Sunlight on Mount Wachusett in Massachusetts

Search Winchendon Cottage Rentals from CA $407

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Winchendon cottages

Property grounds

Cottage beside a waterfall

Cottage beside a waterfall
Wilton
10.0 out of 10, Exceptional, (14 reviews)
"BEAUTIFUL surroundings and very peaceful. Would definitely recommend staying here!! "
United States
Vicki L.
The price is CA $224
CA $407 total
includes taxes & fees
Jun 30 - Jul 1
Cottage beside a waterfall
Exterior

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Westminster
9.6 out of 10, Exceptional, (37 reviews)
"Cutest home! My family loved it! "
United States
Shanna D.
The price is CA $420
CA $873 total
includes taxes & fees
Jul 5 - Jul 6
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Exterior

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
10.0 out of 10, Exceptional, (12 reviews)
"Super cute cabin. It was winter so we didn’t get to see a lot of the lake/property but everything was very comfortable and Jim was a fantastic host. Would definitely stay again! "
United States
Rebecca
The price is CA $535
CA $749 total
includes taxes & fees
Jun 26 - Jun 27
Cabin & Sauna on Lake Monomonac near Mt. Monadnock
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchendon Hotel Reviews

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

10/10 Excellent
"The room was nice. Staff was great. Would have been nice if the restaurant was open."
David 7-night trip
Posted 11 hours ago
Fairfield Inn & Suites by Marriott Keene Downtown

Find out more about Winchendon

Winchendon Cottages information

Number of reviews
63
Accommodation
23 Cottages
Lowest Price
CA $407
Highest Price
CA $873

Frequently asked questions

Why book your cottage in Winchendon with Expedia?
We think a getaway should be hassle-free, so if you're seeking cottages in Winchendon at an affordable rate, Expedia delivers. Save money and go for a low-cost option far from the hustle and bustle, or splurge on a 5-star cottage to pamper your favorite people.
How can I find cheap cottages in Winchendon?
With Expedia's user-friendly filter tool, getting your hands on cheap cottages in Winchendon is a breeze. To view accommodations that are friendly on the wallet, fine-tune your search results by star rating, budget and amenities.
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.

Explore a world of travel with Expedia