Sunrise over Lake

Windsor Holiday Rentals

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Our top choices for Windsor holiday rentals

Walnut Street Retreat Downtown, Dog Friendly

Walnut Street Retreat Downtown, Dog Friendly
3.5 star property
Windsor
Walnut Street Retreat Downtown, Dog Friendly

The Guest Suite

The Guest Suite
Windsor
10.0 out of 10, Exceptional, (18 reviews)
"This is amazing place to stay! It is so comfy and great attention to detail!! We wish we could have stayed longer! "
United States
Dawn T.
The price is AU$270
includes taxes & fees
13 June - 14 June
The Guest Suite

Walnut Street Retreat | Downtown, Dog Friendly

Walnut Street Retreat | Downtown, Dog Friendly
Windsor
Walnut Street Retreat | Downtown, Dog Friendly

Family-Friendly Townhome ~ 2 Mi to Windsor Lake!

Family-Friendly Townhome ~ 2 Mi to Windsor Lake!
Windsor
9.8 out of 10, Exceptional, (27 reviews)
"What a beautiful townhouse! Property manager was amazing! "
United States
jeannine B.
The price is AU$982
includes taxes & fees
10 June - 11 June
Family-Friendly Townhome ~ 2 Mi to Windsor Lake!

Windsor Farmhouse | Family Fun, Yard & Fireplace

Windsor Farmhouse | Family Fun, Yard & Fireplace
Windsor
9.8 out of 10, Exceptional, (7 reviews)
"We had a great time. The house was clean, large and perfect for our family. "
United States
Hailey L.
The price is AU$786
includes taxes & fees
10 June - 11 June
Windsor Farmhouse | Family Fun, Yard & Fireplace

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 AU$967
includes taxes & fees
10 June - 11 June
Family-friendly Townhome ~ 2 Mi to Windsor Lake!

Downtown Windsor Home with Hot Tub & Pool Table

Downtown Windsor Home with Hot Tub & Pool Table
Windsor
10.0 out of 10, Exceptional, (21 reviews)
"House is very clean good for families!! "
United States
Antonio P.
The price is AU$965
includes taxes & fees
15 June - 16 June
Downtown Windsor Home with Hot Tub & Pool Table

Windsor Hot Tub House - Near Lake, Park and Breweries!

Windsor Hot Tub House - Near Lake, Park and Breweries!
Windsor
9.6 out of 10, Exceptional, (24 reviews)
"Great place that is set up well."
United States
Traven R.
Windsor Hot Tub House - Near Lake, Park and Breweries!

NEW! Family-friendly Home w/ Pool Table, King Beds

NEW! Family-friendly Home w/ Pool Table, King Beds
Windsor
9.8 out of 10, Exceptional, (13 reviews)
"It was the perfect place for a couple families and kids to stay for our daughter’s volleyball tourney. We would stay again!"
United States
Christine V.
The price is AU$1,145
includes taxes & fees
23 June - 24 June
NEW! Family-friendly Home w/ Pool Table, King Beds

Windshire Retreat | Pool, Garage & Pet-Friendly

Windshire Retreat | Pool, Garage & Pet-Friendly
Windsor
10.0 out of 10, Exceptional, (1 review)
"The host was excellent and the home was exactly as advertised. "
United States
Stan S.
Windshire Retreat | Pool, Garage & Pet-Friendly

Chimney Park Retreat King Suite + Fenced Yard

Chimney Park Retreat King Suite + Fenced Yard
3.5 star property
Windsor
The price is AU$634
includes taxes & fees
17 June - 18 June
Chimney Park Retreat King Suite + Fenced Yard

The Wandering Key | Gather & Unwind, Sleeps 14

The Wandering Key | Gather & Unwind, Sleeps 14
Windsor
The Wandering Key | Gather & Unwind, Sleeps 14

Chimney Park Retreat | King Suite, Sleeps 10

Chimney Park Retreat | King Suite, Sleeps 10
Windsor
The price is AU$568
includes taxes & fees
10 June - 11 June
Chimney Park Retreat | King Suite, Sleeps 10

Oak Haus | Group Stay w/ Fenced Yard & Game Room

Oak Haus | Group Stay w/ Fenced Yard & Game Room
Windsor
10.0 out of 10, Exceptional, (1 review)
"Location was perfect for us for a family reunion centered nearby."
United States
Gwendolyn N.
The price is AU$903
includes taxes & fees
6 July - 7 July
Oak Haus | Group Stay w/ Fenced Yard & Game Room

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 AU$978
includes taxes & fees
8 July - 9 July
Oak Haus Group Stay w/ Fenced Yard & Game Room

The Wandering Key Gather & Unwind, Sleeps 14

The Wandering Key Gather & Unwind, Sleeps 14
3.5 star property
Windsor
The price is AU$1,610
includes taxes & fees
7 July - 8 July
The Wandering Key Gather & Unwind, Sleeps 14

Windshire Retreat Pool, Garage & Pet-friendly

Windshire Retreat Pool, Garage & Pet-friendly
3.5 star property
Windsor
The price is AU$1,068
includes taxes & fees
9 July - 10 July
Windshire Retreat Pool, Garage & Pet-friendly

Windsor Farmhouse Family Fun, Yard & Fireplace

Windsor Farmhouse Family Fun, Yard & Fireplace
4.0 star property
Windsor
The price is AU$803
includes taxes & fees
10 June - 11 June
Windsor Farmhouse Family Fun, Yard & Fireplace

Downtown Windsor Home With Hot Tub & Pool Table

Downtown Windsor Home With Hot Tub & Pool Table
4.0 star property
Windsor
The price is AU$919
includes taxes & fees
16 June - 17 June
Downtown Windsor Home With Hot Tub & Pool Table

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 AU$1,170
includes taxes & fees
23 June - 24 June
New! Family-friendly Home w/ Pool Table, King Beds
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

Find out more about Windsor

Everything you need to know about Windsor holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Windsor holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windsor. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windsor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windsor holiday rentals we have selected for you start as low as AU$125 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Windsor rentals

At Expedia, we put the best Windsor holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.

What are some of the best holiday rentals that Windsor has to offer?

Lake View Casa: This holiday home rental outside of Windsor is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Windsor?

Choose from 54 Expedia holiday rentals in Windsor for a memorable holiday.

What’s there to see and do in Windsor?

Windsor Lake and Cache La Poudre River 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.