Family-friendly holiday rentals in Cimarron Hills

4.97 out of 5 average rating, 140 reviews

Mini-Golf| HotTub| GameRoom| Views| 8 total beds!

Welcome to Casita Descanso - one of the most loved homes in Colorado Springs! Why choose our home? 2,827 sq ft of room for everyone to laugh, play, and rest. Kids will love mini golf, Xbox, and corn hole Adults unwind in the hot tub or share stories by the fire pit Our hospitality and unique touches (see what our guests have to say!) Central location: 10min- Peterson Space Force Base 25min- Garden of the Gods 25min- Fort Carson/USAFA 30min- Cheyenne Zoo/Manitou Springs BOOK YOUR STAY TODAY!

FamilyKitchenOutdoor spaces

Guest suite in Colorado Springs

4.95 out of 5 average rating, 195 reviews

On mountain time! Pvt King bdrm suite dog friendly

Embrace the southwest in your pvt suite, a soft place to land after traveling, hiking, etc., along the front range. It is a 5 min drive from our quiet neighborhood to everything retail & restaurants, 25-35 mins to dwntn Colorado Sprgs, OCC, Manitou, & the mountains! You have a private entrance and space, amenities to make your stay cozy and comfortable, a *kitchenette stocked with tea, coffee, condiments, spices, and freshly baked goods for breakfast or snacking. *Kitchenette-no sink/dishwasher.

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The living area features a leather sectional couch with colorful cushions, oriented toward a round coffee table atop a patterned rug. Natural light floods the space, highlighting the open floor plan, modern design elements, and access to the dining area and kitchen in the background.

4.96 out of 5 average rating, 180 reviews

Stunning Family Friendly 4BR Modern Home w/ Games!

Welcome to this gorgeous mid-century modern furnished home in Colorful Colorado. Make yourself at home while visiting family or staying for a work trip in this spacious spot with mountains views. - Location: 10 minutes to Peterson Space Force Base, 15 min. > airport, 20 min. > downtown, hospitals nearby & easy access to shopping, restaurants, movies - Hiking trails close-by & 12 miles to Garden of the Gods - Large driveway - WiFi speeds up to 300 mbps - Foosball, cornhole, indoor bball, Jenga

FamilyIndoor spacesCondition

The living room features a wrap-around reclining sectional sofa in warm brown tones, positioned around a light coffee table. Natural light enters through ample windows adorned with light curtains. A wall-mounted TV and artwork add functional and decorative elements to the space.

4.96 out of 5 average rating, 156 reviews

Family Home| 3 Bedrooms+Loft| Deck+Firepit|Games

Welcome to Colorado Springs, enjoy our AirBnb house like it’s your own vacation getaway. You will find this 2-story family home just outside our thriving downtown scene! A short drive from Colorado Springs Airport, downtown, all the military bases, shopping, restaurants, entertainment, and all the local attractions. After a day of adventure, return home and enjoy the provided TVs, board games, books, and all the kitchen essentials. Relax out on the deck and end the night around the fire-pit.

KitchenIndoor spacesLayout

A comfortable living space features a blue sectional sofa positioned beside a wooden coffee table. A television is mounted on the wall opposite, with a large window offering views of the surrounding landscape. Natural light fills the room through sheer curtains.

4.96 out of 5 average rating, 115 reviews

Gorgeous Pikes Peak Views, Fireplace & 3-Bedrooms

Your family will be close to everything when you stay at this centrally-located home in a wonderful neighborhood with gorgeous views of Pikes Peak and the entire eastern front of the Rockies! Newly furnished, warm, cozy with a 3-sided gas fireplace, 3-bedrooms (all queen beds). Brand new washer & dryer. Nest heating/AC. Memory foam beds. Pull-out couch. Smart TV's. Keurig system. We have also added a gas grill, a ping pong table, and wicker furniture front and back. All the comforts of home!

Indoor spacesFamilyAccuracy

Guesthouse in Colorado Springs

A uniquely shaped cottage is surrounded by tall trees, with soft lighting highlighting its architectural features. A stone pathway leads to the entrance, while decorative outdoor lights add a touch of charm to the serene woodland setting.

4.98 out of 5 average rating, 124 reviews

The Enchanted Hobbit Cottage

An extraordinarily special place. Serene & Peaceful - Seclusion while still only a few miles to Colo Springs & attractions. Pet & everything friendly. Your cottage sits on your own 3 acres, 10 acres to explore. Everything you need for a solo couples retreat. There are playful touches everywhere (you’ll have to see it to understand). Specifically designed and built by your host – to enhance inspiration and vision. Not just pretty words, that’s the truth. Ron‘s first and foremost, an artist.

FamilyIndoor spacesPets

A spacious outdoor patio is featured, with a large table set for gatherings. Beneath a wooden pergola, string lights are hung, providing soft illumination. The view beyond showcases rolling hills and distant mountains, enhancing the overall tranquility of the setting.

4.79 out of 5 average rating, 141 reviews

4BR | Arcade | Foosball | Hot Tub | Mountain View

New renovations for 2026! - Fresh carpet throughout - Pullout sectional downstairs - Mounted TVs in both upstairs bedrooms - Updated arcade and board games - Towel warmer for cool nights This cozy 1700 sqft house has everything you need to feel at home. Enjoy family dinners on the patio with mountain views or relax in the hot tub watching sunrises and sunsets on Pikes Peak. Let the kids play arcade games downstairs while you cook dinner in our full kitchen upstairs. You won't want to leave!

Indoor spacesKitchenHiking

An expansive home showcases a contemporary Southwestern design, surrounded by lush greenery. Large windows and multiple deck areas provide scenic views. An inset image reveals an indoor heated pool, framed by large windows that invite natural light and emphasize the tranquil indoor space.

4.98 out of 5 average rating, 133 reviews

Hidden Gem⋆Heated Pool⋆Gorgeous Views⋆2.4 ac⋆AC⋆EV

NON-SMOKING PROPERTY. Located in Erindale Heights, one of the true hidden treasures of Colorado Springs. It is nestled away in a private 2.4 acres but surrounded by metropolitan amenities. Many of the area’s newest and most compelling restaurants, shopping outlets, and theaters are within 5 minutes away. It is adjacent to Austin Bluffs Open Space and Pulpit Rock Park. Garden of the Gods is within visible 8 miles distance and nearest to Air Force Academy. Non-owner-occupied permit STR-0085.

Indoor spacesFamilyLocation

The kitchen features wood cabinetry and granite countertops with a modern stainless-steel refrigerator and microwave. A double oven is installed beneath the countertop. The adjacent dining area showcases a wooden dining table surrounded by curved-back chairs, providing a welcoming space for meals.

4.98 out of 5 average rating, 358 reviews

The Memory Maker! 2 King Beds + Garage & Hot Tub!

Welcome to beautiful Colorado Springs! Step out back onto a charming walking trail Excellent hiking and biking trails are around the corner Relax out back on the deck to grill, gather around the fire pit on the flagstone patio, or soak in the Hot tub Large living areas inside are perfect to make memories with friends and family Cook in the well stocked kitchen and bake in a double oven Close to shops and restaurants Enjoy Streaming, Disney+ & sports on FUBO License #STR-0579

FamilyIndoor spacesHiking

Townhouse in Colorado Springs

A spacious living area features a comfortable sofa with decorative cushions, complemented by a coffee table. A well-lit bedroom presents a king-size bed with layered bedding. An outdoor view showcases greenery and a pathway. The kitchen is equipped with modern appliances in a clean layout.

4.9 out of 5 average rating, 221 reviews

Stunning Townhouse | Cozy Getaway for 5

This stunning 2 Bedroom Townhouse is sure to bring the ultimate relaxation. Recently renovated, this 916-sf unit sleeps 6 people & features washer/dryer, sleeper sofa, Wi-Fi, King size bed in master, A/C, 1.5 bathrooms, full kitchen (dishwasher, oven/stove, fridge) in a safe neighborhood. Beautifully decorated, this unit provides all linens making this ideal for business travel, vacations or stays in between homes. We also provide cable TV along with DVD player/DVD's & Smart TV.

Indoor spacesKitchenWalkability

A spacious game room features a pool table with cues and balls positioned for play. Large windows provide views of the mountains and outdoor space, while colorful walls add a vibrant touch. The room is well-lit, creating an inviting space for socializing.

4.97 out of 5 average rating, 170 reviews

Interstellar Villa with 180° Mountain Range Views

Welcome to our pet-friendly, ranch-style retreat, perfect for families and large groups! Enjoy an open-concept living, dining, and kitchen area, ideal for gathering. Take in breathtaking 180-degree views of Pikes Peak, unwind in two master suites with en suite baths, and stay cool with central AC. Have fun with the pool table and let your pets roam in the large fenced yard. Conveniently located near Colorado Springs’ east-side shopping and amenities, this home has it all!

KitchenIndoor spacesCheck-in

The exterior of a two-story house is visible, featuring a green facade and large windows. A landscaped yard includes manicured grass and flower beds, while a driveway leads up to the garage. A sunny blue sky frames the charming home.

4.99 out of 5 average rating, 289 reviews

Beautiful family ready home.

This clean, well-thought out home has everything a family needs for a great stay in Colorado Springs. It’s a comfortable home away from home—perfect for relaxing and making memories. The home shares walls with a separate unit but has no shared spaces. Guests enjoy a private entrance and exclusive access to the spacious back patio. Hosts live onsite in an attached apartment and are available if needed, while respecting your privacy.

KitchenIndoor spacesSleep quality

Popular amenities for Cimarron Hills family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

An outdoor space features a hot tub surrounded by trees, with a fire pit and four white Adirondack chairs arranged around it. A mini putting green can be seen in the background, while string lights glow softly, creating a warm ambiance as the sun sets.

4.95 out of 5 average rating, 110 reviews

Hot Tub • Fire Pit • Mini Golf | Downtown Escape

Indoor spacesKitchenHot tub

A modern living area features a sectional couch facing a wall-mounted television. A sleek fireplace below adds warmth, while natural light enters through glass doors leading to the outdoor space. Decorative plants are placed on shelves, enhancing the ambiance.

4.97 out of 5 average rating, 153 reviews

Cheerful 2 bedroom suite with hot tub.

FamilyKitchenNearby

The exterior of a modern two-story home is showcased, featuring a blend of white and natural wood siding. A front porch with seating overlooks a well-maintained lawn, while a gravel driveway leads to a garage. Lush greenery and trees provide additional privacy.

4.96 out of 5 average rating, 122 reviews

Private Modern Oasis • Hot Tub • Pikes Peak Views

KitchenFamilyShared spaces

A two-story house features a combination of stone and stucco exterior, standing prominently against a cloudy sky. A three-car garage is integrated into the facade, with a porch area highlighted by decorative stonework. The surrounding yard includes low-maintenance landscaping with gravel accents.

4.96 out of 5 average rating, 101 reviews

Mountain Views, AF Academy, Hot tub, Fire Pit

KitchenFamilyBarbecue

4.97 out of 5 average rating, 335 reviews

Lake~Paddleboards~Hot Tub~Firepit~BBQ

Indoor spacesKitchenTV

4.96 out of 5 average rating, 112 reviews

Huge family home w/Hot tub/perfect location/Views!

FamilyIndoor spacesCondition

A spacious deck area is furnished with comfortable seating, including a cozy sectional and armchairs. A table sits at the center, with the surrounding view showcasing a forested landscape and distant mountains under a softly lit sky.

4.95 out of 5 average rating, 219 reviews

✔️Clean★Quiet Home★King Bed★Hot Tub★Scenic Views✔️

FamilyKitchenLong stay

4.89 out of 5 average rating, 745 reviews

The Ironwood & Lilac Cottage

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Family- and pet-friendly home rentals

Guesthouse in Colorado Springs

A spacious living area showcases a cozy sofa adorned with colorful textiles, set against wooden log walls and warm lighting. A staircase made of natural wood curves upward, leading to the sleeping loft. Windows allow natural light to fill the space, offering views of the surrounding forest.

4.94 out of 5 average rating, 214 reviews

Rustic Bunkhouse in Black Forest

KitchenIndoor spacesBackyard

4.95 out of 5 average rating, 151 reviews

Pikes Peak Sunsets, Sunny Patio, BBQ, Firepit

KitchenFamilyGetting around

Guest suite in Colorado Springs

A studio apartment is shown, featuring a spacious bed with a neutral-toned blanket. A small dining area with two chairs and a table is visible. A kitchenette is equipped with essential appliances, and natural light enters through the window beside the private entrance.

4.88 out of 5 average rating, 622 reviews

Private Studio Comfort with a view

KitchenIndoor spacesBathroom

A bright living room is bathed in natural light from large windows. Soft seating arrangements include two cozy armchairs and a sectional sofa, complemented by a tufted coffee table at the center. A piano and decorative plant add warmth to the inviting space.

4.84 out of 5 average rating, 118 reviews

Fireplace | Fenced Yard | Family + Pet Friendly!

KitchenIndoor spacesAir conditioning

Earthen home in Colorado Springs

The exterior of a unique earthship home is framed by lush greenery and tall pine trees. Large glass windows reflect the surrounding landscape, allowing natural light to illuminate the earth-toned structure. A black door is visible at the front, alongside a small seating area.

5.0 out of 5 average rating, 223 reviews

Off-grid, Earthen home in the forest!

Indoor spacesFamilyBreakfast

4.95 out of 5 average rating, 321 reviews

Briargate Retreat, Minutes USAFA, Food & Shopping

FamilyIndoor spacesParks

An open loft bedroom features a large queen bed adorned with crisp linens and vibrant accent pillows, situated on a geometric-patterned area rug. Two bedside tables with lamps flanking the bed provide illumination, while a small desk and chair are positioned nearby, enhancing the room's functionality.

4.92 out of 5 average rating, 190 reviews

Old North End Carriage Home: Grill, Playroom, Roku

FamilyKitchenWi-Fi

Apartment in Old Colorado City

A spacious backyard features a fenced area with a children's climbing structure and outdoor dining space. Comfortable chairs are positioned around a grill, alongside a pebbled path leading through the yard, surrounded by greenery and trees.

4.93 out of 5 average rating, 565 reviews

★OCC Getaway★ Firepit, Grill, Backyard + Firestick

KitchenIndoor spacesParking

Family-friendly home rentals with a pool

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, 300 reviews

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

KitchenIndoor spacesBackyard

Guesthouse in Colorado Springs

An indoor pool area features a 35 ft heated swimming pool underneath a spacious glass enclosure. Two swan-shaped pool floats rest on the water, while lounge chairs are positioned along one side, providing a relaxing atmosphere. Natural light streams through the large glass walls.

4.91 out of 5 average rating, 163 reviews

Urban Float - Heated Indoor Pool/HotTub & Firepit

Indoor spacesFamilyValue

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.

4.87 out of 5 average rating, 196 reviews

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

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Guest suite in Manitou Springs

A welcoming entrance archway labeled 'Historic Manitou Springs' is set against a backdrop of snow-capped mountains. The arch is flanked by tall evergreen trees, and charming buildings are visible below, creating an inviting view of the historic town.

4.97 out of 5 average rating, 385 reviews

Manitou Terrace Place - clean, cozy & convenient!

KitchenFamilyCleanliness

4.88 out of 5 average rating, 133 reviews

An outdoor patio area is highlighted by a wooden frame, providing shelter over a dining table and seating. A hot tub is situated nearby, surrounded by lush greenery and tall trees, creating a serene environment for relaxation.

Home in Woodland Park

Sunshine Mountain , experience true Colorado!

KitchenFamilyView

Apartment in Colorado Springs

5.0 out of 5 average rating, 3 reviews

1BR Furnished Apartment Pet Friendly | Heated Pool

LocationHospitalityCleanliness

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

KitchenFamilyPool