Vacation Home Rentals By Owner In Boston, MA

Showing 20 Of 37 Vacation Rentals

Exceptional(16)

$828.58

/ Nightly

Private Vacation Home

South Boston Dream 5BD/2Bath w/Sky Deck Near Airport

Boston, Massachusetts, United States

Bed

Bath

Sleeps

$257

/ Nightly

Private Vacation Home

Charming 3-bedroom house with WiFi, AC in South Boston

Boston, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(4)

$365.09

/ Nightly

Private Vacation Home

Private Parking! 4BR Family Home in South Boston

Boston, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(1)

$371.31

/ Nightly

Private Vacation Home

New 3 beds in Southie! W/D in unit.

Boston, Massachusetts, United States

Bed

Bath

Sleeps

$377.35

/ Nightly

Private Vacation Home

3-bedroom house w/ fenced patio, gas fireplace & central air in South Boston

Boston, Massachusetts, United States

Bed

Bath

Sleeps

$508.66

/ Nightly

Private Vacation Home

Boston Single House 2BR - Backyard + Walk to BCEC & Seaport

Boston, Massachusetts, United States

Bed

Bath

Sleeps

$539.12

/ Nightly

Private Vacation Home

Newly Renovated 2 Bedroom in Southie!

Boston, Massachusetts, United States

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Bath

Sleeps

Exceptional(209)

$585.67

/ Nightly

Private Vacation Home

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

Boston, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(11)

$719.59

/ Nightly

Private Vacation Home

Modern 5BD3B in Boston Steps to Convention Center

Boston, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(33)

$776.5

/ Nightly

Private Vacation Home

Heart of Southie - Hot Tub + Walk to Top Bars

Boston, Massachusetts, United States

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Bath

Sleeps

Select Dates for Price

Private Vacation Home

South Boston Townhome with Yard

Boston, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(14)

$1102.95

/ Nightly

Private Vacation Home

Huge Single Family Retreat-Work-Vacation-Near Convention Center & South Station

Boston, Massachusetts, United States

Bed

Bath

Sleeps

$1492.5

/ Nightly

Private Vacation Home

Newly renovated 3 bed 3.5 bath townhouse close to beach, seaport and downtown

Boston, Massachusetts, United States

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Bath

Sleeps

$1724.32

/ Nightly

Private Vacation Home

5BR3B By Subway Downtown

Boston, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(1)

$222.28

/ Nightly

Private Vacation Home

Eagles Landing - Logan Airport

Boston, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(5)

$281.63

/ Nightly

Private Vacation Home

Beautiful 4BD/2BA Gem! Near airport, city, subway.

Boston, Massachusetts, United States

Bed

Bath

Sleeps

$697.06

/ Nightly

Private Vacation Home

Hot Tub, Private Backyard & BBQ Near Airport - Holiday Home

Boston, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(3)

$1191.23

/ Nightly

Private Vacation Home

Waterfront Escape - Spectacular Views, Only 5 Minutes from Boston Airport

Boston, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(98)

$1378.83

/ Nightly

Private Vacation Home

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

Boston, Massachusetts, United States

Bed

Bath

Sleeps

$608.09

/ Nightly

Private Vacation Home

Modern Back Bay Brownstone Rental Across Charles River & MIT

Boston, Massachusetts, United States

Bed

Bath

Rent a place that suits your needs

Condo

View 49 Condo

Private vacation home

View 37 Private vacation home

Most popular vacation rentals in Boston

$655.22

/ Nightly

Apartment

Luxury 1 bedroom downtown appartment

Boston, Massachusetts, United States

Bed

Bath

Sleeps

$571.88

/ Nightly

Apartment

The Chester: Urban Chic Stay In South End

Boston, Massachusetts, United States

Bed

Bath

Sleeps

$577.63

/ Nightly

Apartment

The Chester: Vintage Elegance, Modern Comfort

Boston, Massachusetts, United States

Bed

Bath

Sleeps

$606.57

/ Nightly

Apartment

North End Entire House

Boston, Massachusetts, United States

Bed

Bath

Sleeps

$610.97

/ Nightly

Apart-hotel

Boston Marriott Custom House ~ Downtown Suite with views of the city and harbor

Boston, Massachusetts, United States

Bed

Bath

Sleeps

$620.70

/ Nightly

Apartment

The Chester: Hip, Renovated, South End

Boston, Massachusetts, United States

Bed

Bath

Sleeps

$629.32

/ Nightly

Apartment

Brownstone Luxury Penthouse Condo

Boston, Massachusetts, United States

Bed

Bath

Sleeps

$637.73

/ Nightly

Apartment

Contemporary Cove + Family Friendly | Suite 10

Boston, Massachusetts, United States

Bed

Bath

Sleeps

$640.28

/ Nightly

Apartment

*NEW* 3 BR South End Duplex with A/C steps to Downtown!

Boston, Massachusetts, United States

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Bath

Sleeps

$695.53

/ Nightly

Apartment

Trendy 2BR Plus Family Getaway | Suite 4

Boston, Massachusetts, United States

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Bath

Sleeps

Vacation Home Rentals By Owner In Boston, MA

$828.58

$257

$365.09

$371.31

$377.35

$508.66

$539.12

$585.67

$719.59

$776.5

$1102.95

$1492.5

$1724.32

$222.28

$281.63

$697.06

$1191.23

$1378.83

$608.09

Rent a place that suits your needs

Most popular vacation rentals in Boston

$655.22

$571.88

$577.63

$606.57

$610.97

$620.70

$629.32

$637.73

$640.28

$695.53

Most Popular Cities in Massachusetts