Family-friendly holiday rentals in Cimarron Hills

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, 208 reviews

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

Stay in our Newly Built Family Home ✔ 4,800 sq ft Home, Perfect for Longer Stays & Families ✔ Professionally Cleaned & Sanitized ✔ 6-person Hot Tub, Gas Fire Pit & deck with Mountain Views ✔ King Size Bed 🗲Fast WiFi - Ideal for Working Remotely ✔ Fully Equipped Kitchen Upstairs, Kitchenette Downstairs ✔ In-Suite Washer & Dryer ✔ Theater Room with Complementary Netflix on all TVs ✔ 15 Minutes from USAF Academy We know you'll love your stay. Book today to reserve our beautiful home in the woods!

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, 394 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!

A serene bedroom features a spacious bed adorned with neutral bedding and a textured throw blanket. Natural light enters through sheer curtains, illuminating a stylish mirror and a small plant on a bedside table. An open doorway leads to a kitchenette area in the background.

4.93 out of 5 average rating, 254 reviews

Stylish & Serene Escape | Hiking, Dining, & More!

Escape to a peaceful hideaway in the heart of Colorado Springs. Nestled on a forested hill, our suite offers a quiet retreat just minutes from top restaurants, trails, and parks. Sip coffee on your private deck while spotting local wildlife, then set out to explore the Pikes Peak region with ease. Enjoy the perfect blend of nature and city convenience in a safe, quiet neighborhood. ✔ Private entrance ✔ Full bathroom ✔ Kitchenette ✔ Dedicated workspace with high-speed WiFi ✔ Private laundry room

Townhouse in Colorado Springs

A cozy living room showcases a comfortable grey sofa and an accompanying armchair, centered around a coffee table. Natural light floods the space through a large window. In the adjacent area, a spacious bedroom features a neatly made bed adorned with decorative pillows and soft bedding.

4.87 out of 5 average rating, 246 reviews

★Wow! What a Find! Stunning 2BR, 1.5 BA Townhouse★

You will love your stay in our 2 bedroom, 1.5 bathroom, fully furnished, 916 square foot townhouse apt. This unit has been fully remodeled from top to bottom & is a strict non-smoking unit. It is close to many top spots in CO Springs: ~15 min: COS airport ~20 min: Downtwn CO Springs ~33 min: Garden of the Gods ~31 min: Manitou Springs ~3 min: Shopping/grocery ~36 min: Air Force Academy ~26 min: Cheyenne Mt St Park ~28 min: Fort Carson ~9 min: Peterson Air Force Base ~2.5 hr: Ski Resorts

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.

4.95 out of 5 average rating, 166 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

A two-story house with a red exterior and white accents is displayed. The front door is centered, flanked by windows. A garage with double doors is visible on the right, and a landscaped area with gravel and mulch is situated at the front.

4.96 out of 5 average rating, 149 reviews

Quiet apartment with a view! STR-0944

Very clean private space! Area is cleaned and wiped down with disinfectant after every stay. Kitchen (private not shared), living and dining area is open concept. Kitchen has a full refrigerator, stove/oven, and dishes. Located on the east side of the Colorado Springs near many restaurants and stores. 1/2 mile from Walmart, across the street from a playground, 5.4 miles from Colorado College, 17 miles from Air Force Academy. Non smoking/non 420. No parties. I do live in the apartment above.

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.

4.99 out of 5 average rating, 110 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.

A private hot tub is positioned in a fenced yard, surrounded by green turf. Soft lighting from patio string lights and lanterns creates a serene evening atmosphere. Steam rises from the tub, indicating warmth and comfort.

4.96 out of 5 average rating, 206 reviews

Private Basement*HotTub*Washer+Dryer*Full Kitchen*

✔Attractively located on the east side, in a cozy neighborhood near parks, restaurants, shopping, & grocery stores ✔Walking distance to Vibes' field (local COS baseball team) ✔Short drive to Pikes Peak, USAFA, Fort Carson, Fort Peterson, UCCS, COS Airport ✔Private yard with hot tub ✔Private entrance & keyless entry ✔AC ✔70” & 42" Roku TVs in living & bedroom ✔Washer & Dryer ✔Full kitchen: Keurig, oven & range, microwave, dishwasher, toaster, etc. Short Term Rental Permit #: A-STRP-23-0389

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, 341 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

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, 143 reviews

Cheerful 2 bedroom suite with hot tub.

Enjoy a stylish experience at this centrally-located place. This 2 bedroom 1 bath has been newly remodeled. Private entry through walk out basement. Access to hot tub, garden area, fire pits, grill and fountains for an enjoyable stay. Professional cleaned & disinfected. Located near shopping, restaurants & movie theater. Amazing peaceful backyard Mini bar equipped with microwave, mini fridge, Kurig, & toaster oven. 2 TVs (60” and 55”) with cable and surround sound.

A hot tub sits atop a patio area, surrounded by a wooden fence and lush greenery. The sky above features a mix of clouds, with distant mountains visible in the background, creating a serene outdoor space.

4.92 out of 5 average rating, 192 reviews

Wild Wolf Getaway | Hot Tub & Grill

✷Beautiful view of the Patty Jewett Golf Course ✷Hot Tub ✷Gas Grill ✷Fully Stocked Kitchen ✷Stacked Washer & Dryer ✷Fire Extinguisher ✷Coffee & Tea Maker ✷2 Queen Beds ✷Dishwasher ✷Massage Chair ✷Sound Machine ✷Oil Diffuser ✷1 50-inch Insignia Smart TV, 1 43-inch Insignia Smart TV, & 1 32-inch Insignia Smart TV ✷Heat + Portable AC Units ✷Nearby Outdoor Adventures: North Cheyenne Canyon, The Garden of the Gods Park, Seven Falls, Manitou Springs

A stylish living space is revealed, featuring a light wood floor and a cozy seating area with a gray couch and an accent chair. A dining table for four is situated nearby. Soft curtains frame a window, providing natural light that enhances the inviting ambiance.

4.99 out of 5 average rating, 128 reviews

Cozy Basement Suite: The Little Deluxe

This conveniently and centrally located basement Air BnB unit features a classy yet homey style, timeless art pieces, and an inviting atmosphere. Perfect for traveling business professionals or a couple wanting a short getaway to see the lovely mountains! This unit is located 15 minutes from the Garden of the Gods, US Air Force Academy, Ford Amphitheater, and Downtown Colorado Springs and 10 min from Saint Francis and Memorial North Hospital.

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

A cozy outdoor seating area features a fire table surrounded by several cushioned chairs, all illuminated by soft string lights. In the background, a hot tub is visible, accompanied by a wooden fence that creates a private, inviting atmosphere.

4.92 out of 5 average rating, 183 reviews

Spruce House | Hot Tub | Fire Pit | Downtown

A spacious living room features a large sectional sofa with a warm brown hue, situated next to a modern stone fireplace. Natural light fills the room through large windows adorned with blinds, complemented by framed mountain artwork on the walls.

4.98 out of 5 average rating, 132 reviews

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

Superhost

4.89 out of 5 average rating, 732 reviews

The Ironwood & Lilac Cottage

The inviting exterior of the cottage features a blue facade with large windows. A well-maintained lawn is surrounded by gravel pathways and bordered by trees. A driveway and garage are visible on the side, providing convenience and ease of access.

4.98 out of 5 average rating, 286 reviews

Modern Cottage with Hot Tub, close to Downtown

Home in Old Colorado City

A covered porch is featured with two comfortable blue chairs positioned on a wooden deck. Natural light casts shadows on the floor, while vibrant yellow siding complements the colorful trim. A view of the surrounding residential area can be seen beyond the railing.

4.93 out of 5 average rating, 370 reviews

Walk to Old CO City, King Bed, Fenced in Hot Tub

A private hot tub is positioned in the backyard, illuminated in soft purple light. The surrounding area features decorative string lights in nearby trees, enhancing the ambiance. A wooden fence provides privacy, while stone pathways connect to the inviting outdoor space.

4.95 out of 5 average rating, 433 reviews

✦The Vintage Tudor✦ Firepit┃TVs┃Hot tub┃Downtown

4.96 out of 5 average rating, 245 reviews

Centrally Located with 180° Mountain Range Views

Superhost

A hot tub is illuminated with soft blue lighting, surrounded by trees and outdoor space. The patio overhead features string lights, enhancing the evening ambiance. A glimpse of outdoor seating is visible in the background.

4.91 out of 5 average rating, 484 reviews

The Nook—Private Studio w/ Full Kitchen & Hot tub!

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 745 reviews

A charming exterior view of a cabin-inspired home is surrounded by lush greenery and vibrant flowers. Stone pathways lead to a welcoming entrance, accentuated by light blue walls and a small patio featuring two chairs. Mature trees provide shade and enhance the natural setting.

Guest suite in Broadmoor

Cheyenne Canyon Getaway

A fully fenced backyard features a stone fire pit surrounded by red Adirondack chairs. Sunlight filters through the trees, highlighting the spacious outdoor area, which includes a gravel path and a grassy section, with mountains visible in the distance.

4.93 out of 5 average rating, 298 reviews

Mountain views! Hot Tub! Downtown! Pet friendly!

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.

4.92 out of 5 average rating, 546 reviews

★OCC Getaway★ Firepit, Grill, Backyard + Firestick

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, 349 reviews

Cozy Bungalow, Pet friendly, big backyard, Trail!

A stone pathway meanders through a grassy yard, bordered by flowering plants. Lush greenery complements the landscape, with two clusters of blooming irises standing out. Residential homes are visible to the right, creating a peaceful neighborhood setting.

4.82 out of 5 average rating, 352 reviews

Private Studio on urban homestead Central #0633

4.95 out of 5 average rating, 379 reviews

Pet-Friendly - Game Room+Arcade - Mountain Views

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, 600 reviews

Private Studio Comfort with a view

4.91 out of 5 average rating, 182 reviews

Entire Single Family Home

Family-friendly home rentals with a pool

Superhost

A spacious living area is furnished with a leather sofa and two easy chairs adjacent to a wooden accent table. Floor-to-ceiling windows offer expansive views of the surrounding landscape, while sliding glass doors provide direct access to the L-shaped terrace.

4.55 out of 5 average rating, 74 reviews

Overlooking Mountain Views | Terrace | Pool access

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, 152 reviews

Urban Float - Heated Indoor Pool/HotTub & Firepit

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, 273 reviews

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

4.95 out of 5 average rating, 20 reviews

A well-maintained grassy yard is framed by a white picket fence. A large tree and decorative plants are visible, alongside a small swing set. The exterior of the house features large windows and is accompanied by a storage shed in the background.

Guest suite in Fountain

Settlers Pass apartment to experience Colorado

An open living space showcases wooden cabinetry and a high ceiling with exposed beams. A spacious seating area includes a sectional couch and a coffee table. A dining table that seats six is visible, along with a wood-burning stove providing warmth.

4.91 out of 5 average rating, 89 reviews

Cheerful home w/pool & hot tub in quiet area

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!

Cabin in Cascade-Chipita Park

A rustic log cabin is set against a backdrop of lush greenery, featuring a wrap-around deck adorned with vibrant flower pots. Sturdy wooden stairs lead to the entry, surrounded by natural stone accents and shaded by tall pine trees.

4.97 out of 5 average rating, 162 reviews

Rustic Historic Colorado Mountain Cabin Pikes Peak