Windham Villa

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9.3 (3 Reviews)
House
  • Pet Friendly
  • Balcony/Terrace
  • Security/Safety
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8.8 (1011 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
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1.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
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8.3 (315 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
7.0 (6 Reviews)
Hotel
  • Parking
  • Security/Safety
  • Sports/Activities

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Why Choose Rent By Owner for your Windham Villa?

What makes our Villa special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Windham

When should you plan your Villa stay?

Understanding the best time to visit here can help you enjoy the region’s natural beauty at its peak, ensuring your stay in these charming villas is both memorable and comfortable throughout your vacation planning process.

Peak Season Highlights

summer
Summer (June to August)

This is the most popular time to visit for warm weather and outdoor activities, making it ideal if you want to enjoy the region’s natural beauty and longer daylight hours.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

During this period, the vibrant foliage and crisp air attract visitors seeking a picturesque escape and scenic drives through the area.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Winter (December to February)

You can experience quieter surroundings during the winter months, when cold temperatures create a serene atmosphere perfect for cozy retreats and winter sports nearby.

Average Temperature Daytime: 20°F to 32°F - Nighttime: 0°F to 20°F
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Spring (March to May)

Spring offers milder weather with blooming landscapes, providing a peaceful setting for those looking to avoid the crowds and enjoy nature's awakening.

Average Temperature Daytime: 45°F to 60°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Windham

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor lounging on private patios or decks with scenic views of the surrounding landscape.
  • Take advantage of spacious yards perfect for outdoor activities, picnics, or relaxing in the fresh air.
  • Benefit from access to nearby hiking trails or nature walks that showcase the area's natural beauty.
  • Make use of outdoor fire pits for cozy gatherings and evening bonfires under the stars.
  • Relax beside a private pool or hot tub that offers a tranquil retreat after exploring the region.
  • Utilize picnic areas equipped with tables and grills for outdoor dining experiences.
  • Explore well-maintained gardens or landscaped grounds that add to the charm of your stay here.
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Family Activities

  • Visit the Windham Historical Society Museum: This engaging museum offers families a chance to explore local history through interactive exhibits and educational displays.
  • Explore Sebago Lake State Park: You can enjoy a day of outdoor fun with swimming, picnicking, and nature trails in this scenic park situated nearby.
  • Attend a family-friendly event at the Windham Town Hall: Seasonal festivals and community events here provide memorable experiences for visitors of all ages.
  • Discover local wildlife at the nearby wildlife refuge: Birdwatching and nature walks are perfect activities to connect with the region's natural beauty during your stay.
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Adult Activities

  • Hiking and Nature Walks: Explore scenic trails around the region, offering a peaceful retreat through lush landscapes perfect for outdoor enthusiasts.
  • Visit Local Wineries: Discover the area's charming wineries, where you can enjoy tastings and learn about regional wine-making traditions.
  • Golfing: Play a round at nearby golf courses that cater to all skill levels, providing both relaxation and a bit of friendly competition.
  • Fishing and Boating: Engage in fishing or rent a boat on the local lakes, experiencing the tranquil waters and natural beauty unique to this destination.

Other Places to Stay in Windham, ME

Seacoast Adventure
Sebago Lake Basin
Little Falls-South Windham
North Windham
Mercy Primary Care
Maine Wildlife Park

Windham Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Visit During the Off-Peak Seasons: Visiting in the quieter months allows you to enjoy a more relaxed atmosphere and better rates on your villa accommodations here.
  • Explore Local Outdoor Activities: Take advantage of the region's scenic natural landscapes by scheduling outdoor adventures that make the most of your stay in this destination.
  • Choose a Villa Close to Key Amenities: Opt for a property near essential services and attractions to ensure convenience and maximize your leisure time during your trip.
  • Utilize Secure and Reliable Booking Platforms: Secure your preferred villa through reputable sites to guarantee a seamless and trustworthy booking experience in this area.

Transportation Options

  • Car Rentals: Renting a car provides you with the flexibility to explore Windham and its surrounding areas at your own pace, making it easy to access local attractions and scenic spots.
  • Public Transit: The region is served by reliable bus services that connect key points within Windham, offering an affordable and convenient transportation option for visitors staying nearby.
  • Taxis and Ride-Sharing: Taxis and ride-sharing services are readily available here, providing quick and direct transportation for those who prefer door-to-door service during their stay.
  • Airport Transfers: For travelers arriving at nearby airports, dedicated transfer services offer seamless transportation into the area, ensuring a smooth start to your visit.

Local Customs Options

  • Welcoming Community Events: The region hosts annual gatherings that celebrate local heritage, offering you an authentic cultural experience during your stay.
  • Respect for Nature: Visitors are encouraged to adhere to conservation practices when exploring the area's natural landscapes to preserve its pristine beauty.
  • Traditional Maine Cuisine: Supporting local eateries and markets allows you to enjoy regional specialties that reflect this destination’s culinary heritage.
  • Fisherman’s Heritage: Engaging with community-led fishing traditions offers insight into the area's historical reliance on maritime activities.

Frequently Asked Questions About Windham Rental Villas

2. How many Villas are available in Windham?

Currently, the total number of properties listed by RBO in 2026 is over 1 in the Windham area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Villas in Windham. 

3. What is the cancellation policy for villas in Windham, Maine?

Cancellation policies vary depending on the specific villa listing. You should review the individual terms outlined in each property’s description or contact the owner directly for detailed information.

4. Are there any additional fees associated with booking a villa in this area?

Additional fees such as cleaning, service charges, or taxes are typically specified in the listing details. It's recommended to check the full fee breakdown before confirming your reservation.

5. How do I ensure my stay in a villa in this destination is flexible?

Flexible booking options, including free cancellation or modified dates, are often available. Confirm these options directly with the owner or through the listing details to match your travel plans.

6. Can I get special amenities or services at villas here?

Many properties offer amenities like a private pool, hot tub, or outdoor spaces. Specific services or extras are listed in each property’s description, so review these carefully or inquire directly with the host.

7. What should I know about check-in and check-out procedures for villas in this region?

Check-in and check-out times are specified in each listing and may vary. Contact the owner if you need assistance or have special requirements regarding your arrival or departure.

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