Pet-friendly holiday rentals 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 15-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.

Pet Friendly~Remodel Cabin~Hot Tub~Loft~Fireplaces

Some seek inspiration. Others seek luxury. Limber Pines is both. This is vintage Rocky Mountain living, but refined for modern sensibilities. Featuring a spacious deck, remote-controlled fireplace, hot tub built into the side of the mountain, heated tile in the kitchen, plus many other upscale comforts...Limber Pines was handcrafted for your next getaway. With scenic trailheads and quick access to nearby destinations, this will provide you with lifelong memories of your Rocky Mountain adventure.

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.

Be Inspired! Luxe Cabin Retreat w/Hot Tub & Views

Relish your time in this one of a kind Luxury Cabin affectionately called, Peaceful Pines Ridge. Nestled between Colo Spgs (45 min) & Breckenridge (60 min), this fabulous mountain retreat feels lost in the Pines but is tucked away only a mile off Hwy 24 near Lake George while nestled on 40 private acres boasting grassy meadows, rock formations, timbered canyons and ridges with a rippling stream to boot. Enjoy thousands of acres of National Forest on 3 sides w/full Modern Tech at your fingertips!

Dark Sky Stargazing from Firepit, Mountain Views

☾ ✩ Dark Sky Zone: All exterior lighting is "Dark Sky Friendly," allowing for stunning views of the Milky Way in this designated Dark Sky area ☾ ✩ ✧Community Patio: Outdoor Stone Fireplace, Propane Fire pits & String Lights ✧Barrel Sauna ✧Grill ✧Game Hub: Corn hole + more! ✧LG Smart TV: Cable & Streaming Apps ✧Fully Stocked Kitchenette ✧BR w/ a Heated Toilet Seat ✧Minutes to Florissant Fossil Beds, 11 Mile Reservoir, Colorado Wolf and Wildlife Center + Mueller State Park. Walk to 11 Mi Canyon.

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 🤗

Cabin with Pikes Peak View in WP License#329434

Our Cabin was built in 1947, it is a bit of Country but was recently updated with a modern flair with cool interior barn doors and decor, but we kept the nuts and bolts of the 1940's design. It has an incredible view of Pikes Peak, Woodland Park has many restaurants, family-friendly activities. Only 25 Minutes to Colorado Springs. The Cabin is good for couples, solo adventurers, and furry friends. The cabin is cute and cozy and located just off Main Street in Woodland Park. License # 329434

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).

Sugar Shack -1930's Cabin-Downtown & Dog Friendly

Stunning remodeled 1930's cabin with one of the best views of Pikes Peak in town! The Sugar Shack has a hot tub with views, dog friendly with a fenced-in backyard, and foosball table for fun times. It offers unique charm and is nestled in the heart of downtown and located one block from beautiful Memorial Park and Main street. Walk to restaurants, a brewery and shopping. Watch TV on a LED smart TV's. Or catch live sporting events on Dish Satellite. Stocked kitchen for home cooked meals.

Red Door Cabin

While staying at Red Door Cabins you will enjoy breathtaking views, amazing rock formations, beautiful pine and aspen trees, a firepit, silence and stars. Have fun finding pieces of petrified wood, geodes, wild berries, and mushrooms on the property and surrounding area. You will get visited by deer, squirrels, maybe a family of foxes and occasionally local black bear or two. So, don’t forget your camera! THERE ARE TWO CABINS ON THE PROPERTY SO YOU MAY HAVE NEIGHBORS DURING YOUR STAY .

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!

Lucky Llama A-Frame|Views |Fireplace|Dogs Welcome!

Our cozy cabin sits on the back side of Pikes Peak! Sunny and tucked away in the woods, this charming chalet is a great place to relax, play, or work remotely. Steps away from views of the Rocky Mountains. We are just minutes from amazing adventures and world-class fly fishing. Set with an open floor plan, vaulted ceilings, a wood-burning stove, remodeled bathroom, a large desk, and fast WiFi. The back patio is perfect for leaf-peeping, grilling, and sunset views.