House
10.0(64 Reviews)
2 Bedrooms
2 Baths
6 Guests
Parking
Ocean View
Balcony/Terrace
View
AU $639/Night
7 Nights - AU $4,470
Windham Resorts
10.0
House
9.5(4 Reviews)
2 Bedrooms
1 Bath
6 Guests
699.65 ft²
Breakfast- Parking
Skiing
Air Conditioner
AU $444/Night
7 Nights - AU $3,105
AU $426/Night
7 Nights - AU $2,983
Apartment
10.0(5 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
Kitchen- Air Conditioner
AU $309/Night
7 Nights - AU $2,164
House
4.7(3 Reviews)
1 Bedroom
1 Bath
2 Guests
290.63 ft²
- Breakfast
- Parking
- Skiing
- Air Conditioner
AU $200/Night
7 Nights - AU $1,403
Apartment
10.0(4 Reviews)
1 Bedroom
1 Bath
4 Guests
- Kitchen
- Air Conditioner
Internet
Pet Friendly
AU $719/Night
7 Nights - AU $5,034
House
1.0(1 Review)
3 Bedrooms
2 Baths
7 Guests
990.28 ft²
- Parking
- View
- Air Conditioner
- Internet
AU $768/Night
7 Nights - AU $5,375
Cottage
10.0(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Kitchen
- Air Conditioner
- Internet
Child Friendly
AU $315/Night
7 Nights - AU $2,203
House
2 Bedrooms
1 Bath
6 Guests
699.65 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $556/Night
7 Nights - AU $3,892
Cottage
10.0(2 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $672/Night
7 Nights - AU $4,702
House
6 Bedrooms
2 Baths
12 Guests
2497.23 ft²
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
AU $1,533/Night
7 Nights - AU $10,730
House
9.8(68 Reviews)
2 Bedrooms
1 Bath
8 Guests
1000 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $129/Night
7 Nights - AU $903
Why Choose Rent By Owner for your Windham Resorts?
What makes our Resorts special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Windham
How to Book Your Windham Resorts
What's our booking process?
Our platform allows you to browse a curated selection of resorts. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Common Resorts Amenities
What amenities can you expect?
Our Resorts are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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
Other Places to Stay in Windham, ME
Seacoast Adventure
Sebago Lake Basin
Little Falls-South Windham
North Windham
Mercy Primary Care
Maine Wildlife Park
Frequently Asked Questions About Windham Resorts
1. What are the top Resorts in Windham?
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 Resorts in Windham:
- Family & dog friendly historic 4BR farmhouse near Sebago Lake w/boat launch!
- Cozy Lakefront Cabin Portland - Windham area
- Lakefront newly renovated 3-bedroom house with two Kitchens in tranquil Windham
- Brand New Lake Home with Great Sandy beach on Sebago’s Basin
- Little Sebago Lake Cottage, WiFi, AC, Dock, 5 min to Windham, 25 min to Portland
- EARLY SUMMER SPECIAL* Pet-friendly home w/sandy beach on Little Sebago Lake!
- Windham Wind Down-Dock, Kayaks, SUPs, Fishing Rods
- Year-round 3-bedroom WATERFRONT Windham cabin with WiFi
- Tranquil 3-bedroom cottage in Windham on Forest Lake
- Serene Modern 4-bedroom Lakefront Home on Highland Lake, 20 mins from Portland
2. How many Resorts are available in Windham?
Currently, the total number of properties listed by RBO in 2026 is over 118 in the Windham area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Windham.
More Rentals You May Like Near Windham
Villa
2 Bedrooms
1 Bath
5 Guests
- Parking
- Air Conditioner
- Internet
- Pet Friendly
AU $579/Night
7 Nights - AU $4,051
Cottage
9.4(13 Reviews)
2 Bedrooms
1 Bath
5 Guests
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Cottage
8.0(1 Review)
2 Bedrooms
1 Bath
2 Guests
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Cabin
7.6(7 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Ocean View
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AU $639/Night
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House
2 Bedrooms
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4 Guests
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AU $1,056/Night
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Cottage
2 Bedrooms
1 Bath
6 Guests
700 ft²
- Parking
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AU $348/Night
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House
10.0(85 Reviews)
5 Bedrooms
3 Baths
16 Guests
3300 ft²
- Parking
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AU $1,651/Night
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House
10.0(66 Reviews)
4 Bedrooms
2 Baths
9 Guests
3300 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $2,390/Night
7 Nights - AU $16,729
House
10.0(42 Reviews)
4 Bedrooms
2 Baths
14 Guests
Hot Tub- Parking
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- Balcony/Terrace
AU $591/Night
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Cabin
10.0(30 Reviews)
3 Bedrooms
1 Bath
7 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $805/Night
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House
10.0(27 Reviews)
6 Bedrooms
5 Baths
15 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
AU $994/Night
7 Nights - AU $6,955
New
Cottage
10.0(8 Reviews)
5 Bedrooms
4 Baths
12 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
AU $1,570/Night
7 Nights - AU $10,987
