Pet-friendly holiday rentals in Cascade-Chipita Park

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

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.

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, 384 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.

4.92 out of 5 average rating, 182 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!

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.

4.98 out of 5 average rating, 240 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, 418 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, 234 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 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, 121 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 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, 365 reviews

Luxury Mountain Cabin w/ Views, Hot Tub, Fireplace

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?

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, 203 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!

Superhost

A modern living space features a stylish gray sofa adorned with patterned cushions. A circular, wire base coffee table sits atop a textured area rug, complementing the wood flooring. Light from the window highlights a scenic artwork on the wall and the open kitchen area beyond.

Home in Old Colorado City

4.93 out of 5 average rating, 331 reviews

Cozy Colo Cottage with love in Old Colorado City

Want a perfectly cozy place in Colorado Springs? This is it! This is a gem in Old Colorado City that will give you the cozy feeling during your stay. This place is also within a few miles to all the best attractions in Colorado Springs, including the Garden of the Gods, the Manitou Springs, and much more! You will leave the place feeling all refreshed. This house is approved and permit by the city of Colorado Springs. Permit Number: A-STRP-22-0244

Guest suite in Colorado Springs

A cozy basement suite is presented, featuring a sectional couch and a wall-mounted television. Shelves filled with books occupy one wall, while a dry bar with seating is visible nearby. Soft lighting contributes to a relaxed ambiance within the space.

4.94 out of 5 average rating, 308 reviews

Private, Spacious Basement Suite in N CO Springs

Relaxing, affordable, cozy basement suite in private home with dedicated parking spot. Easy access to I-25 that affords direct travel to Colorado Springs, the AF Academy, Manitou, Castlerock and Denver. Furnished bedroom with walk-in closet, queen bed; additional queen inflatable mattress if needed. Full bathroom, tv, sectional couch w/recliners, dry bar incl microwave, water cooler, toaster oven, dorm fridge, electric kettle and coffee maker.

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, 130 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

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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, 129 reviews

Hot Tub + Fire Pit + Grill | Long Stay Discounts

The exterior of a modern black house is shown, featuring a metal roof and large windows. A concrete driveway leads up to the entrance, accompanied by an outdoor seating area with chairs and a fire pit. Surrounding greenery adds a natural touch.

4.96 out of 5 average rating, 218 reviews

Casita Noir | King Bed | Fireplace | Fenced Yard

The fenced backyard features a fire pit surrounded by four comfortable chairs. Soft string lights hang overhead, illuminating the gravel area that includes a green patch of grass and two hammock chairs for relaxation.

4.88 out of 5 average rating, 144 reviews

Dog ❤️, Gorgeous Yard, 14 min to Garden of the Gods

A living area features warm wooden flooring with a neutral color palette. An orange armchair complements a white sectional sofa adorned with textured pillows. A wooden cabinet is positioned beside a plant in a decorative pot, and wall art adds a modern touch to the space.

4.84 out of 5 average rating, 332 reviews

Cozy Bungalow, Pet friendly, big backyard, Trail!

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

4.99 out of 5 average rating, 219 reviews

The Little House at RRCOS -Escape- Amazing views!

Home in Old Colorado City

A spacious outdoor area features a patio with a stone pathway leading to a fire pit surrounded by adirondack chairs. String lights hang from trees, illuminating the space. A hammock is tucked by the side, while a landscaped yard adds a touch of greenery.

4.99 out of 5 average rating, 235 reviews

MTN View I Walk Downtown | 3 King | AC | Fireplace

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, 449 reviews

Old Colorado City- close to Manitou Springs

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, 186 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

Flat in Colorado Springs

1BR Furnished Apartment Pet Friendly | Heated Pool

Cabin in Green Mountain Falls

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 out of 5 average rating, 46 reviews

Take a Hike, Kids! Literally. Fun Family Getaway

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 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

A compact kitchenette features natural wood paneling and modern conveniences. Stainless steel appliances include a sink and a microwave, with cookware neatly arranged on open shelves. Sunlight filters in, highlighting a cozy wooden table and a decorative item resting in a basket.

Cabin in Garden of the Gods

4.9 out of 5 average rating, 21 reviews

Timber Lodge #16

Private, pet-friendly home rentals

4.97 out of 5 average rating, 159 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!

4.94 out of 5 average rating, 358 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

Mountain charm -Hot Tub, pups, mtn. views

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, 136 reviews

Creekside Cowboy Cabin with 360° Mountain Views

4.98 out of 5 average rating, 106 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

4.95 out of 5 average rating, 106 reviews

A shaded area with a hot tub is visible beside large glass doors leading into the tent interior. Light filters through the wooden beams above, illuminating a cozy space with comfortable seating. A person is seated at the edge of the hot tub, enjoying the serene surroundings.

Tent in Monument

Luxury Creekside Glamping Tent w/ Hot Tub & Views

Guest house in Colorado Springs

The backyard features a spacious hot tub with steps leading up to it, surrounded by lush greenery and a wooden fence for privacy. The patio area allows for relaxation and enjoyment outdoors, making it an inviting retreat.

4.93 out of 5 average rating, 214 reviews

Across from the Park with Fenced Yard and Hot Tub

Guest suite in Colorado Springs

A cozy studio space features a queen bed adorned with dark bedding. In the background, a kitchenette is equipped with modern appliances and open shelving. A unique wall art piece injects character, while warm lighting adds to the inviting atmosphere.

4.82 out of 5 average rating, 208 reviews

NO FEE - Unique Studio by UCCS, Grdn Gods, Dwntwn