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Vacation Rentals in Winchendon, Massachusetts

about Winchendon

Search vacation deals on homes, villas, cabins, cottages, apartments and condos in destinations all over the world. Click the "rental results" tab to browse Winchendon, Massachusetts vacation rentals and inquire about your favorites. If you cant find what youre looking for, consider nearby destinations, or come back for a visit - vacation home rentals in Winchendon are added and updated every week!

Compared to hotels, Winchendon vacation rentals are much more family-friendly and flexible, offering a lot more space, a lot more savings, and a lot more amenities - like private pools, gourmet kitchens, and pet-friendly accommodations! Tip: Save money by taking advantage of cheap weekly rates.

Winchendon, Massachusetts Vacation Rentals and Tourism

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Winchendon things to do

 

Monadnock State Park

I love hiking here. Tons of people come on the weekends with their kids so it's fun to take the slightly harder trails up and down. It's easy and only takes...read more

 

Woodbound Inn

What a horrible disappointment. My friend had her wedding here over the weekend. We were so excited about this place. It is so beautiful the staff seemed...read more

 

Lake Dennison

I'm sure the camping is fun, but don't let your six year old fish in ankle deep water or the power hungry DCR employee will stop traffic to explain how he...read more

 

Gardner Cinemas

Not bad. The prices are reasonable and the theater is as clean as some of the others. This isn't a top notch theater you should go out of your way to...read more

 

Cruiser's Malt Shoppe

Ewwwwwh! If you want fat laden fast food served by dirty people this is your place! And you can even leave smelling like the place! yUCKread more

 

Rails to Trails

This Rails to Trails starts in Jaffrey and goes all the way to Winchedon, MA. Parking is available at the Jaffrey end at the town lot, or along the trail...read more

 

Gardner Municipal Golf Course

Oh - GREAT course. Nice clubhouse. Restaurant was recently taken over by new management. Not that it needed it, but whatever. 18 holes. First nine are...read more

 

Shattuck Golf Club

So far, so good! We'll update in November after the wedding. The Shattuck is a gorgeous location at the foot of Mt. Monadnock. We're getting married here...read more

 

North Ridge Mountain Guides

I did a mount Washington winter climb with NRMG in Feb 2013. Jamie was our guide. He is a true professional and an expert at what he does. It was always fun...read more

 

Otter River State Forest

Really spacious and gorgeous without the crowds of other state forests. A nice shallow pond for the kids. Only downside is that you can still here the...read more

 

Frederick Historic Piano Collection

This is a world-class antique piano collection, located about 70 miles outside Boston. What makes this place outstanding, however, is that the instruments...read more

 

Winchendon Rod & Gun Club

The Winchendon Rod & Gun Club hosted Project Appleseed over Columbus Day Weekend. I'd never been to the club before, but for a small, rural club I was...read more

 

Mount Watatic

Great, short hike with very rewarding summit views! Easy hike for winter too, just bring spikes / traction. Entire summit covered in blueberry bushes - good...read more

 

Humiston Field & Playground

Pros: Lighted baseball/soccer field (with timed sprinklers) with bleachers, dugouts. Lighted basket ball court that they flood & turn into an outdoor ice...read more

 

Dunn Pond State Park

As far as ponds go, Dunn Pond State Park has it all: parking for $5, "beach", playground, walking trails, swimming, fishing, picnicking, facilities for...read more

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