Book Holiday Homes in Phillipston

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Featured Holiday Homes in Phillipston

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski

Fitchburg
When you stay at this vacation home in Fitchburg, you'll be within a 10-minute drive of Fitchburg Art Museum and Fitchburg State University.
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski
SunnyBrook House - 5 bedroom house in wonderful West Brookfield with WiFi, AC

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

West Brookfield
With a stay at this vacation home in West Brookfield, you'll be within a 15-minute drive of Quaboag River and Rock House Reservation.
SunnyBrook House - 5 bedroom house in wonderful West Brookfield with WiFi, AC
Waterfront New England House on Wickaboag Lake!

Waterfront New England House on Wickaboag Lake!

West Brookfield
Located in West Brookfield, this vacation home is on the waterfront, within a 10-minute drive of Quaboag River and Rock House Reservation.
Waterfront New England House on Wickaboag Lake!
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Beautiful Lakefront home - perfect getaway for every season!

Beautiful Lakefront home - perfect getaway for every season!

Ashburnham
Located in Ashburnham, this vacation home is on the waterfront, within a 5-minute drive of Lower Naukeag Lake and Millers River.
Beautiful Lakefront home - perfect getaway for every season!
Sun-Dappled Retreat - Walk to Wickaboag Lake!

Sun-Dappled Retreat - Walk to Wickaboag Lake!

West Brookfield
With a stay at this vacation home in West Brookfield, you'll be within a 10-minute drive of Quaboag River and Rock House Reservation.
Sun-Dappled Retreat - Walk to Wickaboag Lake!
Modern Waterfront Gem w/ Dock on Lake Monomonac

Modern Waterfront Gem w/ Dock on Lake Monomonac

Winchendon
Located in Winchendon, this vacation home is on the waterfront, a 1-minute drive from Blueberry Island and 6 minutes from Winchendon Community Park.
Modern Waterfront Gem w/ Dock on Lake Monomonac
Spacious Pet Friendly Waterfront w/ Hot Tub & Yogo Studio-Sleeps 10!

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

Orange
When you stay at this vacation home in Orange, you'll be within a 10-minute drive of Royalston Falls and Fish Brook Wildlife Management Area.
Spacious Pet Friendly Waterfront w/ Hot Tub & Yogo Studio-Sleeps 10!
Waterfont log home nestled in the pines

Waterfont log home nestled in the pines

Rindge
With a stay at this vacation home in Rindge, you'll be on the waterfront, just a 1-minute walk from Contoocook Lake and 11 minutes by foot from Jowder's Cove ...
Waterfont log home nestled in the pines
Lovely 3-bedroom City Escape

Lovely 3-bedroom City Escape

Barre
Located in Barre, this vacation home is within a 10-minute drive of Barre Common District and Barre Historical Society.
Lovely 3-bedroom City Escape
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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
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

Top trending hotels in Phillipston

Cozy Farmhouse & Ski Just 27 Mins from Wachusett!

Cozy Farmhouse & Ski Just 27 Mins from Wachusett!

Phillipston
With a stay at this farm stay in Athol, you'll be on a lake, and 7.3 mi (11.8 km) from Alan E. Rich Environmental Park and 7.3 mi (11.8 km) from Brooks Woodland ...
Cozy Farmhouse & Ski Just 27 Mins from Wachusett!
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 out of 5
150 Great Wolf Dr, Fitchburg, MA
Fully refundableReserve now, pay when you stay
The price is AU$377 per night from 8 Apr to 9 Apr
AU$377
includes taxes & fees
8 Apr - 9 Apr
With a stay at Great Wolf Lodge Boston / Fitchburg, MA in Fitchburg, you'll be within a 5-minute drive of Great Wolf Lodge Waterpark and Wachusett Brewing ...
Great Wolf Lodge Boston / Fitchburg, MA
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road, Gardner, MA
Fully refundableReserve now, pay when you stay
The price is AU$245 per night from 6 Apr to 7 Apr
AU$245
includes taxes & fees
6 Apr - 7 Apr
Located in Gardner, The Colonial Hotel is a 2-minute drive from Dunn State Park and 6 minutes from Mount Wachusett Community College.
The Colonial Hotel
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Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster

4 out of 5
99 Erdman Way, Leominster, MA
Fully refundableReserve now, pay when you stay
The price is AU$246 per night from 17 Apr to 18 Apr
AU$246
includes taxes & fees
17 Apr - 18 Apr
Located in Leominster, Doubletree by Hilton Hotel Leominster is in the business district, a 4-minute drive from The Mall at Whitney Field and 7 minutes from ...
Doubletree by Hilton Hotel Leominster
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.