Holiday houses in Windsor

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Top-rated holiday rentals in Windsor

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
The exterior of a rustic two-story building is highlighted, featuring a wooden façade complemented by stone accents. A spacious deck with a railing provides outdoor seating options, and a staircase leads to the upper level. Large windows allow natural light to fill the interior.
Guesthouse in Timnath
4.99 out of 5 average rating, 142 reviews

The Loft in Timnath

The Loft in Timnath is a high quality rental that has everything you need to enjoy your stay in Northern Colorado. With comfortable and thoughtful finishes and furnishings this space has abundant natural light that feeds life into the many plants and provides The Loft with a most relaxing stay. Wake up with your coffee to enjoy knowing you have all the amenities that you might need including a full kitchen, dining table, high speed Internet, and off street parking to truly make a memorable stay.

Guest favourite
A cozy outdoor seating area is sheltered by a wooden pergola adorned with string lights. Comfortable seating is provided by red cushioned chairs and a matching sofa, complemented by a decorative rug and potted flowers. The surrounding space offers a tranquil view of the backyard.
Guest suite in Greeley
4.9 out of 5 average rating, 233 reviews

Private stay in basement guest suite, West Greeley

New basement suite of 480 sft just for you. A cozy home away from home. Easy check-in through shared garage door and private entrance into basement. It features a master bedroom with queen bed, private bath, extra room with 2 twin bunk beds and office desk. Living room has a sofa sleeper & bar kitchenette. We are in a quiet neighborhood with easy access to trails, close to shopping areas & I-25. Host lives upstair and is available to assist & would like to make your stay confortable & enjoyable.

Top Guest favourite
Home in Windsor
4.94 out of 5 average rating, 155 reviews

King size bed! 5-Bedroom Home W/ Outdoor Pergola!

Located in the vibrant heart of Windsor, this charming home offers the ideal blend of comfort, convenience, and relaxation. Just a short walk from local restaurants and parks, you’ll enjoy easy access to everything the area has to offer. A quick drive will take you to popular family-friendly attractions like Legends Sports Complex, Windsor Lake, and more. The home also offers ample parking for vehicles and a large, private, fenced backyard. This home is great for families and groups with pets.

Top Guest favourite
An aerial view captures the modern guest house adjacent to a serene lake, with well-maintained landscaping. The driveway features two parking spaces, and the property is flanked by residential homes. Distinctive architectural elements and nearby greenery enhance the peaceful environment.
Guest suite in Loveland
4.98 out of 5 average rating, 244 reviews

Lake House Guest Suite - Perfect Location!!!

Welcome to the Lake House! This 500 sq. ft. guest suite overlooks a lake and park. This beautiful location is new, built in 2021! Through a private entrance you will find a large 15'x16' studio bedroom with a king bed, dinette, sitting area, and 60" TV. The space also includes a bunk room with a twin bunk, a luxurious bathroom, and a microwave and mini fridge. Relax and enjoy the views while staying at a centralized location in Loveland. Only 2 miles from I-25 and 1 mile from highway 34!

Top Guest favourite
An open-concept kitchen and dining area features modern cabinetry in deep blue and light countertops. A wooden dining table with mid-century chairs is positioned beside a sliding glass door, allowing natural light to illuminate the space. Decorative plants and contemporary art complement the stylish decor.
Home in Windsor
4.98 out of 5 average rating, 45 reviews

2B/2BA Lux Windsor Home w/ Gym & Game Room

Experience the charm of Old Town Windsor Colorado in this quaint, luxurious, fully-updated, craftsman style home with gym/yoga studio and game room! The house, built in 1929, has been recently remodeled with all the modern conveniences, including a fully stocked chef’s kitchen, open-concept living area, modern electronics and high-speed internet. This lovely retreat is located steps from the heart of downtown Windsor, and was recently featured in our local magazine, Windsor City Lifestyle!

Top Guest favourite
A wooden tree house is nestled among tall pine trees, showcasing a vibrant red exterior and green roof. A small balcony with red umbrellas overlooks the surroundings, providing a cozy outdoor space. Large windows allow natural light to fill the interior.
Treehouse in Lyons
4.97 out of 5 average rating, 720 reviews

Little Red Treehouse

Open May 1 2019 . The Little Red Tree house accommodates two guests only. It has huge views, private shower, with separate powder room sink and toilet. It has an efficiency kitchen, with small sink and counter top,as well as a fridge. The tree house is equipped with heat/air and electricity. Located on the way to Rocky Mountain NP, directly across from Rocky Grass There is a full size pull down Murphy bed which sleeps two , the fairy loft sleeps one.Total occupancy two people maximum !

Top Guest favourite
Guest suite in Windsor
4.96 out of 5 average rating, 306 reviews

Taste of Country AirBNB, pet friendly

Fully updated and furnished guest suite on one acre with a gorgeous view. Ground level walk out basement fully isolated from the main living space including its own private entrance, heating and air conditioning, full kitchen, living area and bonus reading area. 1200 sqft 2 bedroom for up to 4 adults. Minutes from town, attractions and events! Mountain views with a panoramic stunning sunrise/sunset experience. Come enjoy the patio and swing in the cool Colorado mornings and evenings.

Top Guest favourite
Guest suite in Windsor
4.97 out of 5 average rating, 176 reviews

The Studio: A Mid Century Style Guest House

The Studio: A Mid Century Farmhouse Style Guest House in a Beautiful setting on a rural 2-acre property just minutes from northern Colorado’s attractions, including shopping, entrainment, and restaurants. 5 minutes from Hoedown Hill! 25 minutes from Colorado State University. 10 minutes to South Fort Collins. 50 minutes to Estes Park. 45 minutes to North Denver. An additional guest may be added on an air mattress if needed. This is a strict NO SMOKING/DRUNKENNESS Property.

Top Guest favourite
A modern kitchen features dark wooden cabinetry and stainless steel appliances. A spacious island with seating for four is highlighted by a light-colored countertop. Natural light enters through the adjacent doorway, enhancing the warm, neutral tones of the space.
Guesthouse in Windsor
4.98 out of 5 average rating, 91 reviews

Ranch Retreat

Located on an acreage in charming Windsor, Colorado and minutes from downtown, this private 1100 square foot luxury guest house features a million-dollar view of the Rocky Mountains from the patio and sunroom. Amenities include a full kitchen, spa bathroom, and a large open concept living area with a fireplace. Centrally located in Northern Colorado and close to dining, shopping, breweries, and golfing, this beautiful ranch retreat offers Colorado living at its best!

Top Guest favourite
Home in Windsor
4.96 out of 5 average rating, 125 reviews

Windsor Hot Tub House - Near Lake, Park and Brewer

Escape to this updated 5-star retreat, perfectly situated in a quiet neighborhood directly across from Main Community Park. Inside, enjoy 3 cozy bedrooms, a full kitchen, and two spacious living areas. Step outside to your private backyard oasis featuring a fully fenced yard and relaxing hot tub. 1 min walk to Park 4 min drive to Windsor Lake 4 min drive to High Hops Brewery 6 min drive to Mash Lab Brewing & Kitchen 27 min to Fort Collins Book your Windsor stay now!

Guest favourite
Home in Windsor
4.96 out of 5 average rating, 67 reviews

Windsor Getaway

Welcome to your ultimate family getaway in the heart of Windsor, where fun and relaxation blend seamlessly to create unforgettable memories. This idyllic home sleeps 10 to12 comfortably, making it perfect for family reunions, group vacations, or a getaway with friends 10 minutes from Future legends complex,20 miles from Fort Collins,10 miles from Loveland, 5 miles from Blue arena 3 miles away from Hoedown hill, 5miles to downtown and 12 miles to Greeley!

Top Guest favourite
A landscaped yard features lush greenery, flowering plants, and a serene pond with lily pads. The charming home in the background displays a classic design, framed by trees and garden pathways, inviting exploration and tranquility.
Guesthouse in Windsor
5 out of 5 average rating, 99 reviews

Walk to Lake, Restaurants, & Pickleball.

• Recently remodeled • New kitchen and bathroom • New king-sized bed • 70" smart TV • Beautiful yard with pond & patios • Outdoor dining patio & BBQ grill • Free EV charging station next door • Adjacent park • Pickleball & cornhole • Paddle boards • Snowshoes & sleds • Nearby restaurants & lake Perfect for those visiting Windsor for work, family, or for day trips to the mountains.

Popular amenities for Windsor holiday rentals

When is the best time to visit Windsor?

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Avg. price$155 AUD$172 AUD$197 AUD$192 AUD$220 AUD$219 AUD$219 AUD$214 AUD$196 AUD$193 AUD$183 AUD$189 AUD
Avg. temp-2°C-1°C3°C7°C12°C18°C21°C21°C16°C8°C2°C-3°C

Frequently Asked Questions

  • What are the best places to stay in Windsor?

    Windsor has vacation rentals around downtown, near Windsor Lake, and in residential neighborhoods. Many travelers choose stays close to parks, Windsor Lake, or local gathering spaces to explore outdoor activities and engage with community events.

  • What are the best things to do in Windsor with kids?

    Families can explore the Windsor Lake area with playgrounds, trails, and picnic spots, or spend time at Boardwalk Park. The town often hosts community festivals and seasonal activities that are frequently suggested for children.

  • What are some of the best things to do in Windsor?

    You can walk along the Windsor Lake trail, visit local parks such as Boardwalk Park, or explore small-town shops around downtown. Art galleries, community events, and lakeside picnics are often recommended for an authentic Windsor experience.

  • How is the weather in Windsor?

    Windsor has cold winters, with January lows near 14°F (-10°C), and warm summers peaking at 87°F (31°C) in July. Springs and autumns bring mild temperatures and occasional rain, so layered clothing is useful for changing conditions.

  • When is the best time to visit Windsor?

    Late spring and summer are frequently suggested, with comfortable temperatures around 69–87°F (20–31°C) and a busy schedule of community events. Autumn also draws visitors for colorful foliage and outdoor activities.

  • What are the best places to visit in Windsor?

    Boardwalk Park, Windsor Lake, and the local history museum are often recommended for exploration. The downtown area has a welcoming mix of shops and eateries that highlight Windsor’s small-town charm.

  • What are some hiking trails in Windsor?

    Windsor has accessible trails around Lake Windsor and at Boardwalk Park, suited for gentle walks or jogs. Nature paths and multi-use trails in nearby natural areas are frequently suggested for hikers.

  • What are some family activities we can do in Windsor?

    Families can paddle at Windsor Lake, play at local parks like Boardwalk Park, or join seasonal community events. Interactive museum exhibits and outdoor concerts around downtown make Windsor engaging for children and adults.

  • What are some of the best day trip ideas from Windsor?

    Day trips can include exploring nature areas, visiting regional museums, or touring nearby towns with art galleries and local restaurants. Outdoor recreation in parks and hiking trails around Windsor is frequently suggested.

  • Are there any pet friendly accommodations available in Windsor?

    Many vacation rentals in Windsor welcome pets, especially in residential neighborhoods near parks and trails. Outdoor spaces around Windsor Lake and community parks make it easy to enjoy outings with your dog.

  • What are some local tips for visiting Windsor?

    Bring layers for changeable weather, explore the lakeside trails early for peaceful walks, and check out community events for local flavors and crafts. The downtown area is known for friendly shops and welcoming eateries.

  • What is Windsor known for?

    Windsor is known for its scenic lakefront, historic downtown, and frequent community events. Local parks, outdoor recreation, and a welcoming small-town atmosphere are part of its appeal.

  • What are the best hidden gems to explore in Windsor?

    Visitors often discover tucked-away art galleries, quiet lakeside spots, and locally rooted coffee shops around downtown. Community gardens and summer concerts in the park are frequently suggested for a local experience.

  • What are the best foods to try in Windsor?

    Windsor has locally rooted eateries featuring American comfort food, regional barbecue, and Colorado-inspired dishes. Bakery treats, craft coffee, and fresh salads are often recommended for sampling local flavors.

  • What should I bring for a trip to Windsor?

    Pack layers for changing temperatures, comfortable walking shoes for trails and downtown, and sunscreen for sunny days. A reusable water bottle and rain jacket are useful for outdoor activities around Windsor Lake and parks.

  • What is the nightlife in Windsor like?

    Nightlife in Windsor is mellow, with neighborhood bars, casual breweries, and live music in small venues. Downtown often has evening events, social gatherings, and outdoor concerts in warmer months.

  • What are the most popular events or festivals in Windsor?

    Windsor hosts frequently suggested summer concerts at Boardwalk Park, community festivals in late spring, and holiday parades in winter. The town regularly celebrates local art, food, and seasonal activities.

  • Are there family friendly vacation rentals in Windsor?

    Windsor has a range of family friendly rentals, especially near Windsor Lake, local parks, and the downtown area. Many homes feature easy access to outdoor activities and community events for all ages.

Quick stats about holiday rentals in Windsor

  • Total holiday rentals

    Explore 140 holiday rentals in Windsor

  • Nightly prices starting at

    Windsor holiday rentals start at $57 AUD per night before taxes and fees

  • Verified guest reviews

    Over 4,610 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Windsor holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Windsor rentals

  • 4.9 Average rating

    Windsor stays are highly rated by guests—averaging 4.9 out of 5!

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