Family-friendly holiday rentals in Security-Widefield

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Security-Widefield family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Cabin in Divide
4.89 out of 5 average rating, 304 reviews

Pineridge Cabin

MirandaRating, 5 stars2 weeks ago
Very clear instructions on everything. Beautiful views. Cozy and quiet.
Top guest favourite
Home in Colorado Springs
4.95 out of 5 average rating, 206 reviews

Hillcrest Chalet | Spa | Slide | King Bed | USAFA

MichaelRating, 5 stars2 weeks ago
When we arrived the lawn needed cutting. Austin came over and worked into the evening to clean it up. Likewise, the wi-fi was spotty near the end of our stay but again Austin came over and made it right. Overall everyone had a great time and the place worked out well. If I need another place in Colorado Springs I will be sure that Austin is overseeing it.
Superhost
Cabin in Cripple Creek
4.89 out of 5 average rating, 345 reviews

Beautiful Log Cabin on 2 Acres w/Hot Tub & WiFi

EricRating, 5 stars1 month ago
It was a pleasure to stay at Wayne’s place. It is a great place to go as a launch pad for a Colorado adventure. Thanks Wayne!
Top guest favourite
Guest house in Colorado Springs
4.98 out of 5 average rating, 574 reviews

Mountain Retreat w/ Hot Tub - 500+ 5 star reviews!

ShariRating, 5 stars6 days ago
Ingrid and Robert were amazing!! The place was fantastic. We had everything we needed for a wonderful stay. They were there for us at every turn with answers and assistance. This will definitely be our Colorado place when we are in town! Out of five stars we give it a six!!❤️❤️
Guest favourite
Cottage in Broadmoor
4.98 out of 5 average rating, 177 reviews

Captain Jack's Cottage in Beautiful Cheyenne Cañon

GaryRating, 5 stars1 month ago
I walked 10 minutes to get to my professional conference at the Broadmoor Hotel. It’s less expensive than the hotel rooms with more freedom and privacy, and with your own hot tub. I walked 15 minutes the other direction to a mountain canyon park, nature station, and a nice trail that follows a stream up the canyon. If you’re not a hiker, take any number of day trips by car to natural beauty and wonders. It’s in a pleasant wooded neighborhood with close neighbors on either side, but it feels very private. It has that rustic arts and crafts mountain cabin feel and is very clean and well maintained. Very comfortable bed. Deer were hanging out in the yard one day.
Top guest favourite
Guest house in Colorado Springs
4.99 out of 5 average rating, 276 reviews

Guesthouse 420 patio, romantic setting.

AprilRating, 5 stars5 days ago
This has been my favorite Airbnb stay- ever. The setting is beautiful, neighborhood nice and the house exceeded expectations. 100% recommended. The hosts are a pleasure to meet and very helpful. I can't wait to return.
Top guest favourite
Townhouse in Palmer Lake
4.95 out of 5 average rating, 275 reviews

The Mountain Hideaway- Views, Spa, Adventure

LexyRating, 5 stars3 weeks ago
views are stunning and house had a private feel which we loved and it was far enough away from far city but still accessible. we enjoyed garden on the gods and manitou springs a lot and definetly recommend shelly and her home.
Top guest favourite
Home in Colorado Springs
4.97 out of 5 average rating, 382 reviews

Stunning Mtn Views, Spacious, Hot Tub, Fire Pit!

EdwinRating, 5 stars3 weeks ago
The remote check-in/out was very easy and I found it as a plus. The house was as pictured and described. Everything that you may need has been thought of and provided. The furnishings were plentiful and comfortable. The backyard is set up nicely. We had some windy and rainy conditions for our stay. This limited our outdoor time, but we were able to enjoy the fire pit and dining table. The basement game room was very nice was a great addition considering the weather. Multiple games of Ping-Pong were played as well as on the arcade machine. We would stay here again if available during future visits to the area.

Family- and pet-friendly home rentals

Guest favourite
Cabin in Manitou Springs
4.94 out of 5 average rating, 710 reviews

Keithley Pines Bristlecone Cabin

JessicaRating, 5 stars1 week ago
The cabin was extremely peaceful but still close to the downtown restaurants and shops, as well as just a quick drive to Garden of the Gods and other trails. If in town, I will definitely stay here again.
Guest favourite
Home in Colorado Springs
4.88 out of 5 average rating, 403 reviews

Downtown Victorian Home, Fenced In Yard with Grill

DaphneRating, 5 stars2 weeks ago
A great centrally located place to explore Colorado Springs! We could walk to many restaurants, coffee shops, trails, and parks. The house was cute, the pups loved the backyard, and we really enjoyed our stay!
Guest favourite
Guest house in Colorado Springs
4.93 out of 5 average rating, 184 reviews

Rustic Bunkhouse in Black Forest

GeneRating, 5 stars1 week ago
We had a great time. We travel to Colorado to see our son and often it is running to planned outings. We relaxed for two days o enjoy the outdoors and one another. Best visit yet!
Guest favourite
Cabin in Elbert
4.97 out of 5 average rating, 258 reviews

Still Water Ranch-private, beautiful location!

SandraRating, 5 stars1 month ago
Such a peaceful place to stay. I loved visiting the horses, donkeys, pigs, barn cats and the wild ones that showed up to graze. The view with Pikes Peak in the background was gorgeous! Enjoy a cup of coffee with a relaxing view. It’s about 30 minutes to Monument, Elizabeth and Franktown. Had everything I could need to cook meals and sleep well in the bed. Thank you Susan and Craig for the memories.❤️
Top guest favourite
Home in Colorado Springs
4.96 out of 5 average rating, 135 reviews

Old Colorado City Gem

ToniRating, 5 stars3 weeks ago
Beth‘s house is spotlessly clean and she was very quick to respond to any questions. The house is very spacious and was very comfortable. The beds and bedding are very comfortable. The neighborhood is in old Colorado city and walkable to the main shopping and restaurant area. We felt very safe in the area and it’s a friendly neighborhood. The off street parking was great. We loved sitting on the porch when we weren’t out and about or the patio, which is also very nice. It was without a doubt one of the best Airbnb‘s I have stayed at and would definitely stay again when visiting my daughter in Colorado Springs.
Guest favourite
Home in Colorado Springs
4.97 out of 5 average rating, 271 reviews

Excellent home and central location (STR1036)

RodRating, 5 stars5 days ago
Beautiful place. The amenities were great and the neighborhood is peaceful and the location made for a great base to get around to the places we visited. I can’t say enough about how comfortable we felt and the peacefulness of the neighborhood. Looking forward to staying here next time we visit Colorado Springs.
Guest favourite
Guest house in Colorado Springs
4.95 out of 5 average rating, 254 reviews

Neighborhood Cottage

JohannaRating, 5 stars3 weeks ago
This was our second time staying in this cute cottage. The neighborhood is quaint and close to greenway trails and Colorado College. We appreciated being able to bring our dog and enjoyed sitting in the porch.
Guest favourite
Guest suite in Colorado Springs
4.94 out of 5 average rating, 667 reviews

Cozy Suite w/ Kitchen, Laundry | Downtown, CC, OTC

DeeaRating, 5 stars5 days ago
Wonderful stay. Clean, quiet, comfortable, convenient location. Loved that we could open the windows as is on second floor. Loved the comfy beds. Not a lot of kitchen pots and utensils if you plan to do much cooking while there.

Family-friendly home rentals with wifi

Guest favourite
Flat in Colorado Springs
4.92 out of 5 average rating, 386 reviews

Creek's Edge Apt & Big Mtn Views rare for downtown

CrystalRating, 5 starstoday
This is such a little gem. I loved all the artist touches and you can really tell she thought about all the little details to make you feel comfortable. The hostess was perfect with communication.
Guest favourite
Cottage in Colorado Springs
4.91 out of 5 average rating, 274 reviews

Updated cottage with private yard (STR-0949)

LacyRating, 5 stars1 month ago
Very clean and great location. Multiple coffee shops within walking distance which was nice!
Guest favourite
Home in Colorado Springs
4.9 out of 5 average rating, 124 reviews

Spacious Duplex near Olympic Training Center

KetanRating, 5 stars2 weeks ago
We had great stay at Heather’s place. Our trip was a multiple family get-together. Everyone enjoyed the place. Everything was nearby. Heather is also a very responsive host. She allowed us to check-in early and check-out late to accommodate our flight times in-out of Colorado Springs.
Guest favourite
Cabin in Cascade-Chipita Park
4.87 out of 5 average rating, 424 reviews

Tiny Mtn Cabin Close to Attractions

KatieRating, 5 stars2 months ago
What a terrific stay in a beautiful location. Kathy is a perfect host
Top guest favourite
Home in Colorado Springs
4.96 out of 5 average rating, 183 reviews

Turquoise Door, Spacious Duplex, 3 Kings near AFA

JoanneRating, 5 stars4 weeks ago
We stayed here due to its proximity to our daughter’s home, and we are so happy we did. The house was clean, bright, and comfortable with foosball, cornhole, and other games for all to play. The small deck overlooking the backyard made it even nicer. Parking is so simple right out front, and it’s so easy to hop on a roadway to take you anywhere around the Springs. A large supermarket is only 2 blocks away—very convenient. Definitely a nice place to stay while in Colorado Springs.
Guest favourite
Guest house in Manitou Springs
4.92 out of 5 average rating, 436 reviews

Cozy Cottage w/ Hot Tub

AngieRating, 5 stars4 days ago
If you’re thinking of staying in Manitou Springs, this location is a must. It is secluded while still close to downtown.
Top guest favourite
Guest suite in Colorado Springs
4.91 out of 5 average rating, 129 reviews

Spacious Private Suite - Woods and Wildlife

BrittanyRating, 5 stars2 weeks ago
Pam's place is a hidden gem, be ready to be greeted by the local deer when you pull up. For 3 bedrooms, all the kitchen you could need for a short stay, and the incredible trails right out the back door - this stay couldn't be beat! Quiet neighborhood, centrally located. We will absolutely stay again next time we are in the Colorado Springs area!
Guest favourite
Bungalow in Colorado Springs
4.94 out of 5 average rating, 236 reviews

Rock 'n Roll Music Art House

KaitlinRating, 5 stars1 month ago
Super cute spot and the owner was very communicative. We loved the inside and all the decor. If you’re a tall or larger person the shower is quite small (I’m 5’2 and 120 lbs and it was tight for me). The neighbors have dogs that barked a lot but otherwise super cute and would come back again!

Quick stats about holiday rentals that are family-friendly in Security-Widefield

  • Total rentals

    70 properties

  • Nightly prices starting at

    $64 SGD before taxes and fees

  • Total number of reviews

    2.4K reviews

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    70 properties include access to wifi

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