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.

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 cabin is nestled among trees, with expansive windows reflecting warm sunlight at sunset. The architectural design features a prominent stone chimney, enhancing the rustic charm. Surrounding hills add to the serene atmosphere, creating a sense of tranquility in nature.

4.99 out of 5 average rating, 219 reviews

Be Inspired! Lux 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!

4.92 out of 5 average rating, 183 reviews

The living area showcases a pair of comfortable gray sofas arranged around a coffee table. A large television displays a virtual fireplace, creating a cozy ambiance. A light fixture casts a warm glow, and a dining area with a wooden table provides additional seating.

Home in Woodland Park

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!

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, 180 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.

4.98 out of 5 average rating, 177 reviews

The cabin's exterior highlights warm wooden siding and large windows, providing panoramic views of the surrounding landscape. A patio area with seating is visible, surrounded by trees and natural terrain. The hot tub is positioned nearby, enhancing the appeal of the outdoor space.

Cabin in Divide

Elk Spring Cabin, Divide home with a View

Secluded mountain cabin on 35 pristine acres with a wonderful view of Pike's Peak as a backdrop. Spring fed pond on the property and plenty of space for hiking, exploring, wildlife viewing as well as sledding and snowshoeing in the winter. Sleds, snowshoes are not provided. Elk Spring cabin has lodge decor with many handcrafted furniture pieces. Large windows in the living room to take in the view of trees and Pike's Peak. It offers seclusion yet minutes from grocery stores and restaurants.

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

4.98 out of 5 average rating, 245 reviews

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.

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, 112 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.

Tiny home in Woodland Park

The living area features a comfortable gray sofa paired with a distinctive black wingback chair. A decorative coffee table is centered on a soft area rug, while elegant light fixtures hang above. Natural light pours in through clerestory windows, enhancing the airy ambiance.

4.96 out of 5 average rating, 204 reviews

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!

4.97 out of 5 average rating, 272 reviews

Cabin in Divide

Timber A-Frame: Hot Tub, Large Deck & Fireplace

Escape to the Timber A-Frame, 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.

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, 523 reviews

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

Superhost

A spacious living area features a brown leather sofa and loveseat, centered around a coffee table with a geometric design. Large windows allow natural light, revealing a mix of wood and carpeted flooring. A wood-burning stove is visible in the corner, enhancing the cozy ambiance.

Home in Florissant

4.89 out of 5 average rating, 179 reviews

Rustic Ridge Hideaway | Pet Friendly & Deck Views

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

4.96 out of 5 average rating, 302 reviews

Lake~Paddleboards~Hot Tub~Firepit~BBQ

4.96 out of 5 average rating, 435 reviews

A three-story home featuring a unique eyebrow design is surrounded by greenery and tall trees. The exterior showcases a blend of stone and wood accents, with two garage doors and a round, welcoming front door that leads into the property.

Home in Palmer Lake

★Comfortable Nature Retreat★ Trails, Lake & Dining

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

4.95 out of 5 average rating, 130 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

4.99 out of 5 average rating, 221 reviews

Home in Manitou Springs

The Little House at RRCOS -Escape- Amazing views!

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

A lively sand volleyball court is captured, with participants in colorful jerseys actively engaged in the game. Spectators can be seen sitting on the sidelines among trees, while the sandy surface adds to the vibrant, energetic atmosphere of the outdoor activity.

Farm in Florissant

4.86 out of 5 average rating, 80 reviews

cabin*pets, indoor pool, lake, hot tub, hiking

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, 260 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, 188 reviews

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

Apartment in Colorado Springs

1BR Furnished Apartment Pet Friendly | Heated Pool

Cabin in Garden of the Gods

4.9 out of 5 average rating, 10 reviews

Timber Lodge #8

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, 37 reviews

King's Oasis

Private, pet-friendly home rentals

4.97 out of 5 average rating, 163 reviews

The exterior of the cozy cabin is shown with a welcoming door framed by warm outdoor lights. Two metal chairs and a small table are placed on the patio, scattered with autumn leaves. The surrounding trees hint at a tranquil wooded setting.

Cabin in Cripple Creek

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

4.99 out of 5 average rating, 154 reviews

Family Retreat | Views | Hot Tub | Games | Pets

4.96 out of 5 average rating, 120 reviews

A cozy bedroom features a queen bed with a textured white quilt and plush pillows. Rustic wooden beams frame the ceiling. Warm lighting from wall sconces illuminates the room. A large artwork of a buffalo adds character, while a window offers views of the surrounding landscape.

Cabin in Lake George

Outdoor Escape: 11 Mile Reservoir, Hike/Bike, ATV!

A comfortable seating area features a pair of brown leather sofas positioned around a low black metal table, with decorative pillows and a small plant on the table. A light-colored area rug is laid over warm wooden flooring, and a small lamp stands nearby.

4.86 out of 5 average rating, 211 reviews

Pine & Pond ☆ Newly Renovated Woodland Park Cabin!

Cabin in Green Mountain Falls

The cabin is nestled among greenery, featuring brown wood siding and a prominent stone chimney. A stairway leads up to a wrap-around deck, offering views of the surrounding trees and mountains. Tall pines frame the structure, enhancing the natural setting.

4.97 out of 5 average rating, 129 reviews

Decks+Views+Hot Tub+Fireplaces

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.

4.97 out of 5 average rating, 143 reviews

Creekside Cowboy Cabin with 360° Mountain Views

4.98 out of 5 average rating, 186 reviews

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

Superhost

A two-story log cabin is illuminated at dusk, showcasing warm light shining through multiple windows. A stone pathway, bordered by stepping stones, winds gently up the grassy hill leading to the home, which is surrounded by trees.