Vacation rentals in Pleasure Bay, MA

Best vacation rentals and Airbnb offers in Pleasure Bay, MA

Homestay Near Downtown Boston

B & B, Pleasure Bay

Homestay Near Downtown Boston is a b & b in Pleasure Bay, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Homestay Near Downtown Boston

Homestay Near Downtown Boston is a b & b in Pleasure Bay, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free breakfast, free wifi, kitchen, with kitchen, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $797.

From$99/night

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HomeStay in Harvest Street

B & B, Pleasure Bay

HomeStay in Harvest Street is a b & b in Pleasure Bay, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About HomeStay in Harvest Street

HomeStay in Harvest Street is a b & b in Pleasure Bay, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $863.

From$104/night

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Quarters on DOT by Short Term Rentals Boston

Apartment, Pleasure Bay

Quarters on DOT by Short Term Rentals Boston is a apartment in Pleasure Bay, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Quarters on DOT by Short Term Rentals Boston

Quarters on DOT by Short Term Rentals Boston is a apartment in Pleasure Bay, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $924.

From$107/night

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Quarters on DOT by Thatch

Apartment, Pleasure Bay

Quarters on DOT by Thatch is a apartment in Pleasure Bay, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Quarters on DOT by Thatch

Quarters on DOT by Thatch is a apartment in Pleasure Bay, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $924.

From$107/night

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Waterfront vacation rentals in Pleasure Bay, MA

Discover vacation rentals close to the coast, water, and beach areas around Pleasure Bay, MA.

1 Bedroom Studio and 1 Full Bathroom-Close to Beach, Encore and TD Garden Arena.

Apartment, Pleasure Bay

1 Bedroom Studio and 1 Full Bathroom-Close to Beach, Encore and TD Garden Arena. is a apartment in Pleasure Bay, with easy beach access and room for a group. This stay gives travelers a…

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About 1 Bedroom Studio and 1 Full Bathroom-Close to Beach, Encore and TD Garden Arena.

1 Bedroom Studio and 1 Full Bathroom-Close to Beach, Encore and TD Garden Arena. is a apartment in Pleasure Bay, with easy beach access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, internet, non smoking, and shower.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,091.

From$156/night

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74R - 2BR Quincy - Romantic Stay near Wollaston Beach

Apartment, Pleasure Bay

74R - 2BR Quincy - Romantic Stay near Wollaston Beach is a apartment in Pleasure Bay, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base…

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About 74R - 2BR Quincy - Romantic Stay near Wollaston Beach

74R - 2BR Quincy - Romantic Stay near Wollaston Beach is a apartment in Pleasure Bay, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,016.

From$288/night

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Walking distance to Beacon Hill, Back Bay + all tourist spots. Great for work trip too, MBTA nearby

Apartment, Pleasure Bay

Walking distance to Beacon Hill, Back Bay + all tourist spots. Great for work trip too, MBTA nearby is a apartment in Pleasure Bay, with pet-friendly space, easy beach access, and parking.…

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About Walking distance to Beacon Hill, Back Bay + all tourist spots. Great for work trip too, MBTA nearby

Walking distance to Beacon Hill, Back Bay + all tourist spots. Great for work trip too, MBTA nearby is a apartment in Pleasure Bay, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,149.

From$307/night

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Master Bedroom Suite in Beautiful 1880's Victorian. Spectacular ocean views.

B & B, Pleasure Bay

Master Bedroom Suite in Beautiful 1880's Victorian. Spectacular ocean views. is a b & b in Pleasure Bay, with easy beach access, parking, and room for a group. This stay gives travelers a…

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About Master Bedroom Suite in Beautiful 1880's Victorian. Spectacular ocean views.

Master Bedroom Suite in Beautiful 1880's Victorian. Spectacular ocean views. is a b & b in Pleasure Bay, with easy beach access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, gym, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,773.

From$253/night

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Vacation rentals with a pool in Pleasure Bay, MA

Add a pool to the search when you want an easy place to cool off between outings.

Cody's Place Winthrop Boston Logan Airport Beaches

Apartment, Pleasure Bay

Cody's Place Winthrop Boston Logan Airport Beaches is a apartment in Pleasure Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Cody's Place Winthrop Boston Logan Airport Beaches

Cody's Place Winthrop Boston Logan Airport Beaches is a apartment in Pleasure Bay, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,066.

From$295/night

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Southie Condo - Near Subway - Bring Pets - Pool Table

Condo, Pleasure Bay

Southie Condo - Near Subway - Bring Pets - Pool Table is a condo in Pleasure Bay, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the…

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About Southie Condo - Near Subway - Bring Pets - Pool Table

Southie Condo - Near Subway - Bring Pets - Pool Table is a condo in Pleasure Bay, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,882.

From$697/night

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Beautiful Hingham Family Estate, Heated Pool and Game Room.

Holiday Home, Pleasure Bay

Beautiful Hingham Family Estate, Heated Pool and Game Room. is a holiday home in Pleasure Bay, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a…

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About Beautiful Hingham Family Estate, Heated Pool and Game Room.

Beautiful Hingham Family Estate, Heated Pool and Game Room. is a holiday home in Pleasure Bay, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $13,524.

From$1,932/night

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Vacation rentals with parking in Pleasure Bay, MA

Find vacation rentals that make arriving by car easier.

Boston Historic Lower Mills

Homestay, Pleasure Bay

Boston Historic Lower Mills is a homestay in Pleasure Bay, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Boston Historic Lower Mills

Boston Historic Lower Mills is a homestay in Pleasure Bay, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,420.

From$166/night

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Suite at House of L: Near Boston, Hospitals & Casino – Fast WiFi, Driveway

Condo, Pleasure Bay

Suite at House of L: Near Boston, Hospitals & Casino – Fast WiFi, Driveway is a condo in Pleasure Bay, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Suite at House of L: Near Boston, Hospitals & Casino – Fast WiFi, Driveway

Suite at House of L: Near Boston, Hospitals & Casino – Fast WiFi, Driveway is a condo in Pleasure Bay, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,495.

From$214/night

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Boston's Finest New Renovated Apartment

Apartment, Pleasure Bay

Boston's Finest New Renovated Apartment is a apartment in Pleasure Bay, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Boston's Finest New Renovated Apartment

Boston's Finest New Renovated Apartment is a apartment in Pleasure Bay, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,876.

From$268/night

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Steps to North End, Aquarium, and all Touristy spots. Nearby to Hospitals, ideal for medical stays.

Apartment, Pleasure Bay

Steps to North End, Aquarium, and all Touristy spots. Nearby to Hospitals, ideal for medical stays. is a apartment in Pleasure Bay, with pet-friendly space, parking, and kitchen access.…

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About Steps to North End, Aquarium, and all Touristy spots. Nearby to Hospitals, ideal for medical stays.

Steps to North End, Aquarium, and all Touristy spots. Nearby to Hospitals, ideal for medical stays. is a apartment in Pleasure Bay, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,382.

From$340/night

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Pet-friendly vacation rentals in Pleasure Bay, MA

Bring your pet along with stays that welcome four-legged travelers.

Ocean Spray Inn

Homestay, Pleasure Bay

Ocean Spray Inn is a homestay in Pleasure Bay, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Ocean Spray Inn

Ocean Spray Inn is a homestay in Pleasure Bay, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,448.

From$168/night

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Center of Boston Studio Pet Friendly | Laundry

Apartment, Pleasure Bay

Center of Boston Studio Pet Friendly · Laundry is a apartment in Pleasure Bay, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Center of Boston Studio Pet Friendly | Laundry

Center of Boston Studio Pet Friendly · Laundry is a apartment in Pleasure Bay, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,724.

From$246/night

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Downtown Boston 1BR | Keyless Entry | Fast Wifi

Apartment, Pleasure Bay

Downtown Boston 1BR · Keyless Entry · Fast Wifi is a apartment in Pleasure Bay, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About Downtown Boston 1BR | Keyless Entry | Fast Wifi

Downtown Boston 1BR · Keyless Entry · Fast Wifi is a apartment in Pleasure Bay, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,770.

From$253/night

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Downtown Central Studio w Fast WIFI, Keyless Entry

Apartment, Pleasure Bay

Downtown Central Studio w Fast WIFI, Keyless Entry is a apartment in Pleasure Bay, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Downtown Central Studio w Fast WIFI, Keyless Entry

Downtown Central Studio w Fast WIFI, Keyless Entry is a apartment in Pleasure Bay, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,873.

From$268/night

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Vacation rentals with a kitchen in Pleasure Bay, MA

Compare stays with kitchen access for longer trips and easier meals.

1Bedroom.Boston.Airport.Magnificent view.

Apartment, Pleasure Bay

1Bedroom.Boston.Airport.Magnificent view. is a apartment in Pleasure Bay, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About 1Bedroom.Boston.Airport.Magnificent view.

1Bedroom.Boston.Airport.Magnificent view. is a apartment in Pleasure Bay, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,806.

From$258/night

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Downtown Studio | Students Welcome | W/D in unit

Apartment, Pleasure Bay

Downtown Studio · Students Welcome · W/D in unit is a apartment in Pleasure Bay, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Downtown Studio | Students Welcome | W/D in unit

Downtown Studio · Students Welcome · W/D in unit is a apartment in Pleasure Bay, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,032.

From$290/night

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Luxury Studio Next to Broadway rm2a

Apartment, Pleasure Bay

Luxury Studio Next to Broadway rm2a is a apartment in Pleasure Bay, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Luxury Studio Next to Broadway rm2a

Luxury Studio Next to Broadway rm2a is a apartment in Pleasure Bay, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, washer, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,144.

From$306/night

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Luxury Studio Next to Broadway 8svt

Apartment, Pleasure Bay

Luxury Studio Next to Broadway 8svt is a apartment in Pleasure Bay, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Luxury Studio Next to Broadway 8svt

Luxury Studio Next to Broadway 8svt is a apartment in Pleasure Bay, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,243.

From$320/night

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