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Brookline Vacation Rentals

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182 rentals in Brookline.
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Beautiful Luxury 3br / 2ba Parking in Boston Brookline Exceptional Location!, vacation rental in Brookline
Beautiful Luxury 3br / 2ba Parking in Boston Brookline Exceptional Location!, vacation rental in Brookline
Beautiful Luxury 3br / 2ba Parking in Boston Brookline Exceptional Location!, vacation rental in Brookline

Beautiful Luxury 3br / 2ba Parking in Boston Brookline Exceptional Location!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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UltraLuxe Apt in Boston Brownstone2 in Prime Location, vacation rental in Brookline
UltraLuxe Apt in Boston Brownstone2 in Prime Location, vacation rental in Brookline
UltraLuxe Apt in Boston Brownstone2 in Prime Location, vacation rental in Brookline

UltraLuxe Apt in Boston Brownstone2 in Prime Location

Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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UltraLuxe Apt in Boston Brownstone in Prime Area, vacation rental in Brookline
UltraLuxe Apt in Boston Brownstone in Prime Area, vacation rental in Brookline
UltraLuxe Apt in Boston Brownstone in Prime Area, vacation rental in Brookline

UltraLuxe Apt in Boston Brownstone in Prime Area

Condo/Apartment
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Near BC, BU, Fenway and hospitals w/ parking available., vacation rental in Brookline
Near BC, BU, Fenway and hospitals w/ parking available., vacation rental in Brookline
Near BC, BU, Fenway and hospitals w/ parking available., vacation rental in Brookline

Near BC, BU, Fenway and hospitals w/ parking available.

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Condo Coolidge Corner Washinton Sq Brookline, vacation rental in Brookline
Condo Coolidge Corner Washinton Sq Brookline, vacation rental in Brookline
Condo Coolidge Corner Washinton Sq Brookline, vacation rental in Brookline

Condo Coolidge Corner Washinton Sq Brookline

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Renovated 2 bed, sleeps 6, Brookline Village, steps to public trans, Boston, vacation rental in Brookline
Renovated 2 bed, sleeps 6, Brookline Village, steps to public trans, Boston, vacation rental in Brookline
Renovated 2 bed, sleeps 6, Brookline Village, steps to public trans, Boston, vacation rental in Brookline

Renovated 2 bed, sleeps 6, Brookline Village, steps to public trans, Boston

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Historic house renovated for modern convenience, vacation rental in Brookline
Historic house renovated for modern convenience, vacation rental in Brookline
Historic house renovated for modern convenience, vacation rental in Brookline

Historic house renovated for modern convenience

Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Boston-Modern Spacious Family Friendly Apartment w/Parking, vacation rental in Brookline
Boston-Modern Spacious Family Friendly Apartment w/Parking, vacation rental in Brookline
Boston-Modern Spacious Family Friendly Apartment w/Parking, vacation rental in Brookline

Boston-Modern Spacious Family Friendly Apartment w/Parking

Condo/Apartment in Roslindale, Centre-South
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Large And Charming 2 Bedrooms Apartment , 2 minutes walk to the Coolidge Corner., vacation rental in Brookline
Large And Charming 2 Bedrooms Apartment , 2 minutes walk to the Coolidge Corner., vacation rental in Brookline
Large And Charming 2 Bedrooms Apartment , 2 minutes walk to the Coolidge Corner., vacation rental in Brookline

Large And Charming 2 Bedrooms Apartment , 2 minutes walk to the Coolidge Corner.

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Spacious Coolidge Corner Brookline Home - 1 Block to Restaurants, Shops, Movies, vacation rental in Brookline
Spacious Coolidge Corner Brookline Home - 1 Block to Restaurants, Shops, Movies, vacation rental in Brookline
Spacious Coolidge Corner Brookline Home - 1 Block to Restaurants, Shops, Movies, vacation rental in Brookline

Spacious Coolidge Corner Brookline Home - 1 Block to Restaurants, Shops, Movies

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Sunny apartment located a short walk from local parks and Roslindale Village, vacation rental in Brookline
Sunny apartment located a short walk from local parks and Roslindale Village, vacation rental in Brookline
Sunny apartment located a short walk from local parks and Roslindale Village, vacation rental in Brookline

Sunny apartment located a short walk from local parks and Roslindale Village

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Modern Town home, great place for Boston vacation,sleeps 9, vacation rental in Brookline
Modern Town home, great place for Boston vacation,sleeps 9, vacation rental in Brookline
Modern Town home, great place for Boston vacation,sleeps 9, vacation rental in Brookline

Modern Town home, great place for Boston vacation,sleeps 9

Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Walking to Fenway Sunny Perfect Home, vacation rental in Brookline
Walking to Fenway Sunny Perfect Home, vacation rental in Brookline
Walking to Fenway Sunny Perfect Home, vacation rental in Brookline

Walking to Fenway Sunny Perfect Home

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Private Base, #Boston medical #Pine Manor BC T+Prk, vacation rental in Brookline
Private Base, #Boston medical #Pine Manor BC T+Prk, vacation rental in Brookline
Private Base, #Boston medical #Pine Manor BC T+Prk, vacation rental in Brookline

Private Base, #Boston medical #Pine Manor BC T+Prk

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Entire apartment with private entrance., vacation rental in Brookline
Entire apartment with private entrance., vacation rental in Brookline
Entire apartment with private entrance., vacation rental in Brookline

Entire apartment with private entrance.

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Great 1 bed close to Longwd Med,JP, Fenway, Parking, vacation rental in Brookline
Great 1 bed close to Longwd Med,JP, Fenway, Parking, vacation rental in Brookline
Great 1 bed close to Longwd Med,JP, Fenway, Parking, vacation rental in Brookline

Great 1 bed close to Longwd Med,JP, Fenway, Parking

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Sunny 2 bed plus den,steps to public transport,Longwood Medical hospitals,Boston, vacation rental in Brookline
Sunny 2 bed plus den,steps to public transport,Longwood Medical hospitals,Boston, vacation rental in Brookline
Sunny 2 bed plus den,steps to public transport,Longwood Medical hospitals,Boston, vacation rental in Brookline

Sunny 2 bed plus den,steps to public transport,Longwood Medical hospitals,Boston

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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The Arbor Retreat, vacation rental in Brookline
The Arbor Retreat, vacation rental in Brookline
The Arbor Retreat, vacation rental in Brookline

The Arbor Retreat

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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sleeps 4, Near BC,BU Easy Access To Boston, Mins To Public transport,balcony, vacation rental in Brookline
sleeps 4, Near BC,BU Easy Access To Boston, Mins To Public transport,balcony, vacation rental in Brookline
sleeps 4, Near BC,BU Easy Access To Boston, Mins To Public transport,balcony, vacation rental in Brookline

sleeps 4, Near BC,BU Easy Access To Boston, Mins To Public transport,balcony

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Newly Renovated Apartment near BU & BC, vacation rental in Brookline
Newly Renovated Apartment near BU & BC, vacation rental in Brookline
Newly Renovated Apartment near BU & BC, vacation rental in Brookline

Newly Renovated Apartment near BU & BC

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Fully Furnished 1Bed Steps to Longwood Medical, vacation rental in Brookline
Fully Furnished 1Bed Steps to Longwood Medical, vacation rental in Brookline
Fully Furnished 1Bed Steps to Longwood Medical, vacation rental in Brookline

Fully Furnished 1Bed Steps to Longwood Medical

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious, Homey 1Bed close to Longwood Medical, Boston, vacation rental in Brookline
Spacious, Homey 1Bed close to Longwood Medical, Boston, vacation rental in Brookline
Spacious, Homey 1Bed close to Longwood Medical, Boston, vacation rental in Brookline

Spacious, Homey 1Bed close to Longwood Medical, Boston

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Bright, Spacious 1 Bedroom Steps to MBTA, vacation rental in Brookline
Bright, Spacious 1 Bedroom Steps to MBTA, vacation rental in Brookline
Bright, Spacious 1 Bedroom Steps to MBTA, vacation rental in Brookline

Bright, Spacious 1 Bedroom Steps to MBTA

Condo/Apartment in Cleveland Circle, Brighton
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Boston Condominium, close to public T, vacation rental in Brookline
Boston Condominium, close to public T, vacation rental in Brookline
Boston Condominium, close to public T, vacation rental in Brookline

Boston Condominium, close to public T

Condo/Apartment in Cleveland Circle, Brighton
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Two-Story Skyrise w/ Heated Throws, vacation rental in Brookline
Two-Story Skyrise w/ Heated Throws, vacation rental in Brookline
Two-Story Skyrise w/ Heated Throws, vacation rental in Brookline

Two-Story Skyrise w/ Heated Throws

Condo/Apartment
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Great 1 bedroom for a Boston vacation, close to Longwood med, mbta, parking, vacation rental in Brookline
Great 1 bedroom for a Boston vacation, close to Longwood med, mbta, parking, vacation rental in Brookline
Great 1 bedroom for a Boston vacation, close to Longwood med, mbta, parking, vacation rental in Brookline

Great 1 bedroom for a Boston vacation, close to Longwood med, mbta, parking

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Private, Bright, Beautiful room With private bathroom and Parking, vacation rental in Brookline
Private, Bright, Beautiful room With private bathroom and Parking, vacation rental in Brookline
Private, Bright, Beautiful room With private bathroom and Parking, vacation rental in Brookline

Private, Bright, Beautiful room With private bathroom and Parking

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury Private Condo Boston , Roslindale, vacation rental in Brookline
Luxury Private Condo Boston , Roslindale, vacation rental in Brookline
Luxury Private Condo Boston , Roslindale, vacation rental in Brookline

Luxury Private Condo Boston , Roslindale

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Boston loft Third floor condo, vacation rental in Brookline
Boston loft Third floor condo, vacation rental in Brookline
Boston loft Third floor condo, vacation rental in Brookline

Boston loft Third floor condo

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Incredible location 1 bedroom apartment in Boston, vacation rental in Brookline
Incredible location 1 bedroom apartment in Boston, vacation rental in Brookline
Incredible location 1 bedroom apartment in Boston, vacation rental in Brookline

Incredible location 1 bedroom apartment in Boston

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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1 Private Bedroom 5 Guest Close to Fenway Park & Downtown Boston, vacation rental in Brookline
1 Private Bedroom 5 Guest Close to Fenway Park & Downtown Boston, vacation rental in Brookline
1 Private Bedroom 5 Guest Close to Fenway Park & Downtown Boston, vacation rental in Brookline

1 Private Bedroom 5 Guest Close to Fenway Park & Downtown Boston

Rental Home in Jamaica Plain
1 bedroom
2 bathrooms
Sleeps 5
Match: Sleeps
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Large private room close to Fenway,BC,BU,publicT, vacation rental in Brookline
Large private room close to Fenway,BC,BU,publicT, vacation rental in Brookline
Large private room close to Fenway,BC,BU,publicT, vacation rental in Brookline

Large private room close to Fenway,BC,BU,publicT

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Just Renovated 1Bed in Jamaica Pond w/ Pvt Entr, vacation rental in Brookline
Just Renovated 1Bed in Jamaica Pond w/ Pvt Entr, vacation rental in Brookline
Just Renovated 1Bed in Jamaica Pond w/ Pvt Entr, vacation rental in Brookline

Just Renovated 1Bed in Jamaica Pond w/ Pvt Entr

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Terrific vacation house only 4.5 miles away from downtown Boston, vacation rental in Brookline
Terrific vacation house only 4.5 miles away from downtown Boston, vacation rental in Brookline
Terrific vacation house only 4.5 miles away from downtown Boston, vacation rental in Brookline

Terrific vacation house only 4.5 miles away from downtown Boston

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Relax in Two Comfortable Units, Coffee Shop, Near Boston Museum of Fine Arts, vacation rental in Brookline
Relax in Two Comfortable Units, Coffee Shop, Near Boston Museum of Fine Arts, vacation rental in Brookline
Relax in Two Comfortable Units, Coffee Shop, Near Boston Museum of Fine Arts, vacation rental in Brookline

Relax in Two Comfortable Units, Coffee Shop, Near Boston Museum of Fine Arts

Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Roomy Apartment Minutes from the City, vacation rental in Brookline
Roomy Apartment Minutes from the City, vacation rental in Brookline
Roomy Apartment Minutes from the City, vacation rental in Brookline

Roomy Apartment Minutes from the City

Condo/Apartment in Brighton
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Roslindale village unit 1, vacation rental in Brookline
Roslindale village unit 1, vacation rental in Brookline
Roslindale village unit 1, vacation rental in Brookline

Roslindale village unit 1

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Renovated,Walk To Longwood,Fenway, Coolidge Corner,Brookline Vill,pkg,transport, vacation rental in Brookline
Renovated,Walk To Longwood,Fenway, Coolidge Corner,Brookline Vill,pkg,transport, vacation rental in Brookline
Renovated,Walk To Longwood,Fenway, Coolidge Corner,Brookline Vill,pkg,transport, vacation rental in Brookline

Renovated,Walk To Longwood,Fenway, Coolidge Corner,Brookline Vill,pkg,transport

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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2Private Bedroom Close Copley, Fenway Park & Downtown Boston, vacation rental in Brookline
2Private Bedroom Close Copley, Fenway Park & Downtown Boston, vacation rental in Brookline
2Private Bedroom Close Copley, Fenway Park & Downtown Boston, vacation rental in Brookline

2Private Bedroom Close Copley, Fenway Park & Downtown Boston

Rental Home in Mission Hill
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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1 Private Bedroom 4 Guest Close to Fenway Park & Downtown Boston, vacation rental in Brookline
1 Private Bedroom 4 Guest Close to Fenway Park & Downtown Boston, vacation rental in Brookline
1 Private Bedroom 4 Guest Close to Fenway Park & Downtown Boston, vacation rental in Brookline

1 Private Bedroom 4 Guest Close to Fenway Park & Downtown Boston

Rental Home in Jamaica Plain
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Historic JP Brownstone with parking & pets welcome, vacation rental in Brookline
Historic JP Brownstone with parking & pets welcome, vacation rental in Brookline
Historic JP Brownstone with parking & pets welcome, vacation rental in Brookline

Historic JP Brownstone with parking & pets welcome

Rental Home
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Sunny, Spacious 3Bed, 2Bath in Brookline, MBTA, vacation rental in Brookline
Sunny, Spacious 3Bed, 2Bath in Brookline, MBTA, vacation rental in Brookline
Sunny, Spacious 3Bed, 2Bath in Brookline, MBTA, vacation rental in Brookline

Sunny, Spacious 3Bed, 2Bath in Brookline, MBTA

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Luxury two bedroom and two bath apartment experience with overlook view and gym!, vacation rental in Brookline
Luxury two bedroom and two bath apartment experience with overlook view and gym!, vacation rental in Brookline
Luxury two bedroom and two bath apartment experience with overlook view and gym!, vacation rental in Brookline

Luxury two bedroom and two bath apartment experience with overlook view and gym!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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1 Private Bedroom 5 Guest Close to Fenway Park & Downtown Boston, vacation rental in Brookline
1 Private Bedroom 5 Guest Close to Fenway Park & Downtown Boston, vacation rental in Brookline
1 Private Bedroom 5 Guest Close to Fenway Park & Downtown Boston, vacation rental in Brookline

1 Private Bedroom 5 Guest Close to Fenway Park & Downtown Boston

Rental Home in Jamaica Plain
1 bedroom
2 bathrooms
Sleeps 5
Match: Sleeps
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3Private Bedroom Close Copley, Fenway Park & Downtown Boston, vacation rental in Brookline
3Private Bedroom Close Copley, Fenway Park & Downtown Boston, vacation rental in Brookline
3Private Bedroom Close Copley, Fenway Park & Downtown Boston, vacation rental in Brookline

3Private Bedroom Close Copley, Fenway Park & Downtown Boston

Rental Home in Mission Hill
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Longwood Medical Condo Sleeps 4, vacation rental in Brookline
Longwood Medical Condo Sleeps 4, vacation rental in Brookline
Longwood Medical Condo Sleeps 4, vacation rental in Brookline

Longwood Medical Condo Sleeps 4

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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109S15  The Strathmore 15 w/AC | Queen Bed w/HdTV | One block to Greenline and s, vacation rental in Brookline
109S15  The Strathmore 15 w/AC | Queen Bed w/HdTV | One block to Greenline and s, vacation rental in Brookline
109S15  The Strathmore 15 w/AC | Queen Bed w/HdTV | One block to Greenline and s, vacation rental in Brookline

109S15 The Strathmore 15 w/AC | Queen Bed w/HdTV | One block to Greenline and s

Condo/Apartment in Cleveland Circle, Brighton
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Steps to Longwood Medical, MBTA ,Boston, Shopping, On-site Parking, vacation rental in Brookline
Steps to Longwood Medical, MBTA ,Boston, Shopping, On-site Parking, vacation rental in Brookline
Steps to Longwood Medical, MBTA ,Boston, Shopping, On-site Parking, vacation rental in Brookline

Steps to Longwood Medical, MBTA ,Boston, Shopping, On-site Parking

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Charming, Fully Furnished Spacious Coolidge Corner Studio, vacation rental in Brookline
Charming, Fully Furnished Spacious Coolidge Corner Studio, vacation rental in Brookline
Charming, Fully Furnished Spacious Coolidge Corner Studio, vacation rental in Brookline

Charming, Fully Furnished Spacious Coolidge Corner Studio

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Boston Vacation! 2 Great Units, Restaurant/Bar, Coffee Shop, Near Fenway Park, vacation rental in Brookline
Boston Vacation! 2 Great Units, Restaurant/Bar, Coffee Shop, Near Fenway Park, vacation rental in Brookline
Boston Vacation! 2 Great Units, Restaurant/Bar, Coffee Shop, Near Fenway Park, vacation rental in Brookline

Boston Vacation! 2 Great Units, Restaurant/Bar, Coffee Shop, Near Fenway Park

Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Showing results 1-50 of 182
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