What are the top rated Cottage Rentals in Winchendon?

There are a lot of options in Winchendon. If you plan on staying in the Winchendon area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Winchendon: <a href="/property/unique-luxurious-gothic-castle-gorgeous-views-of-lake-mountain-500-acre-estate/HA-121240837" class="class="static-page-link"">Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre estate!</a> <a href="/property/relaxing-lake-front-big-deck-sandy-beach/HA-1214348210" class="class="static-page-link"">Relaxing lake front, big deck, sandy beach</a> <a href="/property/beautiful-adirondack-cabin-with-sauna-on-lake-monomonac/HA-3214066030" class="class="static-page-link"">Beautiful Adirondack Cabin with Sauna on Lake Monomonac</a> <a href="/property/classic-lakefront-family-summer-home/HA-1213654599" class="class="static-page-link"">Classic Lakefront Family Summer Home</a> <a href="/property/vrbo-top-10-of-2024-copley-s-lakefront-cottage-on-lake-monomonac/HA-3213349518" class="class="static-page-link"">VRBO Top 10 of 2024!- Copley&#39;s Lakefront Cottage on Lake Monomonac</a> <a href="/property/beautiful-lakefront-home-perfect-getaway-for-every-season/HA-3213643885" class="class="static-page-link"">Beautiful Lakefront home - perfect getaway for every season!</a> <a href="/property/modern-waterfront-gem-w-dock-on-lake-monomonac/HA-12120077547" class="class="static-page-link"">Modern Waterfront Gem w/Dock on Lake Monomonac</a> <a href="/property/amazing-lakefront-property-private-pool-on-lake-monomonac-at-tatum-s-place/HA-3213804447" class="class="static-page-link"">Amazing Lakefront property, Private Pool on Lake Monomonac at Tatum&#39;s Place</a> <a href="/property/modern-waterfront-gem-with-dock-on-lake-monomonac/BC-13139896" class="class="static-page-link"">Modern Waterfront Gem with Dock on Lake Monomonac</a> <a href="/property/spectacular-lake-house-with-private-dock-beach-area-gorgeous-views/HA-3212816977" class="class="static-page-link"">Spectacular lake house with private dock, beach area &amp; gorgeous views</a>

How much does it cost to rent a cottage in Winchendon?

The average cost for a cottage rental in Winchendon is $419 per night. Cabinsincolorado has a wide list of great cottages near Winchendon that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Winchendon that allow pets?

Yes, here are the top cottage rentals in Winchendon that allow you to bring your pet: Vacationer's oasis on the waterfront of picturesque Pearly Pond. Lakeview Cozy Cottage Hot Tub Fireplace Fish Ski 30min Finnish Cabin with Sauna on Lake Monomonac VRBO Top 10 - Copley's Lakefront Cottage and Guest House on its own Peninsula Beautiful Lakefront home - perfect getaway for every season! Modern Waterfront Gem with Dock on Lake Monomonac Modern Waterfront Gem w/Dock on Lake Monomonac Lakeside Retreat - HOT TUB, Swimming, Boats <a href="/all/usa/massachusetts/winchendon" class="class="static-page-link"">See all pet-friendly vacation rentals in Winchendon on Cabinsincolorado</a>

Do you have any rental cottages in Winchendon that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Winchendon to find one that works for you.

Are there quality cottages in Winchendon that have indoor swimming pools?

As of 2025, the data from Cabinsincolorado shows that there are Over 6 private swimming pools or cottages with indoor pools in the Winchendon area along with other great amenities.

Winchendon Cottage Rentals By Owner

Vacationer's oasis on the waterfront of picturesque Pearly Pond.

From US $254

10.0 (36 Reviews)

Cottage

Vacationer's oasis on the waterfront of picturesque Pearly Pond.

Parking
TV
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Winchendon Cottage Rentals & Holiday Homes

Find the best cottages in Winchendon - We found 6 exact matches

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