Vacation rentals with outdoor seating in Security-Widefield

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Top-rated outdoor seating rentals in Security-Widefield

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Guest favorite

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.

Oct 23 – 30

ﺩ.ﺇ410 per night

Guest favorite

Loft in Colorado Springs

4.93 out of 5 average rating, 280 reviews

Primo Broadmoor Loft! Great Location! Views! #301

Southwestern vibe loft that's super clean, great light, 10 foot high ceilings, large private patio deck, sparkling city and front range mountain views, pure Colorado! Private unit in a small, quiet complex. EZ Self Check In. Carport. Great location! Close to Everything! Broadmoor Resort right down the street., Garden of the Gods, Zoo, Fort Carson, Downtown, Pikes Peak, hiking/ biking trails, Cheyenne Canyon, the fun Ivywild Area, great restaurants, shopping and more! STR Permit # : A-STRP-24-0350

Oct 4 – 11

ﺩ.ﺇ350 per night

Guest favorite

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.

Oct 17 – 24

ﺩ.ﺇ321 per night

Guest favorite

Home in Colorado Springs

4.96 out of 5 average rating, 182 reviews

Wildflower Cottage | Fenced Yard | 1 mile D-Town

★ " What a beautiful cottage! A lot of effort was clearly made to make this space resonate homey comfort!" ☞ Pet friendly ☞ Fully fenced backyard w/ dog door ☞ Walk, Bike or Drive 1 mile downtown ☞ 5 mins walk → Memorial Hospital, USOTC, Memorial Park ☞ Fully fenced backyard ☞ Back patio dining, charcoal BBQ, hammock ☞ SmartTV ☞ 18 mins to Garden of the Gods, C/S Airport, Manitou ☞ Fully equipped kitchen ☞ Private parking Perfectly sized for 2 guests and a kiddo. Human and/or the furry kind!

Nov 12 – 19

ﺩ.ﺇ419 per night

Guest favorite

Guesthouse in Colorado Springs

4.99 out of 5 average rating, 107 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.

Jan 11 – 18

ﺩ.ﺇ353 per night

Guest favorite

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

Sep 28 – Oct 5

ﺩ.ﺇ422 per night

Guest favorite

Guesthouse 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.

Jan 22 – 29

ﺩ.ﺇ472 per night

Guest favorite

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

Apr 16 – 23

ﺩ.ﺇ339 per night

Guest favorite

Cottage in Old Colorado City

4.96 out of 5 average rating, 683 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!

Sep 29 – Oct 6

ﺩ.ﺇ365 per night

Guest favorite

Guesthouse in Colorado Springs

4.98 out of 5 average rating, 165 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.

Dec 26 – Jan 2

ﺩ.ﺇ450 per night

Guest favorite

Home in Colorado Springs

4.95 out of 5 average rating, 155 reviews

Welcome Home: Vintage 1894 centrally located

We are pleased to welcome you to Colorado Springs! Our place is ideal for a vacation getaway, business trip, or home base for adventure! Be treated to vintage-inspired décor with just the right touches of modern. The home is centrally located with easy access to highways, very close to Colorado College, and just minutes from the extensive trail system and outdoor recreation opportunities. Our place is not appropriate for children, pets, or parties of any kind.

Aug 7 – 14

ﺩ.ﺇ440 per night

Guest favorite

Home in Colorado Springs

4.92 out of 5 average rating, 126 reviews

Entire Single Family Home

Newly remodeled single-family home located near the Colorado Springs Airport. Relax and enjoy your privacy in a modern living room that has theater seating. There’s a fully equipped kitchen as well as a patio and grill. The second bedroom has bunk beds available. This home is situated in an ideal Colorado Springs location! Just 5 minutes from the Power’s Corridor, 15 minutes from the Historic Downtown Area, and 25 minutes from The Garden of the Gods.

May 16 – 23

ﺩ.ﺇ542 per night