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

Windsor Vacation Rentals

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Check prices for these dates

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

Our top choices for Windsor vacation rentals

A modern bathroom with a large vanity, a mirror, and a sink. There are towels and toiletries on the counter.

1. The Guest Suite

The Guest Suite
Windsor
10.0 out of 10, Exceptional, (26 reviews)
"The hosts were absolutely wonderful, so welcoming and accommodating! The property was so clean and well maintained with everything looking as is in the listing!"
United States
Emma
The price is ￥16,377
￥33,466 total
includes taxes & fees
Aug 25 - Aug 26
The Guest Suite
A cozy living room with a fireplace, a sofa, a chair, and a rug.

2. Hot Tub Oasis: Unwind in this beautiful home near Windsor Lake!

Hot Tub Oasis: Unwind in this beautiful home near Windsor Lake!
Windsor
9.8 out of 10, Exceptional, (30 reviews)
"Great place that is set up well."
United States
Traven R.
The price is ￥33,861
￥90,397 total
includes taxes & fees
Aug 21 - Aug 22
Hot Tub Oasis: Unwind in this beautiful home near Windsor Lake!
A golf course with a water body, buildings, and a distant town.

3. 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, (15 reviews)
"Great space for our family, very clean. Safe neighborhood. Will stay again. "
United States
Kari H.
The price is ￥37,335
￥113,606 total
includes taxes & fees
Sep 14 - Sep 15
NEW! Family-friendly Home w/ Pool Table, King Beds
A golf course with a water body, buildings, and a distant town.

4. Downtown Windsor Home with Hot Tub & Pool Table

Downtown Windsor Home with Hot Tub & Pool Table
Windsor
10.0 out of 10, Exceptional, (23 reviews)
"Enjoyed our stay, no complaints! Good location that suited our needs well. "
United States
Marc B.
The price is ￥26,010
￥90,672 total
includes taxes & fees
Sep 14 - Sep 15
Downtown Windsor Home with Hot Tub & Pool Table
A modern kitchen with white cabinets, a stainless steel microwave, a built-in stove, and a large island with bar stools.

5. Family-Friendly Townhome ~ 2 Mi to Windsor Lake!

Family-Friendly Townhome ~ 2 Mi to Windsor Lake!
Windsor
9.8 out of 10, Exceptional, (29 reviews)
"What a beautiful townhouse! Property manager was amazing! "
United States
jeannine B.
The price is ￥43,355
￥110,429 total
includes taxes & fees
Aug 25 - Aug 26
Family-Friendly Townhome ~ 2 Mi to Windsor Lake!
A modern kitchen with white cabinets, a stainless steel microwave, a built-in stove, and a large island with bar stools.

6. 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 ￥52,849
￥107,872 total
includes taxes & fees
Aug 25 - Aug 26
Family-friendly Townhome ~ 2 Mi to Windsor Lake!
A golf course with a water body, buildings, and a distant town.

7. Windsor Farmhouse | Family Fun, Yard & Fireplace

Windsor Farmhouse | Family Fun, Yard & Fireplace
Windsor
9.8 out of 10, Exceptional, (10 reviews)
"One of the best VRBOs we have stayed in, we had a 5 year old and 2 year old and this property was right across from a park! Does not get any better than that we all enjoyed our stay"
United States
Morgan T.
The price is ￥31,673
￥91,407 total
includes taxes & fees
Aug 23 - Aug 24
Windsor Farmhouse | Family Fun, Yard & Fireplace
A golf course with a water body, buildings, and a distant town.

8. Chimney Park Retreat King Suite + Fenced Yard

Chimney Park Retreat King Suite + Fenced Yard
3.5 star property
Windsor
The price is ￥27,551
￥65,907 total
includes taxes & fees
Aug 26 - Aug 27
Chimney Park Retreat King Suite + Fenced Yard
A golf course with a water body, buildings, and a distant town.

9. Windshire Retreat | Pool, Garage & Pet-Friendly

Windshire Retreat | Pool, Garage & Pet-Friendly
Windsor
9.2 out of 10, Wonderful, (5 reviews)
"The host was excellent and the home was exactly as advertised. "
United States
Stan S.
The price is ￥31,142
￥88,907 total
includes taxes & fees
Aug 31 - Sep 1
Windshire Retreat | Pool, Garage & Pet-Friendly

10. Porter House Victorian | Hot tub & King Suite

Porter House Victorian | Hot tub & King Suite
Windsor
The price is ￥45,728
￥88,850 total
includes taxes & fees
Aug 23 - Aug 24
Porter House Victorian | Hot tub & King Suite
A golf course with a water body, buildings, and a distant town.

11. Walnut Street Retreat | Downtown, Dog Friendly

Walnut Street Retreat | Downtown, Dog Friendly
Windsor
The price is ￥23,747
￥62,034 total
includes taxes & fees
Sep 8 - Sep 9
Walnut Street Retreat | Downtown, Dog Friendly
A golf course with a water body, buildings, and a distant town.

12. 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 ￥20,734
￥76,501 total
includes taxes & fees
Sep 8 - Sep 9
Oak Haus | Group Stay w/ Fenced Yard & Game Room
A golf course with a water body, buildings, and a distant town.

13. Chimney Park Retreat | King Suite, Sleeps 10

Chimney Park Retreat | King Suite, Sleeps 10
Windsor
2.0 out of 10, (1 review)
The price is ￥19,660
￥66,482 total
includes taxes & fees
Aug 26 - Aug 27
Chimney Park Retreat | King Suite, Sleeps 10
A golf course with a water body, buildings, and a distant town.

14. Walnut Street Retreat Downtown, Dog Friendly

Walnut Street Retreat Downtown, Dog Friendly
3.5 star property
Windsor
The price is ￥31,884
￥62,613 total
includes taxes & fees
Sep 8 - Sep 9
Walnut Street Retreat Downtown, Dog Friendly
A golf course with a water body, buildings, and a distant town.

15. 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 ￥27,839
￥74,125 total
includes taxes & fees
Sep 8 - Sep 9
Oak Haus Group Stay w/ Fenced Yard & Game Room
A golf course with a water body, buildings, and a distant town.

16. Windshire Retreat Pool, Garage & Pet-friendly

Windshire Retreat Pool, Garage & Pet-friendly
3.5 star property
Windsor
The price is ￥42,234
￥89,843 total
includes taxes & fees
Aug 31 - Sep 1
Windshire Retreat Pool, Garage & Pet-friendly
A golf course with a water body, buildings, and a distant town.

17. Downtown Windsor Home With Hot Tub & Pool Table

Downtown Windsor Home With Hot Tub & Pool Table
4.0 star property
Windsor
The price is ￥34,976
￥88,060 total
includes taxes & fees
Sep 14 - Sep 15
Downtown Windsor Home With Hot Tub & Pool Table
A golf course with a water body, buildings, and a distant town.

18. 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 ￥51,699
￥114,289 total
includes taxes & fees
Sep 14 - Sep 15
New! Family-friendly Home w/ Pool Table, King Beds
A golf course with a water body, buildings, and a distant town.

19. Windsor Farmhouse Family Fun, Yard & Fireplace

Windsor Farmhouse Family Fun, Yard & Fireplace
4.0 star property
Windsor
The price is ￥44,310
￥93,650 total
includes taxes & fees
Aug 23 - Aug 24
Windsor Farmhouse Family Fun, Yard & Fireplace
A single-story house with a front porch, a mailbox, and a small garden area.

20. Cozy camper in Lovely Loveland

Cozy camper in Lovely Loveland
Loveland
9.6 out of 10, Exceptional, (23 reviews)
"Nice place to stay for a few days. Host was very communicative and address things that came up, very helpful."
United States
Ron F.
The price is ￥7,120
￥20,008 total
includes taxes & fees
Aug 25 - Aug 26
Cozy camper in Lovely Loveland
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
"It was a delightful stay in a perfect location to deliver our daughter to school!"
Susannah 1-night trip
Posted 11 hours ago
The Armstrong Hotel

Find out more about Windsor

Search for holiday rentals in Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in Windsor using one of the methods below:

  • View our selection of featured holiday rentals in Windsor
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  • Enter your travel dates to view the best deals on holiday rentals in Windsor while they last

Look no further and take a look at our great range of rental properties in Windsor!

Frequently asked questions

Can I find vacation rentals in Windsor?

Yes, we offer vacation rentals in Windsor close to Karen Suman Park, or you can choose a more remote option if you're looking for a relaxing stay. Windsor is known for its zoo.

What are some of the best vacation rentals in Windsor?

Lake View Casa: This vacation home rental outside of Windsor is located on a lake and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in Windsor?

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

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 vacation rental in Windsor like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Windsor. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for families.