Family-friendly holiday rentals in Monument

4.99 out of 5 average rating, 170 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 Springs & 30 min to S Denver. You will feel secluded within the pines and views to die for. You might see wildlife walking by while enjoying a cup of coffee or glass of wine in the hot tub or cozied up in a blanket on the deck. First bottle of wine on us! Hiking trails are minutes drive from cabin. Make sure to relax & make lots of memories. 😊

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, 143 reviews

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

Detached guesthouse with private entrance and deck sleeps 2 ADULTS in huge king size bed + 2 KIDS in loft. Located 2 blocks from PINECREST WEDDING VENUE. Hiking trails, access to Nat'l Forest + mountain reservoir. Tennis court in backyard. Pickle ball rackets provided!Open space in back Palmer Lake is 2 mins away, 2 adult SUPs available to you. Great fishing! Shared (but private) space includes a hot tub, fire pit. A/C available May-September. No smokers, marijuana, or vape users. No pets.

4.9 out of 5 average rating, 163 reviews

A light-filled living area features a comfortable gray sofa adorned with decorative cushions, alongside an accent chair with a floral pattern. A dark coffee table centers the space, placed on a plush gray area rug. Art with vibrant colors is displayed on the wall above.

Guest suite in Monument

The Adventurer’s Retreat

Are you looking for the perfect place to come back to after a day of adventure or just a quite serene getaway with your family? The large open space offers 2 very comfortable king beds, one is a 100% organic non-toxic pillow top mattress. You will feel like you're at home with a well equipped kitchenette, breakfast nook, and large living space along with a pool table. The apartment will make your stay not only relaxing but also fun. Our property has a playground for kids and pikes peak views!

Guest suite in Palmer Lake

An outdoor patio area features a round table with four chairs, shaded by a large blue umbrella. Lush green vegetation and a small stone pathway are visible, with a deck and grill in the background, offering a connection to the serene natural surroundings.

4.97 out of 5 average rating, 285 reviews

Studio@The Spring - a Mountain Town Oasis!

Relax and unwind in Mountain serenity. Away from it all - Near everything! Cool temps & fresh Mountain air abound in this mountain studio. Adventure on the trail's accessible just footsteps from the door. The lake and restaurants are within walking distance. Enjoy your own private patio, parking and entrance - A year-round spring runs through the backyard. Centrally located- you're close to Denver, Colorado Springs, Pueblo, the Air Force Academy and Ft. Carson. All amenities are within 10min.

4.96 out of 5 average rating, 290 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

4.89 out of 5 average rating, 377 reviews

A charming tiny home sits nestled among tall trees, illuminated by warm lights at night. A winding path leads to the entrance, flanked by outdoor seating and soft lighting that enhances the natural surroundings.

Guesthouse in Monument

Monument CO - Tiny House nestled in the Pines!

Monument Colorado - Tiny Home nestled in the Pines - conveniently located near Air Force Academy, Monument, Palmer Lake, just north of Colorado Springs including Garden of the Gods, etc. 40 min south of South Denver- a quick drive to hiking and biking trails, restaurants and mountain fun! Only 3 miles from I-25 but a world away from the everyday! Can sleep up to 6 ( 2 queen beds, 1 twin and a Futon sofa) This is a non smoking home - Enjoy the peaceful mountain air in an adorable tiny house

4.94 out of 5 average rating, 320 reviews

A decorative stone bird figurine sits beside a vintage-style sign that spells 'RELAX' with mirrored letters. A small green plant in a textured glass vase adds a touch of nature to the rustic wooden shelf.

Guest suite in Monument

Windsong Suite~15 min to USAFA~2bed/2bath

New name, new furniture, same wonderful Peaceful Forest Retreat! Mother-in-law suite attached to our home in Pike National Forest! Serene living space complete w/ 2 bed, 2 bath, living room, kitchenette (no stove), deck, TV, internet & deer! Enjoy our secluded forest setting with easy access to the fun sites in Colorado Springs & the Urban delights of Denver. Relax on the deck of our wooded retreat with your morning coffee or while you grill & play corn hole after a fun day of exploring.

4.94 out of 5 average rating, 157 reviews

A cozy loft space features a spacious bed adorned with a colorful floral comforter and accent pillows. A white armoire stands nearby, complemented by a small kitchenette area with wood cabinetry. Soft lighting illuminates the room, enhancing a relaxed atmosphere.

Loft in Palmer Lake

The Little Brown House (that grew).

Light, airy, bright & fresh decor; cozy space with a view of Mt. Chautauqua; near Pinecrest wedding venue. Full amenities: king bed, fridge, coffee maker, microwave. Designated parking. Unlimited hiking right out the door. Variety of cuisine within walking distance: steak house, Mexican, bistro, quaint coffee bar, historic ice cream shop, full-menu restaurant overlooking the lake. Shops stocked with local artisans' works. The loft does not accommodate more than two persons--no exceptions.

A charming yellow A-frame structure is seen amidst a snowy environment, surrounded by tall pine trees. A deck with black railing extends from the entrance, leading to a door framed in green. A warm light fixture hangs beside the door, enhancing the welcoming appearance.

4.87 out of 5 average rating, 216 reviews

Cozy, private, serene getaway in the woods

Serene studio apartment, stand alone structure in a beautiful ponderosa pine forest. This quiet apartment has a king sized bed, full bath with bathtub, a kitchenette with Keurig coffee maker, microwave, toaster oven, mini fridge, sink, dishes etc. There is a desk/ dedicated work space and Wifi. A TV, love seat and coffee table. A private neighborhood walking trail one block away that goes to a pond. Free on site parking. Coded door entry. Provided toiletries and snacks. And sunset view.

4.95 out of 5 average rating, 190 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!

4.99 out of 5 average rating, 147 reviews

A rustic wooden sign displaying the text 'Cutthroat Cove' is mounted on a textured wall. The sign features a simple fish graphic, contributing to a natural and welcoming ambiance.

Guest suite in Monument

Cutthroat Cove- Air Force Academy

Completely relax! Even if you are here for business. Cutthroat Cove is near the entrance to the Air Force Academy but feels like you are living in the woods. Private entrance (with stairs), parking space, one bedroom, one bath with a large living room area. The mini kitchen features a dishwasher, mini-fridge, toaster oven and microwave. The fireplace makes it cozy and warm and sometimes we are visited by large wildlife. Minutes from restaurants and hiking trails.

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, 611 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.

Popular amenities for Monument family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.91 out of 5 average rating, 136 reviews

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.

Home in Colorado Springs

Spruce House | Hot Tub | Fire Pit | Downtown

Cabin in Cascade-Chipita Park

A hammock is positioned under tall trees, providing a view of the cabin beyond. The backyard features a grassy area with cornhole boards set up for leisure activities. The surrounding trees and mountains add to the serene atmosphere.

4.94 out of 5 average rating, 196 reviews

Riverhouse South~Sauna-Hot Tub-Cold Plunge

4.97 out of 5 average rating, 156 reviews

A cozy glamping setup is shown, featuring a private hot tub adjacent to the tent entrance. Inside, a queen bed is decorated with quilts, accompanied by a bedside table and lamp. Warm lighting from string lights highlights the wooden structure above, creating a relaxing ambiance.

Tent in Monument

Stargazer Safari Tent w/ Hot Tub & Creek Views

Guest suite in Garden of the Gods

A vibrant hand-painted mural depicting the red rock formations of the Garden of the Gods is displayed on a panel. The background features a colorful sky at sunset, with the soft outlines of trees and distant rocks visible.

4.93 out of 5 average rating, 328 reviews

Hike to Garden of the Gods*Private Hot Tub

4.93 out of 5 average rating, 120 reviews

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.

Home in Monument

Secluded Chalet in the Pines Hot tub Wrapped porch

A spacious hot tub is situated under a wooden pergola, surrounded by a wooden deck. Bubbling water reflects natural light, and distant mountain views are visible through trees in the background, providing a serene atmosphere.

4.9 out of 5 average rating, 275 reviews

✔Pets✔ ♕King Bed/Bath/Kitchen ♨Hot Tub♨ w views 🏞

The living area features a comfortable teal sofa adorned with various pillows, complemented by a rustic wooden accent wall. Natural light streams through large windows, while a fan provides air circulation. A coffee table with a glass top sits in front of the sofa.

4.89 out of 5 average rating, 517 reviews

Private 2BR Hideaway Suite w/ Hot Tub & Firepit!

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.

4.92 out of 5 average rating, 434 reviews

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

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 693 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

Canon Getaway- Cabin inspired home

4.9 out of 5 average rating, 109 reviews

A welcoming living space features a stone fireplace beneath a mounted television. Comfortable seating is arranged around a wooden table, and the open kitchen is equipped with stainless steel appliances and a large island for group gatherings.

Home in Colorado Springs

Air Force proximity, fire pit, pool table

4.85 out of 5 average rating, 292 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

A modern living area features a large window that allows natural light to brighten the space. A comfortable leather sofa is complemented by a stylish coffee table and a cozy armchair. A television is positioned nearby, against a backdrop of light-colored walls and decorative artwork.

4.99 out of 5 average rating, 226 reviews

New Luxury 1 - Bed Near Downtown

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, 567 reviews

Wabi Sabi Tiny House - No Cleaning Fees!

An open-concept living area is showcased, featuring a dark leather sofa and a stylish wooden coffee table centered on a patterned area rug. Large windows allow natural light to fill the space, while light curtains provide privacy. A comfortable chair adds to the inviting seating arrangement.

4.94 out of 5 average rating, 714 reviews

Cozy Suite w/ Kitchen, Laundry | Downtown, CC, OTC

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

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, 548 reviews

Private Studio Comfort with a view

Family-friendly home rentals with a pool

5 out of 5 average rating, 32 reviews

A serene outdoor patio area features a table complemented by comfortable chairs, surrounded by lush greenery. A small waterfall pond is visible in the background, framed by tall trees and a clear sky, offering a peaceful natural setting.

Home in Larkspur

Forest Retreat, 2 floors, 3 bedrooms w/Hot Tub Spa

Superhost

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.

4.92 out of 5 average rating, 112 reviews

Urban Float - Private Heated 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, 240 reviews

Quite Spacious Apt w/ Game Table, Bball Court

4.94 out of 5 average rating, 17 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

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!

5 out of 5 average rating, 23 reviews

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.

Home in Monument

Spacious, Mountain Views, Heated Pool, & Sunroom!

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