Pet-friendly vacation rentals in Woodland Park

Modern A-Frame w/ Hot Tub + Stargazing Dome

☆ Featured in 5280 Magazine’s Top 5 Colorado Airbnbs ☆ ✦ Newly built modern A-frame (750 sq ft) in the Pikes Peak Region ✦ Two cozy bedrooms (including loft) ✦ Private jetted hot tub ✦ Stargazing dome ✦ Picturesque wooded lot w/ serene views ✦ Easy access to the Fossil Beds, three state parks, national forest, hiking, gold-medal fly fishing, & more ✦ Large deck w/ gas fire pit, Adirondack seating, & BBQ grill ✦ Indoor gas fireplace ✦ Full kitchen w/ coffee & tea bar ✦ Pet friendly (one dog max.)

Wayward Lodge| Hot Tub | Fire Pit | Secluded

Escape to this cozy cabin set in pines, offering a peaceful and secluded mountain feel. Enjoy your private hot tub or gather around the fire pit beneath star-filled skies. Inside, rustic charm blends seamlessly with modern comforts, creating the perfect place to relax after a day of exploring. Just 10 minutes from Divide and 20 minutes from Woodland Park, you’ll have easy access to trails, restaurants, and local attractions. The ideal blend of adventure and serenity awaits at this cabin retreat.

HOT TUB ~ 31 Acres ~Bring ATVs/Border Nat'l Forest

Looking for a quiet and secluded mountain getaway? This charming cabin on 31 acres that borders Pike National Forest is the perfect place to escape the hustle and bustle of everyday life. Enjoy breathtaking views of the surrounding mountains from the cabin's spacious deck, & keep an eye out for wildlife. The mountain getaway vibe is complete with a new hot tub, wood-burning stove & amazing views. You’re just a short drive from several mountain towns and 2 hours from Denver International Airport.

Little Woody's Hideaway-(4)DownTown - 329662

License 329662. Cozy little 2 story home with 1 bedroom, 1 bath with a pull out sofa sleeper in the center of downtown Woodland Park. It has so much charm you will never want to leave! You have shops and restaurants a hop skip and jump away and the memorial park in your backyard and you can walk to almost EVERYTHING. You will enjoy the farmers market in the spring and summer that is a block away or sit outside and BBQ. Beautiful hikes are 5-20 mins away, we have a guide for all your adventures!

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 🤗

Sunset Mountain Log Cabin Retreat - Upper Unit

Welcome to the Sunset Mountain Log Cabin Retreat! Our cabin is a beautiful, quiet getaway in the forested mountains just outside of Divide, CO. The cabin is decorated with rustic mountain cabin decor and has been completely updated and remodeled. Perfect for a couple's getaway. If you rent the upper unit we do not have anyone in the lower unit but the whole house is available for use with family or friends to share the entire cabin! Please see "Sunset Mountain Log Cabin Retreat" for details.

Into the Woods Aframe | Hot Tub | FirePit| 6 Acres

✨ Step into an ideal Colorado getaway at this renovated A-Frame. 🏔️ It is truly a gem with comfort and minimalism in mind. 🔥Newly added Pellet Burning Stove! 🎨 Enjoy the modern mountain aesthetic and design! 🌲 The A-frame sits on 6 acres filled with pine, aspen trees, and rock outcroppings, give a secluded and private stay. 🛁 A hot tub to soak in under a star-filled sky completes the space. 🚗 Short drive to neighboring mountain towns: Divide, Florrisant, Lake George, and Cripple Creek.

Aframe, Hot Tub, Scenic Views, Firepit, Dogs YES

Escape to the “Blue Spruce Chalet”. A 900 sq. ft. A-frame (ish!) retreat on 2 private acres in Manitou Experimental Forest, 15 mins north of Woodland Park & steps away from world-class trails & fishing. Explore the outdoors or plan to stay in. Enjoy a fully equipped kitchen, a wood-burning stove, an outdoor firepit, 2 decks with stunning mountain & sunset views and reliably fast WiFi. Star gaze from the hot tub. You may never want to leave this slice of heaven. Perfect for a quick getaway.

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).

Secluded Mountain Cabin: Hot Tub, Deck & Fire Pit

Escape to the Timber A-Frame, by Forest & Peak Retreats, where luxury meets the untamed spirit of the Rockies. Discover a blend of refined elegance and mountain allure in this magazine-worthy retreat. Crafted with meticulous detail, this stylish cabin offers a sanctuary of comfort and sophistication. Indulge in the hot tub under the vast sky, explore nearby trails, and cozy up to a movie in the vaulted living room by the fire. Your perfect mountain getaway awaits at the Timber A-Frame.

Charming Mountain Retreat with private HOT TUB

Welcome to Mini Maison, the coziest tiny home in Woodland Park! Whether you're looking to unwind and refresh or explore the natural beauty the area has to offer, our beautifully decorated home was curated with comfort and luxury in mind. We're located just 10 minutes from Pikes Peak, the most visited mountain in the USA. Garden of the Gods, Manitou Springs and Cave of the Winds are also nearby. Come enjoy the Colorado mountains, our private and peaceful retreat is waiting for you!

Pikes Peak Hideout | Hot Tub Under the Stars

Summer in the high pines means mid-70s days, cool starry nights, and windows-open sleeping while the rest of the country sweats. Mornings start with coffee on the east-facing deck — sunrise over the pines, deer and wild turkeys for company. Days are for Pikes Peak, trails all around, and downtown Woodland Park 15 minutes away. Nights end in the private hot tub under more stars than you knew existed. The Tecumseh Lodge: basecamp for a Colorado summer done right.