What are the top rated Cottage Rentals in Windsor?

There are a lot of options in Windsor. If you plan on staying in the Windsor area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Windsor: <a href="/property/garfield-place-cosy-2-bedroom-cottage-central-windsor-with-parking/BC-1176183" class="class="static-page-link"">Garfield Place Cosy 2-Bedroom Cottage Central Windsor with Parking</a> <a href="/property/castle-properties-the-duchess-3-bed-family-cottage/BC-3036624" class="class="static-page-link"">Castle Properties: The Duchess, 3 Bed Family cottage</a> <a href="/property/charming-windsor-cottage-incredible-location-castle-doorstep/BC-11186238" class="class="static-page-link"">CHARMING WINDSOR COTTAGE, INCREDIBLE Location, Castle Doorstep</a> <a href="/property/charming-cottage-in-windsor-walk-to-castle-shops/BC-6520655" class="class="static-page-link"">Charming cottage in WINDSOR - WALK TO CASTLE &amp;SHOPS!</a> <a href="/property/inviting-2-bed-cottage-in-windsor/BC-9164860" class="class="static-page-link"">Inviting 2-Bed Cottage in Windsor</a> <a href="/property/cosy-2-bed-cottage-close-to-windsor-and-legoland/BC-12392718" class="class="static-page-link"">Cosy 2-Bed Cottage, close to Windsor and Legoland</a> <a href="/property/victorian-cottage-close-2-legoland-the-castle/BC-7119732" class="class="static-page-link"">VICTORIAN COTTAGE - CLOSE 2 LEGOLAND &amp; THE CASTLE!</a> <a href="/property/cosy-cottage-your-central-windsor-retreat/BC-10919223" class="class="static-page-link"">Cosy Cottage: Your Central Windsor Retreat</a> <a href="/property/victorian-cottage-close-2-all-the-sights-parking/BC-9894284" class="class="static-page-link"">Victorian Cottage, Close 2 All The Sights, Parking</a> <a href="/property/stylish-traditional-cottage-windsor-walk-2-sights/BC-9723441" class="class="static-page-link"">Stylish Traditional Cottage Windsor. Walk 2 Sights</a>

How much does it cost to rent a cottage in Windsor?

The average cost for a cottage rental in Windsor is $310 per night. Womenintravel has a wide list of great cottages near Windsor that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Windsor that allow pets?

Yes, here are the top cottage rentals in Windsor that allow you to bring your pet: Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle Luxury Eton Cottage-Design Led Inviting 2-bed Cottage in Windsor A magical and romantic getaway near Windsor Castle and beside Windsor Great Park <a href="/all/united-kingdom/england/windsor" class="class="static-page-link"">See all pet-friendly vacation rentals in Windsor on Womenintravel</a>

Do you have any rental cottages in Windsor that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Windsor to find one that works for you.

Are there quality cottages in Windsor that have indoor swimming pools?

As of 2026, the data from Womenintravel shows that there are Over 45 private swimming pools or cottages with indoor pools in the Windsor area along with other great amenities.

Windsor Cottage Rentals By Owner

Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle

From US $437

10.0 (106 Reviews)

Cottage

Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle

Parking
Pet Friendly
TV

Windsor Cottage Rentals & Holiday Homes

Find the best cottages in Windsor - We found 45 exact matches

When do you want to travel?