Vacation rentals in Milton, MA

200 available vacation rental offers

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Best vacation rentals and Airbnb offers in Milton, MA

Quarters on DOT by Thatch - Milton, MA

Quarters on DOT by Thatch

Apartment, Milton

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

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About Quarters on DOT by Thatch

Quarters on DOT by Thatch is a apartment in Milton, 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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Boston Historic Lower Mills - Milton, MA

Boston Historic Lower Mills

Homestay, Milton

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

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About Boston Historic Lower Mills

Boston Historic Lower Mills is a homestay in Milton, 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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Cozy basement/studio apartment with kitchenette and bathroom! - Milton, MA

Cozy basement/studio apartment with kitchenette and bathroom!

Apartment, Milton

Cozy basement/studio apartment with kitchenette and bathroom! is a apartment in Milton, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cozy basement/studio apartment with kitchenette and bathroom!

Cozy basement/studio apartment with kitchenette and bathroom! is a apartment in Milton, 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, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,198.

From$171/night
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A One Room Studio in a Quiet & Convenient Location - Milton, MA

A One Room Studio in a Quiet & Convenient Location

Holiday Home, Milton

A One Room Studio in a Quiet & Convenient Location is a holiday home in Milton, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base…

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About A One Room Studio in a Quiet & Convenient Location

A One Room Studio in a Quiet & Convenient Location is a holiday home in Milton, with pet-friendly space, kitchen access, and a quieter setting. 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, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,276.

From$182/night
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Vacation rentals with a pool in Milton, 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 - Milton, MA

Cody's Place Winthrop Boston Logan Airport Beaches

Apartment, Milton

Cody's Place Winthrop Boston Logan Airport Beaches is a apartment in Milton, 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 Milton, 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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Perfect World Cup Getaway – Close to Stadium & Pool, Grill & Gym included! - Milton, MA

Perfect World Cup Getaway – Close to Stadium & Pool, Grill & Gym included!

Holiday Home, Milton

Perfect World Cup Getaway – Close to Stadium & Pool, Grill & Gym included! is a holiday home in Milton, with pool access. This stay gives travelers a comfortable base for exploring the…

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About Perfect World Cup Getaway – Close to Stadium & Pool, Grill & Gym included!

Perfect World Cup Getaway – Close to Stadium & Pool, Grill & Gym included! is a holiday home in Milton, with 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, pool, hot tub, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,116.

From$588/night
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Southie Condo - Near Subway - Bring Pets - Pool Table - Milton, MA

Southie Condo - Near Subway - Bring Pets - Pool Table

Condo, Milton

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

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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 Milton, 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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Gorg 6KSF w lrg pool, sleeps 12, 4.5 baths, rec room w bar, pool table & gym. - Milton, MA

Gorg 6KSF w lrg pool, sleeps 12, 4.5 baths, rec room w bar, pool table & gym.

Holiday Home, Milton

Gorg 6KSF w lrg pool, sleeps 12, 4.5 baths, rec room w bar, pool table & gym. is a holiday home in Milton, with pool access, kitchen access, and room for a group. This stay gives travelers…

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About Gorg 6KSF w lrg pool, sleeps 12, 4.5 baths, rec room w bar, pool table & gym.

Gorg 6KSF w lrg pool, sleeps 12, 4.5 baths, rec room w bar, pool table & gym. is a holiday home in Milton, with pool access, 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: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $11,903.

From$1,700/night
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Vacation rentals with parking in Milton, MA

Find vacation rentals that make arriving by car easier.

Boston Duplex w/ Foosball Table: 11 Mi to Downtown - Milton, MA

Boston Duplex w/ Foosball Table: 11 Mi to Downtown

Apartment, Milton

Boston Duplex w/ Foosball Table: 11 Mi to Downtown is a apartment in Milton, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Boston Duplex w/ Foosball Table: 11 Mi to Downtown

Boston Duplex w/ Foosball Table: 11 Mi to Downtown is a apartment in Milton, 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 cancellation, free wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,403.

From$239/night
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Boston's Finest New Renovated Apartment - Milton, MA

Boston's Finest New Renovated Apartment

Apartment, Milton

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

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About Boston's Finest New Renovated Apartment

Boston's Finest New Renovated Apartment is a apartment in Milton, 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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Boston Duplex w/ Foosball Table: 11 Mi to Downtown - Milton, MA

Boston Duplex w/ Foosball Table: 11 Mi to Downtown

Apartment, Milton

Boston Duplex w/ Foosball Table: 11 Mi to Downtown is a apartment in Milton, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Boston Duplex w/ Foosball Table: 11 Mi to Downtown

Boston Duplex w/ Foosball Table: 11 Mi to Downtown is a apartment in Milton, 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 cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,940.

From$277/night
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Lovey Spacious 2 Bedroom Apartment 15 min from Airport/Downtown - Milton, MA

Lovey Spacious 2 Bedroom Apartment 15 min from Airport/Downtown

Apartment, Milton

Lovey Spacious 2 Bedroom Apartment 15 min from Airport/Downtown is a apartment in Milton, with parking and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Lovey Spacious 2 Bedroom Apartment 15 min from Airport/Downtown

Lovey Spacious 2 Bedroom Apartment 15 min from Airport/Downtown is a apartment in Milton, with 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: parking, free parking, ac, air conditioning, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,100.

From$300/night
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Pet-friendly vacation rentals in Milton, MA

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

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN - Milton, MA

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN

Holiday Home, Milton

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN is a holiday home in Milton, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About ~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN is a holiday home in Milton, with pet-friendly space 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 wifi, pet friendly, pets friendly, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,370.

From$269/night
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74R - 2BR Quincy - Romantic Stay near Wollaston Beach - Milton, MA

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

Apartment, Milton

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

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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 Milton, 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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Modern Brand New Dorchester Apartment! Quiet, Convenient & Minutes from Boston! - Milton, MA

Modern Brand New Dorchester Apartment! Quiet, Convenient & Minutes from Boston!

Apartment, Milton

Modern Brand New Dorchester Apartment! Quiet, Convenient & Minutes from Boston! is a apartment in Milton, with pet-friendly space and a quieter setting. This stay gives travelers a…

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About Modern Brand New Dorchester Apartment! Quiet, Convenient & Minutes from Boston!

Modern Brand New Dorchester Apartment! Quiet, Convenient & Minutes from Boston! is a apartment in Milton, with pet-friendly space and a quieter setting. 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 $2,276.

From$325/night
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Boston's Best Vacation House - Milton, MA

Boston's Best Vacation House

Holiday Home, Milton

Boston's Best Vacation House is a holiday home in Milton, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Boston's Best Vacation House

Boston's Best Vacation House is a holiday home in Milton, 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 cancellation, free wifi, parking, paid parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,377.

From$386/night
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Vacation rentals with a kitchen in Milton, MA

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

Quarters on DOT by Short Term Rentals Boston - Milton, MA

Quarters on DOT by Short Term Rentals Boston

Apartment, Milton

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

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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 Milton, 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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Cozy 1 Bed Apt in Randolph - Milton, MA

Cozy 1 Bed Apt in Randolph

Apartment, Milton

Cozy 1 Bed Apt in Randolph is a apartment in Milton, 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 Cozy 1 Bed Apt in Randolph

Cozy 1 Bed Apt in Randolph is a apartment in Milton, 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 tv.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,381.

From$197/night
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Boston Duplex w/ Foosball Table: 11 Mi to Downtown - Milton, MA

Boston Duplex w/ Foosball Table: 11 Mi to Downtown

Apartment, Milton

Boston Duplex w/ Foosball Table: 11 Mi to Downtown is a apartment in Milton, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Boston Duplex w/ Foosball Table: 11 Mi to Downtown

Boston Duplex w/ Foosball Table: 11 Mi to Downtown is a apartment in Milton, 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,430.

From$276/night
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Modern 3 Bd Oasis, Convenient city living w/ parking - Milton, MA

Modern 3 Bd Oasis, Convenient city living w/ parking

Apartment, Milton

Modern 3 Bd Oasis, Convenient city living w/ parking is a apartment in Milton, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Modern 3 Bd Oasis, Convenient city living w/ parking

Modern 3 Bd Oasis, Convenient city living w/ parking is a apartment in Milton, 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 cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,147.

From$307/night
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Family-friendly vacation rentals in Milton, MA

Plan a trip with stays that give families more room to spread out.

Bright 2BR by Boston Waterfront - Milton, MA

Bright 2BR by Boston Waterfront

Apartment, Milton

Bright 2BR by Boston Waterfront is a apartment in Milton, with easy beach access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Bright 2BR by Boston Waterfront

Bright 2BR by Boston Waterfront is a apartment in Milton, with easy beach access, 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, kids friendly, and kids friendly videos or books.

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

From$307/night
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Newly Renovated Open-Concept living space, close to Boston, plenty of parking - Milton, MA

Newly Renovated Open-Concept living space, close to Boston, plenty of parking

Holiday Home, Milton

Newly Renovated Open-Concept living space, close to Boston, plenty of parking is a holiday home in Milton, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Newly Renovated Open-Concept living space, close to Boston, plenty of parking

Newly Renovated Open-Concept living space, close to Boston, plenty of parking is a holiday home in Milton, 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 cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,488.

From$355/night
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Family-Friendly 3BR Vacation Home w/ Free Parking Near Franklin Park 558/1 - Milton, MA

Family-Friendly 3BR Vacation Home w/ Free Parking Near Franklin Park 558/1

Apartment, Milton

Family-Friendly 3BR Vacation Home w/ Free Parking Near Franklin Park 558/1 is a apartment in Milton, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Family-Friendly 3BR Vacation Home w/ Free Parking Near Franklin Park 558/1

Family-Friendly 3BR Vacation Home w/ Free Parking Near Franklin Park 558/1 is a apartment in Milton, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,801.

From$400/night
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Sports lovers, foodies, families, and college visitors will feel right at home in this top‑floor 4‑bed, 2‑bath triple‑decker with balcony, fully equipped kitchen, park views, and easy access to Boston. - Milton, MA

Sports lovers, foodies, families, and college visitors will feel right at home in this top‑floor 4‑bed, 2‑bath triple‑decker with balcony, fully equipped kitchen, park views, and easy access to Boston.

Apartment, Milton

Sports lovers, foodies, families, and college visitors will feel right at home in this top‑floor 4‑bed, 2‑bath triple‑decker with balcony, fully equipped kitchen, park views, and easy…

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About Sports lovers, foodies, families, and college visitors will feel right at home in this top‑floor 4‑bed, 2‑bath triple‑decker with balcony, fully equipped kitchen, park views, and easy access to Boston.

Sports lovers, foodies, families, and college visitors will feel right at home in this top‑floor 4‑bed, 2‑bath triple‑decker with balcony, fully equipped kitchen, park views, and easy access to Boston. is a apartment in Milton, with pet-friendly space, outdoor 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,059.

From$437/night
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