Vacation rentals in Monroe, MA

139 available vacation rental offers

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Best vacation rentals and Airbnb offers in Monroe, MA

Getaway Near Mass MoCA, Great Hiking, Scenic Views - Monroe, MA

Getaway Near Mass MoCA, Great Hiking, Scenic Views

Apartment, Monroe

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

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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 Monroe, 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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Log Cabin Escape - Monroe, MA

Log Cabin Escape

Holiday Home, Monroe

Log Cabin Escape is a holiday home in Monroe, 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 Log Cabin Escape

Log Cabin Escape is a holiday home in Monroe, 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 $1,484.

From$141/night
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Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown - Monroe, MA

Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown

Apartment, Monroe

Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown is a apartment in Monroe, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown

Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown is a apartment in Monroe, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,098.

From$157/night
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Lake Whitingham & Mount Snow Area Village Apartment - Monroe, MA

Lake Whitingham & Mount Snow Area Village Apartment

Apartment, Monroe

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

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About Lake Whitingham & Mount Snow Area Village Apartment

Lake Whitingham & Mount Snow Area Village Apartment is a apartment in Monroe, 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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Vacation rentals with a pool in Monroe, 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! - Monroe, MA

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

Apartment, Monroe

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

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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 Monroe, 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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Wilmington Vacation Rental Near Hiking and Skiing! - Monroe, MA

Wilmington Vacation Rental Near Hiking and Skiing!

Holiday Home, Monroe

Wilmington Vacation Rental Near Hiking and Skiing! is a holiday home in Monroe, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Wilmington Vacation Rental Near Hiking and Skiing!

Wilmington Vacation Rental Near Hiking and Skiing! is a holiday home in Monroe, 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 $2,611.

From$277/night
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The Nutmeg - Monroe, MA

The Nutmeg

B & B, Monroe

The Nutmeg is a b & b in Monroe, with pool access and 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 The Nutmeg

The Nutmeg is a b & b in Monroe, 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 cancellation, free breakfast, pool, free wifi, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,428.

From$185/night
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Beautiful Lodging at Mount Snow with Hot Tub on Deck - Monroe, MA

Beautiful Lodging at Mount Snow with Hot Tub on Deck

Chalet, Monroe

Beautiful Lodging at Mount Snow with Hot Tub on Deck is a chalet in Monroe, with pool access and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Beautiful Lodging at Mount Snow with Hot Tub on Deck

Beautiful Lodging at Mount Snow with Hot Tub on Deck is a chalet in Monroe, with pool access and outdoor space. 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 $2,118.

From$303/night
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Vacation rentals with parking in Monroe, MA

Find vacation rentals that make arriving by car easier.

Jacksonville Cabin w/ Wraparound Deck & Views - Monroe, MA

Jacksonville Cabin w/ Wraparound Deck & Views

Holiday Home, Monroe

Jacksonville Cabin w/ Wraparound Deck & Views is a holiday home in Monroe, with outdoor space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Jacksonville Cabin w/ Wraparound Deck & Views

Jacksonville Cabin w/ Wraparound Deck & Views is a holiday home in Monroe, with 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 wifi, parking, paid parking, and garden.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,849.

From$171/night
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Mount Snow Lake Whitingham Antique Apartment in Jacksonville-Whitingham Vermont - Monroe, MA

Mount Snow Lake Whitingham Antique Apartment in Jacksonville-Whitingham Vermont

Apartment, Monroe

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

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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 Monroe, 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 Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat - Monroe, MA

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Holiday Home, Monroe

Cozy Vermont Lodge · Hot Tub · · Stream · Private · Wifi · SatTV, Beautiful Waterfront Vermont Retreat is a holiday home in Monroe, with easy beach access, parking, and kitchen access. This…

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About Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Cozy Vermont Lodge · Hot Tub · · Stream · Private · Wifi · SatTV, Beautiful Waterfront Vermont Retreat is a holiday home in Monroe, with easy beach access, 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, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,267.

From$181/night
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Secluded large country home for big groups with giant open yard for outdoor fun. - Monroe, MA

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

Holiday Home, Monroe

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

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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 Monroe, 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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Pet-friendly vacation rentals in Monroe, MA

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

Two Brooks Lodge - Monroe, MA

Two Brooks Lodge

Holiday Home, Monroe

Two Brooks Lodge is a holiday home in Monroe, 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 Two Brooks Lodge

Two Brooks Lodge is a holiday home in Monroe, 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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Two Brooks Lodge - Monroe, MA

Two Brooks Lodge

Holiday Home, Monroe

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

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About Two Brooks Lodge

Two Brooks Lodge is a holiday home in Monroe, with pet-friendly space. 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 $1,719.

From$197/night
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Golf House by Mt Greylock - Walkable Adventures! - Monroe, MA

Golf House by Mt Greylock - Walkable Adventures!

Holiday Home, Monroe

Golf House by Mt Greylock - Walkable Adventures! is a holiday home in Monroe, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Golf House by Mt Greylock - Walkable Adventures!

Golf House by Mt Greylock - Walkable Adventures! is a holiday home in Monroe, 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 $1,639.

From$234/night
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Hawley Home w/ Deck & Mtn Views: Swim, Ski & More! - Monroe, MA

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

Holiday Home, Monroe

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

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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 Monroe, 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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Vacation rentals with a kitchen in Monroe, MA

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

Cozy A-Frame with Loft Views! - Monroe, MA

Cozy A-Frame with Loft Views!

Cabin, Monroe

Cozy A-Frame with Loft Views! is a cabin in Monroe, 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 Cozy A-Frame with Loft Views!

Cozy A-Frame with Loft Views! is a cabin in Monroe, 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 $1,678.

From$240/night
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Cozy Home In The Berkshires, Pet Friendly with fenced in yard! - Monroe, MA

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

Holiday Home, Monroe

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

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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 Monroe, 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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Cozy Condo Near MASS MoCA - Monroe, MA

Cozy Condo Near MASS MoCA

Holiday Home, Monroe

Cozy Condo Near MASS MoCA is a holiday home in Monroe, 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 Cozy Condo Near MASS MoCA

Cozy Condo Near MASS MoCA is a holiday home in Monroe, 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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Charming Retreat by Mass MoCA - Monroe, MA

Charming Retreat by Mass MoCA

Holiday Home, Monroe

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

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About Charming Retreat by Mass MoCA

Charming Retreat by Mass MoCA is a holiday home in Monroe, 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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Family-friendly vacation rentals in Monroe, MA

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

Cozy Dog-Friendly Family Home with Clubhouse Amenities - Monroe, MA

Cozy Dog-Friendly Family Home with Clubhouse Amenities

Holiday Home, Monroe

Cozy Dog-Friendly Family Home with Clubhouse Amenities is a holiday home in Monroe, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base…

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About Cozy Dog-Friendly Family Home with Clubhouse Amenities

Cozy Dog-Friendly Family Home with Clubhouse Amenities is a holiday home in Monroe, 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, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,273.

From$182/night
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Jacksonville Cabin w/ Wraparound Deck & Views - Monroe, MA

Jacksonville Cabin w/ Wraparound Deck & Views

Cottage, Monroe

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

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About Jacksonville Cabin w/ Wraparound Deck & Views

Jacksonville Cabin w/ Wraparound Deck & Views is a cottage in Monroe, 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! - Monroe, MA

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

Cottage, Monroe

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

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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 Monroe, 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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New England Lake View Chalet near Downtown Wilmington & Mt Snow l Pet Friendly - Monroe, MA

New England Lake View Chalet near Downtown Wilmington & Mt Snow l Pet Friendly

Holiday Home, Monroe

New England Lake View Chalet near Downtown Wilmington & Mt Snow l Pet Friendly is a holiday home in Monroe, with pet-friendly space and kitchen access. This stay gives travelers a…

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About New England Lake View Chalet near Downtown Wilmington & Mt Snow l Pet Friendly

New England Lake View Chalet near Downtown Wilmington & Mt Snow l Pet Friendly is a holiday home in Monroe, 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: pet friendly, pets friendly, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,200.

From$314/night
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Best vacation rentals and Airbnb offers in Monroe | sillystay