Destination guide

Book a vacation rental for your Winchendon getaway

The parks and surrounding scenery provide a peaceful ambiance to your vacation home in Winchendon. There's no shortage of things to see and do in the area.Whether you're planning a family vacation, friends trip or romantic retreat, HomeAway has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.


Sightseeing in and around Winchendon

Are you hoping to discover top things to see and do while you're in town? Venture out of your vacation home and check out everything that makes Winchendon a one-of-a-kind vacation spot. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Cathedral of the Pines (6.8 mi / 10.9 km)
  • Rhododendron State Park (9.8 mi / 15.7 km)
  • Shattuck Golf Course (10.2 mi / 16.4 km)
  • Monadnock State Park (11.2 mi / 18.1 km)
  • Wachusett Mountain Ski Area (15 mi / 24.1 km)
  • Friendly Farm (16 mi / 25.7 km)
Natural highlights

Exploring the natural landscape of Winchendon

Whether you're an active traveler or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Winchendon. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

  • Rhododendron State Park (9.8 mi / 15.7 km)
  • Monadnock State Park (11.2 mi / 18.1 km)
  • Miller State Park (13.8 mi / 22.3 km)
  • Pack Monadnock Mountain (14.8 mi / 23.9 km)

How to get to and around Winchendon

Fly into Nashua, NH (ASH-Nashua Municipal), the closest airport, located 28 mi (45.1 km) from the city center. If you can't find a flight that works for your travel itinerary, you could book a flight to Worcester, MA (ORH-Worcester Regional), which is 30.1 mi (48.5 km) away.

Where to stay around Winchendon?

Our 2019 accommodation listings offer a large selection of 20 holiday lettings near Winchendon. From 9 Houses to 10 Cabins, find unique self catering accommodation for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay near Winchendon is on HomeAway.

Can I rent Houses in Winchendon?

Yes, of course. HomeAway offers 9 Houses in Winchendon. Our other popular types of Winchendon holiday rentals include:

  • Cabins: 10 self catering accommodations
  • Cottages: 10 self catering accommodations
  • Bungalows: 10 self catering accommodations

Can I find a holiday accommodation with pool in Winchendon?

Yes, you can select your preferred holiday accommodation with pool among our 2 holiday homes with pool available in Winchendon. Please use our search bar to access the selection of holiday rentals available.