Pet-friendly holiday rentals in Cascade-Chipita Park

4.98 out of 5 average rating, 144 reviews

Chalet in Woodland Park

Cozy Forest Escape w/ Hot Tub & Scenic Views

Indulge in the ultimate retreat experience at the enchanting Tecumseh Lodge, nestled near Pike's Peak, a mere 14-min drive from downtown Woodland Park. Escape to a haven designed for serenity seekers, nature lovers and remote workers alike. Wake up to a golden sunrise on our spacious deck with cozy furniture and a warming space heater. In the evening, unwind in our hot tub, surrounded by all the stars & nature. Book your escape at Tecumseh Lodge for a luxurious blend of comfort and nature.

Superhost

4.77 out of 5 average rating, 362 reviews

Creekside Cottage - Close to Pikes Peak

Enjoy a picturesque mountain retreat - perfect for a romantic weekend. Tucked at the base of Pikes Peak, this peaceful cottage is the ideal Colorado escape. Just 20 feet from Fountain Creek, you’ll fall asleep to rushing water and wake to sunrise over Waldo Canyon. Includes all the amenities you need. Minutes from Pikes Peak, Garden of the Gods, Manitou Springs, and top trails and breweries, this property sits on a private 2-acres where you can relax, unwind, stargaze, and soak in the scenery.

4.98 out of 5 average rating, 337 reviews

Modern Luxury Cabin~ Hot Tub~Pet Friendly~

You love mountains. We do too. But, you also love luxury. You've got good taste. That's why The Baer's Den is perfect for you. It brings to life that rare blend of modern luxury and mountain mystique only Colorado can provide. Add handcrafted sensibilities to this magazine-ready cabin and you're sure to fall in love. With nearby trails, quick access to local hot spots, and the ever-present Rampart Range viewable from the stylish deck, you can't miss The Baer's Den. Did we mention the hot tub?

Tiny home in Woodland Park

4.93 out of 5 average rating, 532 reviews

Wabi Sabi Tiny House - No Cleaning Fees!

I designed and built this Tiny House a few years ago! As such, it's still an ongoing work in progress and so not quite as picturesque as the finished homes you may see on TV, but it's still fully functional, cozy, and homey. To sleep, you'll have the choice of a queen size loft bed (must climb narrow stairs to access) or a queen size (comfortable!) sofa bed on the ground floor. Located in Woodland Park, CO you have an AMAZING view of Pike's Peak and close proximity to so many adventures 🤗

5 out of 5 average rating, 169 reviews

Creekside Pack Cabin with 360° Mountain Views

Welcome to the Creekside Pack Cabin with 360° Mountain Range Views! Kick off your boots and relax with a drink by the creek, as you enjoy Colorado's beautiful Rocky Mountains! The cabin is in the center of the Pike National Forest and close to hiking, biking, ATV trails, reservoirs, and 360° mountain views! This cabin is pet, family, group, and business traveler friendly! You are: Only 20 minutes to Downtown Colorado Springs In the heart of nature with hiking, fishing, and much more!

4.99 out of 5 average rating, 340 reviews

Cabin in Divide

Rainbow Trail A-Frame Hot Tub |Firepit| StarGazing

This recently renovated A-frame cabin is nestled on 2 acres of tranquil, forested land surrounded by aspen and pine trees — the perfect mountain escape. Unwind in the private hot tub, warm up by the cozy wood-burning stove, or gather around the outdoor fire pit for a night under the stars. Plus, with the addition of our Star Gazing Net in June 2025. Near Divide, Florissant, and Woodland Park, 45-minute drive from Colorado Springs, 1.5 hours from Breckenridge skiing, and 2 hours from (DIA).

Train in Cascade-Chipita Park

4.97 out of 5 average rating, 177 reviews

Rustic Railway Retreat - 10 min from Co Springs

Get away from your busy life. Nestled along Fountain creek bubbling beneath blue spruce pines this caboose is the perfect place to relax, unwind and explore. Enjoy nature overlooking the creek from your private hot tub on the deck. Located within walking distance of secluded hiking trails and the Wines of Colorado. Santa's Workshop and Pikes Peak highway a minute away. Manitou Springs and Old Colorado City are a 7 minute drive. Personalized guidebook https://abnb.me/IVMEUfL3aIb

Tiny home in Woodland Park

4.88 out of 5 average rating, 261 reviews

Sunny Tiny Haven | BBQ, Fresh Vibes & Peak Views

🏔️ Tiny Oasis | Serenity & Pikes Peak Views Await! 🌲 As featured on Tiny House Expedition, this charming retreat in Peak View Park offers the perfect mix of cozy cottage vibes and woodland tranquility. Nestled on a private drive with towering trees and wildlife, enjoy secluded porch views, BBQ nights, and breathtaking Pikes Peak scenery. After skiing, unwind with cocoa and soak in the peaceful mountain atmosphere. 💫 Book now for your perfect escape!

Superhost

Home in Cascade-Chipita Park

4.91 out of 5 average rating, 147 reviews

Cozy Mountain Home surrounded by Nature and Trails

Welcome, as mountains surround you at Rock Creek Haven! Nestled in the tiny mountain village of Chipita Park Colorado, the 1940's home has been completely remodeled. Featuring an open floor plan, comfy beds, plush furniture, outdoor gas grill, patio, fully equipped kitchen, WIFI and everything you'll want for a delightful stay that exceeds your expectations. Located along a paved, main road, easy to get to. 4x4 not required

Superhost

4.85 out of 5 average rating, 129 reviews

Cozy Cascade Cabin At The Base of Pikes Peak

This cozy 91 year old cabin was most likely built by a Kansas farmer for a mountain getaway is nestled at the base of Pikes Peak. I hope that you enjoy the old charm mixed with modern touches. Our goal is that you have a 5 Star Stay. **This home has a spiral staircase. You will need to use it to access the bathroom and 2nd bedroom. If stairs are an issues this may not be the place for you**

Guest suite in Cascade-Chipita Park

4.82 out of 5 average rating, 265 reviews

Wet Sauna, Spa & Mountain Views

Winnemucca Spa guest suite is perfect for couples and their furry friends to explore the magic of Colorado. As the sun sets and the moon rises over the rockies, romance and relaxation are inescapable. Whether it be hiking in Pike National Forest, listening to live music in the funky town of Manitou, or being struck speechless by Garden of the Gods... The mountains are calling; welcome home.