Family-friendly holiday rentals in Monument

Guest suite in Colorado Springs

The image showcases a rustic mountain retreat nestled in a colorful landscape of autumn foliage. The structure features a red roof and is surrounded by rolling hills and sparse trees, with a winding dirt path leading to the property.

4.99 out of 5 average rating, 263 reviews

Fall Special! Epic Views-Unique Mtn Getaway!

Epic panoramic mountain/city views-complete serenity! Your private retreat & basecamp for CO adventure! One-of-a-kind tranquil & modern mountain getaway on 40 acres bordering National Forest. *Enjoy morning coffee on your private deck or the sunset next to the fire pit w/ dramatic city & mountain vistas *At night enjoy sparkling stars & the glow of city lights below *Private hiking trails lead to a bubbling creek in the forest & feels a world away-yet it’s 8 min from town-best of both worlds

FamilyKitchenCondition

4.96 out of 5 average rating, 223 reviews

Apartment in Monument

"Private Suite in the Forest"

This quiet unshared 1 bedroom suite is in a home 1 mile from Monument. Near hiking, the USAF Academy, Ford Amphitheatre, Colorado Springs, Castle Rock, Restaurants/Coffee Shops/Brewery, Spruce Mountain, Fox Run Regional Park, Pike Nat. Forest, and many hiking/Nordic trails. 45 miles so. of Denver. It's squeaky clean, 1 mile from I-25, comfortable, quiet, private, on a beautiful treed lot in the residential community of Woodmoor. Has a private entrance and is unshared space. Guests love it!

FamilyIndoor spacesSolo travel

5 out of 5 average rating, 119 reviews

Guest suite in Monument

The Fly-by! Mountain&Lake view; Hot Tub+MiniGolf

Escape to your private mountain retreat! This stunning 2020-built walkout suite offers the perfect blend of seclusion and convenience. Wake to breathtaking lake and Front Range views, then unwind by your private patio fire watching spectacular sunsets. The entire lower level is exclusively yours with separate access—no shared spaces. Parking in-garage (no snow scraping!) and modern amenities. Located minutes from the Academy and Garden of the Gods, yet peaceful enough to truly relax. Book now!

FamilyIndoor spacesCheck-in

A cozy living area features two comfortable blue armchairs positioned alongside a small dark table. A decorative painting of deer adorns the wall, complemented by a light-colored backdrop. Natural light filters through partially sheer curtains, enhancing the warm wood flooring.

4.98 out of 5 average rating, 131 reviews

Mountain View Basement Apartment

Comfy, private, & spacious basement apartment w/separate keyless entrance for easy check-in. Relax on our covered, lit patio with firepit or enjoy breathtaking mountain views from our upstairs deck. Eat & cook in our well-stocked basement kitchenette, where breakfast items, cooking ingredients, spices, & condiments will be provided. Washer/dryer & complimentary laundry supplies provided. After a great night's sleep, explore Colorado Springs or Denver with access to i25 just 5 minutes away.

KitchenFamilyLocation

4.96 out of 5 average rating, 327 reviews

A spacious living area features high ceilings with large arched windows allowing ample natural light. Comfortable seating includes two patterned armchairs and a sofa, complemented by a coffee table on a cowhide rug. A stone fireplace adds a cozy touch, enhancing the wood-paneled walls.

Cabin in Palmer Lake

✷Kayak Cabin✷ Hot Tub┃Firepit┃Games┃Movie Room

★Location: 1 mi to Pinecrest Event Center, 20 mins to the Air Force Academy ★Outdoors: 0.7 mi to the lake for kayaking, 1 mi to hiking ★YARD: Fenced in w/fire pit, hot tub, hammock & games ★GARAGE w/kayaks & tennis rackets ★PORCH: Dining area, rocking chairs & grill ★FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys! ★70" Smart TV in living room & 70" Smart TV in movie room w/Apps + Cable ★Fast Wifi ★Keyless Entry ★Comfortable beds ★Equipped kitchen ★Free Colorado beer

Indoor spacesFamilyAccess

A modern kitchen and dining area features green cabinets, stainless steel appliances, and a large dining table with bench seating. Red chairs add a pop of color, while natural light fills the space through sliding glass doors leading to an outdoor area.

4.98 out of 5 average rating, 118 reviews

Family Friendly Charming +Clean 5 Bedroom House,

This 5 bedroom house has families and vacation amenities in mind! A small sitting room for coffee or conversation greets you when you walk in the door. The floor plan opens up to the living area that has a cozy couch to watch movies on and an eating area to share a meal. The kitchen is fully stocked with everything you need to prepare a meal together. The upper level has 4 bedrooms and a laundry room. There is a master suite with a king bed and a walk in closet. (no rooms on main level)

Indoor spacesKitchenAccuracy

The kitchen features white cabinetry with sleek silver handles and a granite countertop. An island with a wooden accent provides additional workspace. Modern appliances, including a refrigerator and oven, are visible. Soft lighting illuminates the space, creating a bright and functional cooking area.

4.98 out of 5 average rating, 162 reviews

HOT TUB! Amazing Mountain views! Newly Remodeled

MOUNTAIN VIEWS! PRIVATE HOT TUB! Recently remodeled, professionally decorated throughout. Patio & sitting area around the outdoor fireplace. Walking distance to the Hearth House event center, Downtown Monument & locally owned restaurants. A few blocks to Monument lake to enjoy fishing, kayaking, flat boarding or soaking up the sun. Amazing mountain biking is close. Few minutes to the Air Force Academy, quick drive to Colorado Springs, Garden of the Gods, Broadmoor Hotel, Denver and more!

FamilyKitchenHiking

4.92 out of 5 average rating, 291 reviews

A spacious bedroom features a comfortable queen bed with crisp white linens and a green throw blanket. Natural light floods through a window dressed with sheer curtains. A wooden dresser and a small table are also present in the room, enhancing the inviting atmosphere.

Guest suite in Monument

Private Lower Level Suite with Peak Views

Clean, cozy, and comfortable private walkout basement apartment with gorgeous views of Pikes Peak and the Air Force Academy. Large bedroom with comfortable queen bed, recently updated full bathroom, kitchenette (please note, no oven or cook top), and large living space with Roku tv, fireplace, and room for more to sleep and hang out. Located in a quiet neighborhood approx. 2 miles from the Air Force Academy, with easy highway access for activities in both Denver and Colorado Springs.

FamilyIndoor spacesLocation

4.95 out of 5 average rating, 210 reviews

Apartment in Monument

Serene Stay w/ Mountain Views in Downtown Monument

Welcome to your serene private apartment overlooking the mountains in Historic Downtown Monument. This updated, upper unit has 2 bedrooms each with its own en-suite bath, and an open-concept living room/ kitchen. The deck is spacious w/ beautiful Mountain views, perfect for enjoying the Colorado sunshine! Within walking distance of Downtown Monument’s shops and restaurants as well as the Santa Fe Hiking Trail! While USAFA, N CO Springs & other attractions are all a short drive away!

FamilyKitchenLong stay

Guesthouse in Palmer Lake

A cozy bedroom features a king size bed with patterned black and white pillows, complemented by a rattan headboard and bench. A decorative antler mount adorns the dark wood wall, while natural light streams in from large windows, enhancing the serene atmosphere.

4.95 out of 5 average rating, 151 reviews

A Retreat in the Woods by a Lake & Mountain Views!

Detached Guesthouse, Private Entrance & Private Deck. Huge Cal King Size Bed. Located 2 blocks from PINECREST WEDDING VENUE. Short drive to Spruce Mountain Ranch Wedding Venue. Direct access to National Forest, Palmer Lake #2 Reservoir Hiking Trail, Creek Side Trail. Tennis & Pickle Ball Courts in the backyard. Rackets provided! Palmer Lake is 2 mins away, 2 adult SUPs available. Great fishing! A/C available May-Sept. No smokers, marijuana, or vape users and no pets allowed.

Indoor spacesFamilyDecor

4.99 out of 5 average rating, 216 reviews

A custom A-frame cabin is surrounded by tall pines, featuring a sloped roof and large glass windows. A spacious deck with steps leads to outdoor seating and a hot tub, while natural stone landscaping adds to the serene setting.

Cabin in Monument

Cozy A-Frame Retreat /Hot Tub/w-Views, Monument CO

Experience a true Colorado getaway with this custom built Scandinavian inspired A-frame, nestled on the Palmer Divide, located only 15 min to Colorado Spring & 30 min to S Denver. You will feel secluded within the pines with views to die for. You might see wildlife while enjoying a cup of coffee or glass of wine in the hot tub or cozied up in a blanket. First bottle of wine on us! Hiking trails are minutes drive from the cabin. Make sure to relax & make lots of memories. 😊

KitchenIndoor spacesBackyard

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, 341 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. No large dogs are allowed.

FamilyKitchenLong stay

Popular amenities for Monument family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 281 reviews

Cabin in Florissant

Retreat at Mydnyt Mountain•Hot Tub•No Chores

FamilyKitchenRiver

4.98 out of 5 average rating, 136 reviews

The spacious living room features a large window that invites natural light, showcasing views of the outdoors. A wood-burning stove is complemented by a cozy blue couch, a coffee table, and patterned area rug. A television sits on the opposite wall, enhancing the welcoming ambiance.

Cabin in Woodland Park

Aframe, Hot Tub, Scenic Views, Firepit, Dogs YES

KitchenIndoor spacesPets

Natural light fills a spacious living area with large windows, showcasing greenery outside. A comfortable sofa adorned with blankets is complemented by two modern armchairs. A wooden dining table is set nearby, with decorative touches including a potted plant and a wall-mounted shelf.

4.94 out of 5 average rating, 147 reviews

Secluded Chalet in the Pines Hot tub Wrapped porch

Indoor spacesKitchenSleep quality

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, 215 reviews

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

KitchenIndoor spacesCheck-in

4.96 out of 5 average rating, 335 reviews

A cozy outdoor seating area features a fire pit surrounded by comfortable chairs, offering views of the expansive landscape and mountains in the distance. A hot tub is located nearby, providing an inviting space for relaxation amidst nature.

Townhouse in Palmer Lake

The Mountain Hideaway- Views, Spa, Adventure

FamilyKitchenSleep quality

A stone fire pit is surrounded by several lounge chairs on a sunlit patio. The area features lush landscaping and a turf putting green with expansive mountain views in the background under a clear blue sky.

4.88 out of 5 average rating, 137 reviews

Falcon's Nest | hot tub/games/mins to USAFA&hiking

Indoor spacesFamilyDecor

A single-story home features a light-colored exterior with a contrasting blue entrance door. A paved driveway leads to a two-car garage. The well-maintained front yard includes green grass and decorative shrubs, while a small seating area is positioned near the front porch.

4.9 out of 5 average rating, 471 reviews

Rockrimmon Retreat Hottub - FirePit - Dog Friendly

KitchenIndoor spacesLocation

Expansive mountain views are showcased, featuring the snow-capped peaks of Pikes Peak against a clear blue sky. The foreground includes rooftops of houses, blending naturally with the surrounding landscape, which highlights rolling hills and lush greenery.

4.99 out of 5 average rating, 252 reviews

Breathtaking Mountain Views | Hot Tub | Near USAFA

FamilyIndoor spacesWalkability

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 459 reviews

A three-story home featuring a unique eyebrow design is surrounded by greenery and tall trees. The exterior showcases a blend of stone and wood accents, with two garage doors and a round, welcoming front door that leads into the property.

Home in Palmer Lake

★Comfortable Nature Retreat★ Trails, Lake & Dining

KitchenIndoor spacesHiking

4.96 out of 5 average rating, 313 reviews

The exterior of a charming A-frame cabin features a sloped roof and a welcoming blue facade. A small porch is adorned with potted plants, while a pathway of stone slabs leads through landscaped greenery. Sunlight filters through surrounding trees, enhancing the inviting atmosphere.

Cabin in Palmer Lake

𓃲A-Frame on Palmer Lake𓃲 Firepit┃Foosball┃Grill

FamilyIndoor spacesLayout

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, 210 reviews

Rustic Bunkhouse in Black Forest

KitchenIndoor spacesDecor

Guesthouse in Palmer Lake

A rustic wooden cabin is nestled among snow-covered trees, presenting a serene winter scene. The building features a sloped roof and a single satellite dish, surrounded by a blanket of snow on the ground. The town of Palmer Lake is visible in the background.

4.95 out of 5 average rating, 273 reviews

Quaint and Historic Studio Cabin

KitchenIndoor spacesBackyard

4.89 out of 5 average rating, 741 reviews

The Ironwood & Lilac Cottage

FamilyIndoor spacesHeating

4.85 out of 5 average rating, 314 reviews

A scenic view captures the surrounding landscape, featuring rolling hills and distant mountains under a partly cloudy sky. Lush greenery and wild grasses fill the foreground, with trees framing the edges of the image. A peaceful natural setting is evident.

Cottage in Palmer Lake

Completely Remodeled Historical Cottage

FamilyIndoor spacesLaundry

4.93 out of 5 average rating, 123 reviews

A bright living area is highlighted by large windows allowing natural light to fill the space. Comfortable seating is positioned near the windows, while a round dining table is set for meals. A well-equipped kitchen is visible in the background, featuring modern appliances.

Loft in Palmer Lake

Crow's Nest

Indoor spacesFamilyPets

A private backyard oasis features a relaxed hot tub under a wooden pergola, surrounded by a wooden fence and landscaped with white gravel. Stairs lead up to the entryway of the home, illuminated by natural light.

4.98 out of 5 average rating, 388 reviews

Downtown Bungalow | Hot Tub | Pet Friendly | Patio

Indoor spacesKitchenCheckout

Family-friendly home rentals with a pool

4.89 out of 5 average rating, 18 reviews

Cabin in Manitou Springs

2 Bedroom Cottage with Kitchen on 3 acres

FamilyHot tubLaundry

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, 161 reviews

Urban Float - Heated Indoor Pool/HotTub & Firepit

KitchenFamilyWi-Fi

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, 296 reviews

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

FamilyIndoor spacesAir conditioning

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, 195 reviews

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

FamilyKitchenHiking

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.

4.91 out of 5 average rating, 67 reviews

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

Indoor spacesKitchenDecor

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!

Indoor spacesKitchenParks

The exterior of a two-story home is displayed, showcasing a well-maintained backyard with a semi-inground heated pool surrounded by white lounge chairs. A deck with stairs leads to the entrance, while a sunroom is visible beneath the windows. Neatly trimmed greenery frames the area.

5 out of 5 average rating, 35 reviews

Spacious, Mountain Views, Heated Pool, & Sunroom!

Indoor spacesFamilyLocation