Vacation rentals in Sterling, MA

33 available vacation rental offers

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Best vacation rentals and Airbnb offers in Sterling, MA

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski - Sterling, MA

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski

Holiday Home, Sterling

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski is a holiday home in Sterling, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Dog-Friendly Fitchburg Vacation Rental, Hike & Ski

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski is a holiday home in Sterling, 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 $1,336.

From$123/night
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June’s Penthouse: centrally located, downtown, airport, WPI, UMASS - Sterling, MA

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

Apartment, Sterling

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

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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 Sterling, 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 $1,058.

From$151/night
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Dog-friendly Fitchburg Vacation Rental, Hike & Ski - Sterling, MA

Dog-friendly Fitchburg Vacation Rental, Hike & Ski

Cottage, Sterling

Dog-friendly Fitchburg Vacation Rental, Hike & Ski is a cottage in Sterling, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Dog-friendly Fitchburg Vacation Rental, Hike & Ski

Dog-friendly Fitchburg Vacation Rental, Hike & Ski is a cottage in Sterling, 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 $1,383.

From$155/night
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Dog-Friendly Fitchburg Vacation Rental, Hike & Ski - Sterling, MA

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski

Holiday Home, Sterling

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski is a holiday home in Sterling, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Dog-Friendly Fitchburg Vacation Rental, Hike & Ski

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski is a holiday home in Sterling, 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 $1,247.

From$178/night
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Vacation rentals with parking in Sterling, MA

Find vacation rentals that make arriving by car easier.

Home Near Parks & Downtown Worcester - Sterling, MA

Home Near Parks & Downtown Worcester

Holiday Home, Sterling

Home Near Parks & Downtown Worcester is a holiday home in Sterling, 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 Sterling, 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 $1,582.

From$226/night
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Mid-Century Comfort & Style - Sterling, MA

Mid-Century Comfort & Style

Apartment, Sterling

Mid-Century Comfort & Style is a apartment in Sterling, 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 Mid-Century Comfort & Style

Mid-Century Comfort & Style is a apartment in Sterling, 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 $1,599.

From$228/night
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Bright Charming/Netflix/Roku - Sterling, MA

Bright Charming/Netflix/Roku

Apartment, Sterling

Bright Charming/Netflix/Roku is a apartment in Sterling, 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 Bright Charming/Netflix/Roku

Bright Charming/Netflix/Roku is a apartment in Sterling, 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 $1,656.

From$237/night
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SalsVista 1st Floor Corner Apt - Sterling, MA

SalsVista 1st Floor Corner Apt

Apartment, Sterling

SalsVista 1st Floor Corner Apt is a apartment in Sterling, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About SalsVista 1st Floor Corner Apt

SalsVista 1st Floor Corner Apt is a apartment in Sterling, 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: hot tub, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,813.

From$259/night
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Pet-friendly vacation rentals in Sterling, MA

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

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

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

Apartment, Sterling

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

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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 Sterling, 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 $1,564.

From$223/night
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Indian Lake House - Sterling, MA

Indian Lake House

Holiday Home, Sterling

Indian Lake House is a holiday home in Sterling, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Indian Lake House

Indian Lake House is a holiday home in Sterling, 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 $1,640.

From$234/night
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Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly - Sterling, MA

Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly

Holiday Home, Sterling

Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly is a holiday home in Sterling, with pet-friendly space and kitchen access. This stay gives travelers a…

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About Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly

Contemporary house on 8 acres of wild flowers, trees and trails; pet friendly is a holiday home in Sterling, 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 $2,255.

From$322/night
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Beautiful Lakefront Home with Private Beach - Sterling, MA

Beautiful Lakefront Home with Private Beach

Holiday Home, Sterling

Beautiful Lakefront Home with Private Beach is a holiday home in Sterling, with pet-friendly space and easy beach access. This stay gives travelers a comfortable base for exploring the…

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About Beautiful Lakefront Home with Private Beach

Beautiful Lakefront Home with Private Beach is a holiday home in Sterling, with pet-friendly space and easy beach 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, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,392.

From$342/night
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Vacation rentals with a kitchen in Sterling, MA

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

Beautiful Renovated Townhome w/parking - Sterling, MA

Beautiful Renovated Townhome w/parking

Holiday Home, Sterling

Beautiful Renovated Townhome w/parking is a holiday home in Sterling, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Beautiful Renovated Townhome w/parking

Beautiful Renovated Townhome w/parking is a holiday home in Sterling, 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 $1,833.

From$262/night
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SalsVista 2nd Floor Corner Apt - Sterling, MA

SalsVista 2nd Floor Corner Apt

Apartment, Sterling

SalsVista 2nd Floor Corner Apt is a apartment in Sterling, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About SalsVista 2nd Floor Corner Apt

SalsVista 2nd Floor Corner Apt is a apartment in Sterling, 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, gym, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,875.

From$268/night
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Guest Cabin on Quiet Estate 60km to Gillette - Sterling, MA

Guest Cabin on Quiet Estate 60km to Gillette

Cabin, Sterling

Guest Cabin on Quiet Estate 60km to Gillette is a cabin in Sterling, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Guest Cabin on Quiet Estate 60km to Gillette

Guest Cabin on Quiet Estate 60km to Gillette is a cabin in Sterling, with parking, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,661.

From$380/night
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Beautiful and modern 3 Bedroom 2 full BR. - Sterling, MA

Beautiful and modern 3 Bedroom 2 full BR.

Holiday Home, Sterling

Beautiful and modern 3 Bedroom 2 full BR. is a holiday home in Sterling, with easy beach access, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Beautiful and modern 3 Bedroom 2 full BR.

Beautiful and modern 3 Bedroom 2 full BR. is a holiday home in Sterling, 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, free wifi, kitchen, with kitchen, and beachfront.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,969.

From$424/night
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Family-friendly vacation rentals in Sterling, MA

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

3-Bedroom Apartment in Ayer, Steps from Train, Easy Boston Access, Free Parking. - Sterling, MA

3-Bedroom Apartment in Ayer, Steps from Train, Easy Boston Access, Free Parking.

Apartment, Sterling

3-Bedroom Apartment in Ayer, Steps from Train, Easy Boston Access, Free Parking. is a apartment in Sterling, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About 3-Bedroom Apartment in Ayer, Steps from Train, Easy Boston Access, Free Parking.

3-Bedroom Apartment in Ayer, Steps from Train, Easy Boston Access, Free Parking. is a apartment in Sterling, 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 $1,703.

From$243/night
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Charming 3-bedroom, 1.5 bath house in Worcester - Sterling, MA

Charming 3-bedroom, 1.5 bath house in Worcester

B & B, Sterling

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

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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 Sterling, 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 $1,981.

From$283/night
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Snow Blanket Barn! Family-Friendly, Charming & Cozy 3-bedroom - Gardner MA - Sterling, MA

Snow Blanket Barn! Family-Friendly, Charming & Cozy 3-bedroom - Gardner MA

Holiday Home, Sterling

Snow Blanket Barn! Family-Friendly, Charming & Cozy 3-bedroom - Gardner MA is a holiday home in Sterling, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Snow Blanket Barn! Family-Friendly, Charming & Cozy 3-bedroom - Gardner MA

Snow Blanket Barn! Family-Friendly, Charming & Cozy 3-bedroom - Gardner MA is a holiday home in Sterling, 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, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,611.

From$373/night
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