Family-friendly holiday rentals in Woodland Park

Great house and surroundings! Host is very responsive and helpful.

Grayson’s house was in a wonderful spot with great views! The amenities here were top notch! I would highly recommend looking into Grayson’s house if you are looking to stay around the Colorado Springs area! Grayson was very flexible with an early check in with us and had everything we needed for the long weekend! We will definitely be staying here again in the future!

Ingrid and Robert are the definition of Superhosts. They gave us and our pup such a warm welcome and were incredibly kind, thoughtful, flexible, accommodating, responsive, yet respectful of our privacy. They truly go above and beyond. It is evident that they love hosting people in their cozy and spotless space above the garage. They included everything you might need for a great stay. Some of the thoughtful extras: a personalized welcome sign, gate opener, a quick tour of the space, bathrobes, cozy bedding, a guidebook with helpful instructions and local recommendations, breakfast items, and even freshly ground coffee. The location was perfect — minutes from Santa’s Workshop, Pike’s Peak, Garden of the Gods, and Manitou Springs. The area was beautiful and we thoroughly enjoyed our time. We only wish we had more time to stay. Thank you, Ingrid and Robert, for a truly unforgettable experience! We look forward to visiting again!!

What a wonderful place! Before we arrived Debbie got ahold of us asking when we might arrive. She asked because if we were arriving after dark they wanted to leave lights on for us, very considerate. Upon arrival Debbie greeted us and showed us how to use the hot tub, turning on and adjusting jets, adjusting the heat, opening and closing the cover. On the first night of our stay there was a power outage. They hooked up a generator and were able to restore power to the lights and tv. Before they were able to get the generator going they brought us flashlights and a small battery powered light we could hang on the wall. The place matched the pictures online perfectly, it was exactly what we expected. The only exception was the flowers weren’t blooming but it’s February 😁. The Airbnb was very clean and comfortable, the hosts were awesome, the hot tub was fantastic and we very highly recommend staying with Deane and Debbie. They went above and beyond to make us feel right at home!

Shelly’s place is one of my favorite stays with air bnb so far. The views are phenomenal and the condo is beautiful with everything we needed. Relaxing at the end of the day in the hot tub while watching the sunset behind the mountains was a huge perk for us. We loved every second and will be back!

We LOVED staying at Laura’s place. Very clean, decorated beautifully and a great view of Pikes Peak. Loved the hot tub after a busy day hiking. Would definitely stay here again.

We felt right at home the moment that we arrived. Julie's home was immaculate and extremely cozy. The mountain views are unbeatable and we even had some deer come through the yard the morning we checked out. Thank you so much for making your home accessible to visitors. Staying here was a real treat.

Me and my family enjoyed our short stay in Tim’s place. It is really a cozy home, very clean styled with a great taste which caught my attention. My mom & 2 daughters liked it so much. The location is also a plus factor, safe & quiet. All positive comments about our stay! Highly recommend!

I had a wonderful stay at Rebecca's sweet cabin. It was warm and cozy, with everything I needed to settle in each evening. I was out all day and looked forward to coming back at night. The cabin had a good hot shower, a full kitchen and a comfortable bed with soft quilts and plenty of pillows. I slept well and woke to a family of deer walking by the deck in the early morning. I would definitely come back again.

Cheryl’s property is a nature therapy oasis! Not only is there plenty to do :outside from walking around soaking in the gorgeous scenery, to playing on the amazing playground that is big enough even adults can comfortably play and have fun, but inside the lodge and pool house there is absolutely anything you can think of to do from playing foosball to air hockey to board games to puzzles to watching movies and eating snacks you name it it was possible! The fully stocked kitchen was really helpful and I was so glad to be able to use the crockpot and the air fryer! The coffee kPod selection was also superb! It also felt very luxurious to have a towel warmer to make my bath towel, nice and toasty warm for when I got out of the shower! The beds and pillows were super comfy. I legit did not want to leave and hope to make this a regular getaway place for my family!

We loved our stay. The house was beautiful, We felt safe and right at home. Jacquie was very accommodating, responsive and even offered suggestions of activities to do in the surrounding area to make our stay more enjoyable! I would definitely stay again and recommend this property!

Crystal was an excellent host, whose description of the listing was surprisingly accurate given what some other reviews complained about. My wife and I found the space exceedingly comfortable and cozy. There are plenty of blankets if you do happen to get chilly, but we visited in the middle of a typical Colorado spring snowstorm and were plenty comfortable both in the bedroom and shared living space. Furthermore, we had no issues whatsoever with the hot water or the size of the bathroom, despite running and hiking in the beautiful surroundings. Fantastic stay all around!

we came back again this year and we weren't disappointed! we love it

This place is a true gem, comfortable, private, and you can walk anywhere in Old Colorado City with ease. I stayed for 5 weeks and didn't want to leave. You can see Pikes Peak from the front porch, and hiking is beyond abundant. I would stay here again in a heartbeat. Beth is a fantastic host and this is a fantastic place to stay.

Rick was a fabulous host, the house and yard fit our needs well. We enjoyed relaxing in several great gathering spaces, including the yard around the fire. Our first visit to Colorado Springs, did not disappoint! We loved exploring the beautiful area and found some great restaurants as well. We highly recommend the property!

Fantastic spot on the springs and great hosts! I especially appreciated how great their instructions and communication was. STUNNING location.

Brandon was friendly and responsive. Home is just like the pictures and very clean. Home is close to a lot of restaurants and businesses. Has great views of the mountains and about one hour away from Denver. Would recommend.

Loved the place! Its very charming and felt like a vacation even on a work trip

Terry and Tommy responded to all my requests immediately every single. Very respectful and proactive every single time. Their home is amazing with amazing views overlookimg the whole city. was able to see deer very often. I hope when I return their home is available so we can stay there again. Thank you Terry and Tommy.

Checking in was easy and upon entering, the house appeared very clean. The kitchen has everything you need and the bed was very comfortable. The Old North End is a quiet neighborhood and very walkable. The shook run trail is very close and allows walking access to most of Colorado springs but the neighborhood is so beautiful we walked on the sidewalks. The Good Neighbor Meeting House is a nice nearby restaurant. We especially appreciated Sara helping the last day when there was a spring snow and we weren't sure we could leave on time. Even though the house was booked for the weekend, she allowed us to stay later for the roads to clear. Overal,l it was a great stay. Would stay there again

Quaint neighborhood for a beautiful historic home! Beautiful ambiance and classic feel.

I stayed at this Airbnb for about three weeks and absolutely loved every minute of it! The space was clean, comfortable, and had everything I needed to feel right at home. The host was incredibly welcoming, responsive, and made sure my stay was smooth from start to finish. I truly appreciated the attention to detail and the peaceful atmosphere—it was the perfect place to relax and recharge. I wouldn’t hesitate to stay here again and highly recommend it to anyone looking for a great place with an even better host!

Fran was great! Location was perfect. Very clean

Our stay here was set in a very relaxing environment, it was peaceful and pleasant. We saw deer in the morning right outside the outside sitting area which is always a blessing. Great location for our stay. We would come back again.