0 Bedrooms for 1 Guest
Price $10 - $1000+

Showing 104 Highland Vacation Rentals

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews. Compare Highland vacation rentals from 9 rental sites including HomeAway, VRBO, Booking, and more, ranging from $34 to $1,150 a night. 
Showing 104 personalized results
    $265 / night
    Stylish Brookline Condo Near BostonINQUIRE
    NOW!
    Stylish Brookline Condo Near Boston
    2 bed / 1 bath
    BROOKLINE, MA
    $300 / night
    Boston a la FrancaiseINQUIRE
    NOW!
    Boston a la Francaise
    3 bed / 2 bath
    Needham, MA
    $34 / night
    Jon's Test Property 喜INQUIRE
    NOW!
    Jon's Test Property 喜
    1 bed / 1 bath
    Jamaica Plain, Massachusetts
    $140 / night
    Clean Apartment in BostonINQUIRE
    NOW!
    Clean Apartment in Boston
    2 bed / 1 bath
    Jamaica Plain, MA
    $175 / night
    Spacious Studio Boston-LongwoodINQUIRE
    NOW!
    Spacious Studio Boston-Longwood
    Studio / 1 bath
    Brookline, MA
    $200 / night
    Cape house in West NewtonINQUIRE
    NOW!
    Cape house in West Newton
    1 bed / 2 bath
    Newton , MA
    $285 / night
    Spacious & Pristine/ Near Boston/ Free ParkingINQUIRE
    NOW!
    Spacious & Pristine/ Near Boston/ Free Parking
    2 bed / 1 bath
    Newton, MA
    $265 / night
    Stylish Brookline Condo Near BostonINQUIRE
    NOW!
    Stylish Brookline Condo Near Boston
    2 bed / 1 bath
    BROOKLINE, MA
    $200 / night
    Cape house in West NewtonINQUIRE
    NOW!
    Cape house in West Newton
    1 bed / 2 bath
    Newton , MA
    $175 / night
    Spacious Studio Boston-LongwoodINQUIRE
    NOW!
    Spacious Studio Boston-Longwood
    Studio / 1 bath
    Brookline, MA
    $150 / night
    Charming & Affordable 1 BR Garden Level Efficiency with ALL the comforts of home. $1,550. (Couples: $1,999.)INQUIRE
    NOW!
    Charming & Affordable 1 BR Garden Level Efficiency with ALL the comforts of home. $1,550. (Couples: $1,999.)
    1 bed / 1 bath
    Needham, MA
    $285 / night
    Spacious & Pristine/ Near Boston/ Free ParkingINQUIRE
    NOW!
    Spacious & Pristine/ Near Boston/ Free Parking
    2 bed / 1 bath
    Newton, MA
    $300 / night
    Boston a la FrancaiseINQUIRE
    NOW!
    Boston a la Francaise
    3 bed / 2 bath
    Needham, MA
    $350 / night
    Historic House Renovated for Modern ConvenienceINQUIRE
    NOW!
    Historic House Renovated for Modern Convenience
    5 bed / 2 bath
    Boston, MA
    $950 / night
    Room in single family home outside of BostonINQUIRE
    NOW!
    Room in single family home outside of Boston
    1 bed / 1 bath
    Needham, MA
    $150 / night
    Charming & Affordable 1 BR Garden Level Efficiency with ALL the comforts of home. $1,550. (Couples: $1,999.)INQUIRE
    NOW!
    Charming & Affordable 1 BR Garden Level Efficiency with ALL the comforts of home. $1,550. (Couples: $1,999.)
    1 bed / 1 bath
    Needham, MA