Holiday rentals 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
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.
Guest house in Timnath
4.99 out of 5 average rating, 111 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 favourite
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
4.93 out of 5 average rating, 122 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.

Guest favourite
A comfortable living room showcases a large sectional couch and an ottoman. A gas fireplace is positioned beneath a wall-mounted TV, with large sliding glass doors leading to a patio visible in the background, framed by light white curtains.
Apartment in Windsor
4.94 out of 5 average rating, 18 reviews

Beacon at the Lakes: Cozy 2b/2b, Grnd Level Condo

This is the perfect place for a relaxing couple or family getaway! It is ideally located just minutes from the best of Windsor: old town, Future Legends, lakes, golf courses, and more. Our cozy 2 bed / 2 bath condo features plenty of space to relax, a fully equipped kitchen, cute patio, gas fireplace, and newly updated living spaces that are bright and welcoming. You will find careful attention to your needs, from a pack-n-play and high chair, to board games, playing cards, and books to enjoy.

Guest favourite
A wooden entertainment unit displays a flat-screen TV, positioned against a brick fireplace. Candles are placed on either side, adding a subtle glow. A decorative basket and a wood-burning stove enhance the cozy ambiance. Wall art in hues of green adds a touch of color.
Flat in Loveland
4.88 out of 5 average rating, 143 reviews

Cozy Big Studio by Lake Loveland

Unique large studio on garden level with wood burning stove. The wood burning stove faces the comfortable queen bed. Cozy loveseat with ottoman, full of blankets, in front of a smart TV. Enter your account details to be able to watch it. It has a 3/4 bathroom (stand up shower) with all linens provided. Work desk and chair. Dining table for two next to the kitchen. Coffee and tea are provided. Long stays encouraged, dates are only blocked for possible long-term renters. 1 hour drive to RMNP.

Top guest favourite
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, 287 reviews

5 star, Family Friendly Guest Suite, Pet Friendly

Friendly, bright and open. 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 or 2 adults and 4 kiddos. Minutes from town, attractions and events, but enjoy a country feel. Mountain views with a panoramic stunning sunrise/sunset experience.

Superhost
The entrance features a blue house with white trim and a diamond-shaped window detail. A wooden ramp leads to the front door, which is flanked by two windows. Gravel lines the area surrounding the home.
Home in Loveland
4.91 out of 5 average rating, 172 reviews

Downtown Loveland Bungalow

Charming, historic 2BR house in Downtown Loveland, CO. Recently remodeled, this gem offers a cozy retreat close to all that Loveland has to offer. Explore local shops, restaurants, and art galleries just steps away. Rocky Mountain National Park is 35-mile drive away. Fully equipped kitchen, AC, and a comfortable living space. Sleep soundly in the cozy bedrooms- 1 king and 1 queen room. Experience the perfect blend of history and charm, in the heart of Loveland. Book your stay now!

Top guest favourite
A cozy sleeping area features a spacious bed dressed in light bedding, surrounded by numerous windows allowing natural light. A small sitting area includes a neutral armchair and a compact desk, while a decorative shelf adds character to the room.
Guest suite in Laporte
4.95 out of 5 average rating, 227 reviews

Sunrise Studio

Tucked next to the foothills near the Cache La Poudre River. Walk to the river trail, grocery store, bakery, pizza joint, popular Swing Station, frisbee golf course, or the Tapestry House wedding venue- this is the place! Perfect location to hop on the paved river trail with a bike and brewery hop in Fort Collins, explore Lory State Park, raft the Poudre River, float in Horsetooth Reservoir, and rock climb in the canyon. It is a quiet place located right outside of Fort Collins.

Top guest favourite
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, 157 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.
Guest house in Windsor
4.98 out of 5 average rating, 85 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!

Guest favourite
Home in Windsor
4.93 out of 5 average rating, 15 reviews

Cozy Retreat w/Sauna Near Downtown Windsor!

Welcome to your home away from home! This cozy getaway offers everything you need for a relaxing stay. Unwind in the private sauna, kick back in the spacious backyard, or gather with friends and family in the comfy living area. With a fully stocked kitchen, one-car garage, and thoughtful touches throughout, this home is perfect for all travelers. Located in a quiet neighborhood close to parks, shops, restaurants, and attractions—your perfect stay starts here!

Top guest favourite
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.
Apartment in Windsor
4.98 out of 5 average rating, 44 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 favourite
A spacious living area features a comfortable gray sofa and a cozy armchair. A warm-toned wooden coffee table stands at the center, complemented by a brick fireplace that adds character. Large windows provide natural light, and a door leads to an outdoor space.
Guest suite in Loveland
4.94 out of 5 average rating, 32 reviews

Loveland Hideaway

This charming attached home in the heart of Loveland offers comfort with a pellet stove and new appliances. Located between Boyd Lake and Lake Loveland, enjoy easy access to outdoor activities, including hiking, fishing, and skiing along the I-70 corridor. Just minutes from shopping and close to Rocky Mountain National Park, CSU, UNC, and CU, it’s perfect for relaxation or adventure. The ideal base for exploring Loveland and beyond!

Popular amenities for Windsor holiday rentals

When is the best time to visit Windsor?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price₹10,189₹10,277₹11,331₹11,858₹13,615₹13,527₹13,703₹12,825₹12,561₹11,331₹10,014₹10,980
Avg. temp-2°C-1°C3°C7°C12°C18°C21°C21°C16°C8°C2°C-3°C

Quick stats about holiday rentals in Windsor

  • Total holiday rentals

    Explore 130 holiday rentals in Windsor

  • Nightly prices starting at

    Windsor holiday rentals start at ₹2,635 per night before taxes and fees

  • Verified guest reviews

    Over 4,440 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    130 of Windsor holiday rentals include wifi 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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