Vacation rentals in Berkshire, VT

34 available vacation rental offers

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Best vacation rentals and Airbnb offers in Berkshire, VT

Auberge Schweizer - Berkshire, VT

Auberge Schweizer

Guest House, Berkshire

Auberge Schweizer is a guest house in Berkshire, 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 Auberge Schweizer

Auberge Schweizer is a guest house in Berkshire, 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 breakfast, free wifi, pet friendly, and pets friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $741.

From$89/night
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Cozy apartment that’s conveniently located just on the edge of town. - Berkshire, VT

Cozy apartment that’s conveniently located just on the edge of town.

Apartment, Berkshire

Cozy apartment that’s conveniently located just on the edge of town. is a apartment in Berkshire, with kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Cozy apartment that’s conveniently located just on the edge of town.

Cozy apartment that’s conveniently located just on the edge of town. is a apartment in Berkshire, 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, tv, and heating.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,222.

From$175/night
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2 Bedroom Suite - Berkshire, VT

2 Bedroom Suite

Holiday Home, Berkshire

2 Bedroom Suite is a holiday home in Berkshire, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About 2 Bedroom Suite

2 Bedroom Suite is a holiday home in Berkshire, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,239.

From$177/night
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Charming cottage by Jay Peak - Berkshire, VT

Charming cottage by Jay Peak

Cottage, Berkshire

Charming cottage by Jay Peak is a cottage in Berkshire, 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 Charming cottage by Jay Peak

Charming cottage by Jay Peak is a cottage in Berkshire, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,341.

From$192/night
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Family-friendly vacation rentals in Berkshire, VT

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

Charming & Family-Friendly Lakefront home on Lake Carmi - Berkshire, VT

Charming & Family-Friendly Lakefront home on Lake Carmi

Holiday Home, Berkshire

Charming & Family-Friendly Lakefront home on Lake Carmi is a holiday home in Berkshire, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Charming & Family-Friendly Lakefront home on Lake Carmi

Charming & Family-Friendly Lakefront home on Lake Carmi is a holiday home in Berkshire, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,702.

From$386/night
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Beautiful chalet close to Jay Peak resort - Berkshire, VT

Beautiful chalet close to Jay Peak resort

Holiday Home, Berkshire

Beautiful chalet close to Jay Peak resort is a holiday home in Berkshire, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Beautiful chalet close to Jay Peak resort

Beautiful chalet close to Jay Peak resort is a holiday home in Berkshire, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,930.

From$419/night
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Upscale Montgomery Cabin, Near Jay Peak Resort! - Berkshire, VT

Upscale Montgomery Cabin, Near Jay Peak Resort!

Cottage, Berkshire

Upscale Montgomery Cabin, Near Jay Peak Resort! is a cottage in Berkshire, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Upscale Montgomery Cabin, Near Jay Peak Resort!

Upscale Montgomery Cabin, Near Jay Peak Resort! is a cottage in Berkshire, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $5,305.

From$640/night
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Jay Peak Chalet: Family & Dog-Friendly, Hot Tub, Ski - Berkshire, VT

Jay Peak Chalet: Family & Dog-Friendly, Hot Tub, Ski

Chalet, Berkshire

Jay Peak Chalet: Family & Dog-Friendly, Hot Tub, Ski is a chalet in Berkshire, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for…

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About Jay Peak Chalet: Family & Dog-Friendly, Hot Tub, Ski

Jay Peak Chalet: Family & Dog-Friendly, Hot Tub, Ski is a chalet in Berkshire, 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, hot tub, pet friendly, and pets friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,608.

From$515/night
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Pet-friendly vacation rentals in Berkshire, VT

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

Peaceful 3-bedroom cabin with 4 beds in charming Montgomery minutes to Jay Peak! - Berkshire, VT

Peaceful 3-bedroom cabin with 4 beds in charming Montgomery minutes to Jay Peak!

Cabin, Berkshire

Peaceful 3-bedroom cabin with 4 beds in charming Montgomery minutes to Jay Peak! is a cabin in Berkshire, with pet-friendly space, kitchen access, and room for a group. This stay gives…

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About Peaceful 3-bedroom cabin with 4 beds in charming Montgomery minutes to Jay Peak!

Peaceful 3-bedroom cabin with 4 beds in charming Montgomery minutes to Jay Peak! is a cabin in Berkshire, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,113.

From$302/night
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Rustic Vermont Barn Home Near Jay Peak w/Pizza Oven - Berkshire, VT

Rustic Vermont Barn Home Near Jay Peak w/Pizza Oven

Holiday Home, Berkshire

Rustic Vermont Barn Home Near Jay Peak w/Pizza Oven is a holiday home in Berkshire, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Rustic Vermont Barn Home Near Jay Peak w/Pizza Oven

Rustic Vermont Barn Home Near Jay Peak w/Pizza Oven is a holiday home in Berkshire, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,395.

From$342/night
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3-bedroom house in charming country setting close to major ski resorts - Berkshire, VT

3-bedroom house in charming country setting close to major ski resorts

Holiday Home, Berkshire

3-bedroom house in charming country setting close to major ski resorts is a holiday home in Berkshire, with pet-friendly space and room for a group. This stay gives travelers a comfortable…

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About 3-bedroom house in charming country setting close to major ski resorts

3-bedroom house in charming country setting close to major ski resorts is a holiday home in Berkshire, 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, washer, and dryer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,460.

From$351/night
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Spacious Chalet, Skiing 5 Minutes to Jay Peak, Vermont! - Berkshire, VT

Spacious Chalet, Skiing 5 Minutes to Jay Peak, Vermont!

Chalet, Berkshire

Spacious Chalet, Skiing 5 Minutes to Jay Peak, Vermont! is a chalet in Berkshire, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the…

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About Spacious Chalet, Skiing 5 Minutes to Jay Peak, Vermont!

Spacious Chalet, Skiing 5 Minutes to Jay Peak, Vermont! is a chalet in Berkshire, with pet-friendly space and 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, pet friendly, pets friendly, and fireplace.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,536.

From$505/night
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Vacation rentals with parking in Berkshire, VT

Find vacation rentals that make arriving by car easier.

Renovated 3-bedroom house in Montgomery VT, close to Jay Peak - Berkshire, VT

Renovated 3-bedroom house in Montgomery VT, close to Jay Peak

Holiday Home, Berkshire

Renovated 3-bedroom house in Montgomery VT, close to Jay Peak is a holiday home in Berkshire, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About Renovated 3-bedroom house in Montgomery VT, close to Jay Peak

Renovated 3-bedroom house in Montgomery VT, close to Jay Peak is a holiday home in Berkshire, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,792.

From$256/night
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Jay Peak ski house mins to the mountain in quaint Vermont village - Berkshire, VT

Jay Peak ski house mins to the mountain in quaint Vermont village

Country House, Berkshire

Jay Peak ski house mins to the mountain in quaint Vermont village is a country house in Berkshire, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Jay Peak ski house mins to the mountain in quaint Vermont village

Jay Peak ski house mins to the mountain in quaint Vermont village is a country house in Berkshire, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,233.

From$319/night
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Big Moose Lodge Unit 2 Bottom Unit - Berkshire, VT

Big Moose Lodge Unit 2 Bottom Unit

Holiday Home, Berkshire

Big Moose Lodge Unit 2 Bottom Unit is a holiday home in Berkshire, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Big Moose Lodge Unit 2 Bottom Unit

Big Moose Lodge Unit 2 Bottom Unit is a holiday home in Berkshire, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,627.

From$375/night
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Hôtel à la maison - L'Éphémère, Nature et Lac! - Berkshire, VT

Hôtel à la maison - L'Éphémère, Nature et Lac!

Chalet, Berkshire

Hôtel à la maison - L'Éphémère, Nature et Lac! is a chalet in Berkshire, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Hôtel à la maison - L'Éphémère, Nature et Lac!

Hôtel à la maison - L'Éphémère, Nature et Lac! is a chalet in Berkshire, 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, Oct 10 - Sat, Oct 17 · 7 nights · total from $2,230.

From$319/night
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Vacation rentals with a kitchen in Berkshire, VT

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

Jay Peak 3 miles - ski home via Big Jay! - Berkshire, VT

Jay Peak 3 miles - ski home via Big Jay!

Holiday Home, Berkshire

Jay Peak 3 miles - ski home via Big Jay! is a holiday home in Berkshire, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Jay Peak 3 miles - ski home via Big Jay!

Jay Peak 3 miles - ski home via Big Jay! is a holiday home in Berkshire, 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, fireplace, and washer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,577.

From$225/night
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Jay Peak 3mi - ski home via Big Jay! - Berkshire, VT

Jay Peak 3mi - ski home via Big Jay!

Apartment, Berkshire

Jay Peak 3mi - ski home via Big Jay! is a apartment in Berkshire, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Jay Peak 3mi - ski home via Big Jay!

Jay Peak 3mi - ski home via Big Jay! is a apartment in Berkshire, 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, fireplace, and washer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,611.

From$230/night
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Stay near Jay Peak at your own private cabin with 18 brookside acres! - Berkshire, VT

Stay near Jay Peak at your own private cabin with 18 brookside acres!

Cabin, Berkshire

Stay near Jay Peak at your own private cabin with 18 brookside acres! is a cabin in Berkshire, with kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Stay near Jay Peak at your own private cabin with 18 brookside acres!

Stay near Jay Peak at your own private cabin with 18 brookside acres! is a cabin in Berkshire, 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: hot tub, free wifi, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,021.

From$432/night
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Big Moose Lodge Unit 1 Top Unit - Berkshire, VT

Big Moose Lodge Unit 1 Top Unit

Cabin, Berkshire

Big Moose Lodge Unit 1 Top Unit is a cabin in Berkshire, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Big Moose Lodge Unit 1 Top Unit

Big Moose Lodge Unit 1 Top Unit is a cabin in Berkshire, 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 wifi, kitchen, with kitchen, and gym.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $3,068.

From$438/night
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Other places to stay in Berkshire, VT

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