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

Search Holiday Rentals in Windsor

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Windsor holiday 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, (27 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 £146
includes taxes & fees
30 Sept - 1 Oct
The Guest Suite
A golf course with a water body, buildings, and a distant town.

2. Chimney Park Retreat King Suite + Fenced Yard

Chimney Park Retreat King Suite + Fenced Yard
3.5 star property
Windsor
Chimney Park Retreat King Suite + Fenced Yard
A golf course with a water body, buildings, and a distant town.

3. Downtown Windsor Home with Hot Tub & Pool Table

Downtown Windsor Home with Hot Tub & Pool Table
Windsor
9.8 out of 10, Exceptional, (24 reviews)
"Enjoyed our stay, no complaints! Good location that suited our needs well. "
United States
Marc B.
The price is £386
includes taxes & fees
28 Sept - 29 Sept
Downtown Windsor Home with Hot Tub & Pool Table
A cozy living room with a fireplace, a sofa, a chair, and a rug.

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

Hot Tub Oasis: Unwind in this beautiful home near Windsor Lake!
Windsor
9.6 out of 10, Exceptional, (33 reviews)
"We had an amazing stay! The house was clean & checking in was super easy."
United States
Lindsey G.
The price is £368
includes taxes & fees
27 Sept - 28 Sept
Hot Tub Oasis: Unwind in this beautiful home near Windsor Lake!
A golf course with a water body, buildings, and a distant town.

5. 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 £573
includes taxes & fees
25 Oct - 26 Oct
NEW! Family-friendly Home w/ Pool Table, King Beds
A spacious living room with a high ceiling, large windows, and a ceiling fan.

6. Charming Getaway, Walk to Windsor Lake & Downtown!

Charming Getaway, Walk to Windsor Lake & Downtown!
3.0 star property
Windsor
10.0 out of 10, Exceptional, (3 reviews)
"Great place"
United States
JASON
The price is £451
includes taxes & fees
7 Oct - 8 Oct
Charming Getaway, Walk to Windsor Lake & Downtown!
A spacious living room with a high ceiling, large windows, and a ceiling fan.

7. Charming Getaway, Walk to Windsor Lake & Downtown!

Charming Getaway, Walk to Windsor Lake & Downtown!
Windsor
10.0 out of 10, Exceptional, (81 reviews)
"Great property! Everything was super clean and lots of space to relax. Loved the neighborhood too."
United States
Sam B.
The price is £460
includes taxes & fees
7 Oct - 8 Oct
Charming Getaway, Walk to Windsor Lake & Downtown!
A golf course with a water body, buildings, and a distant town.

8. Walnut Street Retreat | Downtown, Dog Friendly

Walnut Street Retreat | Downtown, Dog Friendly
Windsor
10.0 out of 10, Exceptional, (1 review)
"House was very cute inside. Very clean. Close to everything we wanted to do on Main Street in Windsor. Communication with hostess was wonderful. She kept us informed about a parade that would be coming down the street and how best to navigate the traffic. Will definitely plan to rent from her again!"
United States
Tracy W.
The price is £279
includes taxes & fees
7 Oct - 8 Oct
Walnut Street Retreat | Downtown, Dog Friendly
A modern kitchen with white cabinets, a stainless steel microwave, a built-in stove, and a large island with bar stools.

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

Family-Friendly Townhome ~ 2 Mi to Windsor Lake!
Windsor
9.8 out of 10, Exceptional, (30 reviews)
"We enjoyed our stay. The property was very clean and accurately represented in the pictures. Location is good with easy access to neighboring cities. Janelle was a great communicator. We would stay again without hesitation."
United States
Kevin W.
The price is £533
includes taxes & fees
7 Oct - 8 Oct
Family-Friendly Townhome ~ 2 Mi to Windsor Lake!
A two-story house with a porch, a tower, and a fenced yard.

10. Porter House Victorian | Hot tub & King Suite

Porter House Victorian | Hot tub & King Suite
Windsor
The price is £369
includes taxes & fees
27 Sept - 28 Sept
Porter House Victorian | Hot tub & King Suite
A golf course with a water body, buildings, and a distant town.

11. 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 £398
includes taxes & fees
27 Sept - 28 Sept
Windsor Farmhouse | Family Fun, Yard & Fireplace
A golf course with a water body, buildings, and a distant town.

12. Walnut Street Retreat Downtown, Dog Friendly

Walnut Street Retreat Downtown, Dog Friendly
3.5 star property
Windsor
The price is £279
includes taxes & fees
7 Oct - 8 Oct
Walnut Street Retreat Downtown, Dog Friendly
A golf course with a water body, buildings, and a distant town.

13. 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, (2 reviews)
"Location was perfect for us for a family reunion centered nearby."
United States
Gwendolyn N.
The price is £367
includes taxes & fees
20 Oct - 21 Oct
Oak Haus | Group Stay w/ Fenced Yard & Game Room
A golf course with a water body, buildings, and a distant town.

14. 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 £331
includes taxes & fees
27 Sept - 28 Sept
Chimney Park Retreat | King Suite, Sleeps 10
A modern kitchen with white cabinets, a stainless steel microwave, a built-in stove, and a large island with bar stools.

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

Family-friendly Townhome ~ 2 Mi to Windsor Lake!
3.5 star property
Windsor
8.8 out of 10, Excellent, (3 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 £515
includes taxes & fees
27 Sept - 28 Sept
Family-friendly Townhome ~ 2 Mi to Windsor Lake!
A golf course with a water body, buildings, and a distant town.

16. Windsor Farmhouse Family Fun, Yard & Fireplace

Windsor Farmhouse Family Fun, Yard & Fireplace
4.0 star property
Windsor
The price is £403
includes taxes & fees
28 Sept - 29 Sept
Windsor Farmhouse Family Fun, Yard & Fireplace
A golf course with a water body, buildings, and a distant town.

17. 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 £360
includes taxes & fees
20 Oct - 21 Oct
Oak Haus Group Stay w/ Fenced Yard & Game Room
A golf course with a water body, buildings, and a distant town.

18. Downtown Windsor Home With Hot Tub & Pool Table

Downtown Windsor Home With Hot Tub & Pool Table
4.0 star property
Windsor
The price is £385
includes taxes & fees
28 Sept - 29 Sept
Downtown Windsor Home With Hot Tub & Pool Table
A golf course with a water body, buildings, and a distant town.

19. 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 £567
includes taxes & fees
20 Oct - 21 Oct
New! Family-friendly Home w/ Pool Table, King Beds
A compact kitchen with a microwave, a refrigerator, a sink, and wooden cabinets.

20. Extended Stay America Select Suites - Loveland

Extended Stay America Select Suites - Loveland
2.5 star property
Loveland
6.2 out of 10, (513 reviews)
"Overall stay was great. Staff was attentive to existing and new customers."
United States
Antonio
The price is £64
includes taxes & fees
11 Oct - 12 Oct
Extended Stay America Select Suites - 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Hotel Reviews

La Quinta Inn by Wyndham Fort Collins

La Quinta Inn by Wyndham Fort Collins

8/10 Good
"Clean room but was dated. Good for the price and location. Breakfast was good and many choices. Staff were very friendly and professional."
Diane E 1-night trip
Posted 17 hours ago
La Quinta Inn by Wyndham Fort Collins

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?

2 Homes, 2 Hot Tubs, Endless Fun for Groups!: This holiday home rental outside of Windsor is located near skiing, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 10 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals will I find in Windsor?

Choose from 58 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 Pelican Lakes Golf & Country Club and Ouzel Falls.

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.