Holiday rentals in Security-Widefield

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Top-rated holiday rentals in Security-Widefield

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Guest favourite

Tiny home in Colorado Springs

4.99 out of 5 average rating, 411 reviews

Reconnect in the Heart of Downtown. STR-1046

Welcome to The Golden Egg Cottage! The bright 320 sq ft backyard cottage is within walking distance to The Olympic Training Center, Memorial Central Hospital, and only 1.5 miles to downtown! Besides being centrally located, the cottage is thoughtfully furnished making it the perfect place to stay in Colorado Springs. So come and enjoy the taste of the tiny life and be surprised by how peaceful downtown can be. * Just as a note, we are a tobacco-free and 420-free property. * From the alley, guests may park (1 vehicle) behind the cottage and have direct access through their own private entrance. Access to the cottage itself is done with a keypad lock, and a unique code that is only valid during your stay will be provided to you prior to check in. The space is yours, so please make yourself at home! The cottage is located in the second half of our spacious yard and overlooks our garden and hen house. We live in the main house and are available for you during your stay, but our level of interaction is up to you. We are only a message and/or footsteps away. We adore Colorado Springs, as well as our neighborhood, and love sharing what it all has to offer. The cottage is tucked into the central Divine Redeemer neighborhood, bordered by the Olympic Training Center and Memorial Central Hospital. The neighborhood is quite peaceful and is best enjoyed by a relaxing stroll or bike ride to the coffee shops and Boulder Park. We are conveniently located near a major bus line and a PikeRide, in which you are able to rent a cruiser bike. Since the cottage is located in a family friendly neighborhood, please no parties. We also ask for no smoking on the property. We would like to keep our home completely smoke free for all our guests.

Guest favourite

Guest suite in Colorado Springs

4.94 out of 5 average rating, 160 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.

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).

Guest favourite

Guest suite in Colorado Springs

4.91 out of 5 average rating, 367 reviews

Hiking | Dining | Nightlife in Historic Ivywild

★ 2 miles to Downtown ★ 2 miles to Cheyenne Canon (tons of hiking) ★ 1.3 miles to 5 star Broadmoor Hotels (conference center) ★ 10 minute walk to the Historic Ivywild School (restaurants, cocktails, and local beer) ★ Quick drive to CO College, Garden of the Gods, Pikes Peak, USAFA, UCCS ★ Equipped kitchen w/ coffee maker, water kettle, coffee/tea and more! ★ Family Friendly: Pack 'n play, Baby monitor, and booster seat ★ WORK TRAVEL: FAST WIFI and designated desk space ★ 5 star cleaning rating

Guest favourite

Guest house in Colorado Springs

4.99 out of 5 average rating, 108 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.

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.

Guest favourite

Bungalow in Colorado Springs

4.98 out of 5 average rating, 121 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

Guest favourite

Home in Colorado Springs

4.88 out of 5 average rating, 218 reviews

"Central Springs" 4BR/2Bath Home GREAT Location

You will LOVE your stay in this 4 bedroom, 2 bathroom, fully furnished, clean home. This house is perfect for big groups or small. It has Central Heat & Air, full kitchen, BBQ in back, & is in a safe neighborhood. ~11 mins: COS airport ~18 min: downtown Colorado Springs ~25 mins: Garden of the Gods ~25 mins: Manitou Springs ~3 mins: shopping/grocery ~35 mins: Air Force Academy ~18 mins: Cheyenne Mt State Park ~15 mins: Fort Carson ~15 min: Peterson Air Force Base ~2.5 hours: Ski Resorts

Guest favourite

Cottage in Old Colorado City

4.96 out of 5 average rating, 686 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!

Guest favourite

Guest house in Colorado Springs

4.98 out of 5 average rating, 167 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.

Guest favourite

Cottage in Colorado Springs

4.91 out of 5 average rating, 335 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!!

Guest favourite

Guest house in Colorado Springs

4.93 out of 5 average rating, 402 reviews

Cozy Cottage Downtown

Super close to downtown Colorado Springs, Memorial Park and many other amenities the Springs has to offer. Complete stand alone cottage with parking and separate full fenced yard with a large patio. Built in 2019, the cottage is super well insulated, quiet and cozy. TV on main level and a TV upstairs. Air conditioning and everything you need for a comfortable stay except for a full size oven. We have a cooktop and counter top oven but not a full size oven.