Vacation rentals in Westwood, MA

117 available vacation rental offers

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Best vacation rentals and Airbnb offers in Westwood, MA

184 Heath St - Westwood, MA

184 Heath St

Guest House, Westwood

184 Heath St is a guest house in Westwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About 184 Heath St

184 Heath St is a guest house in Westwood, 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, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $825.

From$95/night
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Esjacpe Guest House 2 - Westwood, MA

Esjacpe Guest House 2

B & B, Westwood

Esjacpe Guest House 2 is a b & b in Westwood, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Esjacpe Guest House 2

Esjacpe Guest House 2 is a b & b in Westwood, 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, onsite parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $887.

From$100/night
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Updated Apt w/ Shared Yard: Near Events & Boston - Westwood, MA

Updated Apt w/ Shared Yard: Near Events & Boston

Apartment, Westwood

Updated Apt w/ Shared Yard: Near Events & Boston is a apartment in Westwood, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Updated Apt w/ Shared Yard: Near Events & Boston

Updated Apt w/ Shared Yard: Near Events & Boston is a apartment in Westwood, 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 cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,374.

From$142/night
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Cozy Private Garden Suite near Gillette Stadium,Boston/BBQ/Parking/Walk to Train - Westwood, MA

Cozy Private Garden Suite near Gillette Stadium,Boston/BBQ/Parking/Walk to Train

Apartment, Westwood

Cozy Private Garden Suite near Gillette Stadium,Boston/BBQ/Parking/Walk to Train is a apartment in Westwood, with parking. This stay gives travelers a comfortable base for exploring the…

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About Cozy Private Garden Suite near Gillette Stadium,Boston/BBQ/Parking/Walk to Train

Cozy Private Garden Suite near Gillette Stadium,Boston/BBQ/Parking/Walk to Train is a apartment in Westwood, 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: parking, free parking, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,071.

From$153/night
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Vacation rentals with a pool in Westwood, MA

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

Lovely 1-bedroom apartment with Pool in Brockton - Westwood, MA

Lovely 1-bedroom apartment with Pool in Brockton

Apartment, Westwood

Lovely 1-bedroom apartment with Pool in Brockton is a apartment in Westwood, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Lovely 1-bedroom apartment with Pool in Brockton

Lovely 1-bedroom apartment with Pool in Brockton is a apartment in Westwood, with pool access, 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,470.

From$210/night
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Perfect World Cup Getaway – Close to Stadium & Pool, Grill & Gym included! - Westwood, MA

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

Holiday Home, Westwood

Perfect World Cup Getaway – Close to Stadium & Pool, Grill & Gym included! is a holiday home in Westwood, 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 Westwood, 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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Luxury Villa Heated Indoor Pool - Westwood, MA

Luxury Villa Heated Indoor Pool

Holiday Home, Westwood

Luxury Villa Heated Indoor Pool is a holiday home in Westwood, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Luxury Villa Heated Indoor Pool

Luxury Villa Heated Indoor Pool is a holiday home in Westwood, with pool 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, pool, hot tub, parking, and onsite parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $10,107.

From$1,444/night
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Gorg 6KSF w lrg pool, sleeps 12, 4.5 baths, rec room w bar, pool table & gym. - Westwood, MA

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

Holiday Home, Westwood

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

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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 Westwood, 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 Westwood, MA

Find vacation rentals that make arriving by car easier.

3 Mi to Blue Hills Skiing & Hiking! Couple’s Apt - Westwood, MA

3 Mi to Blue Hills Skiing & Hiking! Couple’s Apt

Apartment, Westwood

3 Mi to Blue Hills Skiing & Hiking! Couple’s Apt is a apartment in Westwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 3 Mi to Blue Hills Skiing & Hiking! Couple’s Apt

3 Mi to Blue Hills Skiing & Hiking! Couple’s Apt is a apartment in Westwood, 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 $1,480.

From$211/night
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3 Mi to Franklin Park Zoo! Bright Residential Stay - Westwood, MA

3 Mi to Franklin Park Zoo! Bright Residential Stay

Condo, Westwood

3 Mi to Franklin Park Zoo! Bright Residential Stay is a condo in Westwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 3 Mi to Franklin Park Zoo! Bright Residential Stay

3 Mi to Franklin Park Zoo! Bright Residential Stay is a condo in Westwood, 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 $1,676.

From$239/night
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Boston Duplex w/ Foosball Table: 11 Mi to Downtown - Westwood, MA

Boston Duplex w/ Foosball Table: 11 Mi to Downtown

Apartment, Westwood

Boston Duplex w/ Foosball Table: 11 Mi to Downtown is a apartment in Westwood, 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 Westwood, 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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Charming Victorian Furnished Home - Westwood, MA

Charming Victorian Furnished Home

Apartment, Westwood

Charming Victorian Furnished Home is a apartment in Westwood, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Charming Victorian Furnished Home

Charming Victorian Furnished Home is a apartment in Westwood, 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 parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,229.

From$318/night
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Pet-friendly vacation rentals in Westwood, MA

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

Updated Apt w/ Shared Yard: Near Events & Boston - Westwood, MA

Updated Apt w/ Shared Yard: Near Events & Boston

Apartment, Westwood

Updated Apt w/ Shared Yard: Near Events & Boston is a apartment in Westwood, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

Read more

About Updated Apt w/ Shared Yard: Near Events & Boston

Updated Apt w/ Shared Yard: Near Events & Boston is a apartment in Westwood, 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 $1,281.

From$183/night
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Roslindale village condos - Westwood, MA

Roslindale village condos

Apartment, Westwood

Roslindale village condos is a apartment in Westwood, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Roslindale village condos

Roslindale village condos is a apartment in Westwood, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,328.

From$265/night
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Roslindale village condos - Westwood, MA

Roslindale village condos

Apartment, Westwood

Roslindale village condos is a apartment in Westwood, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Roslindale village condos

Roslindale village condos is a apartment in Westwood, 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 cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,328.

From$265/night
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~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN - Westwood, MA

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

Holiday Home, Westwood

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN is a holiday home in Westwood, 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 Westwood, 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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Vacation rentals with a kitchen in Westwood, MA

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

Boston Area Hub By Train Station, Gillette Stadium - Westwood, MA

Boston Area Hub By Train Station, Gillette Stadium

Apartment, Westwood

Boston Area Hub By Train Station, Gillette Stadium is a apartment in Westwood, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Boston Area Hub By Train Station, Gillette Stadium

Boston Area Hub By Train Station, Gillette Stadium is a apartment in Westwood, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,697.

From$200/night
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Renovated 3rd-Floor Retreat | 3 Beds | Roslindale Village - Westwood, MA

Renovated 3rd-Floor Retreat | 3 Beds | Roslindale Village

Holiday Home, Westwood

Renovated 3rd-Floor Retreat · 3 Beds · Roslindale Village is a holiday home in Westwood, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a…

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About Renovated 3rd-Floor Retreat | 3 Beds | Roslindale Village

Renovated 3rd-Floor Retreat · 3 Beds · Roslindale Village is a holiday home in Westwood, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,907.

From$272/night
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Boston Duplex w/ Foosball Table: 11 Mi to Downtown - Westwood, MA

Boston Duplex w/ Foosball Table: 11 Mi to Downtown

Apartment, Westwood

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

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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 Westwood, 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 - Westwood, MA

Modern 3 Bd Oasis, Convenient city living w/ parking

Apartment, Westwood

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

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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 Westwood, 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 Westwood, MA

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

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

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

Apartment, Westwood

Family-Friendly 3BR Vacation Home w/ Free Parking Near Franklin Park 558/1 is a apartment in Westwood, 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 Westwood, 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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Entire Nice Quiet Home, Near All Colleges, Very Convenience in Central Wellesley - Westwood, MA

Entire Nice Quiet Home, Near All Colleges, Very Convenience in Central Wellesley

Holiday Home, Westwood

Entire Nice Quiet Home, Near All Colleges, Very Convenience in Central Wellesley is a holiday home in Westwood, with kitchen access and a quieter setting. This stay gives travelers a…

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About Entire Nice Quiet Home, Near All Colleges, Very Convenience in Central Wellesley

Entire Nice Quiet Home, Near All Colleges, Very Convenience in Central Wellesley is a holiday home in Westwood, with 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 wifi, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,007.

From$430/night
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Gorgeous MCM Deck House Near Gillette Stadium! - Westwood, MA

Gorgeous MCM Deck House Near Gillette Stadium!

Cottage, Westwood

Gorgeous MCM Deck House Near Gillette Stadium! is a cottage in Westwood, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a comfortable base for…

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About Gorgeous MCM Deck House Near Gillette Stadium!

Gorgeous MCM Deck House Near Gillette Stadium! is a cottage in Westwood, 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 $3,872.

From$480/night
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Charming 2-bedroom Guest House in Dedham on Private Estate - Westwood, MA

Charming 2-bedroom Guest House in Dedham on Private Estate

Cottage, Westwood

Charming 2-bedroom Guest House in Dedham on Private Estate is a cottage in Westwood, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring…

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About Charming 2-bedroom Guest House in Dedham on Private Estate

Charming 2-bedroom Guest House in Dedham on Private Estate is a cottage in Westwood, with pet-friendly space 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: pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,689.

From$527/night
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