
Family-friendly holiday rentals in Security-Widefield
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Security-Widefield

Total holiday rentals
Explore 80 holiday rentals in Security-Widefield

Nightly prices starting at
Security-Widefield holiday rentals start at $51 NZD per night before taxes and fees

Verified guest reviews
Over 2,950 verified reviews to help you choose

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
80 of Security-Widefield holiday rentals include Wi-Fi 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!
Top-rated family-friendly rentals in Security-Widefield
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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
Indoor spacesKitchenDecor

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!
Indoor spacesFamilyValue

Perfect for Families Fire Pit BBQ & Mountain Views
★Quiet Peaceful Centrally located ★Fast Wifi, keyless entry with cable TV ★5 Star cleaning disinfecting sanitation ★Short drive to Fort Carson, Cheyenne Zoo, Cheyenne State Park etc ★Walmart 10 min ★5 min. Drive to 1-25 ★Fenced in yard on Corner lot with great neighbors. ★Parking up to 6 vehicles ★Enjoy the park right across the street for morning or evening walks ★Fully equipped spacious kitchen with everything you'll need. ★Fire Pit! ★2nd story deck with amazing views of Cheyenne Mountains!
FamilyKitchenComfort

<3Underneath the Stars Romantic Retreat<3TinyHome
Get cozy and settle into this wonderfully equipped tiny home. This romantic little getaway is the perfect place to relax and unplug from the world. Rustic ranch feeling and is only 15 min. away from the city for night outings. Enjoy all the comforts of a regular home as well as your PRIVATE outdoor patio with a fire pit. Get the smores ready to go with a fuzzy blanket and cuddle up next to your loved one. Or come on over to the shared space where you can enjoy the hot tub underneath the stars.
Indoor spacesFamilyAmenities

Private Stay w/ A/C Near Downtown & Mem Hospital
Stay in a private 1920s bungalow blending historic charm, modern comfort, and thoughtful touches from local hosts who care about you! Enjoy original hardwood floors, a fully-equipped kitchen, fiber Wi‑Fi, dedicated workspace, A/C, walk-in shower, comfy Queen bed, and a privacy-fenced patio. Walk to coffee, parks, and trails, then relax in a quiet neighborhood minutes from downtown, Garden of the Gods, Manitou Springs, Olympic Training Center, CO College, and Memorial Hospital. Sleeps up to 4.
KitchenFamilyBathroom

4 Bdrm/Beautiful/Cozy/Family Getaway
You will bring the whole family to this beautiful home with lots of room for fun. This 4 bedroom, 2.5 bath home offers plenty of space and convenience for you and your 7 guests. You will be located in a sought after neighborhood with miles of dirt trails for bikes, runs, or walks. The neighborhood offers 4 playgrounds, all within walking distance. Home has close access to trails and sidewalks. Your home is located 15 minutes away from Colorado Springs Airport, Peterson SFB, and Fort Carson.
FamilyKitchenCleanliness

The Enchanted Hobbit Cottage
An extraordinarily special place. Serene & Peaceful - Seclusion while still only a few miles to Colo Springs & attractions. Pet & everything friendly. Your cottage sits on your own 3 acres, 10 acres to explore. Everything you need for a solo couples retreat. There are playful touches everywhere (you’ll have to see it to understand). Specifically designed and built by your host – to enhance inspiration and vision. Not just pretty words, that’s the truth. Ron‘s first and foremost, an artist.
Indoor spacesFamilyComfort

15 min to Downtown I Romantic I Hiking I Forest
Located beside a babbling creek, our 2-bed, 2.5-bath log cabin offers a unique blend of rustic charm and modern comfort. Whether you're an avid hiker or seeking a tranquil getaway, our cabin's allure lies in its intimate connection with nature. Immerse yourself in the soothing sounds of the river, explore nearby trails and unwind on the creekside deck surrounded by the forest. Warm up by the wood-burning stove in winter. Experience the magic of Cheyenne Canyon-book for an unforgettable stay!
KitchenFamilyCheck-in

Lake~Paddleboards~Hot Tub~Firepit~BBQ
The closest you'll get to beach vibe with Pikes Peak Views! RARE lakeside home yet only 1 mile from downtown and central to the best in the Springs! 🌟 What you'll love • All king-sized beds • Outdoor glamp bedroom with lake views – guest favorite! • 7person hot tub with Pikes Peak & lake views! • Fully stocked kitchen + BBQ grill + wood-fired pizza oven • Large, fenced yard perfect for families or furry friends • Unlimited paddleboard access on the lake • 420 friendly (outside)
Indoor spacesKitchenHot tub

Mandala Manor Hot Tub Oasis
This stunning vacation home features super stylish decor, vaulted ceilings, custom paintings, covered patio, fenced backyard with built in dog-run, and extra amenities for families with children, pets* and 420 vacationers. Located minutes from the Colorado Springs Airport, Schriever and Peterson Air Force Bases, and 20 minutes to downtown Colorado Springs, this location is out of the way but still a great gateway to everything Colorado Springs has to offer. *pet fee applies
FamilyKitchenOutdoor spaces

Cozy Family Home near Ft Carson/Broadmoor
Inviting & cozy family home + hot tub just 8 minutes from Fort Carson and 15 minutes to the beautiful Broadmoor area! Jump on I-25 and in just a short drive, get to Garden of Gods, Cave of Winds, Old Colorado City, Cheyenne Mtn Zoo & Manitou Springs (and more) This Single level 2 King Bedrooms/2 Full Bathroom home is perfect for your entire family! Jump in the Hot Tub or enjoy the firepit after a fun day outdoors! See www.visitcos for all the fun things during your stay!
KitchenFamilyValue

Hot Tub • Fire Pit • Mini Golf | Downtown Escape
Welcome to your private Colorado Springs retreat! Soak in the hot tub under the stars, gather around two fire pits, or challenge friends to giant chess, cornhole, putt-putt, and oversized yard games in your own backyard oasis. Just minutes from downtown, Garden of the Gods, Manitou Springs, and the Olympic Center, this family-friendly getaway combines fun, comfort, and convenience with gig-speed Wi-Fi, Smart TVs, and modern amenities.
Indoor spacesKitchenAccess
Popular amenities for Security-Widefield family-friendly rentals
Family-friendly home rentals with a hot tub

☀Hot Tub with Mtn Views☀ Fire pit┃Fire Place┃Grill
Indoor spacesFamilyHot tub

Mini-Golf| HotTub| GameRoom| Views| 8 total beds!
Indoor spacesFamilyLocation

The Ironwood & Lilac Cottage
Indoor spacesFamilyCleanliness

Walk to Old CO City, King Bed, Fenced in Hot Tub
KitchenIndoor spacesHeating

Private Basement*HotTub*Washer+Dryer*Full Kitchen*
Indoor spacesFamilyOutdoor spaces

Private Modern Oasis • Hot Tub • Pikes Peak Views
FamilyIndoor spacesGetting around

Centrally Located with 180° Mountain Range Views
KitchenIndoor spacesHeating

Couples Getaway w/ Hot Tub, Fire Pit, Grill
Indoor spacesFamilyOutdoor spaces
Family- and pet-friendly home rentals

Keithley Pines Bristlecone Cabin
FamilyIndoor spacesBathroom

A-Frame Country Cabin
KitchenIndoor spacesHeating

Casita Noir | King Bed | Fireplace | Fenced Yard
FamilyIndoor spacesCondition

Charming Home with Mountain Views & Sunny Patio
Indoor spacesFamilyTV

Mountain views! Hot Tub! Downtown! Pet friendly!
FamilyIndoor spacesOutdoor spaces

★OCC Getaway★ Firepit, Grill, Backyard + Firestick
FamilyIndoor spacesWi-Fi

Alpaca Adobe: Hot tub, Couples hammock & Fire pit!
FamilyKitchenCondition

Cozy Colo Cottage with love in Old Colorado City
KitchenIndoor spacesCleanliness
Family-friendly home rentals with a pool

2 Bedroom Cottage with Kitchen on 3 acres
FamilyBarbecuePool

Quite spacious Apt w/Game Table, Pool, Bball court
Indoor spacesKitchenLaundry

Urban Float - Heated Indoor Pool/HotTub & Firepit
FamilyKitchenLayout

Resort-Style Townhome | Pool, Hot Tub & Gym Access
KitchenFamilyCheck-in

Cortland Cabin Getaway W/ Views & Hot Tub- Pets OK
Indoor spacesFamilyHot tub

Sunshine Mountain , experience true Colorado!
FamilyKitchenDecor

Indoor POOL, Hot Tub, Sauna! Garden of the Gods
FamilyKitchenHiking

1 Bedroom Spotless Condo with King Bed
KitchenIndoor spacesWi-Fi
When is the best time to visit Security-Widefield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $210 NZD | $190 NZD | $219 NZD | $229 NZD | $261 NZD | $302 NZD | $251 NZD | $253 NZD | $227 NZD | $222 NZD | $224 NZD | $238 NZD |
| Avg. temp | 0°C | 1°C | 5°C | 9°C | 14°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | 0°C |
Destinations to explore
- Denver Holiday rentals
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- Santa Fe Holiday rentals
- Estes Park Holiday rentals
- Amarillo Holiday rentals
- Steamboat Springs Holiday rentals
- Boulder Holiday rentals
- Moab Holiday rentals
- Vail Holiday rentals
- Aspen Holiday rentals
- Royal Gorge Bridge and Park
- Red Rock Canyon Open Space
- Cheyenne Mountain Zoo
- Cheyenne Mountain State Park
- The Broadmoor World Arena
- United States Air Force Academy
- Cave of the Winds Mountain Park
- Pikes Peak - America's Mountain
- Mueller State Park
- Castlewood Canyon State Park
- Roxborough State Park
- Palmer Park
- Colorado Wolf and Wildlife Center
- Colorado Springs Pioneers Museum
- Colorado College
- Royal Gorge Route Railroad
- Rocky Mountain Dinosaur Resource Center
- Florissant Fossil Beds National Monument
- Manitou Incline
- Paint Mines Interpretive Park
- Miramont Castle Museum
- Ghost Town Museum
- Harp Historical Arkansas Riverwalk of Pueblo
- Helen Hunt Falls





