A sunset over a calm lake with vibrant orange and blue skies.

Windsor Holiday Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Windsor holiday rentals

Interior

1. Family-friendly Townhome ~ 2 Mi to Windsor Lake!

Family-friendly Townhome ~ 2 Mi to Windsor Lake!
3.5 star property
Windsor
8.0 out of 10, Very good, (2 reviews)
"Our stay was absolutely fantastic. The house was impeccably clean, which my OCD LOVED. This house was exactly as described. It truly was a home away from home. Everyone kept commenting on how much they loved the kitchen and the space. The hosts were very responsive, and provided all the necessities of home. "
United States
Kenzey
The price is S$871
includes taxes & fees
17 Sept - 18 Sept
Family-friendly Townhome ~ 2 Mi to Windsor Lake!
Golf

2. Chimney Park Retreat King Suite + Fenced Yard

Chimney Park Retreat King Suite + Fenced Yard
3.5 star property
Windsor
The price is S$532
includes taxes & fees
26 Aug - 27 Aug
Chimney Park Retreat King Suite + Fenced Yard
Golf

3. Walnut Street Retreat Downtown, Dog Friendly

Walnut Street Retreat Downtown, Dog Friendly
3.5 star property
Windsor
The price is S$515
includes taxes & fees
8 Sept - 9 Sept
Walnut Street Retreat Downtown, Dog Friendly
Golf

4. Oak Haus Group Stay w/ Fenced Yard & Game Room

Oak Haus Group Stay w/ Fenced Yard & Game Room
3.5 star property
Windsor
The price is S$606
includes taxes & fees
8 Sept - 9 Sept
Oak Haus Group Stay w/ Fenced Yard & Game Room
Golf

5. Windshire Retreat Pool, Garage & Pet-friendly

Windshire Retreat Pool, Garage & Pet-friendly
3.5 star property
Windsor
The price is S$731
includes taxes & fees
31 Aug - 1 Sept
Windshire Retreat Pool, Garage & Pet-friendly
Golf

6. Downtown Windsor Home With Hot Tub & Pool Table

Downtown Windsor Home With Hot Tub & Pool Table
4.0 star property
Windsor
The price is S$718
includes taxes & fees
14 Sept - 15 Sept
Downtown Windsor Home With Hot Tub & Pool Table
Golf

7. New! Family-friendly Home w/ Pool Table, King Beds

New! Family-friendly Home w/ Pool Table, King Beds
4.0 star property
Windsor
The price is S$884
includes taxes & fees
14 Sept - 15 Sept
New! Family-friendly Home w/ Pool Table, King Beds
Golf

8. Windsor Farmhouse Family Fun, Yard & Fireplace

Windsor Farmhouse Family Fun, Yard & Fireplace
4.0 star property
Windsor
The price is S$754
includes taxes & fees
31 Aug - 1 Sept
Windsor Farmhouse Family Fun, Yard & Fireplace
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windsor Hotel Reviews

Best Western Kiva Inn

Best Western Kiva Inn

10/10 Excellent
"Super clean and comfy, would definitely stay again!"
Heather 5-night trip
Posted 3 hours ago
Best Western Kiva Inn

Frequently asked questions

Can I find holiday rentals in Windsor?

Yes, there are holiday rentals in Windsor close to Karen Suman Park, or you can select a more secluded option if you're looking for a relaxing stay. Windsor is known for its zoo.

How many holiday rentals will I find in Windsor?

Choose from 59 Expedia holiday rentals in Windsor for a memorable holiday.

What’s there to see and do in Windsor?

Cache La Poudre River and Windsor Lake are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Karen Suman Park. Other places in town to visit include Ouzel Falls and Pelican Lakes Golf & Country Club.

What’s a holiday rental in Windsor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Windsor. Holiday rentals feature extras like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a small group gathering.