Search Vacation Homes in Winchendon

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Winchendon vacation homes

Interior

Enjoy your stay in an antique home in an antique toy museum!

Enjoy your stay in an antique home in an antique toy museum!
Winchendon
9.4 out of 10, Exceptional, (8 reviews)
"What a fun stay! Great communication with the property manager Don, cute town, lots of American history to be discovered, fun stay. 10/10 highly recommend!!!"
United States
Katja Z.
The price is ￥62,473
￥82,083 total
includes taxes & fees
Mar 18 - Mar 19
Enjoy your stay in an antique home in an antique toy museum!
Outdoor spa tub

Modern Downtown 12ppl Hot Tub Fire Pit Games

Modern Downtown 12ppl Hot Tub Fire Pit Games
Keene
9.6 out of 10, Exceptional, (22 reviews)
"Good location for some event staff to stay while we were hosting a conference in town. Simple check-in/out. Would rent again."
United States
Jack P.
The price is ￥25,435
￥50,710 total
includes taxes & fees
Apr 5 - Apr 6
Modern Downtown 12ppl Hot Tub Fire Pit Games
Fridge, microwave, oven, stovetop

Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region

Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region
Dublin
10.0 out of 10, Exceptional, (26 reviews)
"Good place to stay during a wedding week"
United States
Veronique S.
The price is ￥47,691
￥90,882 total
includes taxes & fees
Mar 15 - Mar 16
Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region
Fridge, microwave, oven, stovetop

Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Keene
10.0 out of 10, Exceptional, (2 reviews)
"Thanks to Bill and Angela. We had a wonderful few days staying in your clean, quiet, and very comfortable home. We often choose VRBOs for our travels, whether in the U.S. or abroad—Freiburg, Paris, Bangkok—and this has truly been one of the best experiences.The highlight: this home is the most well-equipped place we’ve ever stayed in—everything we could possibly need was provided, and more. Complete in every way!On top of that, the location is perfect—close to shopping, hiking, fishing, and even...
United States
Xilin J.
The price is ￥33,372
￥78,767 total
includes taxes & fees
Apr 6 - Apr 7
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Exterior

3 Cabins/Houses and Sauna on Lake Monomonac near Mt. Monadnock

3 Cabins/Houses and Sauna on Lake Monomonac near Mt. Monadnock
Rindge
The price is ￥88,260
￥166,136 total
includes taxes & fees
Mar 16 - Mar 17
3 Cabins/Houses and Sauna on Lake Monomonac near Mt. Monadnock
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchendon Hotel Reviews

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

2/10 Terrible
"I’ve been staying here for 3 yrs for a bowling tournament. Brought my kid with me expecting the pool to be fully up and serviced. No where did it ever say pool was down. Shower handle was pretty much broken and the shower head basically dribbled out. There was empty wrappers in the bathroom and hair in the tub. There was wires sticking out of a hole in the wall. Was the worst experience I’ve had there. I will not stay next year. "
Jeremy 2-night trip
Posted 14 hours ago
Best Western Plus Keene Hotel

Find out more about Winchendon

Winchendon Vacation Homes information

Number of reviews
58
Accommodation
45 Vacation Homes
Lowest Price
￥50,710
Highest Price
￥90,882