Holiday rentals 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.

4–11 Jun

$107 SGD per night

Guest favourite

Flat 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).

10–17 Jan

$114 SGD per night

Guest favourite

Guest house 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.

25 Nov – 2 Dec

$131 SGD per night

Guest favourite

Guest house in Colorado Springs

4.99 out of 5 average rating, 475 reviews

Peacock Manor CSCO w/ L2EV Charger

"The place is so cool you really feel like you're in a painting." A private, solar-powered oasis rich with character. Radiant floor heat, window AC, lush queen bed, shower, kitchenette, 50" TV, wi-fi, streaming channels, coffee+tea. L2EV charger. 420 friendly; private patio. (No cigarettes please.) Search "eco-art-home" for my other listing. Named among 2022 "Top 20 Epic Vacation Rentals in C. Springs" by Broke Backpacker & 1 of "3 of the most unique Airbnb in C. Springs" by Springs Mag, 2023

19–26 Feb

$127 SGD per night

Guest favourite

Guest house 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.

16–23 Jul

$171 SGD per night

Guest favourite

Bungalow in Colorado Springs

4.97 out of 5 average rating, 118 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

1–8 Dec

$129 SGD 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

$120 SGD per night

Guest favourite

Guest house 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.

13–20 Mar

$152 SGD 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

$153 SGD per night

Guest favourite

Guest house in Colorado Springs

4.94 out of 5 average rating, 431 reviews

The Bonnyville Suite

Cozy Inlaw Suite in the Bonnyville Neighborhood nestled within the center of the city with easy access to I-25. Have fun with all the local entertainment that downtown Colorado Springs has to offer. See the top of Pikes Peak, Olympic Training Center, Air Force Academy, Zoo, hike Garden Of The Gods & Seven Falls. Experience the many breweries & wineries in our area. Walking distance from grocery store, coffee shops, a park, trails, and a small shopping center.

21–28 Dec

$91 SGD 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

8–15 Aug

$123 SGD 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!

24–31 Dec

$152 SGD per night