Airbnb, Cabins, Vacation Rentals in Winchendon, MA

Compare 240 available, short term beachfront holiday vacation home properties, starts from $28

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Airbnb, Vacation rentals and hotel deals in Winchendon, MA

Colonial Hotel
Colonial Hotel
Colonial Hotel
Colonial Hotel
8.5 (193 reviews)
Colonial Hotel
Hotel · 2 Guests · 1 Bedroom
$210 /night
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Fox & Moose, Elegant pondside villa with mountain views
Fox & Moose, Elegant pondside villa with mountain views
Fox & Moose, Elegant pondside villa with mountain views
Fox & Moose, Elegant pondside villa with mountain views
10 (1 review)
Fox & Moose, Elegant pondside villa with mountain views
Villa · 2 Guests · 1 Bedroom
$495 /night*
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Cozy Updated Log Cabin with Mountain Views close to Monadnock
Cozy Updated Log Cabin with Mountain Views close to Monadnock
Cozy Updated Log Cabin with Mountain Views close to Monadnock
Cozy Updated Log Cabin with Mountain Views close to Monadnock
9.6 (17 reviews)
Cozy Updated Log Cabin with Mountain Views close to Monadnock
Cabin · 2 Guests · 1 Bedroom
$201 /night*
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Copley’s Guest House on Lake Monomonac
Copley’s Guest House on Lake Monomonac
Copley’s Guest House on Lake Monomonac
Copley’s Guest House on Lake Monomonac
10 (1 review)
Copley’s Guest House on Lake Monomonac
Holiday home · 2 Guests · 1 Bedroom
$158 /night*
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Meadow House at Powder Mill Pond - a nature lover's paradise
Meadow House at Powder Mill Pond - a nature lover's paradise
Meadow House at Powder Mill Pond - a nature lover's paradise
Meadow House at Powder Mill Pond - a nature lover's paradise
10 (16 reviews)
Meadow House at Powder Mill Pond - a nature lover's paradise
Holiday home · 2 Guests · 1 Bedroom
$450 /night*
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Great Wolf Lodge New England
Great Wolf Lodge New England
Great Wolf Lodge New England
Great Wolf Lodge New England
8.5 (276 reviews)
Great Wolf Lodge New England
Hotel · 2 Guests · 1 Bedroom
$260 /night
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Luxurious and Cozy Cabin in a rural setting #1
Luxurious and Cozy Cabin in a rural setting #1
Luxurious and Cozy Cabin in a rural setting #1
Luxurious and Cozy Cabin in a rural setting #1
8.0 (4 reviews)
Luxurious and Cozy Cabin in a rural setting #1
Cabin · 2 Guests · 1 Bedroom
$127 /night*
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Benjamin Prescott Inn
Benjamin Prescott Inn
Benjamin Prescott Inn
Benjamin Prescott Inn
Benjamin Prescott Inn
Inn · 2 Guests · 1 Bedroom
$196 /night
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Historic Home w/ Modern Updates on 3.5 Acres
Historic Home w/ Modern Updates on 3.5 Acres
Historic Home w/ Modern Updates on 3.5 Acres
Historic Home w/ Modern Updates on 3.5 Acres
10 (5 reviews)
Historic Home w/ Modern Updates on 3.5 Acres
Holiday home · 2 Guests · 1 Bedroom
$316 /night*
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Fairfield Inn & Suites by Marriott Keene Downtown
Fairfield Inn & Suites by Marriott Keene Downtown
Fairfield Inn & Suites by Marriott Keene Downtown
Fairfield Inn & Suites by Marriott Keene Downtown
8.6 (188 reviews)
Fairfield Inn & Suites by Marriott Keene Downtown
Hotel · 2 Guests · 1 Bedroom
$211 /night
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Private Pond Escape! Spa Hot Tub, King bed, Yoga, Gym, Kayaks, and more...
Private Pond Escape! Spa Hot Tub, King bed, Yoga, Gym, Kayaks, and more...
Private Pond Escape! Spa Hot Tub, King bed, Yoga, Gym, Kayaks, and more...
Private Pond Escape! Spa Hot Tub, King bed, Yoga, Gym, Kayaks, and more...
9.6 (4 reviews)
Private Pond Escape! Spa Hot Tub, King bed, Yoga, Gym, Kayaks, and more...
Holiday home · 2 Guests · 1 Bedroom
$360 /night*
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Carriage Barn Inn
Carriage Barn Inn
Carriage Barn Inn
Carriage Barn Inn
9.3 (52 reviews)
Carriage Barn Inn
B & B · 2 Guests · 1 Bedroom
$128 /night
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Luxury Farm Stay -Glenrose Manor -Wolf Pine Hollow
Luxury Farm Stay -Glenrose Manor -Wolf Pine Hollow
Luxury Farm Stay -Glenrose Manor -Wolf Pine Hollow
Luxury Farm Stay -Glenrose Manor -Wolf Pine Hollow
Luxury Farm Stay -Glenrose Manor -Wolf Pine Hollow
Holiday home · 2 Guests · 1 Bedroom
$900 /night
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Hilton Garden Inn Devens Common
Hilton Garden Inn Devens Common
Hilton Garden Inn Devens Common
Hilton Garden Inn Devens Common
8.7 (152 reviews)
Hilton Garden Inn Devens Common
Hotel · 2 Guests · 1 Bedroom
$153 /night
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Large home for families or groups
Large home for families or groups
Large home for families or groups
Large home for families or groups
10 (6 reviews)
Large home for families or groups
Holiday home · 2 Guests · 1 Bedroom
$500 /night*
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Romantic, Tranquil Guest House
Romantic, Tranquil Guest House
Romantic, Tranquil Guest House
Romantic, Tranquil Guest House
Romantic, Tranquil Guest House
Country house · 2 Guests · 1 Bedroom
$160 /night
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Courtyard Keene Downtown
Courtyard Keene Downtown
Courtyard Keene Downtown
Courtyard Keene Downtown
8.5 (188 reviews)
Courtyard Keene Downtown
Hotel · 2 Guests · 1 Bedroom
$139 /night
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Copley's Lakefront Cottage on Lake Monomonac
Copley's Lakefront Cottage on Lake Monomonac
Copley's Lakefront Cottage on Lake Monomonac
Copley's Lakefront Cottage on Lake Monomonac
10 (5 reviews)
Copley's Lakefront Cottage on Lake Monomonac
Cottage · 2 Guests · 1 Bedroom
$630 /night*
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Motel 6-Leominster, MA
Motel 6-Leominster, MA
Motel 6-Leominster, MA
Motel 6-Leominster, MA
7.5 (240 reviews)
Motel 6-Leominster, MA
Hotel · 2 Guests · 1 Bedroom
$76 /night
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Spacious Estate With Mtn Views! Private Setting, Great Family Home!!
Spacious Estate With Mtn Views! Private Setting, Great Family Home!!
Spacious Estate With Mtn Views! Private Setting, Great Family Home!!
Spacious Estate With Mtn Views! Private Setting, Great Family Home!!
9.8 (50 reviews)
Spacious Estate With Mtn Views! Private Setting, Great Family Home!!
Holiday home · 2 Guests · 1 Bedroom
$525 /night*
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Vacation Destinations Near Winchendon, MA

Airbnb, Holiday Beachfront Log Cabin Rentals with Fireplace, and Other Rental Options in Winchendon, MA

Copley's Lakefront Cottage on Lake Monomonac
Copley's Lakefront Cottage on Lake Monomonac
Copley's Lakefront Cottage on Lake Monomonac
Copley's Lakefront Cottage on Lake Monomonac
Fireplace
10 (5 reviews)
Copley's Lakefront Cottage on Lake Monomonac
Cottage · 2 Guests · 1 Bedroom
$630 /night*
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What Are The Best Rental Amenities in Winchendon, MA?
Amenity Info in Winchendon, MA
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Check above for the most common and the least popular rental amenities in Winchendon, and pick the one that fits your preference easily. In Winchendon, 116 rentals offer No Smoking, 111 rentals offer Internet or Wifi, 93 rentals offer Air Conditioning. So, if you need No Smoking during your vacation, use the No Smoking filter to compare these properties. Two amenities that are not typical are Hot Tub, Pool.
Which Price Range Is Most Typical in Winchendon, MA Area?
Vacation Bed And Breakfast & House Rental Price Information in Winchendon, MA
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The graph shows the percentages of vacation homes in each price bucket. Winchendon has the largest percentage (49.14%) of homes in $50 - $100 price range.
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Which Accommodations Should I Pick in Winchendon, MA?
Best Accommodation Types in Winchendon, MA
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Before visiting Winchendon, it is a good idea to explore all the accommodation types in this area, and pick the one that fits your group well. All the available accommodation types are: Bed And Breakfast, House, Cottage, Cabin, Apartment, Estate, Townhome, Farmhouse, Castle, Condo, Studio, Villa. Bed And Breakfast is the most-liked rental type, with the largest percentage of 39.17%. The biggest home in this area available for rent is around 11000 square feet.The least popular accommodation in Winchendon is Studio rentals
How Many Accommodations Are Pets Allowed in Winchendon, MA?
Pets Allowed vs Not Allowed in Winchendon, MA
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21.67% of vacation homes in Winchendon are pet friendly. Either you bring your loved pets on vacation or you have pet allergies, make sure to select the homes by applying the right filters.
Which Airports Should I Choose To Get To Winchendon, MA?
Suggested Airports in Winchendon, MA
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1 airport(s) close to Winchendon are:

Airbnb, Vacation Bed And Breakfast with Air Conditioning, and Other Rental Options in Winchendon, MA

Centennial House
Centennial House
Centennial House
Centennial House
Air Conditioning
9.4 (123 reviews)
Centennial House
B & B · 2 Guests · 1 Bedroom
$203 /night
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The Greenfield Inn
The Greenfield Inn
The Greenfield Inn
The Greenfield Inn
Air Conditioning
The Greenfield Inn
B & B · 2 Guests · 1 Bedroom
$166 /night
View deal
Carriage Barn Inn
Carriage Barn Inn
Carriage Barn Inn
Carriage Barn Inn
Air Conditioning
9.3 (52 reviews)
Carriage Barn Inn
B & B · 2 Guests · 1 Bedroom
$128 /night
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Airbnb, Vacation Bed And Breakfast with Hot Tub, and Other Rental Options in Winchendon, MA

Carriage Barn Inn
Carriage Barn Inn
Carriage Barn Inn
Carriage Barn Inn
Hot Tub
9.3 (52 reviews)
Carriage Barn Inn
B & B · 2 Guests · 1 Bedroom
$128 /night
View deal
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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