Search Vacation Homes in Winchendon
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Winchendon vacation homes
Enjoy your stay in an antique home in an antique toy museum!
Enjoy your stay in an antique home in an antique toy museum!Winchendon
9.4 out of 10, Exceptional, (8 reviews)
"What a fun stay! Great communication with the property manager Don, cute town, lots of American history to be discovered, fun stay. 10/10 highly recommend!!!"
Katja Z.
The price is AED 1,194
AED 1,440 total
includes taxes & fees
17 Jun - 18 Jun
John's Mountain Hideaway
John's Mountain HideawayJaffrey
10.0 out of 10, Exceptional, (1 review)
"Everything we needed"
Lori S.
The price is AED 1,050
AED 1,961 total
includes taxes & fees
8 Jul - 9 Jul
Modern Downtown Escape HotTub Fire Pit Games 12ppl
Modern Downtown Escape HotTub Fire Pit Games 12pplKeene
9.2 out of 10, Wonderful, (26 reviews)
"Amazing property and just what we needed for a recharging weekend!"
Jackie D.
The price is AED 562
AED 1,132 total
includes taxes & fees
17 Jun - 18 Jun
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!Keene
10.0 out of 10, Exceptional, (3 reviews)
"Communication with the host was easy and the house was great. I would definitely book this home again if/when I come back to Keene."
Jeremy S.
The price is AED 724
AED 1,785 total
includes taxes & fees
18 Jun - 19 Jun
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.
Find vacation rentals that suit your style
Private vacation homes
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Winchendon Hotel Reviews
Monadnock Inn
8/10 Good
