Windham vacation rentals

We found 1,074 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Select from 34 homes, 12 cottages, and other vacation rentals in Windham to find one that's perfect for your trip. Vacation homes offer the best amenities for you and your friends, family, or even pets, like WiFi and cable TV. At the end of the day, you'll be sure to find a rental for everyone's needs, including a place that is accessible or non-smoking.

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Travel to friendly Windham

The lake and other outdoor surroundings create an inviting atmosphere in Windham. This welcoming city allures visitors with its restaurants and shopping. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Windham

Are you searching for things to do in the city? Venture out of your vacation home and experience everything that Windham has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Maine Wildlife Park (5.2 mi / 8.3 km)
  • Seacoast Adventure (7 mi / 11.3 km)
  • Casco Bay Lines Ferry Terminal (10.2 mi / 16.4 km)
  • Point Sebago Golf Resort (13.4 mi / 21.6 km)
  • Aquaboggan Water Park (14.3 mi / 23 km)
  • Funtown Splashtown USA (16.1 mi / 25.8 km)

Exploring the natural features in Windham

Whether you're looking for adventure or just want to spend some time taking in the scenery, Windham is a great spot to appreciate mother nature. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Little Sebago Lake (8.4 mi / 13.5 km)
  • Eastern Promenade (10 mi / 16 km)
  • Sebago Lake (10 mi / 16.1 km)
  • East End Beach (10.1 mi / 16.2 km)
  • Sand Beach (11.4 mi / 18.4 km)
  • Willard Beach (11.6 mi / 18.7 km)

Transportation to and around Windham

The nearest airport is in Portland Intl. Jetport Airport (PWM), located 8.9 mi (14.3 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 20.8 mi (33.5 km) away.

Frequently asked questions

What is the best area to stay in Windham when booking a vacation rental?

If you're considering a Windham getaway, North Windham is one of the most desired places to stay. Whether you choose a condo, cabin or another property type, you'll always have the entire place to yourself.

What is the most popular type of vacation rental accommodation in Windham?

Houses are the most popular kind of vacation rental in Windham, according to our data. Even if you have a different idea in mind, Vrbo has properties in all shapes and sizes. Filter our options to find your perfect fit.

How much does it cost to rent a vacation rental in Windham?

The average price for a vacation rental in Windham can vary depending on factors such as property type, length of stay and season. Whether you're looking for a sprawling villa with space for extended family or a quaint cabin just enough for two, just enter your travel dates to find some great-value stays.

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

When you travel and the style and size of the property will influence the cost of your beachside vacation rental. Type in your Windham travel dates to see all your options on Vrbo. Did someone just say "private pool"? Use the filters to pick the amenities and features you want in your beach house.

Are there pet-friendly vacation rentals in Windham?

With 40 vacation rentals that host pets, your furry companion can also come along on your Windham break. Use our filter tool to search our pet-friendly vacation rentals and find your pawfect digs on Vrbo.

What are popular rental amenities in Windham?

Some of the most popular rental amenities people prefer in Windham include mountain views, a beach view and nearby museums. Whether you're going on vacation with family, pals or even pets, Vrbo vacation rentals have the best amenities for making epic memories with the people you cherish the most.

Are there large group vacation rentals in Windham?

Windham has five vacation rentals that can accommodate 10 or more guests. These properties come with all the space you need to enjoy good times with your favorite people.

Are there vacation rentals in Windham that welcome kids?

Bring the whole group together for an unforgettable adventure in Windham at one of our 40 family-friendly properties. Many of these stays provide conveniences that are great for getaways with youngsters, including dining rooms, extra bedrooms and entertainment areas. Simply check the "Properties good for families" filter box and choose your favorite option.

What are the top attractions for families in Windham?

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

  • Maine Wildlife Park
  • Seacoast Adventure
  • Childrens Museum and Theatre of Maine

Are there one-bedroom vacation rentals in Windham?

You'll find three one-bedroom properties in Windham to pick from. A one-bedroom vacation home is a superb choice if it's just two of you or if you're flying solo. Add in more convenience, space and privacy than a regular hotel, and you'll be sure to have a memorable getaway.

Can I find two-bedroom vacation rentals in Windham?

Windham has nine two-bedroom vacation properties that you can choose from. Enjoy a vacation home with all the privacy and comfort you're looking for at a price that won't break the bank on Vrbo.

Are there vacation rentals with WiFi in Windham?

Whether you'd like to keep up to date with the news, reply to emails or surf social networks, there are 20 vacation homes with WiFi in Windham. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.

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