Security Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Security vacation rentals

City Center Cottage Netflix, Mtns & Adventure!

City Center Cottage Netflix, Mtns & Adventure!
3.5 star property
Central Colorado Springs
8.0 out of 10, Very good, (3 reviews)
"Convenient, clean, and close (walkable) to many restaurants and bars. "
United States
Heather
The price is CA $106
CA $313 total
includes taxes & fees
Jun 2 - Jun 3
City Center Cottage Netflix, Mtns & Adventure!

Timber Lodge Cabin 18

Timber Lodge Cabin 18
2.0 star property
Colorado Springs
10.0 out of 10, Exceptional, (3 reviews)
"Love the place. "
United States
Laura
The price is CA $147
CA $155 total
includes taxes & fees
May 20 - May 21
Timber Lodge Cabin 18

Sophies Cottage

Sophies Cottage
3.5 star property
Central Colorado Springs
10.0 out of 10, Exceptional, (5 reviews)
"Peaceful stay "
United States
Sonia
The price is CA $99
CA $253 total
includes taxes & fees
May 20 - May 21
Sophies Cottage

Steps from Mountain View Cafe! 2 bedroom attached cabin w/fenced private yard!

Steps from Mountain View Cafe! 2 bedroom attached cabin w/fenced private yard!
Black Forest
9.6 out of 10, Exceptional, (15 reviews)
"Cozy; comfortable; excellent communication from the owner. "
United States
Elizabeth M.
The price is CA $120
CA $350 total
includes taxes & fees
May 20 - May 21
Steps from Mountain View Cafe! 2 bedroom attached cabin w/fenced private yard!

Stone Cottage w/ Artisan Design in Cascade

Stone Cottage w/ Artisan Design in Cascade
Cascade-Chipita Park
10.0 out of 10, Exceptional, (12 reviews)
"Tastefully done—beautiful scenery—cozy—management team was great. "
United States
Anna P.
The price is CA $124
CA $279 total
includes taxes & fees
May 20 - May 21
Stone Cottage w/ Artisan Design in Cascade

"Creekside" Cottage in Cheyenne Canyon

"Creekside" Cottage in Cheyenne Canyon
Broadmoor
9.8 out of 10, Exceptional, (148 reviews)
"Great place to stay in Colorado Springs."
United States
Michael M.
The price is CA $151
CA $293 total
includes taxes & fees
May 20 - May 21
"Creekside" Cottage in Cheyenne Canyon

Underneath the stars Romantic Tiny Retreat

Underneath the stars Romantic Tiny Retreat
Fountain
9.8 out of 10, Exceptional, (48 reviews)
"Host was friendly but gave me my privacy. Tiny home is cute and homey. It was a perfect location for me since it’s a 5 minute drive from my kid’s place."
United States
Kendra A.
The price is CA $147
CA $328 total
includes taxes & fees
May 20 - May 21
Underneath the stars Romantic Tiny Retreat

Little Bear

Little Bear
3.0 star property
Midland
9.0 out of 10, Wonderful, (4 reviews)
"Clean, comfortable and easily located."
United States
Dena
The price is CA $103
CA $514 total
includes taxes & fees
May 25 - May 26
Little Bear

Relax & Explore at the 5-Star Madison House in Colorado Springs

Relax & Explore at the 5-Star Madison House in Colorado Springs
Central Colorado Springs
10.0 out of 10, Exceptional, (55 reviews)
"We had a great stay at the Madison House. The hosts were very nice and the house was sparkling clean and stocked with everything you could ever possibly need. We really appreciated such nice and comfortable accommodations that are also pet friendly."
United States
Laura C.
The price is CA $237
CA $427 total
includes taxes & fees
Jun 2 - Jun 3
Relax & Explore at the 5-Star Madison House in Colorado Springs

Cascade Cabin Nestled At The Base of Pikes Peak

Cascade Cabin Nestled At The Base of Pikes Peak
Cascade-Chipita Park
9.8 out of 10, Exceptional, (44 reviews)
"This is a great place to stay and very quiet. This what we were looking for and had a great time."
United States
Todd I.
The price is CA $161
CA $390 total
includes taxes & fees
May 20 - May 21
Cascade Cabin Nestled At The Base of Pikes Peak

Westside Value Parks & Trails Close to it all

Westside Value Parks & Trails Close to it all
3.5 star property
Midland
8.0 out of 10, Very good, (16 reviews)
"The stay was wonderful! Clean environment, very quiet neighborhood "
United States
Wendy Mercedes
The price is CA $41
CA $241 total
includes taxes & fees
May 21 - May 22
Westside Value Parks & Trails Close to it all

Cabin on Pikes Peak w Hot Tub, Fireplace, Fast Wifi!

Cabin on Pikes Peak w Hot Tub, Fireplace, Fast Wifi!
Cascade-Chipita Park
10.0 out of 10, Exceptional, (69 reviews)
"Nice cabin and location. We enjoyed our stay"
United States
Andrew K.
The price is CA $209
CA $669 total
includes taxes & fees
May 20 - May 21
Cabin on Pikes Peak w Hot Tub, Fireplace, Fast Wifi!

Colorado Springs Home: Game Room, 3 Mi to Downtown

Colorado Springs Home: Game Room, 3 Mi to Downtown
3.0 star property
Southwest Colorado Springs
The price is CA $168
CA $597 total
includes taxes & fees
May 30 - May 31
Colorado Springs Home: Game Room, 3 Mi to Downtown

—> The Trolley Car <—

—> The Trolley Car <—
Old Colorado City
10.0 out of 10, Exceptional, (152 reviews)
"This was a very nice tiny house within walking distance of Old Colorado City. "
United States
James
The price is CA $110
CA $238 total
includes taxes & fees
May 31 - Jun 1
—> The Trolley Car <—

Downtown Private 2 BDRM 1 BTH

Downtown Private 2 BDRM 1 BTH
Central Colorado Springs
7.6 out of 10, Good, (72 reviews)
"Nice Location"
United States
Beau B.
The price is CA $95
CA $224 total
includes taxes & fees
Jun 3 - Jun 4
Downtown Private 2 BDRM 1 BTH

Modern Private Suite - Walkable Central Location

Modern Private Suite - Walkable Central Location
Old Colorado City
9.8 out of 10, Exceptional, (41 reviews)
"Great place to stay for 2 people. Great location. Host was great. "
United States
Allison W.
The price is CA $113
CA $250 total
includes taxes & fees
May 20 - May 21
Modern Private Suite - Walkable Central Location

Cozy Studio in Black Forest

Cozy Studio in Black Forest
Black Forest
9.8 out of 10, Exceptional, (195 reviews)
"It was such a nice cozy space and great jumping point for so many areas…Pikes Peak, Garden of the Gods, 7 waterfalls, etc. "
United States
Allison
The price is CA $195
CA $350 total
includes taxes & fees
Jun 2 - Jun 3
Cozy Studio in Black Forest

PICTURESQUE BLUFF SIDE APARTMENT IN HOME

PICTURESQUE BLUFF SIDE APARTMENT IN HOME
Village Seven
9.8 out of 10, Exceptional, (152 reviews)
"It was great to talk face to face with the host! The place was just the right place for us. Would definitely stay here again!"
United States
Teresa K.
The price is CA $137
CA $345 total
includes taxes & fees
May 25 - May 26
PICTURESQUE BLUFF SIDE APARTMENT IN HOME

☀CHEYENNE COTTAGE☀Close to Trails/Downtown/Shops☀

☀CHEYENNE COTTAGE☀Close to Trails/Downtown/Shops☀
Broadmoor
10.0 out of 10, Exceptional, (41 reviews)
"This was such an amazing little cottage for me and my fiance. Very homey and vintage feel, very nice outside area to hangout. Perfect location for all things to explore around the town. Host gave great recommendations on what to do around Colorado Springs. Life changing experiences, we are so pleased with our visit! "
United States
Alexandra C.
The price is CA $104
CA $283 total
includes taxes & fees
May 20 - May 21
☀CHEYENNE COTTAGE☀Close to Trails/Downtown/Shops☀

Family space+ central +Private entry 2 Bedroom 1 Bath + Bunk Beds + Kitchen

Family space+ central +Private entry 2 Bedroom 1 Bath + Bunk Beds + Kitchen
Northeast Colorado Springs
10.0 out of 10, Exceptional, (82 reviews)
"Great space for our family vacation! "
United States
Robinetta H.
The price is CA $110
CA $195 total
includes taxes & fees
Jun 6 - Jun 7
Family space+ central +Private entry 2 Bedroom 1 Bath + Bunk Beds + Kitchen
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Security Hotel Reviews

Find out more about Security

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Security. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Security?

Yes, you can find vacation rentals close to the most popular attractions in Security, or you can select a more secluded option if you're looking for relaxation.

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

—> The Trolley Car <—: This vacation home rental near Security has air-conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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. US Air Force Academy and Broadmoor World Arena are a couple of places you'll find in the larger area.

What’s a vacation rental in Security like?

Vacation rentals are privately owned properties where you can stay for several days or longer in Security. Vacation rentals feature extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family trip or a small group gathering.