellesley
4.98 out of 5 average rating, 46 reviews

Lovely Spacious Home 20 minutes to Boston!

LaurilieRating, 5 stars1 week ago
Our stay was incredible! We were in town for my daughter's graduation. The home was clean, comfortable and full of charm - a perfect blend of warmth and elegance. The neighborhood was quiet and picturesque, perfect for our family. Kim was incredibly kind, responsive and thoughtful - making sure we had everything we needed for a relaxing and stress-free visit. Every detail made if feel like a home away from home. I would highly recommend these accommodations. We couldn't have asked for better. We'd love to return again!
Guest favorite
The exterior of a renovated Victorian house is displayed, featuring a bright red façade with white trim. A welcoming porch with steps leads to the front door. Lush gardens with blooming flowers and well-maintained greenery surround the house, under a clear blue sky.
Home in Waban
4.98 out of 5 average rating, 42 reviews

Victorian fully renovated! T station-Boston 20'!

MitaliRating, 5 stars2 weeks ago
We arrived on a redeye, exhausted, and our gracious hosts had fresh bagels and coffee waiting for us. The circa 1880s home is so thoughtfully appointed and lovingly renovated that it provides a great sense of place in and historical connection to the Boston area along with all the modern conveniences. I’d stay here again in a heartbeat.
Guest favorite
The exterior of a multi-story residential building is shown, featuring a warm red and cream color scheme. Large windows, adorned with flower baskets, offer a welcoming appearance. Surrounding greenery enhances the setting, while a fenced yard and parking area are visible.
Home in Roslindale
4.89 out of 5 average rating, 27 reviews

Kailyn Apartment Boston, Massachusetts

BrianRating, 5 stars3 days ago
The whole house was immaculate. We especially enjoyed the milk, coffee, juice and cookies. They afforded a welcome snack for weary travelers. Good job, great stay.
Top guest favorite
A well-lit bedroom features a queen bed adorned with a colorful quilt and decorative pillows. A ceiling fan provides air movement, while two bedside tables hold lamps. Natural light filters through the windows, and a cozy rug covers the floor, enhancing the inviting ambiance.
Home in Salem
5 out of 5 average rating, 14 reviews

Cottage-style home in Salem

MishondaRating, 5 stars7 months ago
Beautiful home and well located to explore. Rewan is an amazing host! Truly exceptional
Superhost
A dining area with a round wooden table surrounded by four dark chairs is seen. Against a white wall, a full-size fridge and a sleek kitchen with white cabinetry and utensils are visible. A piece of framed art adorns the wall, adding a modern touch.
Home in Arlington
4.73 out of 5 average rating, 11 reviews

Cozy studio in calm neighborhood

EstherRating, 5 stars1 week ago
Studio has everything that you need. Very convenient for a short term stay / business trip.

Quick stats about house rentals in Brookline

  • Total rentals

    200 properties

  • Nightly prices starting at

    G$6,295 GYD before taxes and fees

  • Total number of reviews

    8.5K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

Destinations to explore