Choose from 120 vacation rentals located in Windham, Maine. Top filters in Windham include Kitchen / Kitchenette, Internet / Wifi, and TV. Prices range from $75 to $2,580 per night. Our most popular vacation rental types near Windham are Hotel and RV.

Top vacation rentals in Windham

On the beach
5.0
Outstanding(58 Reviews)
Cottage
 in Standish
Sebago Lake... charming 2 bedroom WATERFRONT cottage. Dock, mooring, & SUNSETS
5 guests · 2 bedrooms · 1 bath
Garden · Kitchen / Kitchenette · Air conditioner

Enjoy the best of Windham in our Cottage, Sebago Lake... charming 2 bedroom WATERFRONT cottage. Dock, mooring, & SUNSETS. A stunning property with amenities including Air conditioner, Internet / Wifi and Balcony / Patio, and more.

$$$$
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Property view
4.1
Excellent(309 Reviews)
Hotel
 in North Windham
3star
Microtel Inn & Suites Windham
Pool · Kitchen / Kitchenette · Air conditioner

Business stays, family stays, couples stay, getaway vacation, and rental in Windham at Microtel Inn & Suites Windham for $94 for your next trip.

$$$$
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Property view
5.0
Outstanding(59 Reviews)
House
 in Windham
Sunny Waterfront Family Friendly Little Sebago Home
16 guests · 5 bedrooms · 4 baths
Pets allowed · Kitchen / Kitchenette · Internet / Wifi

House in Windham, for $860 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
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Property view
5.0
Outstanding(7 Reviews)
Drivable vehicle
 in Windham
Travel in Luxury
8 guests
Kitchen / Kitchenette · Air conditioner · TV

Drivable vehicle in Windham, for $399 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
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Vacation rentals with a kitchen in Windham

Property grounds
4.8
Outstanding(52 Reviews)
Cottage
 in Windham
Cozy Year-round House right outside Portland Maine on Highland Lake.
7 guests · 3 bedrooms · 2 baths
Garden · Pool · Kitchen / Kitchenette

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Windham, at $275 per night for your next great vacation.

$$$$
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Dining
5.0
Outstanding(48 Reviews)
House
 in Falmouth
Simonson Lakeside 4 Bedrooms
8 guests · 4 bedrooms · 3 baths
Kitchen / Kitchenette · Internet / Wifi · Parking

Are you ready to indulge in a relaxing getaway? Our House in Windham has everything you need for a rejuvenating stay. Treat yourself to Simonson Lakeside 4 Bedrooms's exceptional amenities, such as Dishwasher, Fireplace and Internet / Wifi.

$$$$
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Property view
4.5
Excellent(64 Reviews)
Cottage
 in Windham
Highland Lakefront Cabin
6 guests · 2 bedrooms · 1 bath
Garden · Kitchen / Kitchenette · Air conditioner
Most favorited

Looking for a memorable stay in Windham? Our Cottage might just be what you're looking for. Enjoy amenities including Air conditioner, Internet / Wifi and Balcony / Patio, and more during your stay.

$$$$
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View from property
5.0
Outstanding(47 Reviews)
House
 in Windham
Steps from the beach on Sebago Lake Basin
6 guests · 2 bedrooms · 2 baths
Kitchen / Kitchenette · Air conditioner · Internet / Wifi
Most favorited

This House for $332 in Windham, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
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Windham

Windham travel guide

Let us help you plan your perfect Windham vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Windham, and more.

Frequently asked questions

What are the most popular vacation rental amenities in Windham?

  • Kitchen / Kitchenette
  • Internet / Wifi
  • TV

What is the price range for rentals in Windham?

Vacation rentals in Windham have a price range between $75-$2,580. The average price for rentals in Windham is $290 per night.

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