Winchendon Holiday Rentals
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5 mi
47 rentals in Winchendon.
Copley’s Guest House on Lake Monomonac
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Cozy Lakefront Cottage
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Relaxing lake front, big deck, sandy beach
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VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac
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VRBO Top 10 - Copley's Lakefront Cottage and Guest House on its own Peninsula
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Amazing Lakefront property, Private Pool on Lake Monomonac at Tatum's Place
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The following properties within 20 miles of Winchendon match all your filters:
Charming Waterfront Log Cabin
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Unique Luxurious Gothic Castle, gorgeous views of lake/mountain 500 acre
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Lakefront Orange Vacation Rental - Pet Friendly!
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Waterfont log home nestled in the pines
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Relaxing Retreat
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2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
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Spectacular lake house with private dock, beach area & gorgeous views
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Relax peacefully in Gardner Ma, near Mt Wachusett
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
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Quiet private pond getaway
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Cabin on clean lake with great deck and dock
Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lakefront all-season beauty and fun!
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Cozy Updated Log Cabin with Mountain Views close to Monadnock
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Diamond in the rough with beautiful views of Mt Monadnock and Lk Contoocook.
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cottage on Laurel Lake, Private lake access, picture perfect sunsets
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Vacationer's oasis on the waterfront of picturesque Pearly Pond.
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Charming Lake Cottage est 1903! Private and relaxing waterfront, family fun!
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Beautiful Lakefront home - perfect getaway for every season!
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Waterfront House on Private Lake - Tranquil Location and Amazing Sunsets
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Beautiful Waterfront Cottage With a HOT TUB For Your Family Getaway!
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Nestled on the edge of the woods near Mount Monadnock
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Magic Lakehouse, Waterfront, Private Beach and Dock - No Cleaning Fee
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Cottage on Partridge Pond
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Charming Jaffrey Cottage w/ Deck & Grill!
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Secluded Vacation Home with direct lake frontage on Contoocook Lake in NH
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Historic Home w/ Modern Updates on < 4 Acres
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Secluded chalet on 50 acres at base of Mt Monadnock, near lakes -TESLA charger
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Classic Lakefront Family Summer Home
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Amazing Mid-Century Modern Mountain Top Home on 160 Acres
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Snow Blanket Barn! Family-Friendly, Charming & Cozy 3-bedroom - Gardner MA
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy, Rustic Summer Cabin on Clean Lake
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Welcome to Sunset Mountain Retreat! A gorgeous 5 bdrm house in Jaffrey, NH.
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Beautiful Modern Cottage with Sauna on Lake Monomonac
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The Covey House Retreat with InfraRed Sauna
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Beautiful Adirondack Cabin with Sauna on Lake Monomonac
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Spacious Pet Friendly Waterfront w/ Hot Tub & Yogo Studio-Sleeps 10!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Cozy Farmhouse & Ski Just 27 Mins from Wachusett!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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3 Beautiful Finnish Cabins with Sauna on Lake Monomonac
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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LAKE FRONT: Cozy 4-bedroom lake CAMP with WiFi and an outdoor firepit!
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A true slice of paradise, tucked away privately.
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Finnish cottage with Sauna on Lake Monomonac
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Showing results 1-47 of 47
Frequently Asked Questions about Winchendon
- Yes, here are some popular holiday rentals in Winchendon that have a pool:
- Copley’s Guest House on Lake Monomonac
- Cozy Lakefront Cottage
- Relaxing lake front, big deck, sandy beach
- Yes, here are some popular holiday rentals in Winchendon that have internet access:
- Copley’s Guest House on Lake Monomonac
- Cozy Lakefront Cottage
- Relaxing lake front, big deck, sandy beach
- The best pet friendly rentals in Winchendon are:
- Copley’s Guest House on Lake Monomonac
- Cozy Lakefront Cottage
- Relaxing lake front, big deck, sandy beach
- Some of the most popular kid friendly rentals in Winchendon are:
- Copley’s Guest House on Lake Monomonac
- Cozy Lakefront Cottage
- Relaxing lake front, big deck, sandy beach
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