Book Holiday Homes in Phillipston
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Featured Holiday Homes in Phillipston

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski

SunnyBrook House - 5 bedroom house in wonderful West Brookfield with WiFi, AC

Waterfront New England House on Wickaboag Lake!

Beautiful Lakefront home - perfect getaway for every season!

Sun-Dappled Retreat - Walk to Wickaboag Lake!

Modern Waterfront Gem w/ Dock on Lake Monomonac

Spacious Pet Friendly Waterfront w/ Hot Tub & Yogo Studio-Sleeps 10!

Waterfont log home nestled in the pines

Lovely 3-bedroom City Escape
Phillipston Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Phillipston vacation homes are the perfect way for you to wing it.
Holiday houses in Phillipston let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Phillipston in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Phillipston adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Phillipston with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Phillipston vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Phillipston Holiday Homes essential information
Accommodation | 42 Holiday Homes |
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Lowest Price | AU$245 |
Highest Price | AU$377 |
Popular accommodation | Dog-Friendly Fitchburg Vacation Rental, Hike & Ski, SunnyBrook House - 5 bedroom house in wonderful West Brookfield with WiFi, AC, Waterfront New England House on Wickaboag Lake!, Beautiful Lakefront home - perfect getaway for every season! , Sun-Dappled Retreat - Walk to Wickaboag Lake!, Modern Waterfront Gem w/ Dock on Lake Monomonac, Spacious Pet Friendly Waterfront w/ Hot Tub & Yogo Studio-Sleeps 10! , Waterfont log home nestled in the pines, Lovely 3-bedroom City Escape |
Holiday Homes in Phillipston
More accommodations in Phillipston
Top trending hotels in Phillipston

Cozy Farmhouse & Ski Just 27 Mins from Wachusett!

Great Wolf Lodge Boston / Fitchburg, MA

The Colonial Hotel

Doubletree by Hilton Hotel Leominster
More ways to explore Phillipston
Top picks
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^Subject to availability and chosen travel dates.