Vacation rentals in West Stockbridge, MA

Best vacation rentals and Airbnb offers in West Stockbridge, MA

Lenox in-law studio

Apartment, West Stockbridge

Lenox in-law studio is a apartment in West Stockbridge, 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 Lenox in-law studio

Lenox in-law studio is a apartment in West Stockbridge, 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 $1,293.

From$185/night

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Cozy Stockbridge Cabin - Walk to Beach & Lake!

Holiday Home, West Stockbridge

Cozy Stockbridge Cabin - Walk to Beach & Lake! is a holiday home in West Stockbridge, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the…

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About Cozy Stockbridge Cabin - Walk to Beach & Lake!

Cozy Stockbridge Cabin - Walk to Beach & Lake! is a holiday home in West Stockbridge, with 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, free wifi, parking, paid parking, and non smoking::room.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,020.

From$206/night

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Downtown Gateway to the Berkshires. Walk to Everything.

Apartment, West Stockbridge

Downtown Gateway to the Berkshires. Walk to Everything. is a apartment in West Stockbridge, with kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Downtown Gateway to the Berkshires. Walk to Everything.

Downtown Gateway to the Berkshires. Walk to Everything. is a apartment in West Stockbridge, 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 $1,491.

From$213/night

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Cozy Modern Berkshires Condo (mins from Kripalu, Tanglewood, Great Barr & Lenox)

Condo, West Stockbridge

Cozy Modern Berkshires Condo (mins from Kripalu, Tanglewood, Great Barr & Lenox) is a condo in West Stockbridge, with pet-friendly space and kitchen access. This stay gives travelers a…

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About Cozy Modern Berkshires Condo (mins from Kripalu, Tanglewood, Great Barr & Lenox)

Cozy Modern Berkshires Condo (mins from Kripalu, Tanglewood, Great Barr & Lenox) is a condo in West Stockbridge, 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 $1,564.

From$223/night

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Vacation rentals with a pool in West Stockbridge, MA

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

Charming 2-bedroom apartment in Lee with fitness room, WiFi

Apartment, West Stockbridge

Charming 2-bedroom apartment in Lee with fitness room, WiFi is a apartment in West Stockbridge, with pool access, kitchen access, and room for a group. This stay gives travelers a…

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About Charming 2-bedroom apartment in Lee with fitness room, WiFi

Charming 2-bedroom apartment in Lee with fitness room, WiFi is a apartment in West Stockbridge, 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 $2,040.

From$291/night

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Cozy 2-bedroom apartment with AC, fitness room and WiFi in welcoming Lee

Apartment, West Stockbridge

Cozy 2-bedroom apartment with AC, fitness room and WiFi in welcoming Lee is a apartment in West Stockbridge, with pool access, kitchen access, and room for a group. This stay gives…

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About Cozy 2-bedroom apartment with AC, fitness room and WiFi in welcoming Lee

Cozy 2-bedroom apartment with AC, fitness room and WiFi in welcoming Lee is a apartment in West Stockbridge, 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 $2,040.

From$291/night

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Cozy 2-bedroom apartment with fitness room, WiFi in fabulous Lee

Apartment, West Stockbridge

Cozy 2-bedroom apartment with fitness room, WiFi in fabulous Lee is a apartment in West Stockbridge, with pool access, kitchen access, and room for a group. This stay gives travelers a…

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About Cozy 2-bedroom apartment with fitness room, WiFi in fabulous Lee

Cozy 2-bedroom apartment with fitness room, WiFi in fabulous Lee is a apartment in West Stockbridge, 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 $2,040.

From$291/night

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Cozy 2-bedroom apartment with WiFi, fitness room in enjoyable Lee

Apartment, West Stockbridge

Cozy 2-bedroom apartment with WiFi, fitness room in enjoyable Lee is a apartment in West Stockbridge, with pool access, kitchen access, and room for a group. This stay gives travelers a…

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About Cozy 2-bedroom apartment with WiFi, fitness room in enjoyable Lee

Cozy 2-bedroom apartment with WiFi, fitness room in enjoyable Lee is a apartment in West Stockbridge, 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 $2,040.

From$291/night

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Vacation rentals with parking in West Stockbridge, MA

Find vacation rentals that make arriving by car easier.

2 bedroom Riverhouse in the Heart of the Berkshires! Summer & winter coziness!

Apartment, West Stockbridge

2 bedroom Riverhouse in the Heart of the Berkshires! Summer & winter coziness! is a apartment in West Stockbridge, with parking, kitchen access, and room for a group. This stay gives…

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About 2 bedroom Riverhouse in the Heart of the Berkshires! Summer & winter coziness!

2 bedroom Riverhouse in the Heart of the Berkshires! Summer & winter coziness! is a apartment in West Stockbridge, 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,737.

From$248/night

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Eastgate Inn B&B

B & B, West Stockbridge

Eastgate Inn B&B is a b & b in West Stockbridge, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About Eastgate Inn B&B

Eastgate Inn B&B is a b & b in West Stockbridge, 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 breakfast, free wifi, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,477.

From$317/night

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Eastgate Inn B&B

B & B, West Stockbridge

Eastgate Inn B&B is a b & b in West Stockbridge, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About Eastgate Inn B&B

Eastgate Inn B&B is a b & b in West Stockbridge, 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 breakfast, free wifi, parking, paid parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,565.

From$320/night

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Eastgate Inn B&B

B & B, West Stockbridge

Eastgate Inn B&B is a b & b in West Stockbridge, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About Eastgate Inn B&B

Eastgate Inn B&B is a b & b in West Stockbridge, 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 breakfast, free wifi, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,565.

From$320/night

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Pet-friendly vacation rentals in West Stockbridge, MA

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

Cozy 1-bedroom studio in serene Great Barrington with AC

Apartment, West Stockbridge

Cozy 1-bedroom studio in serene Great Barrington with AC is a apartment in West Stockbridge, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for…

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About Cozy 1-bedroom studio in serene Great Barrington with AC

Cozy 1-bedroom studio in serene Great Barrington with AC is a apartment in West Stockbridge, 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: free cancellation, pet friendly, pets friendly, dryer, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $846.

From$121/night

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Pine & Paddle | Pond Access • Kayaks

Cottage, West Stockbridge

Pine & Paddle · Pond Access · Kayaks is a cottage in West Stockbridge, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Pine & Paddle | Pond Access • Kayaks

Pine & Paddle · Pond Access · Kayaks is a cottage in West Stockbridge, 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 $2,323.

From$332/night

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Deluxe cottage retreat!

Holiday Home, West Stockbridge

Deluxe cottage retreat! is a holiday home in West Stockbridge, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Deluxe cottage retreat!

Deluxe cottage retreat! is a holiday home in West Stockbridge, 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 $2,335.

From$334/night

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Whistler's Inn

B & B, West Stockbridge

Whistler's Inn is a b & b in West Stockbridge, 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 Whistler's Inn

Whistler's Inn is a b & b in West Stockbridge, 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 breakfast, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,279.

From$291/night

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Vacation rentals with a kitchen in West Stockbridge, MA

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

NEW RENO - Historic Loft w/views of the Berkshires

Country House, West Stockbridge

NEW RENO - Historic Loft w/views of the Berkshires is a country house in West Stockbridge, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About NEW RENO - Historic Loft w/views of the Berkshires

NEW RENO - Historic Loft w/views of the Berkshires is a country house in West Stockbridge, 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 $1,436.

From$205/night

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NEW RENO - Chalet-style farm loft near Tanglewood

Country House, West Stockbridge

NEW RENO - Chalet-style farm loft near Tanglewood is a country house in West Stockbridge, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About NEW RENO - Chalet-style farm loft near Tanglewood

NEW RENO - Chalet-style farm loft near Tanglewood is a country house in West Stockbridge, 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 $1,470.

From$210/night

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Cozy 2-bedroom apartment with WiFi, AC in welcoming Lee

Apartment, West Stockbridge

Cozy 2-bedroom apartment with WiFi, AC in welcoming Lee is a apartment in West Stockbridge, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable…

Read more

About Cozy 2-bedroom apartment with WiFi, AC in welcoming Lee

Cozy 2-bedroom apartment with WiFi, AC in welcoming Lee is a apartment in West Stockbridge, 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 $2,040.

From$291/night

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Tranquil Lakeside Escape in the Berkshires

Condo, West Stockbridge

Tranquil Lakeside Escape in the Berkshires is a condo in West Stockbridge, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Tranquil Lakeside Escape in the Berkshires

Tranquil Lakeside Escape in the Berkshires is a condo in West Stockbridge, with pool 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 $2,367.

From$338/night

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Family-friendly vacation rentals in West Stockbridge, MA

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

Mountain View Retreat in Hudson Valley near Berkshire Attractions

Cottage, West Stockbridge

Mountain View Retreat in Hudson Valley near Berkshire Attractions is a cottage in West Stockbridge, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Mountain View Retreat in Hudson Valley near Berkshire Attractions

Mountain View Retreat in Hudson Valley near Berkshire Attractions is a cottage in West Stockbridge, 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 $1,761.

From$252/night

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Berkshire Mountain Cottage: in the Heart of the Berkshires

Cottage, West Stockbridge

Berkshire Mountain Cottage: in the Heart of the Berkshires is a cottage in West Stockbridge, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable…

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About Berkshire Mountain Cottage: in the Heart of the Berkshires

Berkshire Mountain Cottage: in the Heart of the Berkshires is a cottage in West Stockbridge, 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 $1,876.

From$268/night

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Peaceful Berkshire Getaway Comfortable, Quiet, Lake Access, A/C, 4 bdrms, 2 bath

Holiday Home, West Stockbridge

Peaceful Berkshire Getaway Comfortable, Quiet, Lake Access, A/C, 4 bdrms, 2 bath is a holiday home in West Stockbridge, with kitchen access and a quieter setting. This stay gives travelers…

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About Peaceful Berkshire Getaway Comfortable, Quiet, Lake Access, A/C, 4 bdrms, 2 bath

Peaceful Berkshire Getaway Comfortable, Quiet, Lake Access, A/C, 4 bdrms, 2 bath is a holiday home in West Stockbridge, 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 cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,045.

From$292/night

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Beachwood Cottage

Cottage, West Stockbridge

Beachwood Cottage is a cottage in West Stockbridge, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Beachwood Cottage

Beachwood Cottage is a cottage in West Stockbridge, with pet-friendly space, 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,405.

From$344/night

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