Holiday rentals in Security-Widefield

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Top-rated holiday rentals in Security-Widefield

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Top guest favourite
A gravel driveway leads to a single-story house, which features a covered front porch with steps. The house is surrounded by trees and open space, providing a sense of privacy. A BBQ grill is positioned nearby for outdoor cooking.
Home in Colorado Springs
4.96 out of 5 average rating, 210 reviews

2 bedroom 2 bath house. Pets ok. 420 Friendly.

Cozy & Private 2 bedroom/2 bathroom house! 420 & Pet Friendly! Has a smaller sized dog door leading to fenced in area. Bigger dogs ok, just can't fit through dog door. Private off street parking. Less than 5 mins from anything you need! (Walmart, many restaurants and fast food, gas, pet store, and more) CLEAN 6 person Hot Tub. Nice massage chair. 3 TV's w/ROKU. Washer/Dryer. Queen bed, Full bed, single fold out bed. Couch lays down too. Full kitchen use w/cookware. Coffee supplied. WIFI

Top guest favourite
Guest suite in Colorado Springs
5 out of 5 average rating, 16 reviews

The Cozy Cubby

Enjoy a charming studio suite for your visit to Colorado Springs! Located close to lots of eateries, shops, and popular destinations. 25 minutes from COS airport and famous Garden of the Gods park. This unit is perfect for someone looking for a stay that meets all their basic needs! The space is small so we recommend it for shorter stays. We have blocked off this main level bedroom & bath with a solid core door so note that you'll hear our family through walls. :) Quiet hours between 10pm & 8am.

Top guest favourite
A charming cottage is nestled among lush greenery and vibrant flowers, showcasing a brick exterior that complements the natural surroundings. Large windows invite ample sunlight, and a private entrance is visible. Mature trees provide shade, enhancing the tranquil ambiance of the garden path leading to the home.
Home in Colorado Springs
4.89 out of 5 average rating, 508 reviews

SunGarden Nook - Clean, Private, Relaxing

Close to AAF, CC, downtown, great trails in the foothills, and within walking distance of UCCS, you're close while away! Nestled in the historic Cragmor Village Neighborhood, this cottage is a newly remodeled, wooded retreat in the middle of the city, with majestic views of Pikes Peak. Surrounded by a developing garden, it is a peaceful and comfy spot to recoup. The SunGarden Nook is one of two private apartments in the cottage. Colorado Springs Short Term Rental Permit #A-STRP-24-1274.

Guest favourite
A modern living area features a large window that allows natural light to brighten the space. A comfortable leather sofa is complemented by a stylish coffee table and a cozy armchair. A television is positioned nearby, against a backdrop of light-colored walls and decorative artwork.
Guest house in Colorado Springs
4.99 out of 5 average rating, 233 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 Rokutv 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 regular

Top guest favourite
A spacious living area features a comfortable sofa and a large, wooden dining table surrounded by four chairs. A television is positioned on a low stand, while a kitchenette and workspace are visible in the background. The space is well-lit with recessed lighting.
Guest suite in Colorado Springs
4.96 out of 5 average rating, 229 reviews

Spacious Modern Central Private Basement Suite

Beautiful, newly renovated, private guest suite in the heart of Colorado Springs. Share our love for travel & national parks with modern, chic, travel-inspired decor. Enjoy privacy with a separate back entrance that leads downstairs to a large living area. You will have your own private bedroom & full bathroom. Kitchenette is perfect for simple meals with a fridge/ freezer, microwave, keurig coffee maker & kettle. Pets are not allowed & smoking is strictly prohibited. Permit #: STR-2383

Guest favourite
The living area showcases a cozy layout with a patterned sofa cover draped over a hide-a-bed, complemented by a dark leather armchair. A round dining table stands nearby, and light gray curtains frame a door leading outside, enhancing the room's inviting atmosphere.
Flat in Colorado Springs
4.8 out of 5 average rating, 50 reviews

Cozy Private Apartment

This cozy 2-room apartment is perfect for those seeking comfort and privacy. The natural light from the bedroom window creates a bright, airy atmosphere. The living area includes a hide-a-bed for extra sleeping space. The kitchen is well-equipped with a microwave, toaster, coffee maker, and refrigerator. Modern track lighting adds a stylish touch to the space. With a private driveway and entrance, this apartment offers ultimate privacy, and the outdoor table provides a lovely spot to unwind.

Guest favourite
Guest house in Colorado Springs
4.9 out of 5 average rating, 216 reviews

Rocky Mountain Love

Fort Carson is nearby!! Super cute, 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!

Top guest favourite
Bungalow in Old Colorado City
4.99 out of 5 average rating, 227 reviews

Explore Colorado Springs From a Bright, Chic Bungalow

Our bungalow is a cozy, modern 2-bedroom, 1-bath home with a bonus hangout loft, wonderful front porch with swing, & a great living/dining area to relax in after a fun day of sight seeing or business in Colorado Springs. We're just west of downtown Colorado Springs & a short drive away from restaurants, nightlife spots, and shops. You will have a fully equipped kitchen, high speed internet & cable tv, stackable laundry, & all you need to feel at home as you enjoy the Pikes Peak region.

Top guest favourite
Bungalow in Colorado Springs
4.98 out of 5 average rating, 181 reviews

Comfortable & Very Clean Stay! Near CC & Downtown

*Queen bed with memory foam *Lounging couch converts to Queen *Full kitchen & appliances *Walk-in shower *No Pets, No Smoking *5 Blocks to local coffee cafe *Exercise & Recovery: mat, bands, roller, yoga *Washer & dryer *Patio w/ gas grill *Families: pack n play, booster seat Nearby: -5 blocks to Memorial Hosp Central -1 mi NE of Downtown -2 blocks to Boulder Park -10 mi to COS Airport -6 mi to GofGods -7 mi to Manitou Sprgs Hosted by local owners STR Permit A-STRP-25-1003

Top guest favourite
A comfortable studio space is shown, featuring a cozy couch and a wooden dresser under a light fixture. Large windows offer natural light and views of the surroundings. A wall-mounted TV is positioned across from a desk, enhancing the inviting ambiance.
Tiny home in Colorado Springs
4.94 out of 5 average rating, 97 reviews

Tiny Home Studio, Centrally Located Near Downtown

Studio with one full size bed, couch, updated bathroom, fully updated kitchen, desk, washer/dryer, and 47in TV with Roku and high speed wifi. The studio has fenced yard that is shared with the main house. There is one dedicated drive way parking spot. With views of Pikes Peak and tree lined streets this private studio is surrounded by beauty. Located near downtown Colorado Springs, Old Colorado City , Garden of the Gods, Fort Carson, and Peterson Air Force Base.

Guest favourite
The inviting Inlaw suite features a comfortable queen-sized bed adorned with a soft quilt, complemented by framed artwork on the wall. A cozy couch sits opposite the bed, and a ceiling fan offers a gentle breeze. Light streams through the window, illuminating the space.
Guest house in Colorado Springs
4.95 out of 5 average rating, 618 reviews

The Bonnyville Suite

Cozy Inlaw Suite in the Bonnyville Neighborhood nestled within the center of the city with easy access to I-25. Have fun with all the local entertainment that downtown Colorado Springs has to offer. See the top of Pikes Peak, Olympic Training Center, Air Force Academy, Zoo, hike Garden Of The Gods & Seven Falls. Experience the many breweries & wineries in our area. Walking distance from grocery store, coffee shops, a park, trails, and a small shopping center.

Guest favourite
A studio apartment is shown, featuring a spacious bed with a neutral-toned blanket. A small dining area with two chairs and a table is visible. A kitchenette is equipped with essential appliances, and natural light enters through the window beside the private entrance.
Guest suite in Colorado Springs
4.88 out of 5 average rating, 552 reviews

Private Studio Comfort with a view

Studio apartment 350 sq ft. in the rear of a private home . Private entrance. Shared walls with home. Entrance is below a large upper deck. Patio outside unit is reserved for guest use, and provides additional space to relax with a. gas grill and firepit. Kitchen stocked with microwave, toaster oven, blender, toaster, hotplate, pots and pans, 12 cup coffee maker, dishes etc. Private bathroom with spa like shower, washer and dryer in the unit.

Popular amenities for Security-Widefield holiday rentals

When is the best time to visit Security-Widefield?

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Avg. price$100 SGD$98 SGD$116 SGD$104 SGD$119 SGD$133 SGD$152 SGD$149 SGD$127 SGD$103 SGD$109 SGD$109 SGD
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Frequently Asked Questions

  • What are the best places to stay in Security-Widefield?

    Security-Widefield has welcoming neighborhoods with spacious homes, family-focused vacation rentals, and comfortable stays for groups. Many accommodations feature easy access to parks and quiet residential streets.

  • What are the best things to do in Security-Widefield with kids?

    Kids often enjoy playgrounds, sports fields, and youth programs in local recreation centers. Visiting interactive museums and wildlife centers nearby adds to family adventures.

  • What are some of the best things to do in Security-Widefield?

    Explore local parks for picnics, enjoy community recreation centers, and discover nearby attractions around Colorado Springs, known for nature experiences and museums. Locally rooted cafes and eateries add to the relaxed pace.

  • How is the weather in Security-Widefield?

    Security-Widefield has cold to mild winters, with temperatures from 19–45°F (-8–7°C), and warmer summers around 58–87°F (15–30°C). Rain is occasional throughout the year, so packing layers and rain gear is often useful.

  • When is the best time to visit Security-Widefield?

    Late spring through early fall is often recommended for warmer weather, comfortable outdoor excursions, and regional festivals. Winter can be chilly, with occasional snow adding a quiet touch to neighborhood scenes.

  • What are the best places to visit in Security-Widefield?

    Many visitors explore area parks, sports fields, and neighborhood recreation centers, while nearby Colorado Springs has popular museums and landmarks. Local shops and markets highlight southern Colorado’s distinct culture.

  • What are some hiking trails in Security-Widefield?

    Security-Widefield has several neighborhood walking paths and small nature trails suited for relaxed strolls. For more robust hikes, the areas around Colorado Springs feature well-known mountain and forest trails.

  • What are some family activities we can do in Security-Widefield?

    Families can enjoy playgrounds, organize picnics at local parks, and attend community recreation programs. Trips to museums and interactive centers around nearby Colorado Springs are also frequently suggested.

  • What are some of the best day trip ideas from Security-Widefield?

    Popular day trip ideas include exploring nature preserves, hiking in mountain parks, and visiting historic sites around Colorado Springs. Scenic drives and stops at regional art centers are frequently suggested.

  • Are there any pet friendly accommodations available in Security-Widefield?

    Security-Widefield has pet-friendly stays in various neighborhoods, including homes with fenced yards and easy access to local green spaces. Many hosts welcome travelers with pets and can share nearby dog-friendly parks.

  • What are some local tips for visiting Security-Widefield?

    Locals often suggest dressing for quick-changing weather, joining community events when possible, and trying locally run cafes. Early mornings are great for quieter park visits and spotting local wildlife.

  • What is Security-Widefield known for?

    Security-Widefield is known for its welcoming residential neighborhoods, easy access to parks, and community-focused atmosphere. Many travelers use it as a base to explore southern Colorado’s nature and cultural sites.

  • What are the best hidden gems to explore in Security-Widefield?

    Community parks and nature trails around Security-Widefield are frequently suggested for quiet walks and birdwatching. Locally owned bakeries and art spaces provide unique glimpses into the area's character.

  • What are the best foods to try in Security-Widefield?

    Locally rooted flavors often include Southwestern-inspired dishes, homemade baked goods, and classic American staples from diners. Many community events feature food trucks and regional specialties.

  • What should I bring for a trip to Security-Widefield?

    Pack layers for temps ranging from 19–87°F (-7–30°C) depending on season, plus sturdy walking shoes and sun protection. Sunscreen, reusable water bottles, and light rain gear are often suggested for outdoor activities.

  • What is the nightlife in Security-Widefield like?

    Nightlife is usually relaxed, with casual pubs, diners, and neighborhood gathering spots. For live music and performance venues, many visitors explore options around Colorado Springs.

  • What are the most popular events or festivals in Security-Widefield?

    Community fairs, seasonal farmers markets, and holiday parades are frequently suggested local gatherings. Larger festivals around Colorado Springs, including summer celebrations and arts events, attract many visitors.

  • Are there family friendly vacation rentals in Security-Widefield?

    Security-Widefield has many family-friendly vacation rentals, with homes featuring multiple bedrooms, outdoor spaces, and proximity to parks. Hosts frequently provide amenities suited for travelers with children.

Quick stats about holiday rentals in Security-Widefield

  • Total holiday rentals

    Explore 130 holiday rentals in Security-Widefield

  • Nightly prices starting at

    Security-Widefield holiday rentals start at $25 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,550 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    130 of Security-Widefield holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Security-Widefield rentals

  • 4.8 Average rating

    Security-Widefield stays are highly rated by guests – averaging 4.8 out of 5!

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