Discover a selection of 500 holiday rentals in Windham that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including internet/WiFi and pool. Prices start at £ 206 per night, and houses and cottages are popular options for a stay in Windham. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Windham
Destination guide

Friendly Windham will entice you

The lake and other outdoor surroundings create an inviting atmosphere in Windham. This welcoming city attracts visitors thanks to its restaurants and shopping. Portland Observatory and Wadsworth-Longfellow House are just a couple of the must-see attractions in the area. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.


Activities and attractions in Windham

Are you looking for things to do in the area? Venture out of your cosy holiday rental and experience everything that Windham has to offer. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Riverside Municipal Golf Course (7.6 mi / 12.2 km)
  • Joker's Family Fun and Games (8.8 mi / 14.2 km)
  • Twin Falls Golf Club (9.5 mi / 15.4 km)
  • Gorham Country Club (9.9 mi / 16 km)
  • Sable Oaks Golf Course (11.3 mi / 18.2 km)
  • Southworth Planetarium (11.4 mi / 18.3 km)
Natural features

Exploring the natural features in Windham

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

  • Shaw Park (4.1 mi / 6.5 km)
  • Sebago Lake (8.7 mi / 13.9 km)
  • Mackworth Island (11.5 mi / 18.6 km)
  • Deering Oaks Park (11.7 mi / 18.8 km)
  • Eastern Promenade (12 mi / 19.3 km)
  • East End Beach (12.2 mi / 19.6 km)
How to get there

Travelling to and around Windham

Fly into Portland, ME (PWM-Portland Intl. Jetport), the closest airport, located 11.5 mi (18.4 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 18.3 mi (29.5 km) away.

Can I find a vacation rental around Windham?

Yes, our 2021 property listings offer a large selection of 560 vacation rentals near Windham. From 437 houses to 142 cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Windham for a holiday or a weekend are on Vrbo.