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

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Windsor holiday homes

A cozy living room with a fireplace, a sofa, a chair, and a rug.

1. 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 £429
includes taxes & fees
4 Oct - 5 Oct
Hot Tub Oasis: Unwind in this beautiful home near Windsor Lake!
A golf course with a water body, buildings, and a distant town.

2. Downtown Windsor Home with Hot Tub & Pool Table

Downtown Windsor Home with Hot Tub & Pool Table
Windsor
9.8 out of 10, Exceptional, (25 reviews)
"Enjoyed our stay, no complaints! Good location that suited our needs well. "
United States
Marc B.
The price is £426
includes taxes & fees
5 Oct - 6 Oct
Downtown Windsor Home with Hot Tub & Pool Table
A golf course with a water body, buildings, and a distant town.

3. 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 spacious living room with a high ceiling, large windows, and a ceiling fan.

4. 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 £459
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.

5. 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 £253
includes taxes & fees
7 Oct - 8 Oct
Walnut Street Retreat | Downtown, Dog Friendly
A modern kitchen with stainless steel appliances, wooden cabinets, and a large window.

6. The Windsor Exchange Retreat

The Windsor Exchange Retreat
Windsor
The price is £147
includes taxes & fees
7 Oct - 8 Oct
The Windsor Exchange Retreat
A modern kitchen with white cabinets, a stainless steel microwave, a built-in stove, and a large island with bar stools.

7. 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 £522
includes taxes & fees
30 Oct - 31 Oct
Family-Friendly Townhome ~ 2 Mi to Windsor Lake!
A two-story house with a porch, a tower, and a fenced yard.

8. Porter House Victorian | Hot tub & King Suite

Porter House Victorian | Hot tub & King Suite
Windsor
The price is £369
includes taxes & fees
7 Oct - 8 Oct
Porter House Victorian | Hot tub & King Suite
A golf course with a water body, buildings, and a distant town.

9. 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, (16 reviews)
"Great space for our family, very clean. Safe neighborhood. Will stay again. "
United States
Kari H.
The price is £556
includes taxes & fees
27 Oct - 28 Oct
NEW! Family-friendly Home w/ Pool Table, King Beds
A golf course with a water body, buildings, and a distant town.

10. Chimney Park Retreat | King Suite, Sleeps 10

Chimney Park Retreat | King Suite, Sleeps 10
Windsor
2.0 out of 10, (1 review)
Chimney Park Retreat | King Suite, Sleeps 10
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 £415
includes taxes & fees
27 Oct - 28 Oct
Windsor Farmhouse | Family Fun, Yard & Fireplace
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, (2 reviews)
"Location was perfect for us for a family reunion centered nearby."
United States
Gwendolyn N.
The price is £369
includes taxes & fees
27 Oct - 28 Oct
Oak Haus | Group Stay w/ Fenced Yard & Game Room
A golf course with a water body, buildings, and a distant town.

13. Walnut Street Retreat Downtown, Dog Friendly

Walnut Street Retreat Downtown, Dog Friendly
3.5 star property
Windsor
The price is £253
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.

14. 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 £359
includes taxes & fees
29 Oct - 30 Oct
Oak Haus Group Stay w/ Fenced Yard & Game Room
A golf course with a water body, buildings, and a distant town.

15. Windsor Farmhouse Family Fun, Yard & Fireplace

Windsor Farmhouse Family Fun, Yard & Fireplace
4.0 star property
Windsor
The price is £434
includes taxes & fees
28 Oct - 29 Oct
Windsor Farmhouse Family Fun, Yard & Fireplace
A golf course with a water body, buildings, and a distant town.

16. Downtown Windsor Home With Hot Tub & Pool Table

Downtown Windsor Home With Hot Tub & Pool Table
4.0 star property
Windsor
The price is £417
includes taxes & fees
15 Oct - 16 Oct
Downtown Windsor Home With Hot Tub & Pool Table
A golf course with a water body, buildings, and a distant town.

17. 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 £543
includes taxes & fees
27 Oct - 28 Oct
New! Family-friendly Home w/ Pool Table, King Beds
A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

18. Cozy Chasm Cottage

Cozy Chasm Cottage
Loveland
10.0 out of 10, Exceptional, (17 reviews)
"We enjoyed our stay! We had a tournament nearby and the location was very convenient. Amenities were great. "
United States
Katy K.
The price is £283
includes taxes & fees
4 Oct - 5 Oct
Cozy Chasm Cottage
A modern kitchen with stainless steel appliances, white cabinetry, and a wooden dining table.

19. Comfortable Home | Close to Rocky Mtn Natl Park

Comfortable Home | Close to Rocky Mtn Natl Park
4.0 star property
Loveland
The price is £234
includes taxes & fees
7 Oct - 8 Oct
Comfortable Home | Close to Rocky Mtn Natl Park
A two-story house with a garage, a driveway, and a flag.

20. King Bed Entire Suite No Cleaning Fee Private Entrance

King Bed Entire Suite No Cleaning Fee Private Entrance
Johnstown
10.0 out of 10, Exceptional, (30 reviews)
"Wonderful, quiet and just a very comfortable and clean unit. Would stay here again great central location for Northern Colorado "
United States
James H.
The price is £133
includes taxes & fees
14 Oct - 15 Oct
King Bed Entire Suite No Cleaning Fee Private Entrance
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

Comfort Suites Longmont

Comfort Suites Longmont

10/10 Excellent
"Great stay!"
Karina 3-night trip
Posted 13 hours ago
Comfort Suites Longmont

Find out more about Windsor

Windsor Holiday Homes information

Number of reviews
131
Accommodation
710 Holiday Homes
Lowest Price
£133
Highest Price
£556