Vacation rentals in Upton, MA

56 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Upton, MA

Cozy Room in the City of Worcester - Upton, MA

Cozy Room in the City of Worcester

Apartment, Upton

Cozy Room in the City of Worcester is a apartment in Upton, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Cozy Room in the City of Worcester

Cozy Room in the City of Worcester is a apartment in Upton, 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 $557.

From$75/night
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Cozy 2-Floor Apartment with Garage Access - Upton, MA

Cozy 2-Floor Apartment with Garage Access

Holiday Home, Upton

Cozy 2-Floor Apartment with Garage Access is a holiday home in Upton, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Cozy 2-Floor Apartment with Garage Access

Cozy 2-Floor Apartment with Garage Access is a holiday home in Upton, 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 $957.

From$94/night
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Modern LIVIN 1bd 1ba - Upton, MA

Modern LIVIN 1bd 1ba

Apartment, Upton

Modern LIVIN 1bd 1ba is a apartment in Upton, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Modern LIVIN 1bd 1ba

Modern LIVIN 1bd 1ba is a apartment in Upton, 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 $1,222.

From$103/night
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Gem Studio, Best value in Downtown Worcester - Upton, MA

Gem Studio, Best value in Downtown Worcester

Apartment, Upton

Gem Studio, Best value in Downtown Worcester is a apartment in Upton, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Gem Studio, Best value in Downtown Worcester

Gem Studio, Best value in Downtown Worcester is a apartment in Upton, 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 $1,072.

From$104/night
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Best Upton, MA vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Home Near Parks & Downtown Worcester - Upton, MA

Home Near Parks & Downtown Worcester

Holiday Home, Upton

Home Near Parks & Downtown Worcester is a holiday home in Upton, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Home Near Parks & Downtown Worcester

Home Near Parks & Downtown Worcester is a holiday home in Upton, 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 $1,811.

From$149/night
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2BR The Majestic Colonial Comforts at the Ellen Elizabeth Estates/ VERY SPACIOUS - Upton, MA

2BR The Majestic Colonial Comforts at the Ellen Elizabeth Estates/ VERY SPACIOUS

Apartment, Upton

2BR The Majestic Colonial Comforts at the Ellen Elizabeth Estates/ VERY SPACIOUS is a apartment in Upton, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About 2BR The Majestic Colonial Comforts at the Ellen Elizabeth Estates/ VERY SPACIOUS

2BR The Majestic Colonial Comforts at the Ellen Elizabeth Estates/ VERY SPACIOUS is a apartment in Upton, with parking, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,545.

From$163/night
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Beautiful 2 Bedrooms with 2 Beds in Shrewsbury - Upton, MA

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Holiday Home, Upton

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury is a holiday home in Upton, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Beautiful 2 Bedrooms with 2 Beds in Shrewsbury

Beautiful 2 Bedrooms with 2 Beds in Shrewsbury is a holiday home in Upton, 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 $1,633.

From$180/night
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Lovely & Spacious 2 Br, W/King/Queen beds 2 Bath. - Upton, MA

Lovely & Spacious 2 Br, W/King/Queen beds 2 Bath.

Apartment, Upton

Lovely & Spacious 2 Br, W/King/Queen beds 2 Bath. is a apartment in Upton, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Lovely & Spacious 2 Br, W/King/Queen beds 2 Bath.

Lovely & Spacious 2 Br, W/King/Queen beds 2 Bath. is a apartment in Upton, 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 $1,743.

From$190/night
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Best Pet-Friendly Vacation Rentals in Upton, MA

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

June’s Penthouse: centrally located, downtown, airport, WPI, UMASS - Upton, MA

June’s Penthouse: centrally located, downtown, airport, WPI, UMASS

Apartment, Upton

June’s Penthouse: centrally located, downtown, airport, WPI, UMASS is a apartment in Upton, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About June’s Penthouse: centrally located, downtown, airport, WPI, UMASS

June’s Penthouse: centrally located, downtown, airport, WPI, UMASS is a apartment in Upton, 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 $1,211.

From$119/night
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Brand-new & modern 2 bedrooms and 1.5 baths apt. - Upton, MA

Brand-new & modern 2 bedrooms and 1.5 baths apt.

Apartment, Upton

Brand-new & modern 2 bedrooms and 1.5 baths apt. is a apartment in Upton, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Brand-new & modern 2 bedrooms and 1.5 baths apt.

Brand-new & modern 2 bedrooms and 1.5 baths apt. is a apartment in Upton, 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 $1,465.

From$152/night
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Cozy 1BR waterfront apartment with a 1st floor feel in Worcester, MA. - Upton, MA

Cozy 1BR waterfront apartment with a 1st floor feel in Worcester, MA.

Apartment, Upton

Cozy 1BR waterfront apartment with a 1st floor feel in Worcester, MA. is a apartment in Upton, with pet-friendly space, easy beach access, and room for a group. This stay gives travelers a…

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About Cozy 1BR waterfront apartment with a 1st floor feel in Worcester, MA.

Cozy 1BR waterfront apartment with a 1st floor feel in Worcester, MA. is a apartment in Upton, with pet-friendly space, 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: pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,487.

From$169/night
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Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku. - Upton, MA

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Holiday Home, Upton

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku. is a holiday home in Upton, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku. is a holiday home in Upton, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,519.

From$170/night
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Best Upton, MA vacation rentals with a kitchen

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

Beautiful Indian Lake Unit, 2nd Floor - Upton, MA

Beautiful Indian Lake Unit, 2nd Floor

Apartment, Upton

Beautiful Indian Lake Unit, 2nd Floor is a apartment in Upton, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Beautiful Indian Lake Unit, 2nd Floor

Beautiful Indian Lake Unit, 2nd Floor is a apartment in Upton, 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: kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,431.

From$141/night
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Beautiful Indian Lake Unit, 1st Floor - Upton, MA

Beautiful Indian Lake Unit, 1st Floor

Apartment, Upton

Beautiful Indian Lake Unit, 1st Floor is a apartment in Upton, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Beautiful Indian Lake Unit, 1st Floor

Beautiful Indian Lake Unit, 1st Floor is a apartment in Upton, 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: kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,455.

From$144/night
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Beautiful Worcester Downtown King Bd/Office World Cup Boston - Upton, MA

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Holiday Home, Upton

Beautiful Worcester Downtown King Bd/Office World Cup Boston is a holiday home in Upton, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Beautiful Worcester Downtown King Bd/Office World Cup Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston is a holiday home in Upton, 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 $1,812.

From$188/night
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Quisigamond Lake Apartment - Upton, MA

Quisigamond Lake Apartment

Apartment, Upton

Quisigamond Lake Apartment is a apartment in Upton, 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 Quisigamond Lake Apartment

Quisigamond Lake Apartment is a apartment in Upton, 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 $1,893.

From$211/night
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Our Favorite Family-Friendly Vacation Rentals in Upton, MA

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

Luxurious 2 BD next to UMass sleep up to 8 with Gym - Upton, MA

Luxurious 2 BD next to UMass sleep up to 8 with Gym

Apartment, Upton

Luxurious 2 BD next to UMass sleep up to 8 with Gym is a apartment in Upton, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Luxurious 2 BD next to UMass sleep up to 8 with Gym

Luxurious 2 BD next to UMass sleep up to 8 with Gym is a apartment in Upton, 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, gym, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,568.

From$164/night
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Home Near Skiing & Downtown Worcester - Upton, MA

Home Near Skiing & Downtown Worcester

Cottage, Upton

Home Near Skiing & Downtown Worcester is a cottage in Upton, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Home Near Skiing & Downtown Worcester

Home Near Skiing & Downtown Worcester is a cottage in Upton, 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 $1,978.

From$212/night
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Charming 3-bedroom, 1.5 bath house in Worcester - Upton, MA

Charming 3-bedroom, 1.5 bath house in Worcester

B & B, Upton

Charming 3-bedroom, 1.5 bath house in Worcester is a b & b in Upton, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Charming 3-bedroom, 1.5 bath house in Worcester

Charming 3-bedroom, 1.5 bath house in Worcester is a b & b in Upton, with parking, 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 $2,251.

From$253/night
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16/3 Breezy 4BR Family Home in Worcester near Parks - Summer Ready Retreat - Upton, MA

16/3 Breezy 4BR Family Home in Worcester near Parks - Summer Ready Retreat

Apartment, Upton

16/3 Breezy 4BR Family Home in Worcester near Parks - Summer Ready Retreat is a apartment in Upton, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About 16/3 Breezy 4BR Family Home in Worcester near Parks - Summer Ready Retreat

16/3 Breezy 4BR Family Home in Worcester near Parks - Summer Ready Retreat is a apartment in Upton, 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 $3,304.

From$350/night
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