10 Best Vacation Rentals in Brookline - Holiday Lettings - Cabins

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15 Vacation rentals

30

Vacation apartment in Brookline

Massachusetts / Brookline

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • 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

$4000 / week

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from $650 / 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

$1651 / week

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Responds fast!
avg. 2 hours 1 minutes

from $265 / night

24

Vacation apartment in Brookline

Massachusetts / Brookline

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • 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

$4000 / week

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from $650 / 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

$2625 / week

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from $375 / night

30

Vacation apartment in Brookline

Massachusetts / Brookline

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Child friendly
  • Air conditioning
Just a short walk from Brigham Circle and the Longwood Medical Area, The Tremont is the newest full-service building to live in Boston. Developed by The Trellis Group and designed by Hacin & Associates, this mixed-use building blends the traditional with the contempora …see more

from $289 / night

$2023 / week

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from $289 / 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

$1575 / week

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from $225 / 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

$1575 / week

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from $225 / 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

$2093 / week

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Responds fast!
avg. 33 minutes

from $299 / night

15

Apartment rental in Brookline

Massachusetts / Brookline

3 11 1 night min

  • 3 bedrooms
  • Sleeps 11
  • 1 night min
  • Child friendly
You are renting out an entire floor of a three family home which my family owns. The apartment is a cozy 3 Bedroom 1 Bathroom designed to accommodate up to 11 people. Bedrooms 1 and 2 both have Queen beds. Bedroom 3 has a bunk bed consisting of a Queen bottom and Twin t …see more

from $349 / night

$1599 - $2334 / week

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Responds fast!
avg. 2 hours 17 minutes

from $349 / 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 $369 / night

$3800 / week

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from $369 / 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

$3493 / week

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Responds fast!
avg. 3 hours 40 minutes

from $499 / 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

$1300 / week

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from $199 / night

13

Vacation apartment in Brookline

Massachusetts / Brookline

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • 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

$180 / week

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from $110 / night

27

Vacation home in Brookline

Massachusetts / Brookline

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
.Our amazing single house is located within walking distance from Cleveland circle, Boston with coffee shops, restaurants, and shopping stores. Located across a beautiful pond and a huge playground. Can fit 13 people (comfortably for 8 and we can bring more airbeds/matt …see more

from $450 / night

$3150 / week

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Responds fast!
avg. 1 hour 10 minutes

from $450 / 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