A hilly landscape with a tower on top, dense forest, and a cloudy sky.

Search Winchendon Cottage Rentals from CA $388

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Winchendon cottages

A wooden deck with two chairs and a table, overlooking a lake with trees in the background.

1. 2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce

2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce
Rindge
10.0 out of 10, Exceptional, (25 reviews)
"Excellent property, really enjoyed this beautiful home."
United States
Susan G.
The price is CA $273
CA $523 total
includes taxes & fees
Nov 8 - Nov 9
2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce
A wooden deck with a view of a forested area.

2. Cottage beside a waterfall

Cottage beside a waterfall
Wilton
9.8 out of 10, Exceptional, (24 reviews)
"Welcome letter to cottage is rude! Nice little cottage. That’s about it! No instructions on checkout at all! Location is great! Highly recommend the Taco Time restaurant though in town!"
United States
Shane
The price is CA $224
CA $388 total
includes taxes & fees
Nov 5 - Nov 6
Cottage beside a waterfall
A small, single-story building with a front door and a small window.

3. Cozy Tiny House on Main Street. Fully Renovated.

Cozy Tiny House on Main Street. Fully Renovated.
Dublin
10.0 out of 10, Exceptional, (5 reviews)
"This was a perfect place to stay for my solo trip into town for a family wedding. The host was incredibly responsive and friendly and I'd recommend this place to anyone visiting the area!"
United States
David W.
The price is CA $294
CA $419 total
includes taxes & fees
Nov 7 - Nov 8
Cozy Tiny House on Main Street. Fully Renovated.
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

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

10/10 Excellent
"Nice choice of ordering food you can either eat in the dining area or take back to your room."
Sharon 2-night trip
Posted 1 day ago
Courtyard by Marriott Keene Downtown

Find out more about Winchendon

Winchendon Cottages information

Number of reviews
54
Accommodation
24 Cottages
Lowest Price
CA $388
Highest Price
CA $523

Frequently asked questions

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What is there to do in Winchendon near my cottage?
After you've unpacked your suitcases, venture out and explore the amazing things Winchendon has to offer. Lake Dennison State Recreation Area is a top attraction to add to your must-do list.

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