Your Vacation to Windham Starts with Windham Vacation Rentals

There are a lot of options in Windham. If you plan on staying in the Windham area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Windham:

• SEBAGO LAKE HOME WITH 2 WALK OUT SANDY ASSOC BEACH
• Private Lakefront Home-Hot Tub-Great for Families-Large Yard-Quiet-Shallow Entry
• Brand New Lake Home with Great Sandy beach on Sebago’s Basin
• Lakefront newly renovated 3-bedroom house with two Kitchens in tranquil Windham
• New Listing With Experienced Super Host- Lakefront Home Near Portland
• Little Sebago Lake Cottage, WiFi, AC, Dock, 5 min to Windham, 25 min to Portland
• Highland Lake House - Epic Lake Views, Easy Lake Access, Fully Appointed Home!
• Beautiful Lakefront Family Compound With Dock And Moorings: Stunning Sunsets!
• PRIME TIME - JULY 2 WeeksnSAVE 15%/WEEK IF booked by 4/31/2026nUp to 10 people
• Lakefront Cottage on Little Sebago - 100 ft of frontage, endless laidback fun!

There are many large, family-friendly vacation homes available in Windham; however, here are the most popular family rentals listed on our site:

• Sunny Waterfront Family Friendly Little Sebago Home
• Loons Nest Cottage
• Steps from the beach on Sebago Lake Basin
• Highland Playhouse

Yes, there are 81 self-catering vacation homes in Windham that have hot tubs, swimming pools, & other amenities.

There are more than 81 luxury villas and vacation homes in or near Windham. Filter by price to compare find the most expensive places to stay on Vacationsrental.

Yes, there are 81 pet friendly vacation homes and places to stays that are available in or near Windham that you may consider.