1+ Vacation Rentals Near Brookline |
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Castle In Hawaii - Vacation Rentals in Brookline

Sparkling Renovated 3 Bed 2 BathroomnnIn Heart of Historic Brookline Village nn From US $234
         

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Sparkling Renovated 3 Bed 2 BathroomnnIn Heart of Historic Brookline Village nn
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Luxury Places to Stay in Brookline

Over 313+ Luxury Places to Stay in or Near Brookline
Group-Friendly 6BR House Close to Everything
New
From US $1,820
         

New
House
Group-Friendly 6BR House Close to Everything
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  • Pet Friendly
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Luxurious 1-of-a-kind home with sweeping City views in Coolidge Corner Brookline
New
From US $1,706
         

New
Condo
Luxurious 1-of-a-kind home with sweeping City views in Coolidge Corner Brookline
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Brookline Haven | Rooftop + Deck + Game Room +T From US $1,276
         

10.0 (1 Review)
Apartment
Brookline Haven | Rooftop + Deck + Game Room +T
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Brookline LUX Apt Rooftop GameRoom Subway From US $1,233
         

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Apartment
Brookline LUX Apt Rooftop GameRoom Subway
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Brookline Lux | Rooftop Fenway T BU BC Simmons From US $1,112
         

New
Apartment
Brookline Lux | Rooftop Fenway T BU BC Simmons
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New Luxe Penthouse w/Rooftop + 1 Free Parking! From US $978
         

New
Condo
New Luxe Penthouse w/Rooftop + 1 Free Parking!
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Walk To Fenway, Private Home, Perfect Location! From US $949
         

9.2 (34 Reviews)
House
Walk To Fenway, Private Home, Perfect Location!
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65inTV:Free Parking:Longwood:King Bed:Full Kitchen From US $814
         

10.0 (1 Review)
Apartment
65inTV:Free Parking:Longwood:King Bed:Full Kitchen
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Top-Rated Vacation Rentals with a Pool in Brookline

Over 7+ Top-Rated Vacation Rentals with a Pool in or Near Brookline
Hilton Garden Inn Boston Brookline, MA From US $155
         

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9.0 (1008 Reviews)
Hotel
Hilton Garden Inn Boston Brookline, MA
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Homewood Suites by Hilton Boston Brookline-Longwood Medical From US $178
         

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9.0 (838 Reviews)
Hotel
Homewood Suites by Hilton Boston Brookline-Longwood Medical
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Courtyard by Marriott Boston Brookline From US $151
         

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8.6 (1006 Reviews)
Hotel
Courtyard by Marriott Boston Brookline
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Homewood Suites by Hilton Boston Brookline-Longwood Medical From US $307
         

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8.5 (239 Reviews)
Hotel
Homewood Suites by Hilton Boston Brookline-Longwood Medical
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Hilton Garden Inn Boston Brookline, Ma From US $328
         

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8.2 (555 Reviews)
Hotel
Hilton Garden Inn Boston Brookline, Ma
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Courtyard by Marriott Boston Brookline From US $311
         

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7.9 (385 Reviews)
Hotel
Courtyard by Marriott Boston Brookline
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luxury apt by the lake Boston From US $392
         

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Apartment
luxury apt by the lake Boston
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Pet-Friendly Vacation Rentals in Brookline

Over 76+ Pet-Friendly Vacation Rentals in or Near Brookline
Skyrise Two Stories - Centrally Located From US $500
         

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9.2 (9 Reviews)
Apartment
Skyrise Two Stories - Centrally Located
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Modern Townhome - Boston Vacation with 2 Bath, Parking and a Deck From US $390
         

9.8 (46 Reviews)
House
Modern Townhome - Boston Vacation with 2 Bath, Parking and a Deck
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2 Bedroom unit with central air in Brookline Village - Near Longwood From US $398
         

9.6 (63 Reviews)
Condo
2 Bedroom unit with central air in Brookline Village - Near Longwood
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Boston vacation,Longwood Medical,mins to MBTA,pkg From US $182
         

7.8 (6 Reviews)
Apartment
Boston vacation,Longwood Medical,mins to MBTA,pkg
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Steps to Longwood Medical,MBTA,Boston,shopping,pkg From US $354
         

10.0 (11 Reviews)
Apartment
Steps to Longwood Medical,MBTA,Boston,shopping,pkg
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Nice 2bd/1.5ba Next to BU 8411 From US $333
         

10.0 (3 Reviews)
Apartment
Nice 2bd/1.5ba Next to BU 8411
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Sunny,spacious, sleeps 4, steps to MBTA,Hospitals. From US $224
         

10.0 (3 Reviews)
Apartment
Sunny,spacious, sleeps 4, steps to MBTA,Hospitals.
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Beautiful 2bd/1.5ba Next to BU 8519 From US $538
         

10.0 (2 Reviews)
Apartment
Beautiful 2bd/1.5ba Next to BU 8519
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Large Vacation Homes & Villas in Brookline

Over 18+ Large Vacation Homes & Villas in or Near Brookline
Furnished Apartment From US $432
         

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8.1 (37 Reviews)
Apartment
Furnished Apartment
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88 Boylston Street · Skyrise Two Stories - Centrally Located From US $617
         

9.6 (41 Reviews)
Apartment
88 Boylston Street · Skyrise Two Stories - Centrally Located
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Hilltop Luxury House 5 Bedrooms and 3.5 Bath From US $449
         

7.8 (6 Reviews)
House
Hilltop Luxury House 5 Bedrooms and 3.5 Bath
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2022 US OPEN GOLF RENTAL IN BROOKLINE, MASSACHUSETTS From US $4,000
         

New
House
2022 US OPEN GOLF RENTAL IN BROOKLINE, MASSACHUSETTS
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Family Vacation! 3 Modern Units, Restaurant, Bar, Near Prudential Tower From US $1,057
         

New
House
Family Vacation! 3 Modern Units, Restaurant, Bar, Near Prudential Tower
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Family and Friends Getaway! 3 Modern Units, Restaurant, Coffee Shop, Bar! From US $979
         

New
House
Family and Friends Getaway! 3 Modern Units, Restaurant, Coffee Shop, Bar!
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Family Vacation! 3 Beautiful Units, Restaurant, Coffee Shop, Bar! From US $915
         

New
House
Family Vacation! 3 Beautiful Units, Restaurant, Coffee Shop, Bar!
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Adventure Awaits! 3 Beautiful Units, Onsite Bar, Near Brattle Theatre From US $915
         

New
House
Adventure Awaits! 3 Beautiful Units, Onsite Bar, Near Brattle Theatre
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Wheelchair Accessible Vacation Homes in Brookline

Over 110+ Wheelchair Accessible Vacation Homes in or Near Brookline
A Stylish Stay w/a Queen Bed, Heated Floors. #21 From US $299
         

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8.5 (43 Reviews)
Apartment
A Stylish Stay w/a Queen Bed, Heated Floors. #21
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Gorgeous 2BR Next to BU 6384 From US $346
         

10.0 (1 Review)
Apartment
Gorgeous 2BR Next to BU 6384
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Iris Hotel Boston From US $218
         

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9.4 (485 Reviews)
Hotel
Iris Hotel Boston
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Nice 2bd/1.5ba near BU 3646 From US $341
         

10.0 (1 Review)
Apartment
Nice 2bd/1.5ba near BU 3646
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2bd/1.5ba Next to BU 9837 From US $322
         

10.0 (1 Review)
Apartment
2bd/1.5ba Next to BU 9837
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Gorgeous 2BR Next to BU 3748 From US $307
         

10.0 (1 Review)
Apartment
Gorgeous 2BR Next to BU 3748
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Walking to Fenway Sunny Perfect Home From US $339
         

9.4 (22 Reviews)
Condo
Walking to Fenway Sunny Perfect Home
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  • Wheelchair Accessible

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Gorgeous 2bd/1.5ba Next to BU 0773 From US $324
         

9.4 (3 Reviews)
Apartment
Gorgeous 2bd/1.5ba Next to BU 0773
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Brookline Varoom and Airbnb Places to Stay Under $200

Over 95+ Brookline Varoom and Airbnb Places to Stay Under $200
Cozy 1Bed, 1Bath in Brookline, MBTA From US $132
         

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9.0 (2 Reviews)
Apartment
Cozy 1Bed, 1Bath in Brookline, MBTA
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Renovated 2B, In-unit Laundry, Longwood, 1st Flr From US $196
         

10.0 (1 Review)
Apartment
Renovated 2B, In-unit Laundry, Longwood, 1st Flr
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Coolidge Corner Guest House From US $128
         

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8.2 (626 Reviews)
House
Coolidge Corner Guest House
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Sun-filled 1 bed, 1 bath in Brookline Village From US $165
         

10.0 (1 Review)
Apartment
Sun-filled 1 bed, 1 bath in Brookline Village
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Brookline Village, Public Transport, Longwood Med From US $185
         

9.6 (4 Reviews)
Apartment
Brookline Village, Public Transport, Longwood Med
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Great 1 bed close to Longwd Med, Fenway, parkng From US $194
         

9.0 (31 Reviews)
Apartment
Great 1 bed close to Longwd Med, Fenway, parkng
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Upscale Brookline 1BR w/W/D, steps to Green Line, by Blueground From US $192
         

New
Apartment
Upscale Brookline 1BR w/W/D, steps to Green Line, by Blueground
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Elegant Brookline Studio w/Gym & W/D, by Blueground From US $191
         

New
Apartment
Elegant Brookline Studio w/Gym & W/D, by Blueground
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Instantly Bookable Vacation Homes in Brookline

Over 147+ Instantly Bookable Vacation Homes in or Near Brookline
Huge 2b in desirable & quiet area. Near grocery and T-stop by Blueground From US $269
         

10.0 (1 Review)
Apartment
Huge 2b in desirable & quiet area. Near grocery and T-stop by Blueground
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UltraLuxe Apt in Boston Brownstone2 in Prime Location From US $518
         

9.8 (79 Reviews)
Apartment
UltraLuxe Apt in Boston Brownstone2 in Prime Location
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½ mile to Longwood Medical, Renovated, Pub Trans From US $317
         

9.4 (48 Reviews)
Apartment
½ mile to Longwood Medical, Renovated, Pub Trans
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Renovated 2Bed, 0.5 mile to Longwood Med Hospitals From US $292
         

9.4 (46 Reviews)
Apartment
Renovated 2Bed, 0.5 mile to Longwood Med Hospitals
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Coolidge Cor 1B Near Coolidge Corner & MBTA Acces From US $260
         

9.0 (4 Reviews)
Apartment
Coolidge Cor 1B Near Coolidge Corner & MBTA Acces
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Near Public Transport, Fenway, BU, Longwood Med From US $307
         

9.0 (2 Reviews)
Apartment
Near Public Transport, Fenway, BU, Longwood Med
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0.5mile to Boston Children’s, Brigham, Dana F, BI From US $227
         

8.8 (13 Reviews)
Apartment
0.5mile to Boston Children’s, Brigham, Dana F, BI
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Beautiful 2bd/1.5ba near BU 5437 From US $270
         

6.8 (3 Reviews)
Apartment
Beautiful 2bd/1.5ba near BU 5437
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  • TV

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About Brookline Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Castleinhawaii Brookline, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Brookline. Places to stay near Brookline are 750 ft² on average, with prices averaging $234 a night.

Castleinhawaii makes it easy and safe to find and compare vacation rentals in Brookline with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Brookline

Type Count
Others 1

Use these Quick Filters to Find a Vacation Rental in Brookline

★ Pro Tip: Castleinhawaii makes it easy to compare the best listings on Castleinhawaii homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Castleinhawaii homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Brookline.

Weather in Brookline

View the weather forecast for Brookline before booking your Brookline Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Brookline, MA

Castleinhawaii offers a large selection of top attractions around Brookline. Research things to do on your vacation before you visit Brookline.


Agganis Arena Paradise Rock Club Coolidge Corner Theatre Larz Anderson Auto Museum Brookline Farmers Market John Fitzgerald Kennedy National Historic Site Larz Anderson Park Frederick Law Olmsted National Historic Site GASP Photographic Resource Center Engracehealthcarepractice Fenway Park Boston University Harvard University TD Garden Boston Common Faneuil Hall Marketplace Boston Convention and Exhibition Center Gillette Stadium New England Aquarium

Other Places to Stay Near Brookline, MA


Photographic Resource Center 3,567 Properties Longwood 3,530 Properties Agganis Arena 3,331 Properties Paradise Rock Club 3,300 Properties Central Village 2,880 Properties Coolidge Corner South Side 2,798 Properties Emerson Gardens 2,391 Properties High Street Hill 2,379 Properties Corey Hill 2,015 Properties Aspinwall Hill 1,869 Properties North Brookline 34 Properties Griggs Park 28 Properties

Complexes around Brookline, MA


Stay Heated 25 Properties Brookline Line 9 Properties Longwood 8 Properties Boston Day Rentals 2 Properties Friends Restaurant Coffee Shop Bar 4 Properties Grocery 4 Properties Courtyard 3 Properties Arcadian Hotel Brookline 2 Properties