Winchendon holiday rentals

We found 64 holiday rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of 7 homes and other holiday rentals in Winchendon that are perfect for your trip. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as parking and a washer and dryer. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Choose 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. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Winchendon

Are you looking for attractions to visit 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. Here are some of the top 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)
  • Monadnock State Park (11.2 mi / 18.1 km)
  • 1761 Old Mill Gift Shop (11.4 mi / 18.4 km)
  • Great Wolf Lodge Waterpark (13.6 mi / 21.9 km)
  • Wachusett Mountain Ski Area (15.3 mi / 24.6 km)
  • Friendly Farm (16 mi / 25.7 km)

Exploring the natural features in Winchendon

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Winchendon is a great place to get outside. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Lake Dennison State Recreation Area (3.5 mi / 5.6 km)
  • Doane's Falls (8 mi / 12.8 km)
  • Monadnock State Park (11.2 mi / 18.1 km)
  • Pack Monadnock Mountain (14.8 mi / 23.9 km)
  • Wachusett Mountain State Reservation (15.3 mi / 24.6 km)
  • Quabbin Reservoir Watershed Reservation (24 mi / 38.7 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 centre. If you can't find a flight that works for your travel itinerary, you could also fly into Worcester, MA (ORH-Worcester Regional), which is 30.1 mi (48.5 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Winchendon?

The most desirable types of holiday homes in Winchendon are houses. After something a little different? Stayz has many options to match our guests' unique requirements, so you'll see holiday homes in loads of shapes and sizes. The ideal home away from home is waiting for you — find yours today.

How much does it cost to rent a holiday home in Winchendon?

A range of things affect how much you pay for a holiday home in Winchendon, including the season, type of property and length of stay. But, all our holiday homes have one thing in common — amazing value. Simply add your travel dates to find your dream escape.

How much does it cost to rent a beach house in Winchendon?

The average price for a holiday home near the beach in Winchendon will depend on when you'll be there and the style and size of property you're searching for. You can find prices easily and quickly on Stayz by entering your preferred travel dates and destination. Then use the filter tool to pick the number of bedrooms and amenities important to you, like air conditioning, WiFi and a hot tub.

Are there pet-friendly holiday homes in Winchendon?

With three properties that allow pets, your happy hound can join in the fun on your Winchendon break. Use the filter tool to browse our pet-friendly holiday homes and find a holiday home that'll set tails wagging on Stayz.

What are popular home amenities in Winchendon?

The most popular home amenities guests are looking for in Winchendon include a nearby waterfront, a barbecue grill and a lake view. Whether you're taking a trip with family, buddies or even pets, Stayz holiday homes provide the best amenities for making epic memories with the people closest to you.

Are there large group holiday homes in Winchendon?

With two Winchendon holiday properties that can accommodate a group of five or more people, you can invite a few extra family members or buddies along. Whether you're planning a casual get-together or a celebratory event, Stayz will help you book the perfect space for the occasion.

Are there holiday homes in Winchendon that welcome kids?

With three family-friendly holiday properties to select from in Winchendon, now is an awesome time to introduce your children to the joys of travel. Click on our "Properties good for families" filter box to browse stays that feature conveniences ideal for travelling families, like kitchens, yards, entertainment areas and bunk beds.

What are the top attractions for families in Winchendon?

There are plenty of fun things to do and see with the family in Winchendon, such as:

  • Doanes Falls
  • Lake Dennison State Recreation Area
  • Dunn State Park

Are there holiday homes with WiFi in Winchendon?

You can pick from two holiday homes with WiFi in Winchendon. If you'd like to disconnect from the world while on holiday, but still want to be connected to the internet, these getaways are for you. Narrow your search by applying the WiFi filter on Stayz.

How can I find holiday homes with air conditioning in Winchendon?

Winchendon has three holiday homes where you can spend your days in air-conditioned comfort. To book a stay on Stayz that offers this perk, enter your dates of travel and use the filters to select the "air conditioning" box.

How old do you have to be to rent a holiday home in Winchendon?

The minimum required age is normally 16, 18 or 21. It can differ from property to property on Stayz, so look at the rules of your chosen Winchendon stay before booking your stay.

How long can I rent a holiday home in Winchendon for?

The length of time you can book a holiday home in Winchendon differs according to the property. Simply enter your selected travel dates to view a list of options offering extended stays. With many amenities such as washing machines and air conditioning, as well as some offering weekly or monthly discounted prices, you're sure to get someplace just right to call your home away from home in Winchendon.

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