Holiday rentals in Security-Widefield

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Top-rated holiday rentals in Security-Widefield

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Guest favourite

Cottage in Downtown Colorado Springs

4.87 out of 5 average rating, 365 reviews

ᨒ Downtown Oasis ᨒ Steps to Dining, Cafes & Bars ᨒ

We've earned 360 ⭐⭐⭐⭐⭐ reviews! Our Airbnb places you at the center of downtown Colorado Springs. Whether you're a foodie, nature lover, or city explorer, you'll love the unbeatable location, perfectly positioned in one of Colorado Springs’ trendiest neighborhoods just one block from award-winning restaurants, cozy cafés, and vibrant microbreweries. Whether you're here for a romantic getaway, a workcation, or an adventure-packed escape in Colorado Springs, you won't regret choosing our Airbnb!

Guest favourite

Home in Manitou Springs

4.94 out of 5 average rating, 110 reviews

"DEER CREEK RETREAT"creeksideMANITOU SPRINGS HOME

Comfort and convenience with mountain views and a private creek at this modern vacation rental, ideal for shopping, dining, and hiking during your trip to the Springs! The 3-bed, 3-bath Manitou Springs home features a full kitchen, fireplace, and private deck overlooking the creek. You’ll find Red Rock Canyon hiking trails ½ mile away, with Garden of the Gods entrance just 2 miles away. Whether you hike the Manitou Incline or opt to dine and shop in Old Colorado City, it’s all within minutes!

Top guest favourite

Home in Cripple Creek

5 out of 5 average rating, 15 reviews

Secluded Retreat-Private HotTub & Beautiful Views

Relax in the woods, offering panoramic views in the outdoor hot tub. Discover Colorado's hidden gems, including hiking, fishing, sightseeing, ghost towns, ATV tours, and casinos! Don't miss this idyllic getaway! This mountain retreat is tucked among aspens, overlooking a serene meadow. Enjoy stargazing, hammocks, outdoor dining, and games. Fully furnished, this home features plush textiles, a spacious areas, and romantic ambiance. Note: 4WD or snow tires recommended from November to March.

Superhost

Cabin in Florissant

4.92 out of 5 average rating, 560 reviews

☀Cabin with Mtn Views☀ A-Frame Nature Getaway

★Location: Minutes to CO Wolf + Wildlife Ctr, award-winning Paradox Beer Company, Fossil Beds, Lake George, Mueller State Park. Short Drive to Pikes Peak, Garden of the Gods ★OUTDOORS: Nearby hiking, biking, snowshoeing, horseback riding, cross country skiing, rock climbing, white water rafting ★DINING/SHOPS: Short drive to Woodland Park & Historic Manitou ★VIEWS of the Continental Divide from the large back porch & bedroom balcony ★Grill + Firepit ★Brand new comfy beds ★Equipped Kitchen

Guest favourite

Home in Manitou Springs

5 out of 5 average rating, 14 reviews

Heart of Manitou Springs. Rent all 3 apartments.

This property consists of three individual luxury apartments. On the first floor, a two-bedroom/two-bath unit sleeps up to five. On the second floor, there are two one-bedroom/one-bath units that each sleep up to three. There are also separate listings for each of the three rental units. This listing contains pricing and information for booking all three apartments. Email us for help in renting one, two, or all three units, paying for only what you need to accommodate up to 11 people.

Guest favourite

Apartment in Colorado Springs

4.88 out of 5 average rating, 146 reviews

Getaway Condo: Spacious + View + Laundry + Quiet

Discover pure comfort in our condo with a private entrance! Two bedrooms, a full bath, a well-equipped kitchen with dining table, & a cozy living room with SmartTV. Free parking, easy neighborhood access, & a central location near many local attractions. Safety is paramount in this peaceful haven, surrounded by hiking trails. This is truly your home away from home with all the amenities you'll need. This is a smoke free unit. Your perfect getaway starts here! Permit #: A-STRP-23-1086

Superhost

Home in Downtown Colorado Springs

4.82 out of 5 average rating, 462 reviews

Downtown | Hot Tub | Big Backyard | Pet Friendly

A perfect place to unwind after a day exploring Colorado Springs! This 2-bedroom, 1-bath property is completely renovated, featuring modern decor and an outdoor patio complete with a pergola and a grill! Located in the heart of downtown, you can walk to some of the best restaurants in the city. The home is close to Colorado College, the Olympic Museum, and Cheyenne Zoo, Garden of the Gods, and Pikes Peak. There are miles of hiking trails within 15 minutes of the home! STR # 1206

Guest favourite

Home in Colorado Springs

4.88 out of 5 average rating, 8 reviews

O N E Modern retreat | Fire pit | Hot tub | AC

This Modern farmhouse is set close to Downtown Colorado Springs and offers accommodation with 4 Bedrooms (2King/2Queen beds) and 2 full baths. Last house on a private street. Enjoy the view with a coffee in the morning in our well-equipped kitchen. The property is 1.2 miles from the city center and is an easy walk to downtown. The home is surrounded by cute coffee shops and quaint restaurants. Owners are very responsive, take pride in their home, and are excited to host you.

Guest favourite

Home in Colorado Springs

4.87 out of 5 average rating, 402 reviews

✵ Downtown Couples Retreat in the hip North End ✵

Recently updated, modern mountain cottage that is perfect for relaxing as a couple or a small family retreat. It is located in the north downtown area and has convenient access to all of the best attractions in the city. Easily get to Garden of the Gods, Manitou Springs, Old Colorado City, world class Springs Pickleball facility, or the South gate of the Air Force Academy in minutes. Hot tub, cable, pets. If you are local, contact us before booking please. STRP-23-0768

Top guest favourite

Home in Old Colorado City

4.95 out of 5 average rating, 192 reviews

Family-friendly with stunning views & great yard

No cleaning fee! Welcome to The Purple Cottage. Fully-stocked craftsman kitchen, spacious and private backyard, and beautiful views await you. 5 minutes to downtown Colorado Springs and Old Colorado City, 11 min to Garden of the Gods, 20 min to Colorado Springs airport and the Air Force Academy. Two bedrooms and one bathroom on each floor. Perfect for a family vacation or getaway with friends. Discounts for week-long and month-long stays! Colorado Springs permit STR-0467

Guest favourite

Home in Colorado Springs

4.9 out of 5 average rating, 105 reviews

The Lodge at Easy Manor

1000 sq ft new house on the edge of Colo Springs. Full Kitchen TV-QLED 55" TV (Rolls to LR, BDRM & spa) 100M fiber Internet Private Spa: Perfect couples retreat Open Air shower 2 pers unique hot-tub/bathtub. 1. Fill to any temp (110F max) 2. temp +/- on the fly 3. Bathe 4. Drain - No Chems Shares 10 quiet acres with 1. 2nd 2-person Airbnb 2. Main House - (Judy & I) Buildings are separated-Lodge is private Trails (on property & state trail close by)

Top guest favourite

Home in Colorado Springs

4.91 out of 5 average rating, 428 reviews

5BR Retreat w/ Hot Tub, Gym, & Cheyenne Mtn Views!

This is the ideal 5 BDRM vacation rental on a 0.51-acre lot with stunning mountain views. Remodeled for vacationers, this property accommodates up to 12 guests. Enjoy amenities like a gym, hot tub, BBQ grill, firepit, scenic viewpoint, smoker’s patio, and playground. We’ve been awarded Super-Host status 25 times in 7 years with hundreds of glowing guest reviews. There must be a reason for that—please check the reviews! Short-Term Rental Permit Number: STR-0110