Compare Windham Villas

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Featured Villas in Windham

Book 3 Nights, and get the 4th Night FREE Oceanfront Luxury Retreat

This villa offers ski-in/ski-out access, a gym, and laundry facilities. Other amenities at this beach villa include a garden and barbecue grills.

Kitchen

Washer

$768 nightly

$837 total

Sep 7 - Sep 8

Total with taxes and fees

At this villa, guests have access to features like laundry facilities.

Kitchen

Washer

BOOKING 2027! 5STAR CLEAN rustic lakefront luxury! We’ll take good care of you!

Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden. Staff members can help with accommodation requests, and provide concierge services.

Boomfish Limit 5 2 Bedroom Cottage by RedAwning

At this villa, guests have access to barbecue grills.

Pet friendly

Free WiFi

This villa is a smoke-free villa.

Mary's Lakeview - Limit 10 4 Bedroom Home by RedAwning

At this villa, guests have access to barbecue grills.

Sandy Cove - Limit 14 4 Bedroom Villa by RedAwning

At this villa, guests have access to barbecue grills.

Sebago Sunrise Limit 8 3 Bedroom Villa by RedAwning

This villa is a smoke-free villa.

Cozy Cove Cottage Limit 6 3 Bedroom Cottage by RedAwning

This villa is a smoke-free villa.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Windham

Clarion Pointe South Portland

675 Main Street I-95 South Portland ME

$77 nightly

$83 total

Sep 1 - Sep 2

Total with taxes and fees

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

$131 nightly

$145 total

Sep 1 - Sep 2

Total with taxes and fees

8/10 Very Good! (1,627 reviews)

Quality Inn & Suites South Portland

738 Main Street South Portland ME

$86 nightly

$94 total

Aug 24 - Aug 25

Total with taxes and fees

6.4/10 (1,065 reviews)

Luxury Villas

Book luxury villas in Windham
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Windham. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Windham, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Windham
You won’t have a problem finding your own space in Windham. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Windham on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Windham rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Windham Villas essential information

Accommodation	45 Villas
Lowest Price	$83
Highest Price	$837
Popular accommodation	Book 3 Nights, and get the 4th Night FREE Oceanfront Luxury Retreat, Huge Historic Downtown Townhome, BOOKING 2027! 5STAR CLEAN rustic lakefront luxury! We’ll take good care of you! , Boomfish Limit 5 2 Bedroom Cottage by RedAwning, Waterfront on Sebago Lake, Mary's Lakeview - Limit 10 4 Bedroom Home by RedAwning, Sandy Cove - Limit 14 4 Bedroom Villa by RedAwning, Sebago Sunrise Limit 8 3 Bedroom Villa by RedAwning, Cozy Cove Cottage Limit 6 3 Bedroom Cottage by RedAwning