Hot Winchendon Cottage Rates

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Featured Cottages in Winchendon

Waterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks

Waterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks

Westminster
With a stay at this cottage in Westminster, you'll be within a 5-minute drive of Wachusett Mountain State Reservation and Polar Express.
Opens in a new windowWaterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks
Waterfront Cottage on Scenic Sportsman Pond

Waterfront Cottage on Scenic Sportsman Pond

Fitzwilliam
With a stay at this cottage in Fitzwilliam, you'll be on the waterfront, just steps from Sportsman Pond and a 4-minute drive from Lawrence Brook WMA.
Opens in a new windowWaterfront Cottage on Scenic Sportsman Pond
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

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

Westminster
The price is AU$751 per night from 29 Sept to 30 Sept
AU$751
29 Sept - 30 Sept
includes taxes & fees
When you stay at this cottage in Westminster, you'll be in the mountains, within a 5-minute drive of Wachusett Mountain State Reservation and Polar Express.
Opens in a new windowLakefront; view of ski mountain, firepit, dock, kayaks, paddle board
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2 queen and 2 twin beds

2 queen and 2 twin beds

Milford
Located in Milford, this cottage is within a 5-minute drive of Harlan Burns Forest and Hazel Adams Burns Park.
Opens in a new window2 queen and 2 twin beds
Vacationer's oasis on the waterfront of picturesque Pearly Pond.

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

Rindge
When you a stay at this cottage in Rindge, you'll be on the beach, just steps from Franklin Pierce University and Pearly Lake.
Opens in a new windowVacationer's oasis on the waterfront of picturesque Pearly Pond.
 Lemon Drop Cottage a private cottage getaway

Lemon Drop Cottage a private cottage getaway

Peterborough
The price is AU$401 per night from 5 Oct to 6 Oct
AU$401
5 Oct - 6 Oct
includes taxes & fees
Located in Peterborough, this cottage is in a rural location, within a 5-minute drive of Greenfield State Park and Picnickers Beach.
Opens in a new window Lemon Drop Cottage a private cottage getaway
Historic Home w/ Modern Updates on < 4 Acres

Historic Home w/ Modern Updates on < 4 Acres

3 out of 5
Royalston
With a stay at this cottage in Royalston, you'll be within a 5-minute drive of Royalston State Forest and Royalston Falls.
Opens in a new windowHistoric Home w/ Modern Updates on < 4 Acres
Cottage beside a waterfall

Cottage beside a waterfall

Wilton
The price is AU$390 per night from 13 Oct to 14 Oct
AU$390
13 Oct - 14 Oct
includes taxes & fees
With a stay at this vacation home in Wilton, you'll be within a 10-minute drive of Solon Mansfield Memorial Library and Temple Town Hall.
Opens in a new windowCottage beside a waterfall
Cottage on Partridge Pond

Cottage on Partridge Pond

Westminster
Located in Westminster, this cottage is on the waterfront, within a 15-minute drive of 1761 Old Mill Gift Shop and Dunn State Park.
Opens in a new windowCottage on Partridge Pond
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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.

Winchendon Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Winchendon will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Winchendon definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Winchendon, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Winchendon Cottages essential information

Accommodation
27 Cottages
Lowest Price
AU$174
Highest Price
AU$751
Popular accommodation
Waterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks, Waterfront Cottage on Scenic Sportsman Pond, Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board, 2 queen and 2 twin beds, Vacationer's oasis on the waterfront of picturesque Pearly Pond., Lemon Drop Cottage a private cottage getaway, Historic Home w/ Modern Updates on < 4 Acres, Cottage beside a waterfall, Cottage on Partridge Pond

Top trending hotels in Winchendon

Modern Waterfront Gem w/ Dock on Lake Monomonac

Modern Waterfront Gem w/ Dock on Lake Monomonac

3 out of 5
Winchendon
Located in Winchendon, this cottage is a 1-minute drive from Blueberry Island and 6 minutes from Winchendon Community Park.
Opens in a new windowModern Waterfront Gem w/ Dock on Lake Monomonac
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road, Gardner, MA
Fully refundableReserve now, pay when you stay
Located in Gardner, The Colonial Hotel is a 2-minute drive from Dunn State Park and 6 minutes from Mount Wachusett Community College.
Opens in a new windowThe Colonial Hotel
Motel 6 Leominster, MA

Motel 6 Leominster, MA

2 out of 5
48 Commercial Rd, Leominster, MA
Fully refundable
The price is AU$174 per night from 29 Sept to 30 Sept
AU$174
29 Sept - 30 Sept
includes taxes & fees
With a stay at Motel 6 Leominster, MA in Leominster, you'll be a 2-minute walk from The Mall at Whitney Field and within a 5-minute drive of UMass Memorial HealthAlliance ...
Opens in a new windowMotel 6 Leominster, MA
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Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 out of 5
150 Great Wolf Dr, Fitchburg, MA
Fully refundable
The price is AU$306 per night from 6 Oct to 7 Oct
AU$306
6 Oct - 7 Oct
includes taxes & fees
With a stay at Great Wolf Lodge Boston / Fitchburg, MA in Fitchburg, you'll be within a 5-minute drive of Great Wolf Lodge Waterpark and Wachusett Brewing ...
Opens in a new windowGreat Wolf Lodge Boston / Fitchburg, MA
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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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^Subject to availability and chosen travel dates.