Family-friendly holiday rentals in Colorado Springs

4.98 out of 5 average rating, 119 reviews

The open living area showcases a stylish leather sofa paired with a wooden coffee table, complemented by decorative cushions. Natural light floods the space through skylights and windows. A fully equipped kitchen is visible in the background, along with a cozy dining area.

Guesthouse in Broadmoor

Earthy Chic Casita in Prime Location

Escape to Cheyenne Casita, a newly-built, stylish, cozy, 1 bed/1 bath home. Perfectly nestled near the mountains in a vibrant, historic neighborhood in a prime location. Whether you are looking for ideal hikes, historic landmarks, or want to indulge in the best local cuisine, you are near it all. Ideal for couples, business visitors, or solo travelers—this inviting space offers the perfect blend of convenience and tranquility. Cheyenne Casita is a safe space for everyone. Permit ASTRP23-1224

4.98 out of 5 average rating, 132 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

Modern A-Frame w/ Hot Tub + Stargazing Dome

☆ Featured in 5280 Magazine’s Top 5 Colorado Airbnbs ☆ ✦ Newly built modern A-frame (750 sq ft) in the Pikes Peak Region ✦ Two cozy bedrooms (including loft) ✦ Private jetted hot tub ✦ Stargazing dome ✦ Picturesque wooded lot w/ serene views ✦ Easy access to the Fossil Beds, three state parks, national forest, hiking, gold-medal fly fishing, & more ✦ Large deck w/ gas fire pit, Adirondack seating, & BBQ grill ✦ Indoor gas fireplace ✦ Full kitchen w/ coffee & tea bar ✦ Pet friendly (one dog max.)

Bungalow in Colorado Springs

4.99 out of 5 average rating, 215 reviews

Spotless Cozy Stay - Near Downtown & Attractions

Private bungalow near downtown Colorado Springs, perfect for couples, families, remote workers, and business travelers. Relax with a Queen memory foam bed, fully equipped kitchen, coffee bar, fast Wi-Fi, Smart TV, A/C, and private BBQ patio. Walk to Memorial Hospital Central, parks, trails, and coffee. Minutes from Garden of the Gods, Manitou Springs, Colorado College, the Olympic Training Center, dining, and top attractions. MESSAGE ME and I will help you plan your trip! Hosted by local owners

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, 400 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!

Cottage in Colorado Springs

A vibrant blue house features a private outdoor hot tub, shaded by a large umbrella. Comfortable seating areas are positioned nearby on the decking, surrounded by a tall wooden fence providing privacy and a green backdrop of trees.

4.98 out of 5 average rating, 239 reviews

The Loft House *Downtown*HOT TUB*A/C*Private House

This beautiful private home is located in a prime location, being only two blocks from downtown, yet a full neighborhood feel. Private hot tub!!Walk to dinner or coffee! Two beds are located upstairs. Fully equipped kitchen to make cooking away from home easy. Private fenced yard with seating and a grill. Smart TV and Wifi avail. Family friendly-kids items avail. upon request. Easy access to the highway and centrally located within the city will make being a tourist easy! *non smoking property*

Guest suite in Colorado Springs

A living area is presented with a wall-mounted television displaying streaming options. A comfortable black sofa and a red ottoman are visible. Natural light enters from a nearby window, illuminating a small desk with a chair. A cozy electric fireplace provides warmth to the space.

4.95 out of 5 average rating, 375 reviews

The Haven at Ivywild

Enjoy staying in a modern hideaway nestled in the heart of the Ivywild neighborhood. Walk just 1 block down to the popular Ivywild School. Drive 5 minutes to downtown, and less than 10 minutes to Cheyenne Cañon, the Broadmoor, the zoo, Old Colorado City and Manitou. You're in an ideal spot to explore much of the fantastic food, drink, hiking, and sights that CO Springs has to offer. Or sit back and enjoy a beautiful view of the front range mountains while relaxing on the patio. Permit: STR-0691

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, 112 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.

4.86 out of 5 average rating, 109 reviews

A spacious living area features a large, light-colored couch and love seat, complemented by a coffee table with a cozy throw. Large windows allow natural light to fill the room, and the open kitchen showcases modern appliances and a dining table with chairs.

Home in Fountain

Game Room and Rooftop Deck, Stylish 3 Bedroom Home

Welcome to our beautiful and stylish home in peaceful Fountain, Co. Modern, luxurious, comfortablewith space for friends and family. Located close to Fort Carson and downtown Colorado Springs. Perfect for those looking to have all of the amenities of home while exploring Southern Colorado. Guests will be able to enjoy a relaxing environment complete with a rooftop deck and firepit. End your nights overlooking the neighborhood and scenery of the mountains enjoying fresh air and a cozy fire.

Cabin in Cascade-Chipita Park

4.95 out of 5 average rating, 232 reviews

Riverside Retreat: Hot Tub, Sauna, & Fire Pit

With a river in the backyard next to the private hot tub and sauna, what more could you need? If you love watching local wildlife, listening the sound of the creek, and relaxing on a luxurious back patio that’s perfect for all seasons, then RiverHouse South by Forest & Peak Retreats is for you! Enjoy the full amenities of a kitchen stocked with a curator’s touch, heated towel rack, remote control gas fireplace, top-to-bottom remodel. Book RiverHouse South, by Forest & Peak Retreats, today!

Bungalow in Colorado Springs

4.98 out of 5 average rating, 162 reviews

Luxury Escape at 5-Star Madison House in Colorado

Welcome to our charming, beautifully renovated 2BR/1BA retreat in the historic Old North End! Perfect for couples and pet lovers, our home features styled concrete flooring, luxury linens, a spa-style bathroom, arcade games, a fenced yard, and more. Walk to downtown, parks, and Colorado College! A $250 security deposit will be collected before arrival and refunded 2 days after checkout, provided there is no damage. Enjoy complimentary wine, chocolate, and a truly memorable stay!

An outdoor seating area features a firepit surrounded by comfortable lounge furniture. A large umbrella provides shade for the dining table set with several chairs. Lush greenery is visible along the fence, and a partly cloudy sky adds to the serene ambiance.

4.95 out of 5 average rating, 175 reviews

Dwntwn Bungalow w/ King Bed, Fenced Yard & Hot Tub

►Less than 1 mile from downtown ►Minutes to OTC, Short drive to Colorado College, Garden of the Gods, Pikes Peak, USAFA ►3 blocks to local coffee ►Fenced in yard with dining furniture, yard games, FIREPIT & GRILL ►Smart TVs in living room & bedroom ★BRAND NEW★ comfortable king & queen bed! ►FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys + more! ►Fully equipped kitchen ★WAFFLE MAKER★ ►BUSINESS TRAVEL: Fast WIFI, keyless entry, desk ►Free Colorado soda

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 out of 5 average rating, 214 reviews

Off-grid, Earthen home in the forest!

*PLEASE READ FULL DESCRIPTION BEFORE BOOKING!* An eco friendly, self sustaining, off-grid Earthship home nestled into the Black Forest of Colorado Springs. A place to ground, disconnect, and fully immerse yourself in the beauty that is Colorado. This plant filled, handcrafted home is pure magic and unlike any other stay you've experienced and we are honored to share her with you. 🤗 "The richness I achieve comes from nature, the source of my inspiration" -Monet

Popular amenities for Colorado Springs family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A spacious hot tub sits in the foreground, set against a backdrop of a charming home bordered by a landscaped yard. The inviting exterior features large windows and a staircase leading to the entrance. Warm evening light highlights the surrounding trees and patio area.

4.94 out of 5 average rating, 550 reviews

☀Hot Tub with Mtn Views☀ Fire pit┃Fire Place┃Grill

A fenced outdoor space features a wooden hot tub positioned on a stone surface. A crushed rock pathway leads toward a red cottage with a window, surrounded by greenery and a clear blue sky. The area offers seating, providing a relaxing environment.

5 out of 5 average rating, 107 reviews

New build, private yard, CEDAR hot tub

4.93 out of 5 average rating, 187 reviews

Hot Tub • Fenced Yard • Pet Friendly • Downtown

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.

4.97 out of 5 average rating, 334 reviews

*Top 1% Stay | 2 King Beds + Private Hot Tub*

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, 211 reviews

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

4.96 out of 5 average rating, 120 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

A charming outdoor deck area features a small table surrounded by two woven chairs, showcasing sweeping views of the surrounding mountains and clear blue sky. Lush greenery frames the scene, enhancing the inviting atmosphere for relaxation.

4.96 out of 5 average rating, 436 reviews

Stunning Mtn Views, Spacious, Hot Tub, Fire Pit!

4.96 out of 5 average rating, 246 reviews

Centrally Located with 180° Mountain Range Views

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 273 reviews

A wooden sign labeled 'Blue Spruce' stands in front of a log cabin, surrounded by tall trees and natural greenery. The cabin features a green roof and large windows, allowing a view of the serene outdoor environment. A path leads from the sign to the entrance.

Cabin in Manitou Springs

Keithley Pines Blue Spruce Cabin

4.89 out of 5 average rating, 326 reviews

A circular wooden sauna sits on a raised deck surrounded by trees. Blue adirondack chairs are arranged around a fire pit with glowing flames. The natural setting creates a peaceful atmosphere for outdoor relaxation.

Cabin in Divide

𓃵Moose Cabin𓃵 Sauna┃Firepit┃Woodstove┃Corn hole

4.97 out of 5 average rating, 756 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

4.95 out of 5 average rating, 124 reviews

A cozy sunroom is filled with natural light from large windows, showcasing the surrounding landscape. Comfortable seating, including patterned chairs and a plush sofa, is arranged around a coffee table with decorative items. A warm atmosphere is created by soft curtains framing the windows.

Cabin in Cascade

Chipita Park Cabin | Cozy Zen | Mountain Retreat

Tiny home in Woodland Park

The exterior of a tiny house features a combination of green and wood paneling. Large windows allow ample natural light, while a welcoming door with steps leads inside. Gravel surrounds the house, enhancing the natural setting among surrounding trees.

4.93 out of 5 average rating, 610 reviews

Wabi Sabi Tiny House - No Cleaning Fees!

Apartment in Old Colorado City

A covered porch offers expansive views of the surrounding mountains and greenery. Two lounge chairs are positioned on a vibrant blue patterned rug, creating a serene outdoor space to relax and enjoy the scenery.

4.95 out of 5 average rating, 821 reviews

Downtown Old Colorado City with Panoramic Views

4.82 out of 5 average rating, 202 reviews

Comfortable Stay Downtown area

Guesthouse in Colorado Springs

A cozy cabin features a distinctive sloped roof and is surrounded by tall trees. The exterior is constructed from natural wood, complementing the forest setting. A stone fire pit and several outdoor benches are positioned in front of the cabin, providing a welcoming outdoor space.

4.95 out of 5 average rating, 135 reviews

Cozy Fishing Cabin in Black Forest

Family-friendly home rentals with a pool

4.93 out of 5 average rating, 15 reviews

Cabin in Manitou Springs

2 Bedroom Cottage with Kitchen on 3 acres

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.

4.9 out of 5 average rating, 156 reviews

Urban Float - Heated Indoor Pool/HotTub & Firepit

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, 282 reviews

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

Superhost

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

4.87 out of 5 average rating, 194 reviews

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

Cabin in Cascade-Chipita Park

An expansive wooden deck features seating with Adirondack chairs, inviting relaxation. A fire pit is positioned nearby, creating a cozy atmosphere for gathering. The cabin exterior showcases a combination of dark siding and stone accents, illuminated by warm outdoor lighting.

4.9 out of 5 average rating, 62 reviews

Cortland Cabin Getaway W/ Views & Hot Tub- Pets OK

Superhost

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

4.88 out of 5 average rating, 133 reviews

Sunshine Mountain , experience true Colorado!

Home in Garden of the Gods

4.97 out of 5 average rating, 34 reviews

Indoor POOL, Hot Tub, Sauna! Garden of the Gods

The covered deck features a spacious seating area with comfortable furniture and a large outdoor kitchen equipped with a grill and a 36” griddle. A smart TV is mounted on the wall, and patio heaters are positioned for warmth. The pool and hot tub are visible in the background.