Windham holiday rentals

We found holiday rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Discover a selection of 8 homes and other holiday rentals in Windham that are perfect for your trip. Holiday homes provide the best amenities for you and your friends, family or even pets, such as Wi-Fi and a fireplace. Whatever you're looking for, you'll find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

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 Windham getaway

Learn about the unique charm of Windham with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Windham

Are you hoping to discover things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Windham a fun place to get away to. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Magic Mountain Ski Resort (2.6 mi / 4.2 km)
  • Jamaica State Park (4.7 mi / 7.6 km)
  • Viking Nordic Center (4.7 mi / 7.6 km)
  • Stratton Mountain Resort (10.6 mi / 17.1 km)
  • Vermont Country Store (11.1 mi / 17.9 km)
  • Bromley Mountain Ski Resort (11.3 mi / 18.2 km)

Exploring the natural landscape of Windham

Whether you're an adventurous traveller or just want to appreciate the scenery, Windham is a great place to spend some time outside. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Lowell Lake State Park (4 mi / 6.5 km)
  • Jamaica State Park (4.7 mi / 7.6 km)
  • Emerald Lake State Park (16 mi / 25.8 km)
  • Battenkill River (16.4 mi / 26.5 km)
  • Lye Brook Falls (16.8 mi / 27 km)
  • Buttermilk Falls (18.2 mi / 29.2 km)

Transport to and around Windham

The nearest airport is in Springfield, VT (VSF-Hartness State), located 15.5 mi (24.9 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 26.9 mi (43.3 km) away.

Frequently asked questions

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

According to our data, houses are the most sought-after type of property in Windham. But as you might expect, everyone's idea of an epic trip isn't the same. Vrbo has holiday homes in a variety of sizes and shapes, so you're sure to find the perfect fit.

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

The average price for a holiday home in Windham is determined by several factors, including property type, season and length of stay. Whether you're thinking about a sprawling villa with a pool or a cosy cabin for just you and your sweetheart, just enter your dates of travel to find stays with exceptional value.

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

The average price for a holiday home near the beach in Windham depends on when you'll be there and the type and size of property you're searching for. Find prices easily on Vrbo by entering your dates of travel. Then use the filter tool to select the number of bedrooms and amenities that you require, like WiFi, a pool and air conditioning.

Are there pet-friendly holiday homes in Windham?

You're in luck! There are. You'll have a choice of nine holiday homes that cater to pets in Windham. Many of our pet-friendly holiday homes even have a backyard for your furry pal to play in, complimentary treats, doggie beds and proximity to parks. Apply the "Pets allowed" filter to find your pawfect holiday home on Vrbo.

Can I rent a house with a pool in Windham?

Pack your swimsuit and inflatable unicorn, because there are two houses with a private pool in Windham. Make a booking at one of these terrific holiday homes and let every day be a pool day. Simply enter your travel dates into Vrbo, then use the "pool" filter to find the perfect place for a splashing good time!

What are popular home amenities in Windham?

When it comes to home amenities that people look for in Windham, mountain views, a garden and a fireplace are at the top of the list. With Vrbo holiday homes, there are options to match your style and taste, whether you're going on a trip with family, friends or even pets.

Are there large group holiday homes in Windham?

There are two holiday properties in Windham that can accommodate a group of 10 or more people. Whether you're organising a family trip or an event like a party, there's enough room to get your group together under the same roof.

Are there holiday homes in Windham that welcome kids?

Gather the whole crew for an adventure in Windham at one of our nine family-friendly properties. Lots of these stays come with conveniences that are ideal for trips with the kids, like dining rooms, extra bedrooms and patios. Just click on the "Properties good for families" filter and select your favourite.

Can I find two-bedroom holiday homes in Windham?

Windham has two two-bedroom holiday homes that you can choose from. Experience a holiday home with all the privacy and space you need at an attractive price on Vrbo.

Are there holiday homes with WiFi in Windham?

Whether you'd like to keep up with the news, look over emails or surf social media, there are six holiday homes with WiFi in Windham. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.

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

Windham has five holiday homes where you can kick back in air-conditioned comfort. To book a property on Vrbo featuring this amenity, enter your dates of travel and use the handy filters to select the "air conditioning" box.

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

It's a good idea to check with the Windham holiday property you're considering on Vrbo as age restrictions differ. However, typically it's 16, 18 or 21.