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Westwood Vacation Rentals

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Bedrooms

Bathrooms

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5 km
41 rentals in Westwood.
Easy access! 1br, 5 min walk to T train, easy access to Highway, vacation rental in Westwood
Easy access! 1br, 5 min walk to T train, easy access to Highway, vacation rental in Westwood
Easy access! 1br, 5 min walk to T train, easy access to Highway, vacation rental in Westwood

Easy access! 1br, 5 min walk to T train, easy access to Highway

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Conveniently Located & Comfortable Suite - Perfect summer retreat, vacation rental in Westwood
Conveniently Located & Comfortable Suite - Perfect summer retreat, vacation rental in Westwood
Conveniently Located & Comfortable Suite - Perfect summer retreat, vacation rental in Westwood

Conveniently Located & Comfortable Suite - Perfect summer retreat

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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The following properties within 32 kms of Westwood match all your filters:
1918 Family Home near Boston, vacation rental in Westwood
1918 Family Home near Boston, vacation rental in Westwood
1918 Family Home near Boston, vacation rental in Westwood

1918 Family Home near Boston

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space, vacation rental in Westwood
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space, vacation rental in Westwood
Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space, vacation rental in Westwood

Hidden Gem Near Boston w/ 2 bedrooms and huge family and activity room space

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Contemporary Style And Comfort Convenient To Boston And Route 128, vacation rental in Westwood
Contemporary Style And Comfort Convenient To Boston And Route 128, vacation rental in Westwood
Contemporary Style And Comfort Convenient To Boston And Route 128, vacation rental in Westwood

Contemporary Style And Comfort Convenient To Boston And Route 128

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Spacious CheStationut HIll 1BR w/ W/D & Gym, by Blueground, vacation rental in Westwood
Spacious CheStationut HIll 1BR w/ W/D & Gym, by Blueground, vacation rental in Westwood
Spacious CheStationut HIll 1BR w/ W/D & Gym, by Blueground, vacation rental in Westwood

Spacious CheStationut HIll 1BR w/ W/D & Gym, by Blueground

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Entire rental unit hosted by Tomasz, vacation rental in Westwood
Entire rental unit hosted by Tomasz, vacation rental in Westwood
Entire rental unit hosted by Tomasz, vacation rental in Westwood

Entire rental unit hosted by Tomasz

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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West Roxbury 2 bed sleeps 6 and is a 5 minute walk to public transportation, vacation rental in Westwood
West Roxbury 2 bed sleeps 6 and is a 5 minute walk to public transportation, vacation rental in Westwood
West Roxbury 2 bed sleeps 6 and is a 5 minute walk to public transportation, vacation rental in Westwood

West Roxbury 2 bed sleeps 6 and is a 5 minute walk to public transportation

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Modern basement unit on 1+ acre with HUGE backyard, vacation rental in Westwood
Modern basement unit on 1+ acre with HUGE backyard, vacation rental in Westwood
Modern basement unit on 1+ acre with HUGE backyard, vacation rental in Westwood

Modern basement unit on 1+ acre with HUGE backyard

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Lovely apartment in the city of Boston, vacation rental in Westwood
Lovely apartment in the city of Boston, vacation rental in Westwood
Lovely apartment in the city of Boston, vacation rental in Westwood

Lovely apartment in the city of Boston

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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6 Room: 2+ Bedroom: Sunny Quintessential Boston, vacation rental in Westwood
6 Room: 2+ Bedroom: Sunny Quintessential Boston, vacation rental in Westwood
6 Room: 2+ Bedroom: Sunny Quintessential Boston, vacation rental in Westwood

6 Room: 2+ Bedroom: Sunny Quintessential Boston

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Walking distance to Blue Hills Ski Area., vacation rental in Westwood
Walking distance to Blue Hills Ski Area., vacation rental in Westwood
Walking distance to Blue Hills Ski Area., vacation rental in Westwood

Walking distance to Blue Hills Ski Area.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Gatehouse, Cheerful 3 bedroom 3 bathroom house, vacation rental in Westwood
The Gatehouse, Cheerful 3 bedroom 3 bathroom house, vacation rental in Westwood
The Gatehouse, Cheerful 3 bedroom 3 bathroom house, vacation rental in Westwood

The Gatehouse, Cheerful 3 bedroom 3 bathroom house

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Norwood Luxe Suite-  Pet friendly & Commuter friendly, vacation rental in Westwood
Norwood Luxe Suite-  Pet friendly & Commuter friendly, vacation rental in Westwood
Norwood Luxe Suite-  Pet friendly & Commuter friendly, vacation rental in Westwood

Norwood Luxe Suite- Pet friendly & Commuter friendly

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Spacious Single Family House - Great Privacy, 19' train ride to Back Bay Station, vacation rental in Westwood
Spacious Single Family House - Great Privacy, 19' train ride to Back Bay Station, vacation rental in Westwood
Spacious Single Family House - Great Privacy, 19' train ride to Back Bay Station, vacation rental in Westwood

Spacious Single Family House - Great Privacy, 19' train ride to Back Bay Station

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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US Open HSE, vacation rental in Westwood
US Open HSE, vacation rental in Westwood
US Open HSE, vacation rental in Westwood

US Open HSE

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Boston Mansion | Heated Pool | Tennis Court | Fire Pit | 9k sqft, vacation rental in Westwood
Boston Mansion | Heated Pool | Tennis Court | Fire Pit | 9k sqft, vacation rental in Westwood
Boston Mansion | Heated Pool | Tennis Court | Fire Pit | 9k sqft, vacation rental in Westwood

Boston Mansion | Heated Pool | Tennis Court | Fire Pit | 9k sqft

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps
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Beautifully renovated historic home, vacation rental in Westwood
Beautifully renovated historic home, vacation rental in Westwood
Beautifully renovated historic home, vacation rental in Westwood

Beautifully renovated historic home

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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The 1880 House: Historic Single Family Victorian/Walk to Stores, Train and, vacation rental in Westwood
The 1880 House: Historic Single Family Victorian/Walk to Stores, Train and, vacation rental in Westwood
The 1880 House: Historic Single Family Victorian/Walk to Stores, Train and, vacation rental in Westwood

The 1880 House: Historic Single Family Victorian/Walk to Stores, Train and

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Exquisite Contemporary Home Overlooking Woods, vacation rental in Westwood
Exquisite Contemporary Home Overlooking Woods, vacation rental in Westwood
Exquisite Contemporary Home Overlooking Woods, vacation rental in Westwood

Exquisite Contemporary Home Overlooking Woods

Holiday Rental House
2 bedrooms
0 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Apartment-5 Beds-Full Kitchen-Parking-Super Clean!, vacation rental in Westwood
Beautiful Apartment-5 Beds-Full Kitchen-Parking-Super Clean!, vacation rental in Westwood
Beautiful Apartment-5 Beds-Full Kitchen-Parking-Super Clean!, vacation rental in Westwood

Beautiful Apartment-5 Beds-Full Kitchen-Parking-Super Clean!

Condo/Apartment in West Roxbury
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Luxury Modern Home - Family Friendly Close to Boston and Gillete Stadium!, vacation rental in Westwood
Luxury Modern Home - Family Friendly Close to Boston and Gillete Stadium!, vacation rental in Westwood
Luxury Modern Home - Family Friendly Close to Boston and Gillete Stadium!, vacation rental in Westwood

Luxury Modern Home - Family Friendly Close to Boston and Gillete Stadium!

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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European style 3 Bed/2 Bath close to all (20 min to Back Bay/Copley Sq.), vacation rental in Westwood
European style 3 Bed/2 Bath close to all (20 min to Back Bay/Copley Sq.), vacation rental in Westwood
European style 3 Bed/2 Bath close to all (20 min to Back Bay/Copley Sq.), vacation rental in Westwood

European style 3 Bed/2 Bath close to all (20 min to Back Bay/Copley Sq.)

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Gorg 6KSF w lrg pool, sleeps 12, 4.5 baths, rec room w bar, pool table & darts, vacation rental in Westwood
Gorg 6KSF w lrg pool, sleeps 12, 4.5 baths, rec room w bar, pool table & darts, vacation rental in Westwood
Gorg 6KSF w lrg pool, sleeps 12, 4.5 baths, rec room w bar, pool table & darts, vacation rental in Westwood

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

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Newly renovated...3 Bed/2 Bath close to Boston, Gillette Stadium & trains., vacation rental in Westwood
Newly renovated...3 Bed/2 Bath close to Boston, Gillette Stadium & trains., vacation rental in Westwood
Newly renovated...3 Bed/2 Bath close to Boston, Gillette Stadium & trains., vacation rental in Westwood

Newly renovated...3 Bed/2 Bath close to Boston, Gillette Stadium & trains.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lovely, bright 1st fl, 1bd, fully furnished and accessorized small apartment, vacation rental in Westwood
Lovely, bright 1st fl, 1bd, fully furnished and accessorized small apartment, vacation rental in Westwood
Lovely, bright 1st fl, 1bd, fully furnished and accessorized small apartment, vacation rental in Westwood

Lovely, bright 1st fl, 1bd, fully furnished and accessorized small apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Nice Quiet Condo, vacation rental in Westwood
Nice Quiet Condo, vacation rental in Westwood
Nice Quiet Condo, vacation rental in Westwood

Nice Quiet Condo

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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The Cozy Colonial -  4 BDRM that's close to train and only 35 min from City!, vacation rental in Westwood
The Cozy Colonial -  4 BDRM that's close to train and only 35 min from City!, vacation rental in Westwood
The Cozy Colonial -  4 BDRM that's close to train and only 35 min from City!, vacation rental in Westwood

The Cozy Colonial - 4 BDRM that's close to train and only 35 min from City!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Boston’s Best! Free parking! 2 Bdrm apt with backyard, patio and parking, vacation rental in Westwood
Boston’s Best! Free parking! 2 Bdrm apt with backyard, patio and parking, vacation rental in Westwood
Boston’s Best! Free parking! 2 Bdrm apt with backyard, patio and parking, vacation rental in Westwood

Boston’s Best! Free parking! 2 Bdrm apt with backyard, patio and parking

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Boston Duplex w/ Foosball Table: 11 Mi to Downtown, vacation rental in Westwood
Boston Duplex w/ Foosball Table: 11 Mi to Downtown, vacation rental in Westwood
Boston Duplex w/ Foosball Table: 11 Mi to Downtown, vacation rental in Westwood

Boston Duplex w/ Foosball Table: 11 Mi to Downtown

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Boston - Norwood, Stylish Apartment, vacation rental in Westwood
Boston - Norwood, Stylish Apartment, vacation rental in Westwood
Boston - Norwood, Stylish Apartment, vacation rental in Westwood

Boston - Norwood, Stylish Apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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West End Deluxe Suite -Book 1 Week and SAVE up to 20% Long term stays welcome!, vacation rental in Westwood
West End Deluxe Suite -Book 1 Week and SAVE up to 20% Long term stays welcome!, vacation rental in Westwood
West End Deluxe Suite -Book 1 Week and SAVE up to 20% Long term stays welcome!, vacation rental in Westwood

West End Deluxe Suite -Book 1 Week and SAVE up to 20% Long term stays welcome!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Experience the history of Boston in the most sought after neighborhood., vacation rental in Westwood
Experience the history of Boston in the most sought after neighborhood., vacation rental in Westwood
Experience the history of Boston in the most sought after neighborhood., vacation rental in Westwood

Experience the history of Boston in the most sought after neighborhood.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern Style Cozy Private Apt, vacation rental in Westwood
Modern Style Cozy Private Apt, vacation rental in Westwood
Modern Style Cozy Private Apt, vacation rental in Westwood

Modern Style Cozy Private Apt

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cheerful, family friendly 2 bedroom 3 miles from US Open!, vacation rental in Westwood
Cheerful, family friendly 2 bedroom 3 miles from US Open!, vacation rental in Westwood
Cheerful, family friendly 2 bedroom 3 miles from US Open!, vacation rental in Westwood

Cheerful, family friendly 2 bedroom 3 miles from US Open!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful home in Wellesley's Historic district, vacation rental in Westwood
Beautiful home in Wellesley's Historic district, vacation rental in Westwood
Beautiful home in Wellesley's Historic district, vacation rental in Westwood

Beautiful home in Wellesley's Historic district

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Mansion | WiFi | Fire Pit  | Sleeps 14, vacation rental in Westwood
Mansion | WiFi | Fire Pit  | Sleeps 14, vacation rental in Westwood
Mansion | WiFi | Fire Pit  | Sleeps 14, vacation rental in Westwood

Mansion | WiFi | Fire Pit | Sleeps 14

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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Brand New Modern Private House in Newton., vacation rental in Westwood
Brand New Modern Private House in Newton., vacation rental in Westwood
Brand New Modern Private House in Newton., vacation rental in Westwood

Brand New Modern Private House in Newton.

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Quiet Comfort in Boston - Large 2 Bed Condo, vacation rental in Westwood
Quiet Comfort in Boston - Large 2 Bed Condo, vacation rental in Westwood
Quiet Comfort in Boston - Large 2 Bed Condo, vacation rental in Westwood

Quiet Comfort in Boston - Large 2 Bed Condo

Condo/Apartment in Roslindale, Bellevue
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Hyde Park Vacation Rental ~ 11 Mi to Boston!, vacation rental in Westwood
Hyde Park Vacation Rental ~ 11 Mi to Boston!, vacation rental in Westwood
Hyde Park Vacation Rental ~ 11 Mi to Boston!, vacation rental in Westwood

Hyde Park Vacation Rental ~ 11 Mi to Boston!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Relaxing Cottage on the Woods!, vacation rental in Westwood
Relaxing Cottage on the Woods!, vacation rental in Westwood
Relaxing Cottage on the Woods!, vacation rental in Westwood

Relaxing Cottage on the Woods!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Showing results 1-41 of 41
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