Windsor and Maidenhead Summer Rentals, Cottages & Cabins

Book a Place to Stay in Windsor and Maidenhead for Your Summer Getaway

About Windsor and Maidenhead Summer Rental on SunSkiResorts

SunSki's selection of summer rentals in Windsor and Maidenhead promises the ideal setting for your next seasonal escape. We offer a diverse array of properties boasting enticing features such as private pools, indoor/outdoor swimming facilities, hot tubs, WiFi, beachfront access, and more. Whether you're journeying with family, friends, or a larger group, we have a rental perfectly tailored to your requirements.

Immerse yourself in the epitome of summer leisure in Windsor and Maidenhead with SunSki. Our summer rental accommodations are meticulously curated to ensure utmost comfort and relaxation. From chic condos and opulent resorts to charming villas, quaint bungalows, cozy cabins, RVs, and cottages, we present a spectrum of options to match your vacation vision. Discover your idyllic summer retreat with SunSki.

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Frequently Asked Questions About Windsor and Maidenhead Luxury Rentals

There are a lot of options in Windsor and Maidenhead. If you plan on staying in the Windsor and Maidenhead area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in Windsor and Maidenhead:

In 2025, SunSki offers 549 summer rentals in or around Windsor and Maidenhead. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
The average price per night for a summer rental in Windsor and Maidenhead is $402. Check the full list of summer accommodations in Windsor and Maidenhead.
There are 549 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with SunSkiResorts.

Yes, here are some popular summer holiday rentals in Windsor and Maidenhead that have a private or indoor pool:

Check all holiday rentals with a pool in Windsor and Maidenhead on SunSkiResorts.

Yes, We have 549 summer rental homes in Windsor and Maidenhead and types of place to stay in Windsor and Maidenhead include:

  • Vacation Homes: 549 available for rent
  • Villas: 549 Rentals available for rent
  • Holiday Apartments: 549 Rentals available for rent
  • Hotels with Suites: 549 Rentals available for book
Yes, of course! There are many luxury summer rental properties in Windsor and Maidenhead. 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 Windsor and Maidenhead.