Vacation rentals in Hinsdale, MA

32 available vacation rental offers

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Best vacation rentals and Airbnb offers in Hinsdale, MA

Harbour House Inn - Hinsdale, MA
9.4 ★ 53 reviews

Harbour House Inn

B & B, Hinsdale

Harbour House Inn is a b & b in Hinsdale, 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 Harbour House Inn

Harbour House Inn is a b & b in Hinsdale, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,742.

From$235/night
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Vacation Village in the Berkshires - Hinsdale, MA
8.8 ★ 2,389 reviews

Vacation Village in the Berkshires

Condo, Hinsdale

Vacation Village in the Berkshires is a condo in Hinsdale, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Vacation Village in the Berkshires

Vacation Village in the Berkshires is a condo in Hinsdale, 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: pool, free wifi, gym, and condominium.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $964.

From$114/night
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The Central Downtown Inn & Suites - Hinsdale, MA
8.6 ★ 368 reviews

The Central Downtown Inn & Suites

Guest House, Hinsdale

The Central Downtown Inn & Suites is a guest house in Hinsdale, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About The Central Downtown Inn & Suites

The Central Downtown Inn & Suites is a guest house in Hinsdale, 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 cancellation, free wifi, parking, free parking, and ac.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $973.

From$124/night
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Hideaway Inn Lenox - Hinsdale, MA
8 ★ 3 reviews

Hideaway Inn Lenox

Guest House, Hinsdale

Hideaway Inn Lenox is a guest house in Hinsdale, 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 Hideaway Inn Lenox

Hideaway Inn Lenox is a guest house in Hinsdale, 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 cancellation, free wifi, kids friendly, kids friendly videos or books, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,118.

From$271/night
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Family-friendly vacation rentals in Hinsdale, MA

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

Family-Friendly Hancock Home: Walk to Slopes! - Hinsdale, MA

Family-Friendly Hancock Home: Walk to Slopes!

Holiday Home, Hinsdale

Family-Friendly Hancock Home: Walk to Slopes! is a holiday home in Hinsdale, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Family-Friendly Hancock Home: Walk to Slopes!

Family-Friendly Hancock Home: Walk to Slopes! is a holiday home in Hinsdale, with pool 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, hot tub, and free wifi.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,185.

From$346/night
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Picturesque Cottage with Sunroom on Ashmere Lake! - Hinsdale, MA

Picturesque Cottage with Sunroom on Ashmere Lake!

Holiday Home, Hinsdale

Picturesque Cottage with Sunroom on Ashmere Lake! is a holiday home in Hinsdale, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Picturesque Cottage with Sunroom on Ashmere Lake!

Picturesque Cottage with Sunroom on Ashmere Lake! is a holiday home in Hinsdale, 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 cancellation, free wifi, parking, paid parking, and heating.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,404.

From$383/night
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Hot Tub, Lake Views! All-season Hinsdale Haven - Hinsdale, MA

Hot Tub, Lake Views! All-season Hinsdale Haven

Cottage, Hinsdale

Hot Tub, Lake Views! All-season Hinsdale Haven is a cottage in Hinsdale, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Hot Tub, Lake Views! All-season Hinsdale Haven

Hot Tub, Lake Views! All-season Hinsdale Haven is a cottage in Hinsdale, 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, free wifi, kitchen, with kitchen, and tv.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,751.

From$410/night
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Picturesque Cottage With Sunroom on Ashmere Lake! - Hinsdale, MA

Picturesque Cottage With Sunroom on Ashmere Lake!

Cottage, Hinsdale

Picturesque Cottage With Sunroom on Ashmere Lake! is a cottage in Hinsdale, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Picturesque Cottage With Sunroom on Ashmere Lake!

Picturesque Cottage With Sunroom on Ashmere Lake! is a cottage in Hinsdale, 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, free wifi, kitchen, with kitchen, and washer.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,536.

From$426/night
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Pet-friendly vacation rentals in Hinsdale, MA

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

Massachusetts Vacation Rental w/ Deck & Grill - Hinsdale, MA

Massachusetts Vacation Rental w/ Deck & Grill

Holiday Home, Hinsdale

Massachusetts Vacation Rental w/ Deck & Grill is a holiday home in Hinsdale, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base for exploring…

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About Massachusetts Vacation Rental w/ Deck & Grill

Massachusetts Vacation Rental w/ Deck & Grill is a holiday home in Hinsdale, with pet-friendly space, outdoor 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,902.

From$471/night
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Family-friendly Hancock Home: Walk to Slopes! - Hinsdale, MA

Family-friendly Hancock Home: Walk to Slopes!

Apartment, Hinsdale

Family-friendly Hancock Home: Walk to Slopes! is a apartment in Hinsdale, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for…

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About Family-friendly Hancock Home: Walk to Slopes!

Family-friendly Hancock Home: Walk to Slopes! is a apartment in Hinsdale, with pet-friendly space, pool 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, pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,680.

From$427/night
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Massachusetts Vacation Rental w/ Deck & Grill - Hinsdale, MA

Massachusetts Vacation Rental w/ Deck & Grill

Cottage, Hinsdale

Massachusetts Vacation Rental w/ Deck & Grill is a cottage in Hinsdale, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a comfortable base for…

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About Massachusetts Vacation Rental w/ Deck & Grill

Massachusetts Vacation Rental w/ Deck & Grill is a cottage in Hinsdale, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $4,052.

From$517/night
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Vacation rentals with a pool in Hinsdale, MA

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

Mountain View Suite Sleeps 4 Ski OnOff Jiminy Peak - Hinsdale, MA

Mountain View Suite Sleeps 4 Ski OnOff Jiminy Peak

Apartment, Hinsdale

Mountain View Suite Sleeps 4 Ski OnOff Jiminy Peak is a apartment in Hinsdale, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Mountain View Suite Sleeps 4 Ski OnOff Jiminy Peak

Mountain View Suite Sleeps 4 Ski OnOff Jiminy Peak is a apartment in Hinsdale, with pool 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, and gym.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,041.

From$137/night
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Relaxation Suite Jiminy-Must See Sleeps 4 - Hinsdale, MA

Relaxation Suite Jiminy-Must See Sleeps 4

Apartment, Hinsdale

Relaxation Suite Jiminy-Must See Sleeps 4 is a apartment in Hinsdale, with pool access, room for a group, and a quieter setting. This stay gives travelers a comfortable base for exploring…

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About Relaxation Suite Jiminy-Must See Sleeps 4

Relaxation Suite Jiminy-Must See Sleeps 4 is a apartment in Hinsdale, with pool access, room for a group, 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, pool, free wifi, and gym.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,041.

From$137/night
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Must See Pirate Suite Ski On Off Jiminy - Mtn View Fully Redone Decor - Hinsdale, MA

Must See Pirate Suite Ski On Off Jiminy - Mtn View Fully Redone Decor

Apartment, Hinsdale

Must See Pirate Suite Ski On Off Jiminy - Mtn View Fully Redone Decor is a apartment in Hinsdale, with pool access. This stay gives travelers a comfortable base for exploring the area,…

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About Must See Pirate Suite Ski On Off Jiminy - Mtn View Fully Redone Decor

Must See Pirate Suite Ski On Off Jiminy - Mtn View Fully Redone Decor is a apartment in Hinsdale, 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, free wifi, and gym.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $997.

From$124/night
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Devonfield Inn B&B - Hinsdale, MA
10 ★ 138 reviews

Devonfield Inn B&B

B & B, Hinsdale

Devonfield Inn B&B is a b & b in Hinsdale, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Devonfield Inn B&B

Devonfield Inn B&B is a b & b in Hinsdale, 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 breakfast, pool, free wifi, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,433.

From$439/night
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Vacation rentals with parking in Hinsdale, MA

Find vacation rentals that make arriving by car easier.

Harbour House Inn B&B - Hinsdale, MA

Harbour House Inn B&B

B & B, Hinsdale

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

Read more

About Harbour House Inn B&B

Harbour House Inn B&B is a b & b in Hinsdale, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,915.

From$259/night
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Hot Tub, Lake Views! All-Season Hinsdale Haven - Hinsdale, MA

Hot Tub, Lake Views! All-Season Hinsdale Haven

Holiday Home, Hinsdale

Hot Tub, Lake Views! All-Season Hinsdale Haven is a holiday home in Hinsdale, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

Read more

About Hot Tub, Lake Views! All-Season Hinsdale Haven

Hot Tub, Lake Views! All-Season Hinsdale Haven is a holiday home in Hinsdale, 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 cancellation, free wifi, parking, paid parking, and garden.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,615.

From$368/night
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The Cornell Inn, Lenox & The Berkshires - Hinsdale, MA

The Cornell Inn, Lenox & The Berkshires

B & B, Hinsdale

The Cornell Inn, Lenox & The Berkshires is a b & b in Hinsdale, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires is a b & b in Hinsdale, 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, for couples, wine or champagne, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,497.

From$310/night
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Eastgate Inn B&B - Hinsdale, MA

Eastgate Inn B&B

B & B, Hinsdale

Eastgate Inn B&B is a b & b in Hinsdale, 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 Eastgate Inn B&B

Eastgate Inn B&B is a b & b in Hinsdale, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,723.

From$215/night
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