Family-friendly holiday rentals in Security-Widefield

4.93 out of 5 average rating, 117 reviews

Guest suite in Fountain

Feel elevated! Mountain view rooftop patio abode

Enjoy a peaceful stay at the private, clean, and beautiful rooftop patio abode with stunning mountain views in my tranquil home. The suite (660 sq ft) comprises 2 bedrooms, a large living room, a daylight bathroom, a dry kitchenette, and 1 parking spot on the driveway. The private entrance is accessible by the outside staircase next to the driveway. The home is located in a friendly, and safe neighborhood in Fountain, CO. Grocery store is 1 mile away, and most attractions are within 30 min/car.

4.96 out of 5 average rating, 175 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

4.91 out of 5 average rating, 208 reviews

Flat in Colorado Springs

Quite Spacious Apt w/ Game Table, Bball Court

Relax with the whole family at this peaceful place to stay. Enjoy the community pool during summer, Tennis, and walking trails. It is an independent family-friendly unit in the basement of the main house. It is a private space with its own entrance and separate from the main house. Free public parking or on the house driveway. Patio with table, grill, hammock, fire pit, and basketball court. Close to attractions, shopping, etc. Permit: A-STRP-23-0855 per Ordinance 7.5.1706 Rules and Regulations

4.96 out of 5 average rating, 114 reviews

Couples Getaway | Hot Tub, Fire Pit, Grill | Dogs

✔ King bed ✔ Fenced in yard; dogs + kids ✔ Private Fire Pit, Hot Tub, Grill (not shared) ✔ 2 miles from Downtown Colorado Springs ✔ Walkable to Olympic Training Center ✔ Electric Fireplace ✔ Washer/Dryer Attention couples, honeymooners, wedding guests, vacationers, road-trippers, college parents, Air Force fams, sports fans, business travelers, small family of 4, or just a couple friends looking for a fun escape – this is your spot. Close to downtown Colorado Springs + Easy access to Denver.

4.99 out of 5 average rating, 207 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.

5 out of 5 average rating, 129 reviews

Blissful Basecamp: Relaxing Modern Retreat

Welcome to Blissful Basecamp! Experience comfort, convenience, and a touch of modern luxury in our completely private basement suite. Nestled in a quiet neighborhood, this newly renovated retreat offers a bright and clean space for your stay in Colorado Springs, complete with whirlpool tub and wood burning fireplace . Whether you're seeking outdoor adventures, a peaceful retreat, or a blend of city exploration and relaxation, Blissful Basecamp is the perfect choice. Permit #: A-STRP-23-0722

Guest suite in Colorado Springs

4.96 out of 5 average rating, 209 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

4.88 out of 5 average rating, 263 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 suite in Colorado Springs

4.83 out of 5 average rating, 338 reviews

Private Studio on urban homestead Central #0633

This great space has all the comforts you need for a enjoyable home away from home. There is a sleeping, lounging and dining area as well as a kitchenette, bathroom and a lovely patio space. We have established and grow a large variety of edible plants. On our 1/4 acre lot we use a compost and a rain catching system to support our food forest, spiral herb garden and annual beds. We raise chickens and have been attempting to start an apiary. I am happy to give garden tours if interested.

Superhost

4.9 out of 5 average rating, 215 reviews

Coal Train Inn

Fort Carson is nearby!! 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!

4.95 out of 5 average rating, 578 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.