Vacation rentals in Whitcomb Summit, MA

74 available vacation rental offers

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Best vacation rentals and Airbnb offers in Whitcomb Summit, MA

Getaway Near Mass MoCA, Great Hiking, Scenic Views - Whitcomb Summit, MA

Getaway Near Mass MoCA, Great Hiking, Scenic Views

Apartment, Whitcomb Summit

Getaway Near Mass MoCA, Great Hiking, Scenic Views is a apartment in Whitcomb Summit, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Getaway Near Mass MoCA, Great Hiking, Scenic Views

Getaway Near Mass MoCA, Great Hiking, Scenic Views is a apartment in Whitcomb Summit, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $889.

From$127/night
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Lake Whitingham & Mount Snow Area Village Apartment - Whitcomb Summit, MA

Lake Whitingham & Mount Snow Area Village Apartment

Apartment, Whitcomb Summit

Lake Whitingham & Mount Snow Area Village Apartment is a apartment in Whitcomb Summit, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Lake Whitingham & Mount Snow Area Village Apartment

Lake Whitingham & Mount Snow Area Village Apartment is a apartment in Whitcomb Summit, 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 $1,155.

From$165/night
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Hawley Home w/ Deck: 4 Mi to Berkshire East Resort - Whitcomb Summit, MA

Hawley Home w/ Deck: 4 Mi to Berkshire East Resort

Holiday Home, Whitcomb Summit

Hawley Home w/ Deck: 4 Mi to Berkshire East Resort is a holiday home in Whitcomb Summit, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base…

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About Hawley Home w/ Deck: 4 Mi to Berkshire East Resort

Hawley Home w/ Deck: 4 Mi to Berkshire East Resort is a holiday home in Whitcomb Summit, 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, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,238.

From$177/night
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Brookside cottage near the mountains and outdoor recreation - Whitcomb Summit, MA

Brookside cottage near the mountains and outdoor recreation

Cottage, Whitcomb Summit

Brookside cottage near the mountains and outdoor recreation is a cottage in Whitcomb Summit, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Brookside cottage near the mountains and outdoor recreation

Brookside cottage near the mountains and outdoor recreation is a cottage in Whitcomb Summit, 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 $1,268.

From$181/night
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Vacation rentals with a pool in Whitcomb Summit, MA

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

FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL! - Whitcomb Summit, MA

FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!

Apartment, Whitcomb Summit

FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL! is a apartment in Whitcomb Summit, with pool access. This stay gives travelers a comfortable base for…

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About FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!

FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL! is a apartment in Whitcomb Summit, 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, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,397.

From$200/night
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Mountain Blossom Retreat by Evergreen Home - Whitcomb Summit, MA

Mountain Blossom Retreat by Evergreen Home

Holiday Home, Whitcomb Summit

Mountain Blossom Retreat by Evergreen Home is a holiday home in Whitcomb Summit, with pet-friendly space, pool access, and a quieter setting. This stay gives travelers a comfortable base…

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About Mountain Blossom Retreat by Evergreen Home

Mountain Blossom Retreat by Evergreen Home is a holiday home in Whitcomb Summit, with pet-friendly space, pool 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, pool, hot tub, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $8,885.

From$1,269/night
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Gracious Williamstown Home with Pool - Whitcomb Summit, MA

Gracious Williamstown Home with Pool

Holiday Home, Whitcomb Summit

Gracious Williamstown Home with Pool is a holiday home in Whitcomb Summit, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Gracious Williamstown Home with Pool

Gracious Williamstown Home with Pool is a holiday home in Whitcomb Summit, 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, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $8,998.

From$1,285/night
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Vacation rentals with parking in Whitcomb Summit, MA

Find vacation rentals that make arriving by car easier.

Log Cabin Escape - Whitcomb Summit, MA

Log Cabin Escape

Holiday Home, Whitcomb Summit

Log Cabin Escape is a holiday home in Whitcomb Summit, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Log Cabin Escape

Log Cabin Escape is a holiday home in Whitcomb Summit, 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 wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,477.

From$140/night
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Mount Snow Lake Whitingham Antique Apartment in Jacksonville-Whitingham Vermont - Whitcomb Summit, MA

Mount Snow Lake Whitingham Antique Apartment in Jacksonville-Whitingham Vermont

Apartment, Whitcomb Summit

Mount Snow Lake Whitingham Antique Apartment in Jacksonville-Whitingham Vermont is a apartment in Whitcomb Summit, with parking and kitchen access. This stay gives travelers a comfortable…

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About Mount Snow Lake Whitingham Antique Apartment in Jacksonville-Whitingham Vermont

Mount Snow Lake Whitingham Antique Apartment in Jacksonville-Whitingham Vermont is a apartment in Whitcomb Summit, 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, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,211.

From$173/night
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Cozy Condo Near MASS MoCA - Whitcomb Summit, MA

Cozy Condo Near MASS MoCA

Holiday Home, Whitcomb Summit

Cozy Condo Near MASS MoCA is a holiday home in Whitcomb Summit, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Cozy Condo Near MASS MoCA

Cozy Condo Near MASS MoCA is a holiday home in Whitcomb Summit, 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, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,513.

From$359/night
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The Trail in Adams - Berkshires’ Art Hotel - Whitcomb Summit, MA

The Trail in Adams - Berkshires’ Art Hotel

B & B, Whitcomb Summit

The Trail in Adams - Berkshires’ Art Hotel is a b & b in Whitcomb Summit, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel is a b & b in Whitcomb Summit, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,287.

From$293/night
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Pet-friendly vacation rentals in Whitcomb Summit, MA

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

Two Brooks Lodge - Whitcomb Summit, MA

Two Brooks Lodge

Holiday Home, Whitcomb Summit

Two Brooks Lodge is a holiday home in Whitcomb Summit, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Two Brooks Lodge

Two Brooks Lodge is a holiday home in Whitcomb Summit, 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, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,599.

From$176/night
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Hawley Home w/ Deck & Mtn Views: Swim, Ski & More! - Whitcomb Summit, MA

Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!

Holiday Home, Whitcomb Summit

Hawley Home w/ Deck & Mtn Views: Swim, Ski & More! is a holiday home in Whitcomb Summit, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base…

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About Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!

Hawley Home w/ Deck & Mtn Views: Swim, Ski & More! is a holiday home in Whitcomb Summit, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,675.

From$239/night
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Cozy Home In The Berkshires, Pet Friendly with fenced in yard! - Whitcomb Summit, MA

Cozy Home In The Berkshires, Pet Friendly with fenced in yard!

Holiday Home, Whitcomb Summit

Cozy Home In The Berkshires, Pet Friendly with fenced in yard! is a holiday home in Whitcomb Summit, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base…

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About Cozy Home In The Berkshires, Pet Friendly with fenced in yard!

Cozy Home In The Berkshires, Pet Friendly with fenced in yard! is a holiday home in Whitcomb Summit, 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 $2,085.

From$298/night
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Charming Retreat by Mass MoCA - Whitcomb Summit, MA

Charming Retreat by Mass MoCA

Holiday Home, Whitcomb Summit

Charming Retreat by Mass MoCA is a holiday home in Whitcomb Summit, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Charming Retreat by Mass MoCA

Charming Retreat by Mass MoCA is a holiday home in Whitcomb Summit, with pet-friendly space, 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: pet friendly, pets friendly, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,559.

From$366/night
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Vacation rentals with a kitchen in Whitcomb Summit, MA

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

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort - Whitcomb Summit, MA

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

Holiday Home, Whitcomb Summit

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort is a holiday home in Whitcomb Summit, with pet-friendly space, parking, and kitchen access. This stay gives…

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About Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort is a holiday home in Whitcomb Summit, 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 $1,663.

From$238/night
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Secluded large country home for big groups with giant open yard for outdoor fun. - Whitcomb Summit, MA

Secluded large country home for big groups with giant open yard for outdoor fun.

Holiday Home, Whitcomb Summit

Secluded large country home for big groups with giant open yard for outdoor fun. is a holiday home in Whitcomb Summit, with parking and kitchen access. This stay gives travelers a…

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About Secluded large country home for big groups with giant open yard for outdoor fun.

Secluded large country home for big groups with giant open yard for outdoor fun. is a holiday home in Whitcomb Summit, 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 $2,353.

From$336/night
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Come stay with us at the Parsonage and enjoy our mountains and rivers. - Whitcomb Summit, MA

Come stay with us at the Parsonage and enjoy our mountains and rivers.

Country House, Whitcomb Summit

Come stay with us at the Parsonage and enjoy our mountains and rivers. is a country house in Whitcomb Summit, with parking and kitchen access. This stay gives travelers a comfortable base…

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About Come stay with us at the Parsonage and enjoy our mountains and rivers.

Come stay with us at the Parsonage and enjoy our mountains and rivers. is a country house in Whitcomb Summit, 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 $2,412.

From$345/night
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Art House! Spacious Getaway By Mass Moca - Whitcomb Summit, MA

Art House! Spacious Getaway By Mass Moca

Holiday Home, Whitcomb Summit

Art House! Spacious Getaway By Mass Moca is a holiday home in Whitcomb Summit, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Art House! Spacious Getaway By Mass Moca

Art House! Spacious Getaway By Mass Moca is a holiday home in Whitcomb Summit, 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,031.

From$433/night
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Family-friendly vacation rentals in Whitcomb Summit, MA

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

Jacksonville Cabin w/ Wraparound Deck & Views - Whitcomb Summit, MA

Jacksonville Cabin w/ Wraparound Deck & Views

Cottage, Whitcomb Summit

Jacksonville Cabin w/ Wraparound Deck & Views is a cottage in Whitcomb Summit, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Jacksonville Cabin w/ Wraparound Deck & Views

Jacksonville Cabin w/ Wraparound Deck & Views is a cottage in Whitcomb Summit, with outdoor 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,872.

From$206/night
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Hawley Home w/ Deck & Mtn Views: Swim, Ski & More! - Whitcomb Summit, MA

Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!

Cottage, Whitcomb Summit

Hawley Home w/ Deck & Mtn Views: Swim, Ski & More! is a cottage in Whitcomb Summit, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a comfortable base…

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About Hawley Home w/ Deck & Mtn Views: Swim, Ski & More!

Hawley Home w/ Deck & Mtn Views: Swim, Ski & More! is a cottage in Whitcomb Summit, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,001.

From$242/night
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Berkshire Gorge House, 15 minutes to Williamstown, 15 minutes to Jiminy Peak. - Whitcomb Summit, MA

Berkshire Gorge House, 15 minutes to Williamstown, 15 minutes to Jiminy Peak.

Holiday Home, Whitcomb Summit

Berkshire Gorge House, 15 minutes to Williamstown, 15 minutes to Jiminy Peak. is a holiday home in Whitcomb Summit, with parking and kitchen access. This stay gives travelers a comfortable…

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About Berkshire Gorge House, 15 minutes to Williamstown, 15 minutes to Jiminy Peak.

Berkshire Gorge House, 15 minutes to Williamstown, 15 minutes to Jiminy Peak. is a holiday home in Whitcomb Summit, 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,744.

From$249/night
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Near Berkshire East | River Farmhouse on 10 Acres - Whitcomb Summit, MA

Near Berkshire East | River Farmhouse on 10 Acres

Holiday Home, Whitcomb Summit

Near Berkshire East · River Farmhouse on 10 Acres is a holiday home in Whitcomb Summit, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Near Berkshire East | River Farmhouse on 10 Acres

Near Berkshire East · River Farmhouse on 10 Acres is a holiday home in Whitcomb Summit, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,843.

From$406/night
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