Family-friendly holiday rentals in Cimarron Hills

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, 256 reviews

Quite Spacious Apt w/ Game Table, Bball Court

Relax with the whole family at this peaceful place to stay. Enjoy the community pool during summer, Tennis, and walking trails. It is an independent family-friendly unit in the basement of the main house. It is a private space with its own entrance and separate from the main house. Free public parking or on the house driveway. Patio with table, grill, hammock, fire pit, and basketball court. Close to attractions, shopping, etc. Permit: A-STRP-25-0737 per Ordinance 7.5.1706 Rules and Regulations

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, 111 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!

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.

4.94 out of 5 average rating, 361 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!

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, 158 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 spacious living area features a comfortable sofa and a large, wooden dining table surrounded by four chairs. A television is positioned on a low stand, while a kitchenette and workspace are visible in the background. The space is well-lit with recessed lighting.

4.96 out of 5 average rating, 230 reviews

Spacious Modern Central Private Basement Suite

Beautiful, newly renovated, private guest suite in the heart of Colorado Springs. Share our love for travel & national parks with modern, chic, travel-inspired decor. Enjoy privacy with a separate back entrance that leads downstairs to a large living area. You will have your own private bedroom & full bathroom. Kitchenette is perfect for simple meals with a fridge/ freezer, microwave, keurig coffee maker & kettle. Pets are not allowed & smoking is strictly prohibited. Permit #: STR-2383

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.

4.83 out of 5 average rating, 339 reviews

Private Studio on urban homestead Central #0633

This great space has all the comforts you need for a enjoyable home away from home. There is a sleeping, lounging and dining area as well as a kitchenette, bathroom and a lovely patio space. We have established and grow a large variety of edible plants. On our 1/4 acre lot we use a compost and a rain catching system to support our food forest, spiral herb garden and annual beds. We raise chickens and have been attempting to start an apiary. I am happy to give garden tours if interested.

Condo in Colorado Springs

A bright living area features a blend of comfortable seating and natural light. The adjacent bedroom showcases a spacious bed with neutral-toned bedding. A well-equipped kitchen is visible, highlighting modern appliances, while a private balcony offers scenic views of the surroundings.

4.87 out of 5 average rating, 142 reviews

⁂ Peaceful Hideaway - 2 BR, 1 Bath, Sleeps 4 ⁂

Our adorable 745 SQFT apartment is tucked away at the end of a cul de sac with a beautiful Pikes Peak view & is near many CO Springs attractions, grocery stores & shopping. You will be welcomed with a sparkling clean space & thoughtful touches including coffee, spices, & oil. The 2 bedrooms & 1 full bath have been freshly remodeled. Keeping your comfort in mind, we have included an LED Smart TV, radiant heat, private parking, & laundry (coin-op). We are excited to host your stay!

A private deck space is shown, featuring a round table and two cushioned sofas with striped upholstery. A view of distant mountains and blue sky is visible in the background, creating an inviting area for relaxation.

4.96 out of 5 average rating, 225 reviews

Centrally Located with 180° Mountain Range Views

Welcome to this centrally located unit with 180° Mountain Views! The unit has 2x private decks, a fenced in yard for your dogs, and is business travel ready. The kitchen is stocked with everything you need to enjoy meals together, from a coffee pot to a waffle maker. Also, we provide some children's items to ease travel You are only: 5 minutes to restaurants, movie theaters, parks, and shopping 10 mins to Colorado Springs Airport and 13 mins to Downtown Colorado Springs!

Guesthouse in Colorado Springs

The inviting Inlaw suite features a comfortable queen-sized bed adorned with a soft quilt, complemented by framed artwork on the wall. A cozy couch sits opposite the bed, and a ceiling fan offers a gentle breeze. Light streams through the window, illuminating the space.

4.95 out of 5 average rating, 621 reviews

The Bonnyville Suite

Cozy Inlaw Suite in the Bonnyville Neighborhood nestled within the center of the city with easy access to I-25. Have fun with all the local entertainment that downtown Colorado Springs has to offer. See the top of Pikes Peak, Olympic Training Center, Air Force Academy, Zoo, hike Garden Of The Gods & Seven Falls. Experience the many breweries & wineries in our area. Walking distance from grocery store, coffee shops, a park, trails, and a small shopping center.

A spacious living area is designed with a large sectional couch and a soft area rug. A television is positioned on a low media unit. Natural light filters through a nearby window, illuminating the cozy dining area with a round table and chairs in the background.

4.95 out of 5 average rating, 170 reviews

La Casita - Private Basement Walkout w/Kitchenette

This spacious newly furnished basement apartment will be perfect for your special getaway! It features a large living area with a cozy couch as well as a kitchenette & dinning area for your own enjoyment. Located centrally in Colorado Springs, you’ll be just minutes away from local shopping centers, eateries and more! This unit is only 18 minutes away from the Colorado Springs Airport, and 20 - 25 mins away from the famous Garden of the Gods park.

4.92 out of 5 average rating, 170 reviews

Entire Single Family Home

Newly remodeled single-family home located near the Colorado Springs Airport. Relax and enjoy your privacy in a modern living room that has theater seating. There’s a fully equipped kitchen as well as a patio and grill. The second bedroom features bunk beds. This home is situated in an ideal Colorado Springs location! Just 5 minutes from the Power’s Corridor, 15 minutes from the Historic Downtown Area, and 25 minutes from The Garden of the Gods.

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.

4.98 out of 5 average rating, 257 reviews

Beautiful family ready home.

This home is beautiful, clean, and has all that a family needs to make the most of their stay here in Colorado Springs. A home away from home in which to relax and enjoy making future memories. THERE ARE SHARED WALLS, but there are no shared spaces. You will have a private entrance, and private access to the large back patio. The host's live in an attatched "apartment" and are easily accessible for any needs or concerns.

Popular amenities for Cimarron Hills family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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, 271 reviews

Modern Cottage with Hot Tub, close to Downtown

A serene mountain landscape captures Pikes Peak, its snow-capped summit glowing in the moonlight. Surrounding homes are visible in the foreground, set against the softly lit evening sky.

4.98 out of 5 average rating, 254 reviews

A Suite with a Sweet View, with Hot Tub

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.

4.98 out of 5 average rating, 194 reviews

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

An outdoor patio area is featured, showcasing a hot tub and a gas firepit surrounded by comfortable seating. Soft lighting enhances the atmosphere, while wooden fencing provides privacy. The space invites relaxation in a serene setting, suitable for evening gatherings.

4.96 out of 5 average rating, 310 reviews

*Private Patio | Hot Tub | King Suite Retreat*

4.95 out of 5 average rating, 138 reviews

Couples Getaway | Hot Tub, Fire Pit, Grill | Dogs

A private hot tub is featured, with clean water and air jets visible. The lid is partially open, inviting a relaxing experience. Controls and built-in speakers can be seen, enhancing convenience for guests.

4.88 out of 5 average rating, 148 reviews

Private basement, hot tub, kitchen, coffee & tea

A hot tub is situated on the back patio, enclosed by a wooden pergola for privacy. Surrounding greenery and a well-maintained yard enhance the tranquil setting. Water bubbles invitingly within the tub, offering a serene spot for relaxation.

4.86 out of 5 average rating, 1,237 reviews

⫸Cozy Retreat⫷ Fire Pit┃Peloton┃Corn Hole┃Hot Tub

A private backyard features a circular firepit surrounded by four outdoor chairs on a gravel surface. Warm lighting from string lights overhead illuminates the space, complemented by a wooden fence and ample greenery in the backdrop.

4.86 out of 5 average rating, 471 reviews

☀Downtown☀ Hot tub┃Fire pit┃Fenced backyard┃Murals

Family- and pet-friendly home rentals

Guesthouse in Colorado Springs

4.95 out of 5 average rating, 148 reviews

A-Frame Country Cabin

4.97 out of 5 average rating, 710 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

Superhost

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, 141 reviews

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

A cozy living room area features a comfortable brown couch adorned with two large, plush pillows. An antique trunk serves as a coffee table, enhancing the space's character. Soft light is provided by a floor lamp, and framed art pieces are displayed on the wall.

4.94 out of 5 average rating, 222 reviews

The Stone Cutter’s Cottage * Walk to Downtown COS

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, 206 reviews

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

A stylish living area features a modern kitchenette with granite countertops and custom faux brick paneling. A dining table with four chairs sits adjacent to a cozy seating area, which includes a light gray couch and a comfortable armchair, illuminated by natural light from the windows.

4.92 out of 5 average rating, 199 reviews

★Stylish★ remodeled studio near IvyWild/Downtown

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.

4.99 out of 5 average rating, 194 reviews

Off-grid, Earthen home in the forest!

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, 306 reviews

Private, Spacious Basement Suite in N CO Springs

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.

4.54 out of 5 average rating, 70 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, 123 reviews

Urban Float - Private Heated Pool/HotTub & Firepit

4.94 out of 5 average rating, 18 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, 85 reviews

Cheerful home w/pool & hot tub in quiet area

4.88 out of 5 average rating, 132 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, 161 reviews

Rustic Historic Colorado Mountain Cabin Pikes Peak

Townhouse in Colorado Springs

A sunlit bedroom showcases a spacious bed layered with crisp white linens and dark pillows. Light streams through large windows adorned with floral curtains, creating a warm ambiance. A bedside lamp complements the natural lighting, enhancing the inviting atmosphere of the space.

4.99 out of 5 average rating, 102 reviews

*King Bed*2CarGarage*Gym*Workspace*EVCharger*