Phillipston Vacation Rentals

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Phillipston Vacation Homes

Story Book Lake Front Chateau with Private Beach!
Interior

Story Book Lake Front Chateau with Private Beach!

10.0 out of 10, Exceptional, (8)
"We had a wonderful stay here over three nights in mid-April. We loved the style and personal touches of the property, and our dog loved how dog friendly it was and especially loved being able to prance around the beach and pull sticks out of the lake. Our visit was fantastic, and we’d happily come back sometime — well worth it!"
Story Book Lake Front Chateau with Private Beach!
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski
Exterior

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski

9.4 out of 10, Exceptional, (20)
"Matressess were outdated but otherwise great!"
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski
Beautiful Renovated Townhome w/parking
Exterior detail

Beautiful Renovated Townhome w/parking

9.4 out of 10, Exceptional, (16)
"Great communication, assistance with maintenance, and receptive to feedback. Would stay again . "
Beautiful Renovated Townhome w/parking
3 Bed / 1.5 Bath Townhome
Fridge, microwave, oven, stovetop

3 Bed / 1.5 Bath Townhome

9.2 out of 10, Wonderful, (16)
"You will hear a little road noice but other then that it was perfect! Extremely clean and a great location. Highly recommend "
3 Bed / 1.5 Bath Townhome
Quiet private pond getaway
Property grounds

Quiet private pond getaway

9.4 out of 10, Exceptional, (11)
"We really enjoyed our time at the lake house! The deck and fire pit was fun and everything was very nicely decorated and had enough supplies to make it very easy and a quiet peaceful setting!"
Quiet private pond getaway
Cozy Lakefront Cottage
Exterior

Cozy Lakefront Cottage

9.8 out of 10, Exceptional, (15)
"Me and my children had an amazing time exploring the lake."
Cozy Lakefront Cottage
LAKE FRONT: Cozy 4-bedroom lake CAMP with WiFi and an outdoor firepit!
Terrace/patio

LAKE FRONT: Cozy 4-bedroom lake CAMP with WiFi and an outdoor firepit!

2.0 star property
9.0 out of 10, Wonderful, (8)
"House was great and plenty of towels and such. The board games were fabulous. "
LAKE FRONT: Cozy 4-bedroom lake CAMP with WiFi and an outdoor firepit!
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
Property grounds

Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore

10.0 out of 10, Exceptional, (190)
"This was our third time staying, and definately won’t be our last!"
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore
Charming Waterfront Log Cabin
3 bedrooms, travel crib, free WiFi, bed sheets

Charming Waterfront Log Cabin

9.4 out of 10, Exceptional, (40)
"We really appreciated the solitude and quiet retreat this cabin offered. "
Charming Waterfront Log Cabin
Wachusett Mountain Getaway, Lake Adjacent Home! Near 1761 Old Mill and Trails!
Snow and ski sports

Wachusett Mountain Getaway, Lake Adjacent Home! Near 1761 Old Mill and Trails!

9.8 out of 10, Exceptional, (87)
"My family stayed here while in town for a family wedding. The house was very spacious and well stocked. Location was convenient for our events in Westminster. "
Wachusett Mountain Getaway, Lake Adjacent Home! Near 1761 Old Mill and Trails!
Modern Waterfront Gem w/ Dock on Lake Monomonac
Fridge, coffee/tea maker, toaster, cookware/dishes/utensils

Modern Waterfront Gem w/ Dock on Lake Monomonac

10.0 out of 10, Exceptional, (4)
"Beautiful cottage on the lake. Everything seams new and spotless. Would definitely stay again."
Modern Waterfront Gem w/ Dock on Lake Monomonac
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
Exterior

Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!

9.8 out of 10, Exceptional, (10)
"Property is in excellent condition and well appointed. We enjoyed our stay."
The price is CA $445
CA $826 total
includes taxes & fees
Sep 9 - Sep 10
Hillside Hideaway: full family home, 250 ft from the lake shore. Dog friendly!
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
Property grounds

Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby

9.8 out of 10, Exceptional, (17)
"Very clean, well equipped and thoughtfuly supplied. An extra bonus were the great assortment of books, games, movies, and puzzles available. A great deal of experience and generosity went into choices made, and it was much appreciated. "
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
Sun-Dappled Retreat - Walk to Wickaboag Lake!
Fridge, microwave, stovetop, dishwasher

Sun-Dappled Retreat - Walk to Wickaboag Lake!

9.8 out of 10, Exceptional, (21)
"The home is as advertised. Spacious, clean, well stocked and convenient to everything we wanted to see. Thank you!"
Sun-Dappled Retreat - Walk to Wickaboag Lake!
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Exterior

Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

9.8 out of 10, Exceptional, (20)
"Beautiful place"
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Vibrant Sterling Lakefront Lodge w/ Kayaks
Interior

Vibrant Sterling Lakefront Lodge w/ Kayaks

10.0 out of 10, Exceptional, (16)
"Beautiful location. The house is very comfortable with updated everything. I enjoyed the lovely art work and interesting decor. Close to a charming town with good restaurants. Very enjoyable stay."
Vibrant Sterling Lakefront Lodge w/ Kayaks
Beautiful Lakefront home - perfect getaway for every season!
Outdoor dining

Beautiful Lakefront home - perfect getaway for every season!

10.0 out of 10, Exceptional, (4)
"We had an incredible stay at the lake house. Michelle and Patrick were absolutely wonderful to work with and very responsive throughout our stay. The home is beautiful. Waking up to the lake each morning was such a treat. We definitely hope to visit again!"
Beautiful Lakefront home - perfect getaway for every season!
Waterfont log home nestled in the pines
Dining

Waterfont log home nestled in the pines

10.0 out of 10, Exceptional, (54)
"Its a great retreat to stay at .we enjoyed the kayaks and paddle boards,roasted marshmellows,played games all in all a very relaxing time"
Waterfont log home nestled in the pines
Lovely 3-bedroom City Escape
Property grounds

Lovely 3-bedroom City Escape

9.8 out of 10, Exceptional, (23)
"Our family gets together for Christmas and this home is the ideal place for part of the family to stay."
Lovely 3-bedroom City Escape
3 Beautiful Finnish Cabins with Sauna on Lake Monomonac
Exterior

3 Beautiful Finnish Cabins with Sauna on Lake Monomonac

2.0 star property
The price is CA $1,237
CA $1,933 total
includes taxes & fees
Sep 2 - Sep 3
3 Beautiful Finnish Cabins with Sauna on Lake Monomonac
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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Top Phillipston Hotel Reviews

Monadnock Inn

Monadnock Inn

10/10 Excellent
"Very friendly staff, charming accommodations. Clean and well tended to. "
Keri 1-night trip
Posted 1 day ago
Monadnock Inn