Book Holiday Homes in Windsor

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Featured Holiday Homes in Windsor

Mountain View Home w/ King Beds & Rooftop Deck

Mountain View Home w/ King Beds & Rooftop Deck

Fort Collins CO
The price is AU$737 per night from 14 Jan to 15 Jan
AU$737
14 Jan - 15 Jan 2026
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Fort Collins, within a 5-minute drive of Colorado State University and New Belgium Brewing ...
Opens in a new windowMountain View Home w/ King Beds & Rooftop Deck
Charming Bungalow - Longmont- Nearby Lyons Pet Friendly fenced yard

Charming Bungalow - Longmont- Nearby Lyons Pet Friendly fenced yard

Longmont CO
The price is AU$457 per night from 8 Jan to 9 Jan
AU$457
8 Jan - 9 Jan 2026
includes taxes & fees
Located in Longmont, this vacation home is within a 5-minute drive of Care Plus Medical Center and Longmont United Hospital.
Opens in a new windowCharming Bungalow - Longmont- Nearby Lyons Pet Friendly fenced yard
Restored farmhouse in Old Town Loveland

Restored farmhouse in Old Town Loveland

Loveland CO
The price is AU$350 per night from 5 Jan to 6 Jan
AU$350
5 Jan - 6 Jan 2026
includes taxes & fees
With a stay at this vacation home in Loveland, you'll be within a 15-minute walk of Rialto Theater Center and River's Edge Natural Area.
Opens in a new windowRestored farmhouse in Old Town Loveland
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Cozy, pet friendly, home. Great location for walks, food, Boulder, Lyons & RMNP

Cozy, pet friendly, home. Great location for walks, food, Boulder, Lyons & RMNP

Longmont CO
Located in Longmont, this vacation home is within a 5-minute drive of Longmont United Hospital and Care Plus Medical Center.
Opens in a new windowCozy, pet friendly, home. Great location for walks, food, Boulder, Lyons & RMNP
Ram’s Roost | Rooftop Hot Tub, Patio & Family Fun

Ram’s Roost | Rooftop Hot Tub, Patio & Family Fun

2 out of 5
Fort Collins CO
The price is AU$720 per night from 5 Jan to 6 Jan
AU$720
5 Jan - 6 Jan 2026
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Fort Collins, within a 5-minute drive of Colorado State University and New Belgium Brewing ...
Opens in a new windowRam’s Roost | Rooftop Hot Tub, Patio & Family Fun
Relaxing Hot Tub! Great for Families or Business - Perfect Location!

Relaxing Hot Tub! Great for Families or Business - Perfect Location!

Loveland CO
A stay at this vacation home places you in the heart of Loveland, within a 5-minute drive of McKee Medical Center and Loveland Laser Tag.
Opens in a new windowRelaxing Hot Tub! Great for Families or Business - Perfect Location!
Spacious 5-bedroom house in beautiful Greeley with AC, WiFi

Spacious 5-bedroom house in beautiful Greeley with AC, WiFi

Greeley CO
Located in Greeley, this vacation home is in the mountains, within a 5-minute drive of Highland Park Lanes and Greeley Country Club.
Opens in a new windowSpacious 5-bedroom house in beautiful Greeley with AC, WiFi
Downtown Walkability - 'The Purple House'

Downtown Walkability - 'The Purple House'

2 out of 5
Berthoud Colorado
With a stay at this vacation home in Berthoud, you'll be within a 15-minute drive of River's Edge Natural Area and Loveland Museum.
Opens in a new windowDowntown Walkability - 'The Purple House'
Lake View Casa

Lake View Casa

Fort Collins CO
When you stay at this vacation home in Fort Collins, you'll be on a lake, within a 10-minute walk of Horsetooth Mountain Park and Horsetooth Reservoir.
Opens in a new windowLake View Casa
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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.

Windsor Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Windsor vacation homes are the perfect way for you to wing it.

Holiday houses in Windsor let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Windsor in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Windsor adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Windsor with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Windsor vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Windsor Holiday Homes essential information

Accommodation
642 Holiday Homes
Lowest Price
AU$107
Highest Price
AU$737
Popular accommodation
Mountain View Home w/ King Beds & Rooftop Deck, Charming Bungalow - Longmont- Nearby Lyons Pet Friendly fenced yard, Restored farmhouse in Old Town Loveland , Cozy, pet friendly, home. Great location for walks, food, Boulder, Lyons & RMNP , Ram’s Roost | Rooftop Hot Tub, Patio & Family Fun, Relaxing Hot Tub! Great for Families or Business - Perfect Location!, Spacious 5-bedroom house in beautiful Greeley with AC, WiFi , Downtown Walkability - 'The Purple House', Lake View Casa

Top trending hotels in Windsor

Super 8 by Wyndham Windsor

Super 8 by Wyndham Windsor

2 out of 5
1265 Main St Windsor CO
Fully refundableReserve now, pay when you stay
The price is AU$107 per night from 1 Jan to 2 Jan
AU$107
1 Jan - 2 Jan 2026
includes taxes & fees
When you stay at Super 8 by Wyndham Windsor in Windsor, you'll be in a state park, within a 5-minute drive of Windsor Lake and Cache La Poudre River.
Opens in a new windowSuper 8 by Wyndham Windsor
La Quinta Inn by Wyndham Fort Collins

La Quinta Inn by Wyndham Fort Collins

4 out of 5
3709 E Mulberry St Fort Collins CO
Fully refundableReserve now, pay when you stay
The price is AU$116 per night from 28 Dec to 29 Dec
AU$116
28 Dec - 29 Dec
includes taxes & fees
With a stay at La Quinta Inn by Wyndham Fort Collins in Fort Collins, you'll be within a 10-minute drive of Colorado State University and Cache la Poudre Wilderness ...
Opens in a new windowLa Quinta Inn by Wyndham Fort Collins
Home2 Suites by Hilton Fort Collins

Home2 Suites by Hilton Fort Collins

3 out of 5
4715 S Timberline Rd Fort Collins CO
Fully refundableReserve now, pay when you stay
The price is AU$159 per night from 28 Dec to 29 Dec
AU$159
28 Dec - 29 Dec
includes taxes & fees
With a stay at Home2 Suites by Hilton Fort Collins in Fort Collins, you'll be in the business district, within a 10-minute drive of Colorado State University ...
Opens in a new windowHome2 Suites by Hilton Fort Collins
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Wingate by Wyndham Loveland

Wingate by Wyndham Loveland

2.5 out of 5
5360 Ronald Reagan Blvd Loveland CO
Fully refundableReserve now, pay when you stay
The price is AU$124 per night from 4 Jan to 5 Jan
AU$124
4 Jan - 5 Jan 2026
includes taxes & fees
When you stay at Wingate by Wyndham Loveland in Loveland, you'll be in a shopping district, within a 5-minute drive of Chapungu Sculture Park at Centerra and ...
Opens in a new windowWingate by Wyndham Loveland
Don't see what you're looking for?
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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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^Subject to availability and chosen travel dates.