Boston, Massachusetts

Vacation Rentals in Boston, Massachusetts

Discover 1,034 vacation rental properties in Boston. From 1 to 12 bedrooms. Average $498/night. 100% have pools.

1,034 verified listings Book securely on VRBO Prices updated March 2026

1,034 properties available

Beautiful Retreat close to Downtown Boston. Pets friendly.

Beautiful Retreat close to Downtown Boston. Pets friendly.

2 beds 1 bath
PoolA/CWiFiBalcony
$171/night
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Boston's Finest New Renovated Apartment

Boston's Finest New Renovated Apartment

2 beds 1 bath
PoolA/CWiFiBalcony
$193/night
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Fantastic 2 Bedroom Apartment Near Downtown

Fantastic 2 Bedroom Apartment Near Downtown

2 beds 1 bath
PoolA/CWiFiBalcony
$199/night
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Experience Boston At It’s Finest!

Experience Boston At It’s Finest!

1 bed 1 bath
PoolA/CWiFiBalcony
$237/night
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Boston's Best Vacation Home

Boston's Best Vacation Home

3 beds 2 baths
PoolA/CWiFiBalcony
$226/night
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Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep

Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep

1 bed 1 bath
PoolA/CWiFiBalcony
$348/night
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Super Location Boston 3 1/2,bd. Apt. Driveway Parking

Super Location Boston 3 1/2,bd. Apt. Driveway Parking

4 beds 1 bath
PoolA/CWiFiBalcony
$274/night
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Cozy, Adorable 1-bedroom apartment - in tourist area. Sleeps 4

Cozy, Adorable 1-bedroom apartment - in tourist area. Sleeps 4

1 bed 1 bath
PoolA/CWiFiBalcony
$305/night
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Beautiful Boston Brownstone!

Beautiful Boston Brownstone!

2 beds 1 bath
PoolA/CWiFiBalcony
$474/night
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Sunny apartment located a short walk from local parks and Roslindale Village

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

1 bed 1 bath
PoolA/CWiFiBalcony
$187/night
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Saint Mary/10min walk to Fenway/Longwood Med,MBTA

Saint Mary/10min walk to Fenway/Longwood Med,MBTA

1 bed 1 bath
PoolA/CWiFiBalcony
$150/night
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"Travelers Choice Award" Spacious 2 bedrm 45 ft yacht close to the Freedom Trail

"Travelers Choice Award" Spacious 2 bedrm 45 ft yacht close to the Freedom Trail

2 beds 2 baths
PoolA/CWiFiBalcony
$474/night
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Historic Townhouse Condo in the center of Boston, across from the Public Garden

Historic Townhouse Condo in the center of Boston, across from the Public Garden

4 beds 2 baths
PoolA/CWiFiBalcony
$848/night
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Stylish Affordable Downtown Boston Studio!

Stylish Affordable Downtown Boston Studio!

1 bath
PoolA/CWiFiBalcony
$239/night
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"Travelers' Choice Award" Green Turtle I Houseboat in Boston Harbor!

"Travelers' Choice Award" Green Turtle I Houseboat in Boston Harbor!

1 bath
PoolA/CWiFiBalcony
$375/night
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Historic Home At Freedom Trail

Historic Home At Freedom Trail

1 bed 1 bath
PoolA/CWiFiBalcony
$274/night
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Fun houseboat. Walk to Boston attractions WIFI

Fun houseboat. Walk to Boston attractions WIFI

1 bed 1 bath
PoolA/CWiFiBalcony
$311/night
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Historic Townhouse With Modern Amenities, Ideal Location in Center of Boston

Historic Townhouse With Modern Amenities, Ideal Location in Center of Boston

2 beds 1 bath
PoolA/CWiFiBalcony
$531/night
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Tasteful Somerville 1BR w/ Gym & W/D, nr Assembly T, by Blueground

Tasteful Somerville 1BR w/ Gym & W/D, nr Assembly T, by Blueground

1 bath
PoolA/CWiFiBalcony
$175/night
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Luxe 1B w/ W/D, Gym, Rooftop. Steps from T stop by Blueground

Luxe 1B w/ W/D, Gym, Rooftop. Steps from T stop by Blueground

1 bed 1 bath
PoolA/CWiFiBalcony
$160/night
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Modern Somerville Studio w/ W/D, Gym & Roof, nr Assembly T, by Blueground

Modern Somerville Studio w/ W/D, Gym & Roof, nr Assembly T, by Blueground

1 bath
PoolA/CWiFiBalcony
$99/night
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Charming Somerville 1BR nr Sullivans Square T, by Blueground

Charming Somerville 1BR nr Sullivans Square T, by Blueground

1 bed 1 bath
PoolA/CWiFiBalcony
$185/night
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Modern Somerville 1BR w/ W/D, Gym & Roof, nr Assembly T, by Blueground

Modern Somerville 1BR w/ W/D, Gym & Roof, nr Assembly T, by Blueground

1 bed 1 bath
PoolA/CWiFiBalcony
$175/night
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Newly constructed Sommerville 1BR w/ Rooftop, W/D in unit by Blueground

Newly constructed Sommerville 1BR w/ Rooftop, W/D in unit by Blueground

1 bed 1 bath
PoolA/CWiFiBalcony
$175/night
View Details → Book on VRBO
Newly constructed Sommerville 2BR w/ Rooftop, W/D in unit by Blueground

Newly constructed Sommerville 2BR w/ Rooftop, W/D in unit by Blueground

2 beds 2 baths
PoolA/CWiFiBalcony
$189/night
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Luxe studio w/ W/D, Gym, Rooftop. Steps from T stop by Blueground

Luxe studio w/ W/D, Gym, Rooftop. Steps from T stop by Blueground

1 bath
PoolA/CWiFiBalcony
$140/night
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Spacious Somerville 1BR w/ W/D, nr Assembly T, by Blueground

Spacious Somerville 1BR w/ W/D, nr Assembly T, by Blueground

1 bed 1 bath
PoolA/CWiFiBalcony
$133/night
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Luxe 1B w/ W/D, Gym, Rooftop. Steps from T stop by Blueground

Luxe 1B w/ W/D, Gym, Rooftop. Steps from T stop by Blueground

1 bed 1 bath
PoolA/CWiFiBalcony
$122/night
View Details → Book on VRBO
Sleek Somerville Studio w/ W/D, nr Assembly T, by Blueground

Sleek Somerville Studio w/ W/D, nr Assembly T, by Blueground

1 bath
PoolA/CWiFiBalcony
$192/night
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Amazing Somerville 1BR w/ Gym & W/D, near Green Line, by Blueground

Amazing Somerville 1BR w/ Gym & W/D, near Green Line, by Blueground

1 bed 1 bath
PoolA/CWiFiBalcony
$156/night
View Details → Book on VRBO
Charming 1BR, Minutes from Union Square, Porter Square, and Davis Square

Charming 1BR, Minutes from Union Square, Porter Square, and Davis Square

1 bed 1 bath
PoolA/CWiFiBalcony
$189/night
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Premium Somerville 1BR w/ W/D, nr Assembly T, by Blueground

Premium Somerville 1BR w/ W/D, nr Assembly T, by Blueground

1 bed 1 bath
PoolA/CWiFiBalcony
$175/night
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Hip Somerville 1BR w/ Gym, Doorman, nr. Assembly Row, by Blueground

Hip Somerville 1BR w/ Gym, Doorman, nr. Assembly Row, by Blueground

1 bed 1 bath
PoolA/CWiFiBalcony
$211/night
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Ideal Assembly Row 1BR w/ Gym, W/D, near Assembly T stop, by Blueground

Ideal Assembly Row 1BR w/ Gym, W/D, near Assembly T stop, by Blueground

1 bed 1 bath
PoolA/CWiFiBalcony
$215/night
View Details → Book on VRBO
Newly constructed Sommerville 2BR w/ Rooftop, W/D in unit by Blueground

Newly constructed Sommerville 2BR w/ Rooftop, W/D in unit by Blueground

2 beds 2 baths
PoolA/CWiFiBalcony
$215/night
View Details → Book on VRBO
Lovely Somerville 2BR w/ W/D, Gym & Roof, nr Assembly T, by Blueground

Lovely Somerville 2BR w/ W/D, Gym & Roof, nr Assembly T, by Blueground

2 beds 2 baths
PoolA/CWiFiBalcony
$216/night
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Tasteful Somerville 1BR w/ Gym & W/D, near Green Line, by Blueground

Tasteful Somerville 1BR w/ Gym & W/D, near Green Line, by Blueground

1 bed 1 bath
PoolA/CWiFiBalcony
$210/night
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Elegant Somerville 1BR w/ W/D, Gym & Roof, nr Assembly T, by Blueground

Elegant Somerville 1BR w/ W/D, Gym & Roof, nr Assembly T, by Blueground

1 bed 1 bath
PoolA/CWiFiBalcony
$243/night
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Dreamy Somerville 2BR w/ W/D, near Union Square T Stop

Dreamy Somerville 2BR w/ W/D, near Union Square T Stop

2 beds 1 bath
PoolA/CWiFiBalcony
$237/night
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Airy Somerville 1BR w/ Gym, Doorman, nr. Assembly Row

Airy Somerville 1BR w/ Gym, Doorman, nr. Assembly Row

1 bed 1 bath
PoolA/CWiFiBalcony
$212/night
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Gorgeous Somerville 1BR w/ W/D, nr Assembly T, by Blueground

Gorgeous Somerville 1BR w/ W/D, nr Assembly T, by Blueground

1 bed 1 bath
PoolA/CWiFiBalcony
$136/night
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Luxe 2B w/ W/D, Gym, Rooftop. Steps from T stop by Blueground

Luxe 2B w/ W/D, Gym, Rooftop. Steps from T stop by Blueground

2 beds 2 baths
PoolA/CWiFiBalcony
$257/night
View Details → Book on VRBO
Gorgeous Somerville 1BR w/ Gym & W/D, nr Assembly T, by Blueground

Gorgeous Somerville 1BR w/ Gym & W/D, nr Assembly T, by Blueground

1 bed 1 bath
PoolA/CWiFiBalcony
$240/night
View Details → Book on VRBO
Somerville 1BR w/ W/D in unit & Gym, Elevator, by Blueground

Somerville 1BR w/ W/D in unit & Gym, Elevator, by Blueground

1 bed 1 bath
PoolA/CWiFiBalcony
$212/night
View Details → Book on VRBO
Newly constructed Sommerville 2BR w/ Rooftop, W/D in unit by Blueground

Newly constructed Sommerville 2BR w/ Rooftop, W/D in unit by Blueground

2 beds 2 baths
PoolA/CWiFiBalcony
$237/night
View Details → Book on VRBO
Luxe 2B w/ W/D, Gym, Rooftop. Steps from T stop by Blueground

Luxe 2B w/ W/D, Gym, Rooftop. Steps from T stop by Blueground

2 beds 2 baths
PoolA/CWiFiBalcony
$216/night
View Details → Book on VRBO
Ideal Assembly Row 1BR w/ Gym, W/D, near Assembly T stop, by Blueground

Ideal Assembly Row 1BR w/ Gym, W/D, near Assembly T stop, by Blueground

1 bed 1 bath
PoolA/CWiFiBalcony
$213/night
View Details → Book on VRBO
Excellent Somerville 3BR w/ W/D, near Union Square T Stop, by Blueground

Excellent Somerville 3BR w/ W/D, near Union Square T Stop, by Blueground

3 beds 2 baths
PoolA/CWiFiBalcony
$306/night
View Details → Book on VRBO

Showing 48 of 1,034 properties

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