Vacation rentals in Windsor

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Top-rated vacation rentals in Windsor

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

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Top guest favorite
An open living space is highlighted by a cozy sofa, a textured rug, and a wooden dining table with bar stools. A spacious bed is visible, surrounded by shelves. A television displays scenic mountain imagery, and large windows provide ample natural light.
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.

Top guest favorite
A vibrant game room features a foosball table and a pool table, with artwork adorning blue walls. A cozy seating area with brown leather couches and a coffee table is showcased. The outdoor space includes a pergola with seating and a fenced yard for privacy.
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.

Superhost
A dining area is furnished with a round table and black rolling chairs, supported by a light wood floor. Artwork depicting mountains is displayed on the wall, and a stainless steel refrigerator is located to one side, creating a functional and attractive space.
Home in Windsor
4.81 out of 5 average rating, 21 reviews

Windsor Escape - Sophisticated 2/Br Condo

Take it easy at this unique and tranquil getaway. This is an upper floor unit with vaulted ceilings and the small town location is the perfect location for your next getaway! Enjoy an evening stroll to the nearby Water Valley Lakes using the Windsor trail system, cozy up to the fireplace, or sip a glass of wine or local craft brew under the twinkling patio lights. Whether you are attending a sporting event, visiting family, or just looking for a break, the Windsor Escape has you covered!

Top guest favorite
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 favorite
A fully equipped kitchen features modern appliances and a spacious dining area. A round table is set with place settings, surrounded by comfortable chairs. The cabinetry showcases a light color palette, complemented by a stylish backsplash and contemporary decor.
Guest suite in Windsor
4.96 out of 5 average rating, 307 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.

Guest favorite
An outdoor deck area features comfortable seating with light-colored cushions arranged around a central fire pit. Soft string lights are hung overhead, illuminating the space. A scenic view of the surroundings is visible beyond the railing.
Guest suite in Severance
4.9 out of 5 average rating, 81 reviews

Stress Less Sunlight Suite

Perfect for getaways, family visits, extended stays and exploring all NoCO has to offer. This private retreat has: Bedroom w/ king, full bathroom, open living area, fully equipped kitchen & laundry, central A/C, exercise equipment, electric space heaters, computer, gigabit Internet, keyless entry, smart TVs, computer, hot drink bar, entertainment ,covered deck with fire pit, shaded patio with ample seating, griddle, grill & smoker, indoor sauna, private hot tub & seasonal plunge tank

Top guest favorite
The upstairs living area features a blend of modern and rustic design, highlighted by exposed brick walls and wooden flooring. A seating area with two chairs and a coffee table is positioned next to a wall-mounted TV. A dining table for four is visible, complemented by natural light from nearby windows.
Guest suite in Windsor
4.97 out of 5 average rating, 177 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 favorite
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 favorite
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 favorite
A spacious two-story home features a mix of light and dark exterior siding, accented by stonework at the base. Large windows allow natural light into the interior, while a welcoming front porch is approached by a paved pathway lined with gravel and minimal landscaping.
Home in Windsor
4.96 out of 5 average rating, 68 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 favorite
The building showcases a brick facade with large windows, providing visibility into the shops below. Trees with fresh green leaves are positioned along the sidewalk, enhancing the street view. The surrounding area includes additional storefronts, contributing to a vibrant atmosphere.
Condo in Windsor
4.98 out of 5 average rating, 58 reviews

Skyline Escape (B) at Windsor Lake

CLEAN CLEAN CLEAN and LOCATION!!! This GEM is perfectly located in the heart of "Old Town" Windsor. Located directly above wonderful shopping, fabulous restaurants and within walking distance to the stunning Windsor Lake where you can trail hike a 3 mile path or visit the beach!! We also have a beautifully built back deck to enjoy nature right at home. We pride ourselves in creating a beautiful, CLEAN and welcoming space for you and your guests.

Top guest favorite
A modern living area features a light green sectional sofa and a matching armchair with blue accent pillows. A white coffee table sits atop a patterned area rug, while a large flat-screen TV is mounted on the wall opposite. Natural light is provided by a nearby window.
Guesthouse in Windsor
5 out of 5 average rating, 101 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 vacation rentals

When is the best time to visit Windsor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 400ﺩ.ﺇ 444ﺩ.ﺇ 510ﺩ.ﺇ 496ﺩ.ﺇ 569ﺩ.ﺇ 566ﺩ.ﺇ 566ﺩ.ﺇ 555ﺩ.ﺇ 507ﺩ.ﺇ 499ﺩ.ﺇ 474ﺩ.ﺇ 488
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 vacation rentals in Windsor

  • Total vacation rentals

    Explore 140 vacation rentals in Windsor

  • Nightly prices starting at

    Windsor vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

  • Verified guest reviews

    Over 4,610 verified reviews to help you choose

  • Family-friendly vacation rentals

    90 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Windsor vacation 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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