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Compare 42 Vacation Homes in Phillipston with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (1)
"We had the most amazing time at Gail’s place. It was even more special, more beautiful, cozy and welcoming than the pictures or descriptions could capture. It is a home, in the very best of ways. Especially in early Spring volatile weather, when it was perfect to be cozy inside, cook, play games, rest. The beds were all comfortable, as was the seating, the space. Kitchen stocked, bathrooms abundant, and everything exceptionally clean. I almost recommended coming when the weather is bad, to take...
Sunnybrook House - 5 bedroom house in wonderful West Brookfield with WiFi, AC

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

10.0 out of 10, Exceptional, (185)
"The house is so clean has everything we need to host Christmas, beautiful lake view close to everything and owner is on site if you need anything "
Convenient, clean and cozy 3 bedroom, 2 bath overlooking idyllic lake whittemore

Story Book Lake Front Chateau with Private Beach!

10.0 out of 10, Exceptional, (6)
"We loved staying here! The property was sparkling clean and very well stocked with everything you need. Comfortable beds and space. The view was beautiful and the privacy and yard created great memories for our family. Thank you sharing your beautiful house with us!"
Story Book Lake Front Chateau with Private Beach!

Lovely 3-bedroom City Escape

9.8 out of 10, Exceptional, (19)
"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

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

2.0 star property
9.0 out of 10, Wonderful, (8)
"Needed place to stay in Ashburnham large enough to sleep extended family traveling in for the holidays. Cabin was quaint, rustic and fit all of us. Overall good stay. "
LAKE FRONT: Cozy 4-bedroom lake CAMP with WiFi and an outdoor firepit!

Quiet private pond getaway

9.4 out of 10, Exceptional, (9)
"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

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

9.8 out of 10, Exceptional, (86)
"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. "
The price is AED 1,286
AED 2,285 total
includes taxes & fees
31 May - 1 Jun
Wachusett Mountain Getaway, Lake Adjacent Home! Near 1761 Old Mill and Trails!

Large relaxing house in 25 acres of private woods with lake access.

10.0 out of 10, Exceptional, (16)
"Excellent home in the woods. All as advertised, my family and I thoroughly enjoyed it. Communication with the owner was excellent. 10/10, we’ll be back next time we’re in the area"
Large relaxing house in 25 acres of private woods with lake access.

Charming Waterfront Log Cabin

9.4 out of 10, Exceptional, (38)
"We really appreciated the solitude and quiet retreat this cabin offered. "
Charming Waterfront Log Cabin

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

10.0 out of 10, Exceptional, (14)
"Beautiful place"
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

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

Waterfront New England House on Wickaboag Lake!

9.8 out of 10, Exceptional, (81)
"Enjoyed this spacious house that easily accommodated our family for my mother's 80th birthday weekend. We were able to cook for everyone, sleep everyone comfortably, and loved hanging out on the deck. Recommend this to families looking to spend some quality time together. "
Waterfront New England House on Wickaboag Lake!

Spectacular Mountain views with all the amentities nearby

9.8 out of 10, Exceptional, (53)
"Beautifully decorated retreat in the treetops."
Spectacular Mountain views with all the amentities nearby

Sun-Dappled Retreat - Walk to Wickaboag Lake!

10.0 out of 10, Exceptional, (18)
"Excellent property in a convenient location for our family reunion "
Sun-Dappled Retreat - Walk to Wickaboag Lake!

Nestled on the edge of the woods near Mount Monadnock

9.4 out of 10, Exceptional, (6)
"Very nice stay at railtrail retreat."
Nestled on the edge of the woods near Mount Monadnock

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

Quiet oasis in the city

The price is AED 735
AED 1,858 total
includes taxes & fees
1 Jun - 2 Jun
Quiet oasis in the city

Full family home 200 ft from the lake shore. Dog friendly!

9.8 out of 10, Exceptional, (9)
"Property is in excellent condition and well appointed. We enjoyed our stay."
Full family home 200 ft from the lake shore. Dog friendly!

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski

9.4 out of 10, Exceptional, (19)
"Very comfortable VRBO in good location. Quiet, clean without hassles."
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski

3 Beautiful Finnish Cabins with Sauna on Lake Monomonac

2.0 star property
The price is AED 3,302
AED 5,161 total
includes taxes & fees
8 Jun - 9 Jun
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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