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 features

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 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 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.

Can I find a vacation rental around Winchendon?

Yes, our 2019 property listings offer a large selection of 17 vacation rentals near Winchendon. From 8 Houses to 8 Cabins, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Winchendon for a holiday or a weekend are on HomeAway.

What are the popular points of interest near where I can stay when traveling to Winchendon?

HomeAway offers a large selection of vacation rentals near lovely places in Winchendon. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Lake Dennison State Recreation Area: 54 vacation rentals
  • Wachusett Mountain Ski Area: 44 vacation rentals
  • Mount Wachusett Community College: 35 vacation rentals
  • Monadnock State Park: 84 vacation rentals
  • Cathedral of the Pines: 62 vacation rentals

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 vacation rentals available near the point of interest of your choice.

Can I rent Houses in Winchendon?

Yes, of course. HomeAway has 8 Houses in Winchendon. Our other popular types of vacation rentals in Winchendon include:

  • Cabins: 8 rentals available
  • Cottages: 8 rentals available
  • Bungalows: 8 rentals available

Can I find a vacation rental with pool in Winchendon?

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