Windsor holiday rentals

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Discover a selection of 5 homes and other holiday rentals in Windsor that are perfect for your trip. Holiday rentals provide the best amenities for your stay with friends, family or just your pet, such as air conditioning and cable TV. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
  • 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

Find the perfect holiday rental for your Windsor getaway

Learn about the unique charm of Windsor with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Windsor

Do you want to find top things to see and do while you're in town? Venture out of your cosy holiday rental and experience everything that makes Windsor a fun spot to go on holiday. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Eaton's Magic Morsel (6.9 mi / 11.1 km)
  • Quilted Threads (10.5 mi / 16.9 km)
  • Hardings of Hancock (10.6 mi / 17 km)
  • Pats Peak (11.7 mi / 18.9 km)
  • Crotched Mountain Ski and Ride Area (11.9 mi / 19.2 km)
  • Granite Gorge (15.3 mi / 24.6 km)

Exploring the natural landscape of Windsor

Whether you're looking for adventure or just want to take in the scenery, Windsor is a great place to get out in nature. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Highland Lake (5.2 mi / 8.4 km)
  • Granite Lake (10.2 mi / 16.4 km)
  • Contoocook River (10.6 mi / 17 km)
  • Nubanusit Lake (11 mi / 17.6 km)
  • Blaisdell Lake (11 mi / 17.8 km)
  • Horace Lake (12.5 mi / 20.1 km)

Transport options to and around Windsor

Fly into Concord, NH (CON-Concord Municipal), the closest airport, located 26.4 mi (42.5 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Springfield, VT (VSF-Hartness State), which is 28.6 mi (46 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Windsor?
Houses are the most popular type of holiday home in Windsor, according to our data. Even if you’ve got a different vision in mind, Stayz has holiday homes in a variety of sizes and shapes. Compare our options to find your perfect fit.
How much does it cost to rent a holiday home in Windsor?
The average price for a holiday home in Windsor is determined by a number of factors, including season, property type and length of stay. Whether you’re in search of a sprawling villa with lots of bedrooms or a quaint cottage for just you and the kids, just add your dates of travel to view stays with exceptional value.
How much does it cost to rent a beach house in Windsor?
When you travel and the size and style of the property will determine the cost of your beachside escape. Click on your Windsor travel dates to view your available options on Stayz. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use the filters to select the features and amenities you want in your home.
Are there pet-friendly holiday homes in Windsor?
With five holiday homes that welcome four-legged guests, your furry little friend can join in on your Windsor getaway. Use our filter tool to browse our pet-friendly holiday homes and find a stay that’s pawfect on Stayz.
What are popular home amenities in Windsor?
When it comes to home amenities that people are on the lookout for in Windsor, a garden, a water view and mountain views rank highest. With Stayz holiday homes, you’ll enjoy options to fit your style and taste, whether you’re going on a trip with your partner, your family or even pets.
Are there large group holiday homes in Windsor?
Windsor has three holiday properties that can accommodate 10 or more guests. These properties come with enough space to enjoy good times with friends and family.
Are there holiday homes in Windsor that welcome kids?
Gather your entire family for a memorable adventure in Windsor at one of our five family-friendly properties. Many of these stays feature conveniences that are just perfect for trips with youngsters, including laundries, bunk beds and patios. Just check the “Properties good for families” filter box and decide on your favourite.
What are the top attractions for families in Windsor?
If you’re seeking some fun for all ages close to the heart of Windsor, don’t miss Franklin Pierce Homestead.
Can I find two-bedroom holiday homes in Windsor?
Choose from two two-bedroom holiday properties in Windsor. Put your little ones in the second room or maybe fill it with a couple of your best buddies. There’s enough space for whoever’s fortunate enough to be joining in on the fun.
Are there holiday homes with WiFi in Windsor?
Take your pick of four holiday homes with WiFi in Windsor. If you’d like to disconnect from daily life during your escape, but still need to be connected to the internet, these properties are just what you need. Narrow your search by applying the WiFi filter on Stayz.
How can I find holiday homes with air conditioning in Windsor?
Windsor has four holiday homes where you’ll be able to relax in air-conditioned comfort. To locate a property on Stayz offering this amenity, enter your preferred travel dates and use the convenient filters to select the “air conditioning” box.
How old do you have to be to rent a holiday home in Windsor?
The minimum age allowed can vary across properties on Stayz, so check the rules of the holiday home in Windsor you’re interested in. But typically, it’s 16, 18 or 21.
How long can I rent a holiday home in Windsor for?
It’s down to the Windsor property. To look over a list of options offering extended stays, just enter your dates and number of guests into Stayz’s search page. You can look forward to having the entire place to yourself, along with amenities such as air conditioning, a kitchen and a yard where the kids can run and play. Keep an eye out for any long-term stays that offer weekly or monthly discounts.

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