Book a Place to Stay in Windham for Your Summer Getaway
About Windham Summer Rental on Vacation Cottage
Elevate your summer travels with 99 top-notch stay to make the most of your summer adventures? Consider a summer resort or villa rental in or near Windham. Choosing the perfect holiday rental for your upcoming summer getaway on Vacation Cottage is a breeze. Whether you're traveling with family, friends, or a group to Windham or its surrounding areas, Vacation Cottage offers a plethora of luxury summer accommodations to select from. Many of these accommodations boast top-notch amenities such as private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, nearby parks, luxurious bedrooms, bathtubs, and pet-friendly environments.
Searching for a tranquil retreat in Windham for an unforgettable summer holiday? Vacation Cottage's summer rental homes are ready to provide you with the utmost comfort you deserve. Whether you're in need of a premium summer condo, luxury flat, resort, villa, bungalow, cozy cabin, RV, or cottage in Windham, Vacation Cottage has you covered for your next summer escapade.
Frequently Asked Questions About Windham Luxury Rentals
What are the top rated Summer Rentals 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 Summer Rentals in Windham:
- Sunny Waterfront Family Friendly Little Sebago Home
- Private Lakefront Home-Hot Tub-Great for Families-Large Yard-Quiet-Shallow Entry
- Lakefront House
- Family & dog friendly historic 4BR farmhouse near Sebago Lake w/boat launch!
- 2300 SF, 3 Bdrm, 3.5 Bath Vacation Home Steps from Highland Lake
- Cozy 100-year-old Maine camp, steps to Little Sebago Lake
- Entire Modern Chic Home in Windham
- Rosebud on Little Sebago Lake
- Brand New Lake Home with Great Sandy beach on Sebago’s Basin
- Peaceful, spacious, great for larger groups, near town
How many summer rentals are available around Windham, ME?
In 2025, Vacation Cottage offers 99 summer rentals in or around Windham. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
How much does it cost to rent a summer rental in Windham?
The average price per night for a summer rental in Windham is $409. Check the full list of summer accommodations in Windham.
How many summer rentals are available to book in Windham?
There are 99 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Vacation Cottage.
Do any summer rentals in Windham have a private pool?
Yes, here are some popular summer holiday rentals in Windham that have a private or indoor pool:
- Beautiful pet-friendly home with gorgeous sandy beach on Little Sebago Lake!
- Wellhouse Cottage
- Sebago Lake Lodge and Cottages
- Cozy Year-round House right outside Portland Maine on Highland Lake.
Check all holiday rentals with a pool in Windham on Vacation Cottage.
Can I rent pet-friendly summer rentals in Windham?
Yes, We have 99 summer rental homes in Windham and types of place to stay in Windham include:
- Vacation Homes: 99 available for rent
- Villas: 99 Rentals available for rent
- Holiday Apartments: 99 Rentals available for rent
- Hotels with Suites: 99 Rentals available for book
Do you have a luxury summer rental with a pool in Windham?
Yes, of course! There are many luxury summer rental properties in Windham. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Windham.
