Security Holiday Rentals

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Security

Cozy Creekside Cottage at Entrance to Pikes Peak
Property grounds
Cozy Creekside Cottage at Entrance to Pikes Peak
9.8 out of 10, Exceptional, (152)
"Clean, cute and exactly what was listed!"
The price is HK$848
HK$1,571 total
includes taxes & fees
4 Dec - 5 Dec
Cozy Creekside Cottage at Entrance to Pikes Peak
Great remodeled Downtown Manitou Springs Home Lic#9244
Property grounds
Great remodeled Downtown Manitou Springs Home Lic#9244
9.2 out of 10, Wonderful, (131)
"Loved the location and how the town is within walking distance. This unit was one of the nicest that we have stayed at that also allows for a pet. Would rent this place out again"
Great remodeled Downtown Manitou Springs Home Lic#9244
Enjoy Downtown Colorado Springs Restaurants, Breweries, Museums, Galleries
Exterior
Enjoy Downtown Colorado Springs Restaurants, Breweries, Museums, Galleries
8.8 out of 10, Excellent, (126)
"The house is convenient to downtown Colorado Springs, making it easy to access everything we needed. There were great dining options within walking distance. However, the home is smaller than the photos suggest. It was clean and decently stocked, but the living room couch was replaced with an uncomfortable IKEA sofa that fits only 4 people closely. The only other seating options are the 3 wooden chairs and 2 decorative chairs in the dining area. All beds were uncomfortable and felt like sleeping...
The price is HK$716
HK$1,553 total
includes taxes & fees
3 Dec - 4 Dec
Enjoy Downtown Colorado Springs Restaurants, Breweries, Museums, Galleries
Captain Jack’s Cottage in Beautiful Cheyenne Cañon 2 blocks from Broadmoor Hotel
Property grounds
Captain Jack’s Cottage in Beautiful Cheyenne Cañon 2 blocks from Broadmoor Hotel
10.0 out of 10, Exceptional, (212)
"Great place to stay, owners were so accommodating. Quiet area. House has everything you need to feel at home. Loved the place!!!"
Captain Jack’s Cottage in Beautiful Cheyenne Cañon 2 blocks from Broadmoor Hotel
Near Downtown« Hot Tub┃Firepit┃Fenced Yard
Property grounds
Near Downtown« Hot Tub┃Firepit┃Fenced Yard
10.0 out of 10, Exceptional, (33)
"The property met our needs quite well -- friends and family coming to town for a concert. We were not in the house enough time to utilize the hot tub or fire pit."
Near Downtown« Hot Tub┃Firepit┃Fenced Yard
🌟Award Winning 1923 Downtown Bungalow - Pikes Peak Garden of the Gods & Hot Tub!
Exterior
🌟Award Winning 1923 Downtown Bungalow - Pikes Peak Garden of the Gods & Hot Tub!
10.0 out of 10, Exceptional, (278)
"This place was awesome! Loved the cozy home and the much appreciated relaxing atmosphere!"
The price is HK$1,471
HK$3,547 total
includes taxes & fees
3 Dec - 4 Dec
🌟Award Winning 1923 Downtown Bungalow - Pikes Peak Garden of the Gods & Hot Tub!
Charming Cheyenne Cañon Cottage, Steps To The Broadmoor & Seven Falls!
Charming Cheyenne Cañon Cottage, Steps To The Broadmoor & Seven Falls!
10.0 out of 10, Exceptional, (272)
"The cottage was situated perfectly for our visiting family at Fort Carson. "
Charming Cheyenne Cañon Cottage, Steps To The Broadmoor & Seven Falls!
Close to EVERYTHING! Beautiful Farmhouse Retreat!
Exterior
Close to EVERYTHING! Beautiful Farmhouse Retreat!
9.8 out of 10, Exceptional, (134)
"Fantastic location. Mountain View was awesome. Walked around the old colorado city area shops and restaurants. Close to Manitou Springs, Gardens of the gods and pikes peak. House was everthing advertised."
The price is HK$1,167
HK$2,806 total
includes taxes & fees
30 Nov - 1 Dec
Close to EVERYTHING! Beautiful Farmhouse Retreat!
Majestic Pikes Peak Manor- Hot tub with PIKES PEAK VIEW and Hoodoo’s
Outdoor spa tub
Majestic Pikes Peak Manor- Hot tub with PIKES PEAK VIEW and Hoodoo’s
10.0 out of 10, Exceptional, (40)
"I stayed at this property with my two cousins to celebrate our 40th birthdays. I cannot say enough good things about our experience and would definitely recommend this place to others. Location We stayed for three full days and the location was central to all of our activities which included: zip lining in the royal gorge, touring wind cave, and hiking garden of the gods. This location felt central to all and it was very easy to drive everywhere and the driveway parking made it easy to come and...
Majestic Pikes Peak Manor- Hot tub with PIKES PEAK VIEW and Hoodoo’s
Waltons Mountain Cottage - HOT TUB
Terrace/patio
Waltons Mountain Cottage - HOT TUB
9.8 out of 10, Exceptional, (218)
"Nice place. "
Waltons Mountain Cottage - HOT TUB
2BR Mountain Cabin - Comes with Fresh Baked Breakfast
Exterior
2BR Mountain Cabin - Comes with Fresh Baked Breakfast
10.0 out of 10, Exceptional, (73)
"Wonderful little cottage to stay in. Delicious breakfasts served and Susan is a very kind and friendly host!"
2BR Mountain Cabin - Comes with Fresh Baked Breakfast
Charming Creekside 2BR/2BA/Kitchen @ Pikes Peak
Smart TV, fireplace, DVD player, computer monitors
Charming Creekside 2BR/2BA/Kitchen @ Pikes Peak
9.4 out of 10, Exceptional, (10)
"The property was beautiful. Hot tub was as nice as advertised."
The price is HK$926
HK$2,021 total
includes taxes & fees
9 Dec - 10 Dec
Charming Creekside 2BR/2BA/Kitchen @ Pikes Peak
Cozy House With Hot Tub and Gaming Room
Snow and ski sports
Cozy House With Hot Tub and Gaming Room
10.0 out of 10, Exceptional, (345)
"The house was very spacious and furniture very comfortable. Kitchen was very nice and easy to cook in. Loved the supplies the owner provided. Abundant towels provided which was so nice. My son lives in the area so we will be returning in a few months and staying at another property of this owner. DEFINITELY RECOMMEND and would stay here again if it were available. Chad is excellent and so easy to communicate with. "
Cozy House With Hot Tub and Gaming Room
Colorado's best getaway and adventure located at the base of Pikes Peak #1
Smart TV, fireplace
Colorado's best getaway and adventure located at the base of Pikes Peak #1
9.6 out of 10, Exceptional, (49)
"My husband, pups, and I had an impromptu getaway, and the property was great! The hosts were responsive and helpful, the property was as advertised, and an excellent value. We’d recommend it! "
The price is HK$739
HK$2,291 total
includes taxes & fees
24 Nov - 25 Nov
Colorado's best getaway and adventure located at the base of Pikes Peak #1
Charming, Peaceful and Newly Renovated 2 Bedroom Cottage!
Exterior
Charming, Peaceful and Newly Renovated 2 Bedroom Cottage!
10.0 out of 10, Exceptional, (81)
"Neat, clean and well stocked. "
Charming, Peaceful and Newly Renovated 2 Bedroom Cottage!
Stylish 3 Bedroom Home with Rooftop Deck
3 bedrooms, memory-foam beds, desk, iron/ironing board
Stylish 3 Bedroom Home with Rooftop Deck
9.4 out of 10, Exceptional, (31)
"We visited Colorado for a wedding and this was a great space to catch up with family together:) cheaper than a hotel and sooooo much better!"
Stylish 3 Bedroom Home with Rooftop Deck
Newly renovated condo with beautiful Mountain View.Close to lots of attractions.
Living area
Newly renovated condo with beautiful Mountain View.Close to lots of attractions.
9.6 out of 10, Exceptional, (46)
"This was a great home base for us while we visited family in the area!"
The price is HK$817
HK$1,996 total
includes taxes & fees
23 Nov - 24 Nov
Newly renovated condo with beautiful Mountain View.Close to lots of attractions.
Grandview Mesa - Amazing Mountain Views!!!
Miscellaneous
Grandview Mesa - Amazing Mountain Views!!!
10.0 out of 10, Exceptional, (67)
"I was a little hesitant because of being conjoined, but it is extremely private and the view is absolutely stunning. The space was perfect for what we were looking for. Highly recommended."
The price is HK$856
HK$1,622 total
includes taxes & fees
3 Dec - 4 Dec
Grandview Mesa - Amazing Mountain Views!!!
Downtown Private 2 BDRM 1 BTH
Fridge, microwave, stovetop, coffee/tea maker
Downtown Private 2 BDRM 1 BTH
7.8 out of 10, Good, (42)
"loved this apartment and it was very convenient in the downtown area "
Downtown Private 2 BDRM 1 BTH
NEW! ALL EN SUITE BATHROOMS ~Downtown 3 Blocks ~ Cog Railway ~Incline~ Hot Tub!
Fridge, microwave, oven, stovetop
NEW! ALL EN SUITE BATHROOMS ~Downtown 3 Blocks ~ Cog Railway ~Incline~ Hot Tub!
10.0 out of 10, Exceptional, (34)
"House was super clean and the manager was very easy to contact and helpful. Perfect location, just a short walk to town. The hot tub was a great amenity!"
NEW! ALL EN SUITE BATHROOMS ~Downtown 3 Blocks ~ Cog Railway ~Incline~ Hot Tub!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Security
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other types of properties in Security you may be interested in

The Academy Hotel Colorado Springs
Lobby sitting area
The Academy Hotel Colorado Springs
3.5 star property
8.8 out of 10, Excellent, (3104)
"Check in was a breeze, reception was very friendly and helpful. Room was nice, there were a few stains on the carpet. Unfortunately, the Complimentary breakfast was not good, most food was lukewarm and no flavor. Omelette station saved the day. Checkout was easy. Valeria was wonderful; my grandson left his dress shoes and she reached out via text to notify and make arrangements for pickup or option to donate. Overall very pleased."
The price is HK$623
HK$687 total
includes taxes & fees
8 Dec - 9 Dec
The Academy Hotel Colorado Springs
Cheyenne Mountain Resort, a Destination by Hyatt Hotels
Indoor pool, 2 outdoor pools, open 8:00 AM to 10:00 PM, pool umbrellas
Cheyenne Mountain Resort, a Destination by Hyatt Hotels
4.0 star property
8.6 out of 10, Excellent, (1280)
"Expedia did not transfer our reservation but the hotel clerk made it so easy and was willing to help."
The price is HK$920
HK$1,263 total
includes taxes & fees
24 Nov - 25 Nov
Cheyenne Mountain Resort, a Destination by Hyatt Hotels
Hyatt Place Colorado Springs Downtown
Bar (on property)
Hyatt Place Colorado Springs Downtown
3.0 star property
9.0 out of 10, Wonderful, (886)
"The property was beautiful, with beautiful views! Parking wasn’t too bad, lots of parking around the hotel! Beautiful place to walk for breakfast or to be surrounded by mountains. Hotel breakfast was great for adults and kids! "
The price is HK$904
HK$996 total
includes taxes & fees
24 Nov - 25 Nov
Hyatt Place Colorado Springs Downtown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals

Frequently asked questions

Can I find a holiday rental in Security?

Yes, there are holiday rentals close to the most popular sights in Security, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Security has to offer?

Grandview Mesa - Amazing Mountain Views!!!: This holiday home rental outside of Security is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a microwave. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Security?

Explore the area and family-friendly sights such as Cheyenne Mountain Zoo, or get out into nature at a spot like Garden of the Gods. Peterson Air Force Base and Broadmoor World Arena are a couple of places you'll find in the wider area.

What’s a holiday rental in Security like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Security. Holiday rentals feature extras like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family trip or a small group gathering.