Winchendon Holiday Rentals

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Check prices for these dates

Tonight
17 Oct - 18 Oct
Tomorrow
18 Oct - 19 Oct
This weekend
17 Oct - 19 Oct
Next weekend
24 Oct - 26 Oct

Holiday Rentals in Winchendon

Fridge, microwave, oven, stovetop
New and Modern 3 B- 5 min FSU - 15 min Wachusett's
New and Modern 3 B- 5 min FSU - 15 min Wachusett's
10.0 out of 10, Exceptional, (8)
"Wonderful place to stay. Everything was very clean, comfortable, and spacious, with a warm, welcoming feel. I highly recommend the place to stay. "
The price is HK$715
HK$2,143 total
includes taxes & fees
19 Oct - 20 Oct
New and Modern 3 B- 5 min FSU - 15 min Wachusett's
Property grounds
Cottage beside a waterfall
Cottage beside a waterfall
9.8 out of 10, Exceptional, (8)
"What a unique place to stay with a waterfall in the backyard! Quiet, beautiful grounds on the property. Clean, private and well appointed. "
The price is HK$1,127
HK$1,998 total
includes taxes & fees
23 Oct - 24 Oct
Cottage beside a waterfall
Exterior
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
10.0 out of 10, Exceptional, (13)
"Loved the area"
The price is HK$973
HK$1,621 total
includes taxes & fees
30 Oct - 31 Oct
Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna
Exterior
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
9.6 out of 10, Exceptional, (27)
"Nice location and a very cool place to stay "
The price is HK$1,166
HK$3,367 total
includes taxes & fees
10 Nov - 11 Nov
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Exterior detail
Cozy Cabin in a Rural setting #8
Cozy Cabin in a Rural setting #8
8.0 out of 10, Very good, (2)
"The cabins in New Hampshire are great place to stay. Everything you need in this efficient space. Would definitely recommend it to anyone. We hope to stay there again."
The price is HK$912
HK$1,478 total
includes taxes & fees
19 Oct - 20 Oct
Cozy Cabin in a Rural setting #8
1 bedroom, free WiFi, bed sheets
Cozy Cabin in a Rural setting-14
Cozy Cabin in a Rural setting-14
9.0 out of 10, Wonderful, (6)
"A wonderful little cabin. Everything was as cute and clean as the pictures and descriptions. You will love this place!"
The price is HK$1,072
HK$1,844 total
includes taxes & fees
19 Oct - 20 Oct
Cozy Cabin in a Rural setting-14
Exterior
Cozy Cabin in a rural setting (#10) In Temple, NH
Cozy Cabin in a rural setting (#10) In Temple, NH
9.2 out of 10, Wonderful, (18)
"Nice little cabin, clean other cabins are a little close other than that everything was fine "
The price is HK$912
HK$1,766 total
includes taxes & fees
20 Oct - 21 Oct
Cozy Cabin in a rural setting (#10) In Temple, NH
Exterior
Beautiful Adirondack Cabin with Sauna on Lake Monomonac
Beautiful Adirondack Cabin with Sauna on Lake Monomonac
2.0 star property
10.0 out of 10, Exceptional, (24)
"This is a great property, and Jim is a wonderful host. He accommodated all our requests for sauna use and provided helpful tips about the area. We hope to return again one day!"
The price is HK$1,672
HK$2,750 total
includes taxes & fees
20 Oct - 21 Oct
Beautiful Adirondack Cabin with Sauna on Lake Monomonac
Exterior
Finnish Cabin with Sauna on Lake Monomonac
Finnish Cabin with Sauna on Lake Monomonac
2.0 star property
10.0 out of 10, Exceptional, (10)
"This was a very nice cozy cottage, with a nice view of the water. The host was friendly and accommodating. We look forward to staying again."
The price is HK$1,741
HK$2,598 total
includes taxes & fees
20 Oct - 21 Oct
Finnish Cabin with Sauna on Lake Monomonac
Property grounds
Grey Cabin with Sauna on Lake Monomonac
Grey Cabin with Sauna on Lake Monomonac
2.0 star property
7.6 out of 10, Good, (4)
"Great location host was on it.anything u needed he was there.no ac was the only thing.but it was unusally hot.i would go again"
The price is HK$1,532
HK$2,581 total
includes taxes & fees
20 Oct - 21 Oct
Grey Cabin with Sauna on Lake Monomonac
Fridge, microwave, oven, stovetop
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
9.8 out of 10, Exceptional, (27)
"great location"
The price is HK$777
HK$1,433 total
includes taxes & fees
3 Nov - 4 Nov
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Outdoor dining
River Room overlooking the waterfall
River Room overlooking the waterfall
10.0 out of 10, Exceptional, (2)
"Had a great time, the grounds are spectacular with the river waterfall in the background. The Bathroom was stunning. Had everything we needed. The bed was super comfy too. The screened-in porch was convenient, too."
The price is HK$1,127
HK$1,965 total
includes taxes & fees
31 Oct - 1 Nov
River Room overlooking the waterfall
Interior
Charming cabin in delightful Greenfield New Hampshire with WiFi access
Charming cabin in delightful Greenfield New Hampshire with WiFi access
9.8 out of 10, Exceptional, (7)
The price is HK$1,438
HK$2,049 total
includes taxes & fees
20 Oct - 21 Oct
Charming cabin in delightful Greenfield New Hampshire with WiFi access
Terrace/patio
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
10.0 out of 10, Exceptional, (17)
"The cottage was a great place to stay. Very conveniently located to where we wanted to travel to. It has a great view of the lake, very clean and comfortable."
The price is HK$1,329
HK$2,818 total
includes taxes & fees
26 Oct - 27 Oct
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Smart TV
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
10.0 out of 10, Exceptional, (22)
"Kathleen was an amazing host and the property exceeded our expectations. The kids loved the bunk room and loft and the surrounding area provided something for all interests. We will definitely be planning another stay. "
The price is HK$1,944
HK$4,230 total
includes taxes & fees
5 Nov - 6 Nov
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Fridge, microwave, oven, stovetop
Downtown Hot Tub Escape
Downtown Hot Tub Escape
9.6 out of 10, Exceptional, (21)
"Nice house in a nice location. "
The price is HK$2,020
HK$3,398 total
includes taxes & fees
5 Nov - 6 Nov
Downtown Hot Tub Escape
Private kitchen
Cozy 2-bedroom RV with WiFi, AC in welcoming Orange
Cozy 2-bedroom RV with WiFi, AC in welcoming Orange
The price is HK$1,539
HK$2,466 total
includes taxes & fees
19 Oct - 20 Oct
Cozy 2-bedroom RV with WiFi, AC in welcoming Orange
Exterior
Cozy Cabin in a rural setting (#12) in Temple NH
Cozy Cabin in a rural setting (#12) in Temple NH
9.4 out of 10, Exceptional, (15)
"Very modern cabins and clean!"
The price is HK$1,019
HK$1,712 total
includes taxes & fees
20 Oct - 21 Oct
Cozy Cabin in a rural setting (#12) in Temple NH
Fridge, microwave, stovetop, coffee/tea maker
Cozy Cabin in a Rural Setting #16 near Temple,NH
Cozy Cabin in a Rural Setting #16 near Temple,NH
9.2 out of 10, Wonderful, (15)
"Very clean, comfortable and quiet!"
The price is HK$1,180
HK$1,887 total
includes taxes & fees
26 Oct - 27 Oct
Cozy Cabin in a Rural Setting #16 near Temple,NH
Exterior
3 Beautiful Finnish Cabins with Sauna on Lake Monomonac
3 Beautiful Finnish Cabins with Sauna on Lake Monomonac
2.0 star property
The price is HK$5,588
HK$9,216 total
includes taxes & fees
20 Oct - 21 Oct
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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Top Winchendon Hotel Reviews

Motel 6 Leominster, MA

Motel 6 Leominster, MA

10/10 Excellent
"Laundry area seemed safe but the parking around the back was questionable "
Danielle 1-night trip
Posted 16 hours ago
Motel 6 Leominster, MA

Find out more about Winchendon

Search for holiday rentals in Winchendon on Expedia! You can easily find your home rentals, villas, holiday apartments in Winchendon using one of the methods below:

  • View our selection of featured holiday rentals in Winchendon
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Look no further and take a look at our great range of rental properties in Winchendon!

Frequently asked questions

Are there holiday rentals in Winchendon?

Yes, there are holiday rentals close to the most popular sights in Winchendon, or you can select a more secluded option if you're looking for a relaxing stay. Winchendon is known for its parks.

What are some of the best holiday rentals that Winchendon has to offer?

Quiet private pond getaway: This holiday home rental outside Winchendon is located in the mountains, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals will I find in Winchendon?

Choose from 6 Expedia holiday rentals in Winchendon for a memorable holiday.

What’s there to see and do in Winchendon?

Millers River and V F W Park are a couple of scenic spots to enjoy the outdoors, whereas The Robinson-Broadhurst Foundation Performing Arts Ampitheater is one of the cultural attractions. Lake Dennison State Recreation Area and Blueberry Island are other places to visit while you're in town.

What’s a holiday rental in Winchendon like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winchendon. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family trip.