Vacation rentals in Phillipston, MA

Best vacation rentals and Airbnb offers in Phillipston, MA

Studio w/ Trail Access ~ 10 Mi to Brattleboro!

Apartment, Phillipston

Studio w/ Trail Access ~ 10 Mi to Brattleboro! is a apartment in Phillipston, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Studio w/ Trail Access ~ 10 Mi to Brattleboro!

Studio w/ Trail Access ~ 10 Mi to Brattleboro! is a apartment in Phillipston, 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 $865.

From$102/night

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Studio w/ Trail Access ~ 10 Mi to Brattleboro!

Apartment, Phillipston

Studio w/ Trail Access ~ 10 Mi to Brattleboro! is a apartment in Phillipston, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Studio w/ Trail Access ~ 10 Mi to Brattleboro!

Studio w/ Trail Access ~ 10 Mi to Brattleboro! is a apartment in Phillipston, 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 $807.

From$115/night

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Rustic-Chic Cottage w/ Yard & Grill - Near Hiking!

Holiday Home, Phillipston

Rustic-Chic Cottage w/ Yard & Grill - Near Hiking! is a holiday home in Phillipston, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Rustic-Chic Cottage w/ Yard & Grill - Near Hiking!

Rustic-Chic Cottage w/ Yard & Grill - Near Hiking! is a holiday home in Phillipston, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,242.

From$130/night

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Lakefront Orange Vacation Rental - Pet Friendly!

Apartment, Phillipston

Lakefront Orange Vacation Rental - Pet Friendly! is a apartment in Phillipston, with pet-friendly space and easy beach access. This stay gives travelers a comfortable base for exploring the…

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About Lakefront Orange Vacation Rental - Pet Friendly!

Lakefront Orange Vacation Rental - Pet Friendly! is a apartment in Phillipston, with pet-friendly space and easy beach 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 beachfront.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,474.

From$148/night

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Vacation rentals with parking in Phillipston, MA

Find vacation rentals that make arriving by car easier.

Mid-Century Comfort & Style

Apartment, Phillipston

Mid-Century Comfort & Style is a apartment in Phillipston, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Mid-Century Comfort & Style

Mid-Century Comfort & Style is a apartment in Phillipston, 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 $1,598.

From$228/night

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Quiet private pond getaway

Holiday Home, Phillipston

Quiet private pond getaway is a holiday home in Phillipston, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About Quiet private pond getaway

Quiet private pond getaway is a holiday home in Phillipston, with parking, 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 parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,791.

From$256/night

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The Tartan Fox at the Meadmere

B & B, Phillipston

The Tartan Fox at the Meadmere is a b & b in Phillipston, 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 The Tartan Fox at the Meadmere

The Tartan Fox at the Meadmere is a b & b in Phillipston, 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 breakfast, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,585.

From$209/night

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The Inn Crowd Bed and Breakfast

B & B, Phillipston

The Inn Crowd Bed and Breakfast is a b & b in Phillipston, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About The Inn Crowd Bed and Breakfast

The Inn Crowd Bed and Breakfast is a b & b in Phillipston, 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 breakfast, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,546.

From$209/night

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Family-friendly vacation rentals in Phillipston, MA

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

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Holiday Home, Phillipston

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6 is a holiday home in Phillipston, with kitchen access and room for a group. This stay gives travelers a comfortable…

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About Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6 is a holiday home in Phillipston, with 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, gym, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,490.

From$213/night

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Vacationer's oasis on the waterfront of picturesque Pearly Pond.

Cottage, Phillipston

Vacationer's oasis on the waterfront of picturesque Pearly Pond. is a cottage in Phillipston, with easy beach access and kitchen access. This stay gives travelers a comfortable base for…

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About Vacationer's oasis on the waterfront of picturesque Pearly Pond.

Vacationer's oasis on the waterfront of picturesque Pearly Pond. is a cottage in Phillipston, with 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 cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,065.

From$295/night

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Waterfront Cottage on Scenic Sportsman Pond

Cottage, Phillipston

Waterfront Cottage on Scenic Sportsman Pond is a cottage in Phillipston, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Waterfront Cottage on Scenic Sportsman Pond

Waterfront Cottage on Scenic Sportsman Pond is a cottage in Phillipston, 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 cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,237.

From$320/night

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