Pet-friendly holiday rentals in Cascade-Chipita Park

4.98 out of 5 average rating, 171 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, 104 reviews

A modern A-frame cabin is nestled in a snowy landscape, showcasing a spacious deck and a luxurious hot tub. Nearby, a geodesic dome offers a unique stargazing experience. The backdrop features a starry sky, enhancing the serene mountain setting.

Cabin in Florissant

New! A-Frame w/ Hot Tub + Stargazing Dome

✦ Newly built modern A-frame (750 sq ft) in the Pikes Peak Region ✦ Two cozy bedrooms (including loft) ✦ Luxurious private jetted hot tub ✦ Heated stargazing dome ✦ Picturesque wooded lot w/ serene views ✦ Easy access to the Fossil Beds, three state parks, national forest, hiking, gold-medal fly fishing, & much more ✦ Large deck w/ gas fire pit, cushioned Adirondack seating, & outdoor dining ✦ Indoor gas fireplace ✦ Full kitchen w/ coffee & tea bar ✦ Weber BBQ grill ✦ Pet friendly (one dog max.)

A bright bedroom features a spacious bed adorned with an orange quilt and various decorative pillows. Soft lighting comes from pendant fixtures, adding warmth. A window, partly covered by light curtains, allows natural light to fill the room, while a small bedside table complements the decor.

4.95 out of 5 average rating, 364 reviews

Wildflower Cottage | Fenced Yard | 1 mile D-Town

★ " What a beautiful cottage! A lot of effort was clearly made to make this space resonate homey comfort!" ☞ Pet friendly ☞ Fully fenced backyard w/ dog door ☞ Walk, Bike or Drive 1 mile downtown ☞ 5 mins walk → Memorial Hospital, USOTC, Memorial Park ☞ Fully fenced backyard ☞ Back patio dining, charcoal BBQ, hammock ☞ SmartTV ☞ 18 mins to Garden of the Gods, C/S Airport, Manitou ☞ Fully equipped kitchen ☞ Private parking Perfectly sized for 2 guests and a kiddo. Human and/or the furry kind!

Superhost

A cozy living room features a stone fireplace complemented by a wooden accent wall. A brown leather sofa is arranged with decorative pillows. A coffee table sits centrally, with a small plant adorning its surface. Natural light enters through nearby windows, enhancing the inviting setting.

4.77 out of 5 average rating, 383 reviews

Creekside Cottage - Close to Pikes Peak

Enjoy a picturesque mountain retreat - perfect for a romantic weekend. Tucked at the base of Pikes Peak, this peaceful cottage is the ideal Colorado escape. Just 20 feet from Fountain Creek, you’ll fall asleep to rushing water and wake to sunrise over Waldo Canyon. Includes all the amenities you need. Minutes from Pikes Peak, Garden of the Gods, Manitou Springs, and top trails and breweries, this property sits on a private 2-acres where you can relax, unwind, stargaze, and soak in the scenery.

Guest house in Colorado Springs

A modern living area features a large window that allows natural light to brighten the space. A comfortable leather sofa is complemented by a stylish coffee table and a cozy armchair. A television is positioned nearby, against a backdrop of light-colored walls and decorative artwork.

4.97 out of 5 average rating, 235 reviews

New Luxury 1 - Bed Near Downtown

This brand-new build (730 sq. feet) is modern with extra touches of comfort including heated bathroom floors, a smart bathroom mirror, walk-in bedroom closet, vaulted ceilings, and a Rokutv so you can stream your favorite shows. A small private balcony and yard space mean you can enjoy the Colorado sun. Easily access everything Colorado Springs has to offer as this home is a short drive from incredible hiking as well as downtown. Please note: this home is above a garage which is used regular

4.88 out of 5 average rating, 416 reviews

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.

Cabin in Woodland Park

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

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.

4.97 out of 5 average rating, 231 reviews

Rustic Railway Retreat - 10 min from Co Springs

Get away from your busy life. Nestled along Fountain creek bubbling beneath pines and mountain views this train caboose is the perfect place to relax, unwind and explore. Enjoy nature overlooking the creek from your private hot tub on the deck. Located within walking distance of secluded hiking trails and the Wines of Colorado. Santa's Workshop and Pikes Peak highway a minute away. Manitou Springs and Old Colorado City are a 7 minute drive. Personalized guidebook https://abnb.me/IVMEUfL3aIb

A modern cabin features a stone and wood exterior, accented by a spacious deck with seating and string lights. A set of wooden stairs leads up from the ground to the deck, surrounded by natural landscaping and trees.

4.97 out of 5 average rating, 363 reviews

Luxury Mountain Cabin w/ Views, Hot Tub, Fireplace

You love mountains. We do too. But, you also love luxury. You've got good taste. That's why The Baer's Den 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?

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, 120 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.

A warm living area features large windows framing scenic views of surrounding trees. The space includes a leather sofa, a loveseat, and an accent chair arranged around a coffee table, complemented by a patterned area rug and a lamp that adds soft lighting.

4.92 out of 5 average rating, 129 reviews

The HeartRock House in Cascade

Welcome to the Heart Rock House in the beautiful mountains of Cascade, Colorado! ✓ 8 mins to the famous Pikes Peak Highway and Manitou Springs ✓ Expertly cleaned home ✓ I love 5 minutes away and am super responsive to texts and messages ✓ Ultra-fast, reliable internet ✓ Perfect for a family retreat in the mountains ✓ Game room with foosball and air hockey tables ✓ Deck for enjoying Colorado's sunny weather+mountain views+grilling up meals

The living room features a leather sofa and a recliner, complemented by a coffee table resting on a light area rug. A wooden console table with decorative items is present, while large windows allow natural light to brighten the space. The open kitchen and dining area are visible in the background.

4.91 out of 5 average rating, 209 reviews

The Aspen Ridge Cabin

Welcome to The Aspen Ridge Cabin! This beautiful cabin located in the Colorado mountains gives you an authentic mountain retreat near local cities. Lovely views of the woods and mountains. Located 30 minutes from historic Manitou Springs and Cripple Creek, only 15 minutes away from beautiful Woodland Park, this cabin provides a cozy romantic getaway or a fun family adventure! 2 bedrooms, 5 beds. We hope you enjoy your stay!

A cozy bedroom is framed by double doors, inviting guests into a space that features a wooden bed with layered bedding in soft hues. A decorative pillow that reads 'welcome' is positioned prominently, and a mountain-themed mural adds character to the backdrop.

4.86 out of 5 average rating, 140 reviews

Cozy Cascade Cabin At The Base of Pikes Peak

This cozy 91 year old cabin was most likely built by a Kansas farmer for a mountain getaway is nestled at the base of Pikes Peak. I hope that you enjoy the old charm mixed with modern touches. Our goal is that you have a 5 Star Stay. **This home has a spiral staircase. You will need to use it to access the bathroom and 2nd bedroom. If stairs are an issues this may not be the place for you**

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.96 out of 5 average rating, 428 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

An outdoor space features a fire pit surrounded by several adirondack chairs on gravel. A private hot tub is visible in the background alongside a barbecue grill. String lights hang above, illuminating the scene as a pastel sunset colors the sky.

4.94 out of 5 average rating, 127 reviews

Hot Tub + Fire Pit + Grill | Long Stay Discounts

The exterior of the cottage features a welcoming green facade with white trim and a large front porch. A white picket fence surrounds the yard, with a flag displayed prominently. Snow can be seen on the ground, adding a serene touch to the outdoor setting.

4.95 out of 5 average rating, 223 reviews

The Historic Blue Bird Cottage @ base of Rcky Mtns

A serene bedroom features a comfortable bed dressed in crisp linens, flanked by two bedside lamps. An artistic mountain mural adorns the wall behind the bed, complemented by a decorative throw along the foot. A cozy accent pillow adds a touch of warmth.

4.86 out of 5 average rating, 277 reviews

»Near Dwntwn + CC« King Beds┃Trail Access┃Firepit

Home in Old Colorado City

A welcoming front porch features a red awning and white columns supporting a peaked roof. Two red chairs are positioned alongside a small table, creating a cozy seating area. A path leads to the entrance, which is framed by greenery and a manicured lawn.

4.96 out of 5 average rating, 448 reviews

Old Colorado City- close to Manitou Springs

Home in Green Mountain Falls

An outdoor deck area is furnished with comfortable seating and a glass-top table. The surrounding lush landscape features a spacious fenced-in yard and tall trees, offering a serene setting for relaxation and enjoyment.

4.92 out of 5 average rating, 252 reviews

Beautiful mountain getaway with hot tub!

A scenic view of rugged rocks is foregrounded by greenery, with a backdrop of snow-capped mountains under a clear sky. Pine trees dot the landscape, enhancing the natural beauty of the area.

4.88 out of 5 average rating, 154 reviews

Garden of the Gods! Hiking Trails! Family Friendly

Home in Cascade-Chipita Park

4.91 out of 5 average rating, 160 reviews

You'll love this Cozy home in the mountains

Pet-friendly home rentals with a pool

4.92 out of 5 average rating, 256 reviews

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.

Flat in Colorado Springs

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, 185 reviews

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

Flat in Colorado Springs

1BR Furnished Apartment Pet Friendly | Heated Pool

Cabin in Garden of the Gods

4.75 out of 5 average rating, 20 reviews

Timber Lodge #2

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: Best Location + Wildlife

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, 34 reviews

King's Oasis

A scenic view showcases a cabin nestled among lush green pine trees, framed by rolling hills and distant mountains. The landscape features varied foliage with a mix of greenery and rugged terrain, highlighting the natural beauty of the area.

CASCADE RETREAT: MOUNTAIN VIEWS and GREAT LOCATION

A serene lake scene showcases a central fountain spray amidst a backdrop of gently sloping mountains. Four ducks swim leisurely near the shore, while a pavilion with a peaked roof is visible along the bank, surrounded by trees and picnic areas.

4.67 out of 5 average rating, 12 reviews

FOUR SEASON MOUNTAIN RETREAT W/VIEW BY CO SPRINGS

Private, pet-friendly home rentals

4.98 out of 5 average rating, 107 reviews

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.

Cabin in Woodland Park

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

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.

4.94 out of 5 average rating, 357 reviews

Mountain charm -Hot Tub, pups, mtn. views

The A-frame cabin is illuminated by warm string lights, showcasing its inviting façade against a backdrop of a colorful sunset. A private hot tub is positioned beside the cabin on a stone patio, surrounded by greenery and natural setting.

4.99 out of 5 average rating, 398 reviews

Rainbow Trail A-Frame Hot Tub |Firepit| StarGazing

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, 134 reviews

Creekside Cowboy Cabin with 360° Mountain Views

A rustic log cabin with a green metal roof is surrounded by tall trees, partially covered in snow. A small porch area is visible, featuring seating arrangements and a grill. The cabin's natural wood exterior reflects its historic charm amidst a serene winter landscape.

4.97 out of 5 average rating, 318 reviews

Best Li'l Bunkhouse on 40 Wooded Acres

Farm stay in Woodland Park

A single-story bunkhouse is nestled within a natural setting, featuring large sliding glass doors that open to a patio area. Comfortable seating is arranged outside, with potted plants adding greenery to the landscape. Surrounding pine trees enhance the woodland atmosphere.

4.99 out of 5 average rating, 166 reviews

Bunkhouse In The Pines

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.

4.91 out of 5 average rating, 117 reviews

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

The cabin is set among lush trees, featuring a welcoming porch with seating. A wooden staircase leads up to the entrance, accentuated by natural earth tones. An American flag is displayed, adding to the charm of this mountain retreat.