Destination guide

Book a holiday rental for your Winchendon getaway

The parks and surrounding scenery provide a peaceful ambience to your holiday home in Winchendon. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday 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 holiday home and check out everything that makes Winchendon a one-of-a-kind holiday spot. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • 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 features

Exploring the natural landscape of Winchendon

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

  • 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 there

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 centre. 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.

How many holiday rentals are available around Winchendon?

Our 2019 accommodation listings offer a large selection of 14 holiday lettings around Winchendon. From 6 Houses to 7 Cabins, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

What are the most popular points of interest and landmarks to stay near when travelling to Winchendon?

HomeAway offers a large selection of holiday accommodations near great places in Winchendon. From HomeAway travellers, the most popular points of interest to stay near are:

  • Lake Dennison State Recreation Area: 54 holiday lettings
  • Wachusett Mountain Ski Area: 45 holiday lettings
  • Cheshire Children's Museum: 103 holiday lettings
  • Granite Gorge: 98 holiday lettings
  • Temple Mountain: 66 holiday lettings

But there are many other points of interest around Winchendon listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Houses in Winchendon?

Yes, of course. HomeAway offers 6 Houses in Winchendon. Our other popular types of Winchendon holiday rentals include:

  • Cabins: 7 self catering accommodations
  • Cottages: 7 self catering accommodations
  • Bungalows: 7 self catering accommodations

Can I find a holiday accommodation with internet/wifi in Winchendon?

Yes, you can select your preferred holiday accommodation with internet/wifi among our 14 holiday homes with internet/wifi available in Winchendon. Please use our search bar to access the selection of holiday rentals available.