Photo by James Hays

Holiday Homes in Windsor

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Featured Holiday Homes in Windsor

PETS welcome! CSU/mid-town Home!

9.6 out of 10, Exceptional, (28)
"As many reviewers have stated, the interior of this property is rather 'tired', furnished with old furniture, no rugs, scratched hardwood floors, and limited kitchen utensils (no mixing bowls, no placemats or napkins, and limited supplies), however the location and back yard make up for what the interior is lacking. In reality, the house serves every need. The beds are not high end, but comfortable, and the bathroom has been redone with a large walk in shower, great shower head and lots of hot...
PETS welcome! CSU/mid-town Home!

Historic Charming Bungalow in the Heart of Old Town

10.0 out of 10, Exceptional, (121)
"Great location, charming cottage, clean and great communication with host. We’ve been here twice and will back again in the future. "
Historic Charming Bungalow in the Heart of Old Town

Loveland Guest House w/ Balcony by Boyd Lake

9.6 out of 10, Exceptional, (19)
"We were staying in Loveland for parents weekend at CSU. This spot gave us a quick route to the school but also the distance to enjoy ourselves once activities were done. Great neighborhood and areas to eat/drink right close by. "
Loveland Guest House w/ Balcony by Boyd Lake

Family-friendly Home Near Trails & CSU! Great Yard

9.0 out of 10, Wonderful, (2)
"My family and I had a wonderful stay. The house had 4 bedrooms which were great. It was near a great walking trail and in a lovely neighborhood. My 3 yr old granddaughter loved the swings in the backyard and we all loved the hot tub. "
Family-friendly Home Near Trails & CSU! Great Yard

Mead Vacation Rental: Fenced Backyard & Fire Pit!

10.0 out of 10, Exceptional, (24)
"Very clean propertie."
Mead Vacation Rental: Fenced Backyard & Fire Pit!

Cheerful, Urban Farmhouse Just A Few Steps From Downtown

10.0 out of 10, Exceptional, (6)
"The home was very clean and cozy. Being so close to downtown was really great. Checking in and out was a breeze. "
Cheerful, Urban Farmhouse Just A Few Steps From Downtown

Rich King Bed on Highpoint!

10.0 out of 10, Exceptional, (5)
"Incredible location (across the street from a neighborhood park even) with amazing communication from the property manager! We traveled with our kids so they were very accommodating with a crib. The bed were also EXTREMELY comfortable - we are wanting those mattresses in our house now. I wish the listing more clearly stated that it isn't the whole house (3,200 sq ft) as I believe the property managers live in the basement. "
The price is AU$785
includes taxes & fees
26 Nov - 27 Nov
Rich King Bed on Highpoint!

Family friendly Home in the center of Longmont!

8.8 out of 10, Excellent, (5)
"Everything was just as listed and the property manager always answered my messages instantly. The property was so cute and in a walkable neighborhood to a couple of breweries and Lucile’s Creole Cafe. I highly recommend this property! "
The price is AU$609
includes taxes & fees
1 Dec - 2 Dec
Family friendly Home in the center of Longmont!

Downtown Views Deluxe 4/4 + Rooftop Spa!

9.6 out of 10, Exceptional, (34)
"The house is beautiful and the hosts are wonderful. Erik was great with communication, we were welcomed with delicious cookies from a local bakery, and checking in and out was a breeze. "
The price is AU$827
includes taxes & fees
24 Nov - 25 Nov
Downtown Views Deluxe 4/4 + Rooftop Spa!

Gorgeous New Home - Theatre, Ping-Pong, & Stunning Mountain Views

10.0 out of 10, Exceptional, (37)
"Our family enjoyed the game room and the theater room."
Gorgeous New Home - Theatre, Ping-Pong, & Stunning Mountain Views

Cozy Luxury Remodel, Fantastic Backyard! Walk in 5 minutes to CSU/Old Town

10.0 out of 10, Exceptional, (69)
"Cozy, clean and perfect location "
Cozy Luxury Remodel, Fantastic Backyard! Walk in 5 minutes to CSU/Old Town

Beautiful 4 bedroom 2 bath home!

9.0 out of 10, Wonderful, (23)
"Very nice to stay at, homeowner very easy to work with. "
Beautiful 4 bedroom 2 bath home!

Brand new remodeled home 31miles away from Estes Park

9.6 out of 10, Exceptional, (22)
"This smaller home had almost every amenity one could imagine! Great yard with hot tub and patio. The king bed was very comfortable, and the bathroom and kitchen were tricked out. As someone said in a previous review, there is a serious absence of sharp knives! Otherwise very nice. "
Brand new remodeled home 31miles away from Estes Park

Old Town North-Dogs Welcome! Bikes, Roof Top Deck

10.0 out of 10, Exceptional, (36)
"I could write volumes about this VRBO - it is truly amazing - fully stocked, plenty of room for family and friends, great info from owners on checking in and checking out - it had every dish, and pan, and glass you could hope for. The bathrooms were amazing with toiletries and plush towels. The beds were all super comfy and great sheets and pillows and comforters. The parking is amazing too - the garage would hold two cars then there are several different parking pads out back for oodles to...
The price is AU$578
includes taxes & fees
1 Dec - 2 Dec
Old Town North-Dogs Welcome! Bikes, Roof Top Deck

Charming Getaway, Walk to Windsor Lake & Downtown!

10.0 out of 10, Exceptional, (61)
"Excellent experience "
Charming Getaway, Walk to Windsor Lake & Downtown!

Downtown Loveland getaway, just 30 minutes to Estes Park

10.0 out of 10, Exceptional, (13)
"We had such an incredible stay at The White House. The house is well appointed and every detail was thought of. The host left great suggestions of spots in Loveland. The entire family had a wonderful time. We will definitely be back! "
Downtown Loveland getaway, just 30 minutes to Estes Park

The Penthouse Loft in the Heart of Old Town

9.8 out of 10, Exceptional, (22)
"Everything about this stay was as advertised. It is a beautiful loft in a great location - close to everything. Unit itself was also one of the better equipped units I have stayed in. Highly recommend."
The price is AU$1,122
includes taxes & fees
3 Dec - 4 Dec
The Penthouse Loft in the Heart of Old Town

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

9.6 out of 10, Exceptional, (10)
"Clean. Hosts responsive to our needs"
Cozy, pet friendly, home. Great location for walks, food, Boulder, Lyons & RMNP

Applewood Equestrian Estates

10.0 out of 10, Exceptional, (6)
"Communicated well and very helpful "
Applewood Equestrian Estates

Private Entrance King Bed Entire Suite No Cleaning Fee

10.0 out of 10, Exceptional, (18)
"The hosts were incredibly gracious. "
Private Entrance King Bed Entire Suite No Cleaning Fee
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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Other property types in Windsor

Ranchers Retreat Dream Getaway

10.0 out of 10, Exceptional, (14)
"We stayed in Rancher’s Retreat for my sister-in-laws wedding. It was the perfect house for us. The kids loved being able to take over the downstairs while the adults enjoyed a nice retreat to the back yard. Highly recommend! "
The price is AU$757
includes taxes & fees
9 Dec - 10 Dec
Ranchers Retreat Dream Getaway

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

9.4 out of 10, Exceptional, (3)
"This is such a nice area! We enjoyed the house and the location. Would highly recommend! "
The price is AU$1,132
includes taxes & fees
4 Dec - 5 Dec
NEW! Family-friendly Home w/ Pool Table, King Beds

The Flats

3.0 star property
9.0 out of 10, Wonderful, (189)
"Quaint older property."
The price is AU$174
includes taxes & fees
25 Nov - 26 Nov
The Flats
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.