Windsor and Maidenhead Holiday Rentals
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Luxury Holiday Rentals in Windsor and Maidenhead
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Top-Rated Holiday Rentals with a Pool in Windsor and Maidenhead
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Pet-Friendly Holiday Rentals in Windsor and Maidenhead
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Large Holiday Rentals and Private Villas in Windsor and Maidenhead
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Wheelchair Accessible Holiday Homes in Windsor and Maidenhead
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Windsor and Maidenhead Private Villas and Holiday Homes Under $200
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Instantly Bookable Holiday Homes in Windsor and Maidenhead
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Book a Last Minute Place to Stay in Windsor and Maidenhead
About Casai's Private Villas and Holiday Rentals in Windsor and Maidenhead
Discover more than 1020 vacation rentals available in Windsor and Maidenhead. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Windsor and Maidenhead.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Windsor and Maidenhead, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Windsor and Maidenhead. On average, places to stay near Windsor and Maidenhead offer 645.61 ft², with nightly prices averaging US $353.
With Casai, finding and comparing holiday rentals in Windsor and Maidenhead is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Top Accommodation Types in Windsor and Maidenhead
| Type | Count |
|---|---|
| Holiday Apartments | 486 |
| Vacation Homes | 390 |
| Cottages | 35 |
| Villas | 8 |
Use these Quick Filters to Find a Holiday Rental in Windsor and Maidenhead
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★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Windsor and Maidenhead.
Weather in Windsor and Maidenhead, GB
View the weather forecast for Windsor and Maidenhead before booking your Windsor and Maidenhead Vacation Rentals to confirm your best time to go.
Top Attractions Around Windsor and Maidenhead, GB
Casai offers a large selection of top attractions around Windsor and Maidenhead . Research things to do on your vacation before you visit Windsor and Maidenhead.
Other Places to Stay in Windsor and Maidenhead, GB
Frequently Asked Questions About Windsor and Maidenhead?
What are the top holiday rentals in Windsor and Maidenhead?
With numerous options available in Windsor and Maidenhead, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Windsor and Maidenhead:
- Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle
- A magical and romantic getaway near Windsor Castle and beside Windsor Great Park
- Thames riverside location with direct Windsor Castle views, re-open now!
- Stunning flat in quiet surroundings, 10 min walk to Ascot Racecourse
- River guest house with jacuzzi, fire and boat hire
- Courtyard Apartment near Windsor, and the Great Park
- Luxury Family Home in Central Windsor with Large Garden, Games Room, Office, Parking & Pet-Friendly
- Immaculate Central Windsor Town House
- Inclusive, child-friendly, dogs welcome, garden area, near pubs/river/golf
- Radiant Penthouse on the Banks of the Thames
How many holiday rentals have private pools in Windsor and Maidenhead?
Discover a selection of holiday rentals with private pools near Windsor and Maidenhead with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Lux 8Br Thamesfront Villa w/Yacht & Sauna
- Luxury Ascot Escape with Private Hydrotherapy Pool & Wellness Spa
- Quintessential Historic English Country house set in acre with heated pool
- Romantic 3Beds Yacht Escape on Thames
Which holiday homes in Windsor and Maidenhead are best for families?
If you're searching for a family-friendly holiday home in Windsor and Maidenhead, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Windsor and Maidenhead:
- In the heart of Windsor, a spacious and light 2bed, 2bath, very near the Castle
- Consorts & Concubines, Opposite Windsor Castle, Castle view, Center of town, 4 Bed Apartment, Sleeps up to 7, Consorts & Concubines
- Immaculate Central Windsor Town House
How many Casai.nz holiday rentals are available in Windsor and Maidenhead?
As of 2025, Casai boasts over 1020 properties listed in the Windsor and Maidenhead area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Windsor and Maidenhead.
