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Our top choices for Winchendon vacation homes
Downtown Hot Tub Escape
Keene
9.6 out of 10, Exceptional, (21)
"Nice house in a nice location. "
Rob B.
The price is AED 465
AED 1,019 total
includes taxes & fees
11 Dec - 12 Dec
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Westminster
10.0 out of 10, Exceptional, (26)
"The house had everything our family needed for a fun and relaxing stay. Great house and yard on a beautiful spot on the lake! Highly recommend!!"
Carol W.
The price is AED 735
AED 1,829 total
includes taxes & fees
30 Dec - 31 Dec
Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region
Dublin
10.0 out of 10, Exceptional, (25)
"Good place to stay during a wedding week"
Veronique S.
The price is AED 1,106
AED 2,108 total
includes taxes & fees
11 Dec - 12 Dec
Charming Home Walk to Downtown!
Keene
10.0 out of 10, Exceptional, (2)
"Thanks to Bill and Angela. We had a wonderful few days staying in your clean, quiet, and very comfortable home. We often choose VRBOs for our travels, whether in the U.S. or abroad—Freiburg, Paris, Bangkok—and this has truly been one of the best experiences.The highlight: this home is the most well-equipped place we’ve ever stayed in—everything we could possibly need was provided, and more. Complete in every way!On top of that, the location is perfect—close to shopping, hiking, fishing, and even...
Xilin J.
The price is AED 819
AED 2,275 total
includes taxes & fees
5 Jan - 6 January 2026
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 Winchendon Hotel Reviews
The Colonial Hotel
10/10 Excellent
