Holiday houses in Security-Widefield

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Top-rated holiday rentals in Security-Widefield

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Guest favourite

Guest suite in Colorado Springs

4.94 out of 5 average rating, 159 reviews

On mountain time! Pvt King bdrm suite dog friendly

Embrace the southwest in your pvt suite, a soft place to land after traveling, hiking, etc., along the front range. It is a 5 min drive from our quiet neighborhood to everything retail & restaurants, 25-35 mins to dwntn Colorado Sprgs, OCC, Manitou, & the mountains! You have a private entrance and space, amenities to make your stay cozy and comfortable, a *kitchenette stocked with tea, coffee, condiments, spices, and freshly baked goods for breakfast or snacking. *Kitchenette-no sink/dishwasher.

5–12 Jun

$147 NZD per night

Guest favourite

Apartment in Colorado Springs

4.92 out of 5 average rating, 118 reviews

Premier Broadmoor Studio! Great Location! #101

E Z Self Check In! This beautiful studio is part of a small, southwestern style complex I personally designed and built 12 years ago. Its very private and has been newly remodeled. It has a private entrance, designated parking. Located in the exclusive Broadmoor neighborhood and blocks from the 5 Star world renown Broadmoor Resort. Mtn Zoo, Seven Falls, Garden of the Gods, Downtown, and Manitou are nearby. Grocery stores, restaurants are blocks away. Location is perfect! (# A-STRP-23-1140).

12–19 Jan

$171 NZD per night

Guest favourite

Guesthouse in Colorado Springs

4.99 out of 5 average rating, 103 reviews

New Luxury 1 - Bed Near Downtown

This brand-new build (730 sq. feet) is modern with extra touches of comfort including heated bathroom floors, a smart bathroom mirror, walk-in bedroom closet, vaulted ceilings, and a Roku so you can stream your favorite shows. A small private balcony and yard space mean you can enjoy the Colorado sun. Easily access everything Colorado Springs has to offer as this home is a short drive from incredible hiking as well as downtown. Please note: this home is above a garage which is used regularly.

7–14 Apr

$198 NZD per night

Guest favourite

Guesthouse in Colorado Springs

4.91 out of 5 average rating, 198 reviews

Coal Train Inn

Fort Carson! This cute, newly remodeled, 1 bedroom guesthouse is conveniently located near Ft Carson, and just minutes to downtown Colorado Springs. Lots of restaurants and shopping nearby and just 3 minutes from I-25, the gateway to the Rockies. Hike Cheyenne Canyon, Helen Hunt Falls, or Garden of the Gods. Visit the 5 Star Broadmoor Resort, or gamble in Cripple Creek (1 hr). So much to see and do! Our guest guide found inside the guesthouse will give you more ideas of things to do nearby.

17–24 Jul

$240 NZD per night

Guest favourite

Bungalow in Colorado Springs

4.97 out of 5 average rating, 119 reviews

The Cozy Yellow Cottage

Tucked away in a mostly quiet alley in a super eclectic neighborhood, this tiny house was built before 'Tiny Houses' were even a thing. This remodeled and charming 626.5 square foot house is ALL YOURS! Close to downtown Colorado Springs, Ivywild School, the Caffeinated Cow, a library, restaurants, shopping, hiking and biking trails, leisurely and safe neighborhood walks- the sky is truly the limit on what adventures await you! City of Colorado Springs Short Term Rental Permit #A-STRP-22-0086

16–23 Jan

$198 NZD per night

Guest favourite

Cottage in Colorado Springs

4.95 out of 5 average rating, 282 reviews

Charming Cottage near Downtown, Patio & Carport

The Charming Cottage off Uintah St was built in 1900 and is conveniently located to get to all the fun stuff around town. We hope your stay here adds to your story of visiting the Springs! Minutes from Downtown shops, breweries, and dining ! Cozy interior with electric fireplace and covered car port with relaxing outdoor space. The cottage is in the Old North End with Pikes Peak views. This getaway is walking distance to Colorado College, 2 min to I -25 corridor, 8 min to Old Colorado City.

16–23 Jul

$216 NZD per night

Guest favourite

Cottage in Old Colorado City

4.96 out of 5 average rating, 678 reviews

The Bird’s Nest – Tiny Home – Big Location!

Be our guest at the Birds Nest! This historic 1909 “shotgun” tiny house is just two blocks from historic Old Colorado City and central to the best attractions in Colorado Springs. Colorado Springs' Westside is where all the sights, attractions and natural beauty are located. Enjoy quick access to the city’s best restaurants, stores and coffee shops. You will be just down the road from Pikes Peak, Garden of the Gods, Downtown, Manitou Springs and close to great walking and hiking trails!

11–18 Oct

$189 NZD per night

Guest favourite

Guest suite in Colorado Springs

5.0 out of 5 average rating, 148 reviews

Unique, Private, & Romantic near Attractions

The Jungle Hut is an immersive and romantic experience for lovers, adventurers, or anyone wanting to escape. The sounds of the jungle will welcome you as enter the property while the decor sets the scene. The Jungle Hut is an exotically and uniquely furnished 5-star property offering an unforgettable stay. It inspires romance and adventures in the Springs while being private and serene. We are located in the city, close to downtown, and minutes away from hiking and various attractions!

2–9 May

$197 NZD per night

Guest favourite

Guesthouse in Colorado Springs

4.98 out of 5 average rating, 160 reviews

Colorado’s Cozy Corner cottage in mountains

Colorado’s Cozy Corner is a cute home that is close to everything, making it easy to plan your visit. The photos on the walls will inspire you, featuring incredible places in the springs you can visit. While the decorations and modern style of the space will leave you excited to come home after your adventures. This home has two bedrooms, a full bathroom, a full kitchen, a nice living space to relax in, outdoor picnic table and fire pit! It is located in a quiet neighborhood.

10–17 Mar

$214 NZD per night

Guest favourite

Cottage in Colorado Springs

4.91 out of 5 average rating, 334 reviews

Hiking & Nature Paradise - Broadmoor/Seven Falls!

Non-smokers only. The Cottage Retreat is nestled in nature with hiking and biking trails directly out the back door. Trailheads to Helen Hunt Falls or Seven Bridges trail directly behind the cottage! Access to Pikes Peak National Forest off-roading trails are just a few blocks away. Walk to the Broadmoor or neighborhood coffee shop for fine dining and drinks. 5 minutes to downtown Colorado Springs for endless entertainment! Lowest cleaning fees in the neighborhood!!

2–9 Sep

$220 NZD per night

Guest favourite

Guest suite in Colorado Springs

4.96 out of 5 average rating, 121 reviews

Spacious Modern Central Private Basement Suite

Beautiful, newly renovated, private guest suite in the heart of Colorado Springs. Share our love for travel & national parks with modern, chic, travel-inspired decor. Enjoy privacy with a separate back entrance that leads downstairs to a large living area, complete with a private bedroom and full bathroom. Kitchenette is perfect for simple meals with a fridge/ freezer, microwave, keurig coffee maker & kettle. Short Term Rental Permit #: STR-2383

16–23 May

$155 NZD per night

Guest favourite

Guest suite in Colorado Springs

4.97 out of 5 average rating, 544 reviews

Cañon Getaway- Cabin inspired home

This cosy space is the happy in-between of a quiet getaway and a centrally located space near most of Colorado Springs' major attractions. Within walking distance to hiking & bike trails, hop and skip from the Broadmoor, and a 10 minute drive to downtown Colorado Springs. Explore Cheyenne Mountain Zoo, Seven Falls, and Stratton Open Space all in one day!

24 Feb – 3 Mar

$158 NZD per night