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Check prices for these dates

Next weekend
4 Rab. II - 6 Rab. II
In two weeks
11 Rab. II - 13 Rab. II
In one month
25 Rab. II - 27 Rab. II
In two months
23 Jum. I - 25 Jum. I

Compare 42 Vacation Homes in Winchendon with updated reviews, rates, and availability.

Cozy Home Near Downtown, Shops, and Restaurants.
Exterior

Cozy Home Near Downtown, Shops, and Restaurants.

2.0 star property
10.0 out of 10, Exceptional, (3)
"Online info was accurate. Nice spot to rent with family."
The price is SAR 1,125
SAR 1,950 total
includes taxes & fees
3 Apr - 4 Apr
Cozy Home Near Downtown, Shops, and Restaurants.
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski
Exterior

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski

9.4 out of 10, Exceptional, (12)
"This was our second time and definitely not the last. Great location for the ski week. Has everything you need. Pet friendly which is a big plus for us. Welcoming basket very much appreciated. "
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski
Beautiful Lakefront home - perfect getaway for every season!
Miscellaneous

Beautiful Lakefront home - perfect getaway for every season!

10.0 out of 10, Exceptional, (4)
"We enjoyed our stay at the house. It was clean and the beds were comfortable. The kitchen had all the basics. One thing of note: there is only a countertop toaster oven, not a full size oven. There is a gas cooktop as well. If you plan to cook while there, that will be an important detail. This house has a great view from the living room. We stayed during some very hot days - approaching 90 degrees. There was no air conditioning in the house, but it was still quite comfortable. There seems to be...
Beautiful Lakefront home - perfect getaway for every season!
Modern Waterfront Gem w/ Dock on Lake Monomonac
Fridge, coffee/tea maker, toaster, cookware/dishes/utensils

Modern Waterfront Gem w/ Dock on Lake Monomonac

10.0 out of 10, Exceptional, (1)
""Our stay at the Lake Monomonac cottage was absolutely perfect! The home was impeccably clean, beautifully decorated, and had everything we needed for a comfortable stay. The location was ideal for us to visit family nearby. The host was incredibly responsive and accommodating. We will definitely book again!"
Modern Waterfront Gem w/ Dock on Lake Monomonac
Wachusett Mountain Getaway - Lake Adjacent Family Home!
Snow and ski sports

Wachusett Mountain Getaway - Lake Adjacent Family Home!

9.8 out of 10, Exceptional, (86)
"My niece was getting married at the Colonial Hotel. This house was only a short drive away and a great place for a family to gather. "
The price is SAR 1,313
SAR 1,625 total
includes taxes & fees
5 Apr - 6 Apr
Wachusett Mountain Getaway - Lake Adjacent Family Home!
Spacious Pet Friendly Waterfront w/ Hot Tub & Yogo Studio-Sleeps 10!
Fridge, microwave, oven, stovetop

Spacious Pet Friendly Waterfront w/ Hot Tub & Yogo Studio-Sleeps 10!

Spacious Pet Friendly Waterfront w/ Hot Tub & Yogo Studio-Sleeps 10!
Waterfont log home nestled in the pines
Outdoor dining

Waterfont log home nestled in the pines

10.0 out of 10, Exceptional, (52)
"Anther fantastic time at this beautiful location. Owner is always so geeat to work work "
Waterfont log home nestled in the pines
Lovely 3-bedroom City Escape
Property grounds

Lovely 3-bedroom City Escape

9.8 out of 10, Exceptional, (19)
"Our family gets together for Christmas and this home is the ideal place for part of the family to stay."
Lovely 3-bedroom City Escape
Nestled on the edge of the woods near Mount Monadnock
Fridge, microwave, oven, stovetop

Nestled on the edge of the woods near Mount Monadnock

9.4 out of 10, Exceptional, (6)
"House is comfortable and well stocked."
Nestled on the edge of the woods near Mount Monadnock
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Lake

Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

10.0 out of 10, Exceptional, (14)
"The drive in to the property was lovely over a small one-lane bridge with a view of the mountains to the left. The house was well-appointed and beds were very comfortable. The kids loved the tv room on the second floor and the array of sleeping options."
The price is SAR 938
SAR 2,033 total
includes taxes & fees
27 Apr - 28 Apr
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Downtown Hot Tub Escape
Fridge, microwave, oven, stovetop

Downtown Hot Tub Escape

9.4 out of 10, Exceptional, (10)
"Brought my parents and my Brother to this rental - It was a nice place."
The price is SAR 746
SAR 1,372 total
includes taxes & fees
30 Mar - 31 Mar
Downtown Hot Tub Escape
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
Lake

Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby

9.8 out of 10, Exceptional, (15)
"Very nice house and property! "
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
LAKE FRONT: Cozy 4-bedroom lake CAMP with WiFi and an outdoor firepit!
Terrace/patio

LAKE FRONT: Cozy 4-bedroom lake CAMP with WiFi and an outdoor firepit!

2.0 star property
9.0 out of 10, Wonderful, (7)
"Needed place to stay in Ashburnham large enough to sleep extended family traveling in for the holidays. Cabin was quaint, rustic and fit all of us. Overall good stay. "
LAKE FRONT: Cozy 4-bedroom lake CAMP with WiFi and an outdoor firepit!
Amazing Mid-Century Modern Mountain Top Home on 160 Acres
Outdoor pool

Amazing Mid-Century Modern Mountain Top Home on 160 Acres

10.0 out of 10, Exceptional, (43)
"We had a great stay, house is amazing."
Amazing Mid-Century Modern Mountain Top Home on 160 Acres
Quiet private pond getaway
Property grounds

Quiet private pond getaway

9.8 out of 10, Exceptional, (7)
"Quaint setting with much privacy. All ammendaties were met. Cant wait to return. "
Quiet private pond getaway
Spacious Estate With Mtn Views! Private Setting, Great Family Home!!
Exterior

Spacious Estate With Mtn Views! Private Setting, Great Family Home!!

10.0 out of 10, Exceptional, (65)
"My husband, myself, 3 of my adult kids and 5 grandchildren under 7 stayed very comfortably. So many nice rooms. Although very updated had a very nostalgic feel. All of the living spaces were extra large and plenty of seating. The kitchen had everything that we needed and the yard was humongous. We were fortunate to get snow while we were there and the kids had never seen snow since we’re from Georgia. It was a wonderful stay. Thank you so much, Wayne. "
Spacious Estate With Mtn Views! Private Setting, Great Family Home!!
Charming 3-bedroom waterfront house in Harrisville
Exterior

Charming 3-bedroom waterfront house in Harrisville

10.0 out of 10, Exceptional, (2)
"The home is absolutley beautiful with everything you could need from linens and kitchen needs to shampoos and lotions. The view and access to the lake were unbeatable. We stayed in the winter and got some snow overnight that was cleared perfectly by the time we woke up. Property owner was responsive and pleasant. we woke up."
Charming 3-bedroom waterfront house in Harrisville
Charming Waterfront Log Cabin
3 bedrooms, travel crib, free WiFi, bed sheets

Charming Waterfront Log Cabin

9.4 out of 10, Exceptional, (38)
"We really appreciated the solitude and quiet retreat this cabin offered. "
Charming Waterfront Log Cabin
earthship forest exile
Fridge, microwave, oven, stovetop

earthship forest exile

10.0 out of 10, Exceptional, (2)
"Host is wonderful and communication was great. We visited the Temple/ Wilton farm to table cafe and scones were excellent. Home is unique, but as stated and had everything we needed. Would definitely stay again. Thank you for share your house"
The price is SAR 713
SAR 1,563 total
includes taxes & fees
1 Apr - 2 Apr
earthship forest exile
3 Beautiful Finnish Cabins with Sauna on Lake Monomonac
Exterior

3 Beautiful Finnish Cabins with Sauna on Lake Monomonac

2.0 star property
The price is SAR 2,311
SAR 4,025 total
includes taxes & fees
31 Mar - 1 Apr
3 Beautiful Finnish Cabins with Sauna on Lake Monomonac
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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Other property types in Winchendon

Modern Waterfront Gem w/ Dock on Lake Monomonac
Fridge, coffee/tea maker, toaster, cookware/dishes/utensils

Modern Waterfront Gem w/ Dock on Lake Monomonac

10.0 out of 10, Exceptional, (1)
""Our stay at the Lake Monomonac cottage was absolutely perfect! The home was impeccably clean, beautifully decorated, and had everything we needed for a comfortable stay. The location was ideal for us to visit family nearby. The host was incredibly responsive and accommodating. We will definitely book again!"
Modern Waterfront Gem w/ Dock on Lake Monomonac
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski
Exterior

Dog-Friendly Fitchburg Vacation Rental, Hike & Ski

9.4 out of 10, Exceptional, (12)
"This was our second time and definitely not the last. Great location for the ski week. Has everything you need. Pet friendly which is a big plus for us. Welcoming basket very much appreciated. "
Dog-Friendly Fitchburg Vacation Rental, Hike & Ski
Relaxing Retreat
Interior

Relaxing Retreat

9.8 out of 10, Exceptional, (27)
"We had a great stay at this location. It was clean, spacious and quiet nice neighborhood. Very good location to visit our family who live nearby. The owner is very easy to communicate and is friendly. We would recommend this to any family or friends wanting to visit Central MA. Good restaurants, state parks, rail trail and MT Washussett to visit.nearby. 5star location! "
Relaxing Retreat
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.