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

Windsor Private Home Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Windsor holiday homes

A room with two chairs, a small table, a bookshelf, and large windows with curtains.

1. Walnut Street Retreat Downtown, Dog Friendly

Walnut Street Retreat Downtown, Dog Friendly
3.5 star property
Windsor
The price is S$481
includes taxes & fees
2 Dec - 3 Dec
Walnut Street Retreat Downtown, Dog Friendly
A room with two grey armchairs, a small side table, a lamp, and a decorative wall piece.

2. Downtown Windsor Home With Hot Tub & Pool Table

Downtown Windsor Home With Hot Tub & Pool Table
4.0 star property
Windsor
Downtown Windsor Home With Hot Tub & Pool Table
A modern kitchen with granite countertops, a built-in dishwasher, and a dining area with a table and chairs.

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

New! Family-friendly Home w/ Pool Table, King Beds
4.0 star property
Windsor
New! Family-friendly Home w/ Pool Table, King Beds
A modern dining room with a wooden table set for six, a kitchen in the background, and a cactus plant on the left.

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$628
includes taxes & fees
8 Nov - 9 Nov
Oak Haus Group Stay w/ Fenced Yard & Game Room
A modern kitchen with white cabinets, a central island, and a dining area with a wooden table set for four.

5. Windsor Farmhouse Family Fun, Yard & Fireplace

Windsor Farmhouse Family Fun, Yard & Fireplace
4.0 star property
Windsor
The price is S$636
includes taxes & fees
8 Nov - 9 Nov
Windsor Farmhouse Family Fun, Yard & Fireplace
A modern living room with two blue velvet armchairs, a small round table with a bottle of wine, and a dining area with a wooden table and chairs.

6. Backyard Hideaway King Bed, Garage, Bicycles

Backyard Hideaway King Bed, Garage, Bicycles
3.5 star property
Loveland
The price is S$417
includes taxes & fees
20 Nov - 21 Nov
Backyard Hideaway King Bed, Garage, Bicycles
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

The Armstrong Hotel

The Armstrong Hotel

10/10 Excellent
"The room was really clean and spacious. We asked for a quiet room and it suited that well. Big shower, drink bar. Bed was super comfy and soft. Only complaint - room was really hot, even with AC on 68 full blast"
Angie 1-night trip
Posted 1 hour ago
The Armstrong Hotel

Find out more about Windsor

Windsor Private Holiday Homes information

Number of reviews
Accommodation
224 Private Holiday Homes
Lowest Price
S$417
Highest Price
S$636

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