Pet-friendly holiday rentals in Woodland Park

4.98 out of 5 average rating, 174 reviews

The image collage features four areas of the Tecumseh Lodge. A living room showcases a leather sectional, a stone gas fireplace, and large windows displaying snowy trees outside. The loft bedroom displays a queen bed with a cozy couch, while the downstairs master bedroom features a king-size bed and beautifully arranged bedding.

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 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.

4.98 out of 5 average rating, 184 reviews

Elwood A-frame | Hot tub | Fire Pit | Pike's Peak

Escape the city in this beautiful Scandinavian-inspired A-frame. Sitting on 2 wooded acres overlooking Pikes Peak, Elwood's A-frame has been newly remodeled with top-of-the-line amenities including a hot tub, Norwegian gas fireplace, quality bedding, and a spa-like shower. Relax on the large deck and listen to your favorite music on our Sonos system, play games with friends, read, day trip to lakes and hikes, make memories, refocus, rejuvenate, and relax in this intentionally curated experience.

Place to stay in Woodland Park

A hot tub is positioned on a deck, offering views of lush green trees and distant mountains under a partly cloudy sky. The bubbling water invites relaxation while the natural surroundings create a serene atmosphere.

4.99 out of 5 average rating, 141 reviews

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.

The log cabin is elevated on a sturdy foundation, surrounded by a wooded area. Steps lead up to a welcoming deck, which offers views of the forest. Sunlight filters through the trees, illuminating the natural stone path that surrounds the property.

4.92 out of 5 average rating, 103 reviews

Timberwood Cabin

Welcome to our rustic log cabin in beautiful Florissant, Colorado. Enjoy the spacious treed lot with easy access to the Florissant Fossil Beds, Eleven Mile Canyon, and the town of Cripple Creek. Stay connected with satellite internet, or disconnect and enjoy the cool high-altitude air and gorgeous mountain views. Sip on your favorite drink by the outdoor fire pit while admiring a breathtaking Rocky Mountain sunset that turns into an amazing starlit sky, or cozy up inside by the warm fireplace.

Guesthouse in Woodland Park

The interior space features wooden cabinetry and a compact kitchenette with essential appliances. A sofa is positioned nearby, and a dining table occupies one corner. Natural light floods in through multiple windows, enhancing the warm ambiance of the cabin.

4.94 out of 5 average rating, 178 reviews

Rose Mountain Escape Pet friendly W/pet fee

Rose Mountain escape has beautiful views. Located 5 miles from Charis,, 15 mins from downtown Woodland Park & 2hrs from Breckinridge, 2 blocks from BLM land allows ATVs, Motor/Mountain bikes and walks through the forest. Small cabin with a VERY STEEP STAIRCASE to the bedroom. We have a large deck with chairs, gas fire pit & hot tub, grill for your use. We have great WiFI. We have kitchenette, washer and dryer. Pet friendly w/ CLEANING FEE list pet on reservation! SMOKING OUTSIDE. 420 friendly.

Superhost

The living area features an open layout with plush seating arranged around a stylish electric fireplace. A smart TV is mounted on the wall, and large windows provide natural light. The dining area is visible in the background, accommodating a family dining table.

Home in Green Mountain Falls

4.79 out of 5 average rating, 145 reviews

Grandview 3BR Mountain Cabin w/ Hot Tub & EV

Escape to Grandview: Your Mountain Getaway Awaits! Nestled in the charming town of Green Mountain Falls, this stunning 3BR retreat offers the perfect blend of comfort and adventure. Enjoy breathtaking mountain views through expansive picture windows and unwind in the large covered hot tub after a day of exploring. With an EV charger on-site, you’re road ready! Ideally located: ✨ 20 mins to Colorado Springs ✨ 12 mins to Manitou Springs ✨ 5 mins to Woodland Park Your perfect mountain escape!

Tiny home in Woodland Park

The exterior of a tiny house features a combination of green and wood paneling. Large windows allow ample natural light, while a welcoming door with steps leads inside. Gravel surrounds the house, enhancing the natural setting among surrounding trees.

4.93 out of 5 average rating, 583 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 🤗

The brightly colored cabin is illuminated by string lights, creating a warm ambiance at night. A patio area is visible, featuring outdoor seating that invites relaxation. The front door is framed by a welcoming entryway, accentuated by decorative shutters.

4.97 out of 5 average rating, 226 reviews

Farmhouse-In The Heart of Town-Dogs OK-Hot Tub!

Go back in time in a 1930's Farmhouse cabin near Pikes Peak. Great location, 2 blocks from downtown and new hot tub! Walk to coffee shops, restaurants & parks. Enjoy the outdoor fresh air, hiking & fishing. Short drive to Pikes Peak & many other must see sites! Fully stocked kitchen with fun retro appliances. Dog friendly with a fenced in backyard. Enjoy an evening around the outdoor fire pit or indulge in relaxation & enjoy the remote fireplace in the bedroom. WIFI, Smart TV's and plush bed.

4.94 out of 5 average rating, 359 reviews

The exterior of a charming cabin is depicted during twilight, showcasing a red metal roof and brick accents. Large windows offer a warm glow from inside, while the surrounding greenery provides a natural backdrop. A wooden deck invites relaxation as the sun sets in the distance.

Cabin in Divide

Pinecone Retreat | Hot Tub, Fire Pit & Mtn Views

Welcome to Pine Cone Retreat 🌲✨ Your cozy mountain escape on 4 private acres in beautiful Divide, Colorado. Recently remodeled, this cabin comfortably sleeps up to 4 guests with 2 queen beds 🛏️. Enjoy a fully stocked kitchen 🍳, a cozy wood-burning stove 🔥, a relaxing hot tub ♨️, and beautiful west-facing mountain views 🌄 perfect for sunset watching. Adventure is right outside your door with ATV trails 🏔️, fly fishing 🎣, and hiking 🥾 nearby. This charming cabin is the perfect getaway!

The entrance of the cabin is displayed, featuring a welcoming red door adorned with a wreath. A wooden bench with two cushions sits on a stone pathway, surrounded by trees and planters, creating an inviting outdoor space.

4.88 out of 5 average rating, 420 reviews

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

The exterior of the chalet is illuminated by warm string lights at dusk, showcasing a wood and glass structure surrounded by trees. A soothing hot tub is visible on the deck, offering a perfect spot for relaxation under the evening sky.

4.98 out of 5 average rating, 110 reviews

Dogs YES, Scenic Vws, Fireplace, Hot Tub, 2 Decks

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.

A cabin stands surrounded by tall trees under a starry night sky. Warm light spills from the windows, illuminating the path leading to the front door. A wood firepit is visible in the foreground, contributing to the tranquil outdoor setting.

4.84 out of 5 average rating, 113 reviews

Dark Sky Views - Firepit - Sauna - Grill - Fishing

Our cabin is nestled on an acre near Pikes National Forest with access to fishing, hiking & adventure all around. With all the amenities, 45min to Colorado Springs, 10 min to the S. Platte River Dream Stream, world class fishing, Mueller State Park, Pike's Peak & ATV-ing. A tranquil location in the woods w/ incredible views of the Milky Way, evening fires outdoors, great times w/ friends on the deck, hot coffee, wildlife, relaxation in the sauna, you’re sure to unwind from the daily grind.

Popular amenities for Woodland Park pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A spacious hot tub sits in the foreground, set against a backdrop of a charming home bordered by a landscaped yard. The inviting exterior features large windows and a staircase leading to the entrance. Warm evening light highlights the surrounding trees and patio area.

4.94 out of 5 average rating, 521 reviews

☀Hot Tub with Mtn Views☀ Fire pit┃Fire Place┃Grill

The exterior of a modern two-story guest house is shown, featuring large windows and a combination of light and dark materials. The structure is situated amidst tall pine trees on a gravel driveway, with a single carport located beneath the upper level.

4.99 out of 5 average rating, 198 reviews

Private Guest House in the Forest

The bedroom features a spacious bed adorned with a soft green blanket and decorative pillows. Flanking the bed are two bedside tables with lamps. Above, three framed art pieces depict cacti, complementing the natural light streaming through the window.

4.91 out of 5 average rating, 249 reviews

Alpaca Adobe: Hot tub, Couples hammock & Fire pit!

4.95 out of 5 average rating, 128 reviews

A hot tub is positioned outdoors on a wooden deck, overlooking a serene forested area. Steam rises gently from the bubbling water, surrounded by snow-dusted trees and a clear blue sky. The space is designed for relaxation and enjoying nature.

Home in Florissant

HOT TUB!~Game Room~Family Fun~Pet's Free~Starlink

4.88 out of 5 average rating, 129 reviews

A stone fire pit is surrounded by several lounge chairs on a sunlit patio. The area features lush landscaping and a turf putting green with expansive mountain views in the background under a clear blue sky.

Home in Monument

Falcon's Nest | hot tub/games/mins to USAFA&hiking

4.95 out of 5 average rating, 141 reviews

Couples Getaway | Hot Tub, Fire Pit, Grill | Dogs

Home in Cascade-Chipita Park

4.91 out of 5 average rating, 160 reviews

Recharge at this wonderful cabin in the mountains

Home in Cascade-Chipita Park

The exterior of the cabin features a warm, earthy color palette, along with a welcoming entrance that includes a set of stairs leading to a spacious deck. Surrounding greenery complements the structure, enhancing the natural setting.

4.96 out of 5 average rating, 101 reviews

Pike's Mountain Chalet

Pet-friendly home rentals with a pool

4.97 out of 5 average rating, 37 reviews

A serene outdoor patio area features a table complemented by comfortable chairs, surrounded by lush greenery. A small waterfall pond is visible in the background, framed by tall trees and a clear sky, offering a peaceful natural setting.

Home in Larkspur

Forest Retreat, 2 floors, 3 bedrooms w/Hot Tub Spa

Apartment in Colorado Springs

A bright living area is furnished with a green sofa and a white slipcovered couch. A wooden coffee table sits in front. A dining table is positioned near a window, allowing natural light to illuminate the space. Decorative plates and a world map adorn the wall.

4.92 out of 5 average rating, 258 reviews

Quite Spacious Apt w/ Game Table, Bball Court

A spacious living area features a comfortable dark sofa and two patterned armchairs surrounding a glass coffee table. Natural light fills the room through large windows, highlighting the open concept layout that connects to the dining area and kitchen in the background.

Townhouse in Colorado Springs

4.86 out of 5 average rating, 187 reviews

Resort-Style Townhome | Pool, Hot Tub & Gym Access

5 out of 5 average rating, 3 reviews

4BR home, dog friendly and has indoor pool

Cabin in Garden of the Gods

A living area features light wooden paneling and a comfortable gray sofa with checked cushions. A wooden coffee table sits in front, and a wall-mounted TV displays a scenic landscape. A bed and doorway to another room provide additional context.

4.94 out of 5 average rating, 31 reviews

Timber Lodge #1

Cabin in Larkspur

Elite Cabin with Private Hot Tub

Cabin in Green Mountain Falls

A bird's eye view captures the welcoming ambiance of Green Mountain Falls, featuring a charming, low-rise building alongside a well-maintained road. Vehicles are parked conveniently nearby, and the surrounding hills are lush, offering a picturesque backdrop of nature.

5 out of 5 average rating, 46 reviews

Guests Rave: Super Clean + Location

A private above-ground pool is featured in a fenced backyard surrounded by landscaped grass. The two-story home is visible in the background, with a wooden deck and patio furniture nearby. A swing set is also present, creating a family-friendly outdoor space.

4.97 out of 5 average rating, 36 reviews

King's Oasis

Private, pet-friendly home rentals

4.88 out of 5 average rating, 537 reviews

The exterior of a wooden chalet is visible, featuring large windows that reflect the vibrant colors of a sunset. A deck with several outdoor chairs is positioned in front of the house, surrounded by natural scenery.

Cabin in Cripple Creek

The Fortress at Pikes Peak Cripple Creek Wifi/Spa

4.97 out of 5 average rating, 108 reviews

Beautiful Views from 3 Bedroom Lodge with Hot Tub

A saltwater hot tub sits on a deck, offering a calming view of the surrounding mountains and dense forest. Soft blue light reflects off the water, creating a serene atmosphere. The horizon features a clear sky, enhancing the sense of tranquility in this secluded setting.

4.98 out of 5 average rating, 255 reviews

Mydnyt Mtn Cabin w/Loft Private Hot Tub/No Chores

Guest suite in Cascade-Chipita Park

A private outdoor area features a hot tub surrounded by a leafy plant and softly lit with string lights. A small table and two chairs offer a cozy space for relaxation, with a colorful wall hanging adding a warm touch to the ambiance.

4.82 out of 5 average rating, 274 reviews

Private Hot Tub, Sauna & Mountain Views

Cabin in Cascade-Chipita Park

An aerial view showcases a relaxing outdoor space featuring a hot tub beside a shallow creek. A small bridge crosses the creek, while a fire pit and seating area are positioned nearby among lush greenery, creating a serene retreat atmosphere.

4.98 out of 5 average rating, 137 reviews

Creekside Cowboy Cabin with 360° Mountain Views

Superhost

A scenic view reveals rolling hills adorned with evergreen trees. Snow-dusted peaks stretch across the horizon, complemented by a diverse landscape featuring both dense forests and open spaces. The atmosphere reflects tranquility, with soft light casting a gentle glow over the vast wilderness.

4.93 out of 5 average rating, 216 reviews

Red Door Cabin

4.92 out of 5 average rating, 228 reviews

A scenic view showcases expansive mountain ranges under a partly cloudy sky. In the foreground, a large wooden deck features outdoor seating, while a hummingbird feeder hangs from above, providing a focal point against the natural backdrop.

Cabin in Lake George

Original Lake George Lodge - Home with Front Deck!

Superhost

The log cabin is surrounded by snow-covered ground, showcasing a welcoming facade with a sloped roof and overhanging eaves. Two large windows are visible, providing a glimpse into the interior. A wooden chair is positioned on the covered porch, offering a comfortable spot to enjoy the serene surroundings.