30 Best Vacation Rentals in Brookline - Holiday Lettings - Cabins

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555 Vacation rentals

13

Brookline Vacation condo rental

Massachusetts / Brookline

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Experience Boston living in this beautiful 3 bedroom/1 bath condo located on a quiet dead end street. Walking distance to the Forrest Hills Train Station, Arboretum and Roslindale Village (Town Center). 18 minutes train ride to downtown Boston and 20 minutes drive to do …see more

from $129 / night

$903 / week

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from $129 / night

17

Vacation apartment rental

Massachusetts / Brookline

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Ask about children
  • Car not necessary
  • Pet friendly
This beautifully decorated 1,375 square foot condo located in Brookline, MA is situated near the Longwood Medical Area, Fenway Park and other main attractions. This spacious oaisis is walking distance to Coolidge Corner, Brookline Village and some of the top restaurants …see more

from $265 / night

$1,650 / week

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avg. 24 minutes

from $265 / night

20

Vacation apartment in Brookline

Massachusetts / Brookline

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Luxury Brand New sunny renovated 3 bedrooms/ 2 ba, central air/heating, hardwood floors. 8-10 min walking to Longwood Medical area. 3 min walking to Brookline Village T/Subway Station Green line, 66# Bus stop to Harvard Square. Steps to shops, gym, bank, post office, co …see more

from $375 / night

$2,625 / week

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Responds fast!
avg. 1 hour 14 minutes

from $375 / night

6

Brookline Vacation apartment rental

Massachusetts / Brookline

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Air conditioning
The Space Enjoy a beautiful apartment in a very central location with a spacious, open floor plan. Washer/Dryer in unit. Just a 10 minute ride to downtown and less than 10 minutes to Coolidge Corner with plenty of cafes, a theatre, and the best restaurants in the Bos …see more

from $225 / night

$1,575 / week

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from $225 / night

27

Apartment rental in Brookline

Massachusetts / Brookline

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 7 mi
  • Child friendly
  • Car not necessary
Global Luxury Suites at Mission Hill offers brand new apartments on South Huntington Ave in Boston. Each unit is pet-friendly and features a fully equipped kitchen. The community offers a range of amenities, including a fitness center, business center and conference roo …see more

from $179 / night

$1,253 / week

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Responds fast!
avg. 3 hours 8 minutes

from $179 / night

37

Vacation home in Brookline

Massachusetts / Brookline

3 12 Min stay varies

  • 3 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
Thanks for looking at our luxury home, we look forward to hosting you. We have 15+ reviews for this same listing on a different profile, ask for the link! Palatial 3 bedroom, 2 full bath/2 half bath converted carriage house comfortably accommodates up to 12 guests. Fi …see more

from $399 / night

$2,695 / week

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from $399 / night

13

Vacation apartment in Brookline

Massachusetts / Brookline

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
* Bottle Opener * Wine Opener * Knife / Spatula Set * Vacuum Cleaner * Glassware * Paper Towels with Holder * Colander * Microwave Bowls * Pots and Pans * Cutting Board * Cleaning Supplies Starter Kit * Mop * Bucket * Broom and Dustpan * Kitchen Scissors …see more

from $225 / night

$1,575 / week

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from $225 / night

24

Vacation apartment in Brookline

Massachusetts / Brookline

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
Boston Apartment Rental Photos and Description Modern Luxury 4 Bedroom 4 Bath In Historic Brownstone This centrally located brownstone apartment is located on famous Beacon St near Fenway Park. Renovated from top to bottom, brand new and modern nestled inside a histo …see more

from $650 / night

$4,000 / week

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from $650 / night

30

Vacation apartment in Brookline

Massachusetts / Brookline

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
This centrally located brownstone apartment is located on famous Beacon St near Fenway Park. Renovated from top to bottom, brand new and modern nestled inside a historic Boston Brownstone. Many shops, restaurants and stores nearby. Fully equipped kitchen with pots, pan …see more

from $650 / night

$4,000 / week

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from $650 / night

20

Brookline Vacation home rental

Massachusetts / Brookline

5 13 Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
A beautiful family home in a quiet neighborhood. 3 minute walk to a beautiful resevoir with walking/ biking trail. 20 minute drive to downtown Boston or with train (8 minute walking distance). Kitchen and bathrooms were renovated 2 years ago. Lovely back yard with larg …see more

from $200 / night

$1,400 / week

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from $200 / night

18

Vacation apartment in Brookline

Massachusetts / Brookline

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets
Welcome to Brookline! We are located in between a few minutes walk of Coolidge Corner and Washington Square. Plenty of great restaurants, shops, grocery store, and convenient public transportation. The green line T stop is located across the street! Easy commute to hosp …see more

from $165 / night

$1,155 / week

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from $165 / night

9

Brookline Vacation apartment rental

Massachusetts / Brookline

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Child friendly
  • Pet friendly
Modern, quiet, sunny south-facing studio on the 8th floor of a luxury apartment complex. The apartment is 500 sq. ft., comes furnished, and has an incredible amount of storage space. All utilities included: air conditioning, heat, hot water, electricity, internet. The …see more

from $93 / night

$650 / week

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from $93 / night

14

Vacation apartment in Brookline

Massachusetts / Brookline

1 2 30 nights min

  • 1 bedroom
  • Sleeps 2
  • 30 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Monthly Rental only. Perfect location for medical professions. My spacious 500 square foot studio was recently upgraded. This residential apartment is in a luxurious and safe community. Some of the features we offer are a modern kitchen with granite counter tops. Ther …see more

from $100 / night

$700 / week

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Responds fast!
avg. 2 hours 18 minutes

from $100 / night

34

Brookline Vacation apartment rental

Massachusetts / Brookline

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 7 mi
  • Child friendly
  • Car not necessary
Global Luxury Suites at Mission Hill offers brand new apartments on South Huntington Ave in Boston. Each unit is pet-friendly and features a fully equipped kitchen. The community offers a range of amenities, including a fitness center, business center and conference roo …see more

from $219 / night

$1,533 / week

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Responds fast!
avg. 3 hours 8 minutes

from $219 / night

23

Apartment rental in Brookline

Massachusetts / Brookline

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
Welcome to Brookline! We are located in between a few minutes walk of Coolidge Corner and Washington Square. Plenty of great restaurants, shops, grocery store, and convenient public transportation. The green line T stop is located across the street! Easy commute to hosp …see more

from $299 / night

$2,093 / week

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from $299 / night

9

Brookline Vacation b&b accommodation

Massachusetts / Brookline

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning
Both elegant and modern, this apartment was designed with your active, high speed lifestyle in mind. In the Heart of Coolidge corner. Located just minutes from Back Bay, Fenway Park beacon St, Allston, Commonwealth Ave. and Hospitals, and embedded among a plethora of fi …see more

from $80 / night

$560 / week

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from $80 / night

13

Vacation apartment in Brookline

Massachusetts / Brookline

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
This lovely apartment is located on the top floor of the building. It is very quiet and a spacious living room. A 14min drive from Logan Airport. This Beautiful two bedroom apartment is located in the old neighborhood of Boston “Dorchester” (old historical, summer resi …see more

from $110 / night

$770 / week

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from $110 / night

7

Vacation apartment in Brookline

Massachusetts / Brookline

1 2 30 nights min

  • 1 bedroom
  • Sleeps 2
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Monthly rental only. This gorgeous 500 sq ft. studio was recently upgraded to include a new granite kitchen counter top, cabinets and appliances (dishwasher, refrigerator/stove). The huge walk-in closet. Hardwood floor, fresh paints with an abundance of neutral colors a …see more

from $100 / night

$700 / week

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Responds fast!
avg. 2 hours 18 minutes

from $100 / night

28

Vacation apartment in Brookline

Massachusetts / Brookline

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
Welcome to Brookline! We are located in between a few minutes walk of Coolidge Corner and Washington Square. Plenty of great restaurants, shops, grocery store, and convenient public transportation. The green line T stop is located across the street! Easy commute to hosp …see more

from $129 / night

$903 / week

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from $129 / night

9

Brookline Vacation apartment rental

Massachusetts / Brookline

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
My family and I are excited to share our home with you! Beautiful semi-garden level separate apartment with spacious 1000+ sqft floor plan. Apartment has private entrance, 2 bedrooms, lots of natural light, and private outdoor space. We are located very close to the ci …see more

from $185 / night

$1,295 / week

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from $185 / night

7

Vacation apartment rental

Massachusetts / Brookline

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Whether you are in Boston for medical treatment, school, business, or travel, Room Tank takes the hassle out of finding a place to stay. With its modern, fully furnished apartments including all amenities (gas, water, electricity, trash, cable and internet access), Room …see more

from $199 / night

$1,300 / week

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from $199 / night

22

Vacation studio rental

Massachusetts / Brookline

Studio 3 2 nights min

  • Studio
  • Sleeps 3
  • 2 nights min
  • Nearest beach 7 mi
  • Child friendly
  • Car not necessary
Global Luxury Suites at Mission Hill offers brand new apartments on South Huntington Ave in Boston. Each unit is pet-friendly and features a fully equipped kitchen. The community offers a range of amenities, including a fitness center, business center and conference roo …see more

from $119 / night

$833 / week

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Responds fast!
avg. 3 hours 8 minutes

from $119 / night

38

Apartment rental in Brookline with shared pool

Massachusetts / Brookline

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 7 mi
  • Swimming pool
  • Child friendly
These luxury apartment homes offer fully equipped kitchens, stainless steel appliances, sleek wooden cabinetry, tile backsplashes, solid-tone engineered stone countertops, spacious walk-in closets, and in-unit washers and dryers. These fantastic apartment homes include …see more

from $149 / night

$1,043 / week

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Responds fast!
avg. 3 hours 8 minutes

from $149 / night

42

Vacation apartment with shared pool in Brookline

Massachusetts / Brookline

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 7 mi
  • Swimming pool
  • Child friendly
These luxury apartment homes offer fully equipped kitchens, stainless steel appliances, sleek wooden cabinetry, tile backsplashes, solid-tone engineered stone countertops, spacious walk-in closets, and in-unit washers and dryers. These fantastic apartment homes include …see more

from $189 / night

$1,323 / week

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Responds fast!
avg. 3 hours 8 minutes

from $189 / night

16

Vacation apartment in Brookline

Massachusetts / Brookline

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
Welcome to Brookline! We are located in between a few minutes walk of Coolidge Corner and Washington Square. Plenty of great restaurants, shops, grocery store, and convenient public transportation. The green line T stop is located across the street! Easy commute to hosp …see more

from $129 / night

$903 / week

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from $129 / night

38

Studio rental in Brookline with shared pool

Massachusetts / Brookline

Studio 3 2 nights min

  • Studio
  • Sleeps 3
  • 2 nights min
  • Nearest beach 7 mi
  • Swimming pool
  • Child friendly
These luxury apartment homes offer fully equipped kitchens, stainless steel appliances, sleek wooden cabinetry, tile backsplashes, solid-tone engineered stone countertops, spacious walk-in closets, and in-unit washers and dryers. These fantastic apartment homes include …see more

from $129 / night

$903 / week

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Responds fast!
avg. 3 hours 8 minutes

from $129 / night

14

Vacation apartment in Brookline

Massachusetts / Brookline

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
Beautiful Brookline Village is right around the corner from Longwood medical district, including Beth Israel Deaconess Medical Center, Boston Children's Hospital, Brigham and Women's Hospital and Dana-Farber Cancer Institute. The apartment is located 5 minutes walk to t …see more

from $145 / night

$1,015 / week

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from $145 / night

18

Vacation apartment in Brookline

Massachusetts / Brookline

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Ask about pets
Welcome to Brookline! We are located in between a few minutes walk of Coolidge Corner and Washington Square. Plenty of great restaurants, shops, grocery store, and convenient public transportation. The green line T stop is located across the street! Easy commute to hosp …see more

from $129 / night

$903 / week

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from $129 / night

22

Apartment rental in Brookline

Massachusetts / Brookline

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
Welcome to Brookline! We are located in between a few minutes walk of Coolidge Corner and Washington Square. Plenty of great restaurants, shops, grocery store, and convenient public transportation. The green line T stop is located across the street! Easy commute to hosp …see more

from $129 / night

$903 / week

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from $129 / night

11

Brookline Vacation apartment rental

Massachusetts / Brookline

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning
Beautiful Newly Built Apartment Building. Be close to Everything in this gorgeous apartment. There is an Elevator in the building, Bicycle Room, and Community Lounge. The apartment features Stainless Steel Appliances, Quartz countertops, Laundry in Unit, and EC charging …see more

from $299 / night

$2,093 / week

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from $299 / night

11

Brookline Vacation apartment rental

Massachusetts / Brookline

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning
Beautiful Newly Built Apartment Building. Be close to Everything in this gorgeous apartment. There is an Elevator in the building, Bicycle Room, and Community Lounge. The apartment features Stainless Steel Appliances, Quartz countertops, Laundry in Unit, and EC charging …see more

from $99 / night

$693 / week

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from $99 / night

14

Vacation apartment in Brookline

Massachusetts / Brookline

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Child friendly
Hi! Welcome to my home! You have the entire apartment to yourself! The apartment is fully updated and has in unit laundry. My place is good for couples, solo adventurers, traveling nurses, doctors, business travelers, families (with kids), and big groups. The apartment …see more

from $499 / night

$3,493 / week

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Responds fast!
avg. 3 hours 40 minutes

from $499 / night

8

Apartment rental in Brookline

Massachusetts / Brookline

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Beautiful Newly Built Apartment Building. Be close to Everything in this gorgeous apartment. There is an Elevator in the building, Bicycle Room, and Community Lounge. The apartment features Stainless Steel Appliances, Quartz countertops, Laundry in Unit, and EC charging …see more

from $500 / night

$3,500 / week

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from $500 / night

(1) Excellent 

12

Vacation apartment in Brookline

Massachusetts / Brookline

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning
Welcome! This is a fully renovated apartment, we have 2 Beds/1 Bath and we adapt our office into another room with a comfortable sofa bed, we have an excellent location if you want to take the T or Bus, and we have a private parking spot just behind the building! Great …see more

from $299 / night

$2,093 / week

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Responds fast!
avg. 26 minutes

from $299 / night