Brookline vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Brookline

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Guest suite in Boston

4.96 out of 5 average rating, 203 reviews

Upscale 2 Bdrm Suite: Kitchen, Spa Bath, Laundry

The home is a short 7 minute walk to Ashmont T Stop. A truly unique master bedroom and a cozy 2nd bedroom both adjacent to a marble spa bathroom (which has a heated floor and a large shower with a built in bench). With a clean, glass-tiled kitchen with granite-top counters, you'll be staying in a nice deluxe suite that is set in a friendly, safe neighborhood perfect for romantic couples, solo adventurers, and savvy business travelers who want the feel of a downtown hotel without the high price.

Nov 22 – 29

R2,461 ZAR per night

Guest favorite

Guest suite in Winchester

5.0 out of 5 average rating, 104 reviews

Warm and cozy 1st flr sweet guest suite w parking

Easy living at this peaceful and centrally-located guest suite. Winchester is the quintessential New England town located just 8 miles from Boston with an easy drive or 16 minute by train from Winchester Center or Wedgemere. Or check out historic Lexington and Concord next door, bustling Arlington Center or hip Davis Square. Tufts University, Harvard Square, Harvard University and MIT nearby. Your comfortable home away from home for fun excursions, get aways, business meeting or college visits

Sep 9 – 16

R2,404 ZAR per night

Guest favorite

Apartment in Waltham

4.98 out of 5 average rating, 209 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

Almost every guest describes my place as cozy, which was the feeling I was going for when I designed the space! You will love this large 400 sq. ft private 1 bedroom studio. This unit has a private entrance w/ punch code door, full bathroom, large walk-in closet, mini fridge, freezer and microwave. It has one parking spot in the driveway and a washer /dryer. The backyard is shared but the unit has a private patio. Rental is attached to a single family home. (Please note: No full kitchen)

Feb 7 – 14

R2,394 ZAR per night

Guest favorite

Guest suite in Boston

4.91 out of 5 average rating, 196 reviews

Cozy Private Garden Studio near the Heart of JP

Best of both worlds: this airy and light, newly renovated private studio is set in a beautiful, secluded backyard/garden. Easy walk to restaurants, shops and acres of green space. Your reservation confirms that you have read "Other Things to Note" in The Space section below and "House Rules" before booking. Guests can only book for themselves. We are 5-7 minutes from the 39 bus and 15 from the Orange line. There is a microwave, fridge, counter and and sink but no stove or cooking options.

Oct 12 – 19

R2,067 ZAR per night

Superhost

Condo in Brookline

4.84 out of 5 average rating, 112 reviews

Newly renovated Brookline 1bd Apartment

Private, fully updated apartment in the heart of Brookline Village near Longwood Medical Center. Enter through a private entryway. The unit has a full kitchen, dishwasher, oven and a refrigerator. The living room has a couch and tv with cable. Unit includes washer-dryer, wifi, and utilities. Many restaurants/ shops/ grocery minutes from away. Close access to public transportation. We live upstairs with 2 young kids. Guests may hear them around 7am. Brookline Short Term Rental License # 2023-1

Dec 24 – 31

R4,419 ZAR per night

Guest favorite

Guest suite in Boston

4.93 out of 5 average rating, 285 reviews

Washer+Dryer+Parking!*Private suite*Cul de sac*

Bright "Spotless" studio in single family home. Airbnb and MA COVID cleaning standards are maintained. Ample on street parking. Peaceful family neighborhood minutes from the green line. Near BU, BC, St. E's, Coolidge Corner, Cleveland Circle, Washington Square. 20 minutes from city center. Ideal for professionals, tourists, student, or visiting parents. Hassle free with all basic amenities. "Micro" kitchen (no stove or oven), Central air, heat, WiFi included. Registered and Licensed Airbnb.

Jun 24 – Jul 1

R2,521 ZAR per night

Guest favorite

Guest suite in Watertown

4.91 out of 5 average rating, 264 reviews

Private 1BR Pied-a-terre

Fully furnished mini-suite with private entrance; walk in at ground level. Picture window view of, and use of, large back yard. Separate sitting and sleeping areas (full size bed), desk/workspace, bathroom with shower, kitchenette with small fridge, coffeemaker and microwave (no stove). Great take-out nearby. No pets, no smoking permitted. Car? There is off-street covered parkling. No car? 71 Bus to Harvard Square stops at our corner; short walk to other buses and public transportation.

Nov 18 – 25

R1,830 ZAR per night

Guest favorite

Home in Boston

4.93 out of 5 average rating, 272 reviews

All the comforts of home, quiet city neighborhood

Sleep peacefully in this beautiful home above Oak Square>Brighton>Boston. Updated, comfortably furnished, well-stocked with electronics, appliances, and housewares. Driveway parking spot. Ideal for couples, solo adventurers, and business travelers with auto or use ride services. Laundry service one mile away. Newbury Street: 8 miles away, North End: 9 miles, Seaport: 9 miles, Logan airport: 11 miles. Close to BC/Harvard; 1 mile from I-90/Mass Pike in Newton Corner, restaurants, attractions.

Jul 16 – 21

R3,065 ZAR per night

Guest favorite

Apartment in Newton

4.91 out of 5 average rating, 263 reviews

Conveniently Located Private Garden Apartment

Garden-level apartment next to a public park yet convenient to Newton Centre, Chestnut Hill, and public transportation. Easy to take in all the Boston area attractions. Sleep late in a comfy bedroom with blackout shades, relax in front of the 55" HDTV, whip up a quick meal in the kitchenette, or sit on the patio and enjoy the outdoors. Come and go as you please with a private entry. Great for quick visits or extended stays. Please note: Construction next door can be loud during the day.

Oct 3 – 10

R3,164 ZAR per night

Guest favorite

Guest suite in Brookline

4.87 out of 5 average rating, 183 reviews

Brookline Home with a Garden

Our home is located in a peaceful neighborhood in South Brookline (Chestnut Hill), and is 5 miles from the city of Boston (about a 15 minute drive). The nearest MBTA train stop (the orange line) is about a 5 minute drive from our home. The 1 bedroom apartment is in the basement of our single family home. It is equipped with its own entrance, bathroom, kitchenette, porch, and garden. The apartment has space for up to 3 guests.

Aug 11 – 18

R2,820 ZAR per night

Guest favorite

Home in Boston

4.89 out of 5 average rating, 295 reviews

Treetop Haven in the City

Our space is unique in that it's completely private, affordable, quiet, clean, and with all the amenities you would find in a regular home. It is also cozy, not fancy, but homey. Think of a place you would find in a relative's home. The deck is special - it looks over our neighbor's backyards with plenty of sun and flowers in the Spring and summer. The neighborhood is quiet and safe. No animals are permitted.

Dec 3 – 10

R2,465 ZAR per night

Guest favorite

Apartment in Boston

4.88 out of 5 average rating, 491 reviews

Serene Studio in a Perfect Location

Our 500 sf 2 room apartment is quiet, private & ideally situated in the heart of Jamaica Plain-just a 4 min. walk to the Orange Line subway and buses. It offers a super comfortable bed, and all the necessities-wifi, 4K smart TV, large eat-in kitchen, Nespresso coffee, and free on-street parking.

Oct 11 – 18

R3,010 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Brookline vacation rentals

Monthly stays

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Brookline's top sights

Jamaica Pond218 locals recommend

Arnold Arboretum of Harvard University379 locals recommend

St. Elizabeth's Medical Center10 locals recommend

Brigham and Women's Hospital21 locals recommend

Boston College69 locals recommend

The Shops at Chestnut Hill56 locals recommend

Other great vacation rentals in Brookline

Guest favorite

Apartment in Boston

4.95 out of 5 average rating, 117 reviews

Quirky studio in Jamaica Plain

Jul 16 – 21

R3,266 ZAR per night

Superhost

Apartment in Boston

4.89 out of 5 average rating, 251 reviews

🎖The Boiler Room | Close to Subway + Downtown🎖

Jan 22 – 29

R2,304 ZAR per night

Guest favorite

Apartment in Boston

4.97 out of 5 average rating, 217 reviews

Welcoming 2 Bedroom Apt - Close proximity to MBTA

Dec 10 – 17

R3,224 ZAR per night

Guest favorite

Guest suite in Dover

4.98 out of 5 average rating, 182 reviews

Peaceful Country Home, Dover, Ma: Private Entrance

Mar 4 – 11

R2,864 ZAR per night

Superhost

Condo in Brookline

4.86 out of 5 average rating, 180 reviews

Luxurious Townhouse Close to Coolidge Corner

Nov 16 – 23

R9,176 ZAR per night

Guest favorite

Apartment in Newton

4.88 out of 5 average rating, 105 reviews

Newton Decorator's Guest Suite

Dec 6 – 13

R3,095 ZAR per night

Guest favorite

Guest suite in Arlington

4.92 out of 5 average rating, 196 reviews

Modern and comfortable studio apartment

Jan 11 – 18

R2,097 ZAR per night

Guest favorite

Home in Jamaica Plain

4.93 out of 5 average rating, 127 reviews

Fully-Equipped, Private 1st Floor 1-Bed/1-Bath Apt

Mar 9 – 16

R3,476 ZAR per night

Show all

Other great vacation rentals in Brookline

Guest favorite

Guesthouse in Framingham

4.97 out of 5 average rating, 199 reviews

Private guest house on beautiful country road

Feb 7 – 14

R2,123 ZAR per night

Guest favorite

Apartment in Cambridge

4.97 out of 5 average rating, 284 reviews

Picture-perfect Cambridge guest apartment, parking

Oct 4 – 11

R3,646 ZAR per night

Guest favorite

Guest suite in Newton

4.92 out of 5 average rating, 126 reviews

Sunny 3rd floor Studio - Near Boston

Jun 14 – 21

R2,143 ZAR per night

Guest favorite

Apartment in Boston

4.98 out of 5 average rating, 251 reviews

Private & serene getaway in beautiful JP

Aug 24 – 31

R4,131 ZAR per night

Guest favorite

Apartment in Boston

4.9 out of 5 average rating, 147 reviews

Artistic charm in hip J.P.

Jul 6 – 13

R3,168 ZAR per night

Guest favorite

Apartment in Newton

4.96 out of 5 average rating, 227 reviews

Convenience Penthouse Suite W/Parking in Newton

Jul 4 – 11

R3,505 ZAR per night

Guest favorite

Apartment in Newton

4.96 out of 5 average rating, 382 reviews

Sunny apartment in gracious Victorian

Jul 12 – 19

R3,436 ZAR per night

Guest favorite

Apartment in Cambridge

4.93 out of 5 average rating, 246 reviews

Bright Convenient Apt Harvard / MIT

Nov 26 – Dec 3

R3,102 ZAR per night

Show all

Quick stats about vacation rentals in Brookline

Total rentals
990 properties
Rentals with dedicated workspaces
450 properties have a dedicated workspace
Rentals with a pool
50 properties have a pool
Pet-friendly rentals
240 properties allow pets
Family-friendly rentals
350 properties are a good fit for families
Total number of reviews
37K reviews

Frequently Asked Questions

Where should I stay in Brookline?
Make yourself at home in Brookline by choosing from our most frequently booked neighborhoods. We have over 1,740 vacation rentals in Chestnut Hill, over 3,570 vacation rentals in Brighton, and over 4,400 vacation rentals in Jamaica Plain.
Do townhouse rentals in Brookline have air conditioning?
Absolutely! We offer over 10 townhouse rentals with air conditioning in Brookline. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Brookline have a bbq area?
Absolutely! We offer over 30 apartment rentals with a bbq area in Brookline. Enjoy a tailored experience with all the comforts you desire.
Are there Brookline apartment rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 50 apartment rentals with pools in Brookline, available on Airbnb. Make a splash and soak up the sun in style!
Do private suite rentals in Brookline have wireless internet?
Absolutely! We offer over 20 private suite rentals with wireless internet in Brookline. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly condo rentals in Brookline?
Brookline has more than 50 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do condo rentals in Brookline have a gym?
Absolutely! We offer over 10 condo rentals with a gym in Brookline. Enjoy a tailored experience with all the comforts you desire.
Are there condo rentals with a dedicated workspace in Brookline?
Yes! Work meets play with ease at over 40 condo rentals in Brookline featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in bed and breakfast rentals in Brookline?
Experience the best of Brookline with our bed and breakfast rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly apartment rentals in Brookline?
Four-legged friends are welcome in Brookline. Choose from more than 180 apartment rentals for guests traveling with pets.

Brookline vacation rentals

Top-rated vacation rentals in Brookline

Vacation rentals for every style

Houses

Apartments

Hotels

Popular amenities for Brookline vacation rentals

Stay near Brookline's top sights

Other great vacation rentals in Brookline

Apartment in Boston

Apartment in Boston

Apartment in Boston

Guest suite in Dover

Condo in Brookline

Apartment in Newton

Guest suite in Arlington

Home in Jamaica Plain

Other great vacation rentals in Brookline

Guesthouse in Framingham

Apartment in Cambridge

Guest suite in Newton

Apartment in Boston

Apartment in Boston

Apartment in Newton

Apartment in Newton

Apartment in Cambridge

Quick stats about vacation rentals in Brookline

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Where should I stay in Brookline?

Do townhouse rentals in Brookline have air conditioning?

Do apartment rentals in Brookline have a bbq area?

Are there Brookline apartment rentals on Airbnb with pools?

Do private suite rentals in Brookline have wireless internet?

Are there family-friendly condo rentals in Brookline?

Do condo rentals in Brookline have a gym?

Are there condo rentals with a dedicated workspace in Brookline?

How much does it cost to stay in bed and breakfast rentals in Brookline?

Are there pet-friendly apartment rentals in Brookline?

Destinations to explore