Holiday rentals in Cheyenne Mountain

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Top-rated holiday rentals in Cheyenne Mountain

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Guest favourite

Flat in Colorado Springs

5.0 out of 5 average rating, 447 reviews

The Hillside Hideout

Location!!! Less than 15 minutes to the most popular sights in COS! Created with you in mind, the Hideout is a very clean apartment for 1-2 people that offers a private bathroom, a modern kitchen, a workspace, and the perfect place to rest and relax after a full day of exploration that only this area offers! The Hideout has heated tile floors throughout, high-end custom-made finishes, and a personal touch unlike any other. Make this your home base for your next vacation! (Permit#A-STRP-22-0138)

28 Feb – 7 Mar

$187 SGD per night

Guest favourite

Tiny home in Colorado Springs

4.96 out of 5 average rating, 614 reviews

Cozy cottage, walk to Garden of the Gods

Welcome to the cozy "Chicken Coop" at the foot of Garden of the Gods park in a quiet corner of the city near the funky downtown and great restaurants of Old Colorado City. Walk out your door into the coolest city park in the country, with miles of hiking through jaw-dropping rock formations. The rustic cottage has a pillow-top bed, kitchenette and renovated bath. Enjoy peace and quiet on the deck. An adventurer's dream place to recover after exploring Colorado's great outdoors. Permit: STR 0186

7–14 Feb

$155 SGD per night

Guest favourite

Cottage in Cascade-Chipita Park

4.84 out of 5 average rating, 211 reviews

Mountain Views | Perfect Couples Get Away | Cozy

Charming and newly updated cottage has every amenity of a modern stay with the location and stunning views of a remote mountain retreat. Perfect for friends or couples, the cottage is located at the base of Pikes Peak. 10 minutes away from Colorado Springs or Woodland park you are close to all of the recreation and activities that make the Pikes Peak region special like Cheyenne Mountain Zoo, hiking trails, Pikes Peak Highway, and downtown Colorado Springs You'll love the mountain views.

1–8 Feb

$121 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.

9–16 Apr

$132 SGD per night

Guest favourite

Cottage in Colorado Springs

4.95 out of 5 average rating, 129 reviews

Cottage Retreat in Cheyenne Canyon

This adorable 900 square foot Cottage is located in scenic and serene Cheyenne Canyon. A fenced backyard is great for small to mid-size dogs and especially private for patio dining. Wraparound windows in the master bedroom feel like sleeping in a treehouse and the nearby creek and chimes from Will Rogers shrine will lull you to sleep each night. Three hiking areas are walkable from the house, and downtown is a short bus ride away. A gift certificate to nearby Sacred Grounds Cafe is included!

16–23 Sep

$209 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

24 Feb – 3 Mar

$129 SGD per night

Guest favourite

Treehouse in Cascade-Chipita Park

4.99 out of 5 average rating, 172 reviews

The Treehouse, Modern Retreat with Panoramic Views

*If booking a stay for Oct.-May please carefully read winter info. Welcome to the Treehouse - the ultimate Colorado getaway. Perched high in the trees with panoramic views, you’ll never want to leave. This completely remodeled, octagon treehouse is just 15 minutes from most attractions in Colorado Springs and 5 minutes from the famous Pikes Peak Highway and gorgeous hiking trails - you are right in the middle of plenty to do while also being tucked away in your own little forest paradise.

13–20 Apr

$631 SGD per night

Guest favourite

Cottage in Colorado Springs

4.96 out of 5 average rating, 677 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!

5–12 Oct

$132 SGD per night

Guest favourite

Cottage in Colorado Springs

4.91 out of 5 average rating, 332 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!!

5–12 Sep

$153 SGD per night

Guest favourite

Home in Colorado Springs

4.95 out of 5 average rating, 286 reviews

Sunflower Cottage-Walk to Garden of the Gods+Views

Our popular Sunflower Cottage promises a stay like no other! Tucked away in a lovely secluded westside neighborhood with lush gardens, great views, and a horse stables nearby, the location is within walking distance to Garden of the Gods. We provide extra special touches to make your stay amazing including fresh coffee and delicious fresh brewed tea from a local restaurant. Also off street parking and laundry. Check out our amazing reviews! STR LIC. #0712

7–14 Nov

$141 SGD per night

Superhost

Guest suite in Colorado Springs

4.85 out of 5 average rating, 331 reviews

Little Pines: Private Entry Cottage Suite

A-STRP-23-1297 Cozy mountain side guest suite in the heart of the Broadmoor and Cheyenne Canyon. Enjoy the calmness of the mountains and the convenience of nearby restaurants, hiking and biking trails, coffee shops and local attractions. From the house, you can view and hear the gentle chiming of the historic Will Rogers Shrine. Minutes (<2 miles) from The Broadmoor, Cheyenne Mountain Zoo, Seven Falls and many other notable Colorado experiences.

6–13 Oct

$127 SGD per night

Guest favourite

Cabin in Florissant

4.95 out of 5 average rating, 129 reviews

Red Door Cabin

While staying at Red Door Cabins you will enjoy breathtaking views, amazing rock formations, beautiful pine and aspen trees, a firepit, silence and stars. Have fun finding pieces of petrified wood, geodes, wild berries, and mushrooms on the property and surrounding area. You will get visited by deer, squirrels, maybe a family of foxes and occasionally local black bear or two. So, don’t forget your camera!

8–15 Oct

$160 SGD per night