Pet-friendly holiday rentals in Cascade-Chipita Park

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.

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.

4.99 out of 5 average rating, 166 reviews

Tiny home in Woodland Park

Lil Lincoln

Gorgeous, serene environment with sights that amaze! The Lil Lincoln sits at an elevation of 9,560ft. and was originally built on the Western Slope of Colorado in the 50’s and was moved in 1965 to it’s current location near Woodland Park. The story behind the move was that a doctor moved his practice in 1959 to Woodland Park. He wanted his nurse to join him, she said she'd move if he moved her cabin. Well he did, and so did she. We HIGHLY recommend a 4WD vehicle, especially during winter. 🥶

4.98 out of 5 average rating, 103 reviews

Guest suite in Cascade-Chipita Park

A wooden structure features a spacious deck with a rustic railing. A green sign displaying 'Picabo Meadow' and 'Welcome' hangs prominently, inviting guests into the guest suite. Natural wood tones reflect a cozy atmosphere beneath the elevated deck.

Picabo Meadow - a 2BR suite w/ a separate entrance

Picabo Meadow is a spacious 2BR guest suite retreat. A hidden gem offering peaceful relaxation and seclusion, yet is only minutes away from hiking trails, restaurants and attractions to visit and enjoy. Picabo Meadow is a great base for your skiing adventure. We’re centrally located to all the main skiing venues: Breckenridge, Keystone, Monarch, Arapahoe Basin, Loveland and Eldora. Most are just a couple of hours away. You’ll find that there is more variety in this area and prices are better.

4.9 out of 5 average rating, 137 reviews

Guesthouse 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.

Private Hot Tub, Sauna & Mountain Views

Winnemucca Spa's guest suite is a completely private experience with its own entrance, hot tub, wet sauna, and stunning Rocky Mountain views. Designed as a peaceful adults-only retreat, the suite is ideal for couples looking for a romantic escape or a quiet basecamp for exploring the Pikes Peak region. Whether it’s hiking forest trails, catching live music in the funky town of Manitou, or standing in awe at the towering red rocks of Garden of the Gods… the mountains are calling. Welcome home.

4.83 out of 5 average rating, 291 reviews

The cabin's exterior is showcased against a backdrop of lush greenery and mountains. Featuring a wooden façade, the structure includes a spacious deck and a stone pathway, flanked by large boulders. The setting exudes a serene, nature-focused environment.

4.87 out of 5 average rating, 235 reviews

Rockhaven- Private Cabin and Hot Tub & EV Charger

Welcome to your beautiful Rockhaven cabin. This luxurious Green Mountain Falls home has been completely renovated to include 3 bedrooms and 2 bathrooms. The master retreat has its private bathroom and walks out to the deck and HOT TUB. The cabin has an open concept design making it fantastic for families. As you walk into the cabin, marvel at the floor-to-ceiling rose quartz fireplace and exposed beams. It also has a stackable washer and dryer for your convenience. EV Charger available for fee.

4.94 out of 5 average rating, 145 reviews

Mountain Splendor - Hottub+Views+Luxury+Family Fun

From a luxury couples weekend, to big family fun, this cabin delivers a cozy, classic mountain escape. Adults get spectacular treetop & mountain views by a cozy fire. Kids get karaoke & big-screen TV downstairs. Bedrooms & bath are split among 3 floors for privacy. Outdoor dining, crisp white linens, high-end products, fully equipped kitchen, and a hot tub under the stars. Walk & dine in town, hikes from the cabin, easy day trips like fishing & rafting. Just 18 minutes to Colorado Springs.

A charming blue cabin features a triangular roof and a spacious balcony, surrounded by pine trees. Two kayaks are securely mounted on the side, and the entryway is framed by flower decorations. The backdrop showcases a scenic mountain view beneath a clear blue sky.

4.92 out of 5 average rating, 206 reviews

Cabin in the Woods*Hot Tub*Fireplace*Foosball

Beautiful, spacious home with incredible views. Our home is close to everything awesome in the area. You will not want to leave our home, but if you do, there are fun activities nearby for everyone that include: waterfalls and hiking trails, Jeep and ATV tours, Pikes Peak Highway, Cave of the Winds, Manitou Cliff Dwellings, Garden of the Gods, Manitou Springs, Old Colorado City, Green Mountain Falls fishing, Cripple Creek Gambling. Send us a pre-book message with any questions you may have.

4.99 out of 5 average rating, 121 reviews

Cabin in Divide

Chic Rustic Retreat| HOT TUB| FENCE| Curated Stay!

The Rustic Retreat is a one of a kind cabin with special touches & elevated amenities. Set on a fully-fenced acre, you'll enjoy the peaceful, serene aspens & towering pines. Relax around the firepit, play games, or decompress in the hot tub while stargazing. Inviting live greenery throughout. Where soft elegance meets a rustic touch at a crossroads to adventure, this cabin is perfect for special occasions & getaways. Enjoy the seclusion, while still being close to attractions, & conveniences.

4.99 out of 5 average rating, 250 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!

A spacious living area features a large leather sectional sofa adorned with decorative cushions. A round coffee table is centered on a patterned rug, while expansive windows frame mountain views, allowing natural light to illuminate the wood-paneled walls and ceiling.

4.99 out of 5 average rating, 144 reviews

Updated Pikes Peak Cabin: Views, Hot Tub, King Bed

Prepare to be wowed by the view! Large windows wrap the dining and living room overlooking the mountain pass. The cabin features luxury furnishings, new kitchen and bathrooms, large outdoor space, fire pit, hot tub, Tesla charger. And it is dog-friendly. Just 15 minutes from Colo. Springs between Manitou and Woodland Park, Vista View Cabin is easily accessible off Highway 24, and close to excellent restaurants and outdoor activities, including the bucket list Manitou Incline hike.

4.97 out of 5 average rating, 386 reviews

Breathtaking Mtn Home w/ Hot Tub, Fire Pit, Deck

You love mountains, but, you also love luxury. That's why The Baer's Den, by Forest & Peak Retreats, 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 scenic views of Rampart Range from the stylish deck, you can't miss The Baer's Den. Did we mention the hot tub?

4.98 out of 5 average rating, 188 reviews

An open living room showcases a gas fireplace framed by stone, with large east-facing windows providing ample natural light and outdoor views. A luxurious leather sectional, two small ottomans, and a woven basket complement the cozy decor, inviting relaxation and comfort.

Chalet in Woodland Park

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.

Popular amenities for Cascade-Chipita Park pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.94 out of 5 average rating, 121 reviews

Home in Woodland Park

Pikes Peak View-modern-spacious-hot tub-Sleeps 8

A single-story home features a light-colored exterior with a contrasting blue entrance door. A paved driveway leads to a two-car garage. The well-maintained front yard includes green grass and decorative shrubs, while a small seating area is positioned near the front porch.

4.9 out of 5 average rating, 478 reviews

Rockrimmon Retreat Hottub - FirePit - Dog Friendly

4.96 out of 5 average rating, 101 reviews

Mountain Views, AF Academy, Hot tub, Fire Pit

4.97 out of 5 average rating, 101 reviews

The cabin's welcoming front porch features two classic blue Adirondack chairs positioned on a striped deck. A grill sits nearby, and large windows above reflect the warm interior lighting, while the iconic A-frame structure stands out against the natural backdrop of trees.

Home in Divide

Atari | Firepit | Sauna: Stay at the Aspen Aframe!

4.96 out of 5 average rating, 462 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 view captures a spacious home nestled among the pines, highlighted by a wraparound deck. The design features a combination of red wood and grey siding. Surrounding natural landscapes provide a serene backdrop, enhancing the secluded feel of the property.

4.93 out of 5 average rating, 177 reviews

Sleeps 12 w/ Hot Tub! Hiking!

4.99 out of 5 average rating, 103 reviews

The exterior of the charming A-frame cabin is illuminated under a starry night sky. Large windows offer glimpses of the inviting interior, while warm lights accentuate the structure's features. A deck with seating invites relaxation amidst the serene mountain surroundings.

Home in Florissant

The Timber Triangle | Theater | Hot Tub | Views

4.99 out of 5 average rating, 108 reviews

The exterior of a custom-built mountain home is showcased, featuring a combination of wood and stone materials. Large trees frame the entrance, and a two-car garage is visible. The surrounding landscape offers a glimpse of rolling hills and distant mountains under a clear blue sky.

Home in Cripple Creek

Little Topsey | Mtn Views | Secluded | Hot Tub

Pet-friendly home rentals with a pool

4.94 out of 5 average rating, 263 reviews

A lit hot tub is nestled on a spacious deck, surrounded by trees. Soft blue lights illuminate the water, and string lights hang overhead, creating a serene evening atmosphere. Furnished lounge areas are visible in the background, inviting relaxation.

Cabin in Divide

Hot tub, mtn views, massage chair, & steam shower!

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.

Quite spacious Apt w/Game Table, Pool, Bball court

4.92 out of 5 average rating, 301 reviews

Townhouse in Colorado Springs

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.

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

4.87 out of 5 average rating, 196 reviews

An expansive wooden deck features seating with Adirondack chairs, inviting relaxation. A fire pit is positioned nearby, creating a cozy atmosphere for gathering. The cabin exterior showcases a combination of dark siding and stone accents, illuminated by warm outdoor lighting.

4.9 out of 5 average rating, 72 reviews

Cortland Cabin Getaway W/ Views & Hot Tub- Pets OK

The open-concept kitchen and dining area feature a rustic wooden dining table surrounded by chairs, complemented by a fully equipped kitchen with modern appliances. Exposed beam ceilings and natural light from large windows create a welcoming environment, connecting the dining space to the cozy living area.

5.0 out of 5 average rating, 51 reviews

Mountain Cottage | 13 Min to Manitou

Apartment in Colorado Springs

1BR Furnished Apartment Pet Friendly | Heated Pool

5.0 out of 5 average rating, 3 reviews

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.

4.94 out of 5 average rating, 50 reviews

King's Oasis

CASCADE RETREAT: MOUNTAIN VIEWS and GREAT LOCATION

Private, pet-friendly home rentals

Train in Cascade-Chipita Park

The exterior of the converted caboose is showcased amidst tall blue spruce pines, featuring a vibrant red color. The surrounding area offers ample space for outdoor activities on a gravel path, with lush greenery visible in the background.

Historic Creekfront Caboose | Hot Tub | Pikes Peak

4.95 out of 5 average rating, 271 reviews

4.95 out of 5 average rating, 287 reviews

A wooden sign labeled 'Blue Spruce' stands in front of a log cabin, surrounded by tall trees and natural greenery. The cabin features a green roof and large windows, allowing a view of the serene outdoor environment. A path leads from the sign to the entrance.

Cabin in Manitou Springs

Keithley Pines Blue Spruce Cabin

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.

4.87 out of 5 average rating, 230 reviews

Pine & Pond ☆ Newly Renovated Woodland Park Cabin!

Guesthouse in Colorado Springs

An aerial view of two red structures highlights the Mountain Retreat guest house adjacent to the host's residence. Both buildings feature green roofs, surrounded by trees and landscaped outdoor areas. Patios with seating and vibrant flowers enhance the inviting outdoor setting.

Mountain Retreat - A Place You’ll Love!

4.98 out of 5 average rating, 618 reviews

The exterior of the cabin showcases rustic wooden logs and a welcoming front door. A pink picket fence surrounds the property, with landscaped pathways leading to the entrance. Warm porch lights illuminate the cabin, enhancing its cozy appearance amidst the surrounding trees.

4.97 out of 5 average rating, 240 reviews

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

4.95 out of 5 average rating, 115 reviews

Cabin in Florissant

The Cozy Pine • A/C • Game Room • Hot Tub • Views

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.

4.83 out of 5 average rating, 112 reviews

The Sleeping Bear Lodge, Hot Tub/game room.

The chalet's A-frame structure is framed by tall pine trees, showcasing large windows that invite natural light. A gentle plume of smoke is rising from the chimney, indicating a warm interior. The outdoor deck offers a seating area for relaxation amidst a scenic mountain setting.