Family-friendly holiday rentals in Monument

4.99 out of 5 average rating, 219 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 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 on the deck. First bottle of wine is on us! Hiking trails are only minutes drive from the cabin. Make sure to relax & make lots of memories. 😊

4.96 out of 5 average rating, 228 reviews

The exterior of the home is softly illuminated at night, highlighting the entrance with wooden doors and porch. A welcoming pathway of stone leads to the porch, bordered by lush landscaping and decorative pumpkins. Tall trees surround the area, creating a serene atmosphere.

Flat 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!

5.0 out of 5 average rating, 120 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!

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, 139 reviews

Spacious 2 Bedroom Basement w/ Kitchenette & Patio

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.

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, 120 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).

4.96 out of 5 average rating, 332 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 soda

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!

An outdoor seating area is furnished with a spacious sectional sofa, surrounding a fire pit with glowing flames. Warm ambient lighting from string lights enhances the serene surroundings of trees and nature visible through large glass doors.

4.99 out of 5 average rating, 126 reviews

Contemporary Mtn 4BR + Hot Tub & Fire Pit & Views

• Resort‑style setting with expansive decks, fire-pits, hammocks, and a hot tub, creating elegant indoor‑outdoor spaces for relaxing, connecting, and taking in the mountain air and night sky • Architecturally interesting contemporary mountain 4‑bedroom home sleeping up to 10 just 2 exits north of the US Air Force Academy and near 6+ wedding venues • Gourmet kitchen for effortless entertaining with plenty of room to gather and play games or head out for a hike on beautiful nearby trails.

4.92 out of 5 average rating, 295 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.

4.95 out of 5 average rating, 213 reviews

Flat 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!

4.97 out of 5 average rating, 131 reviews

The living area is designed with a cozy sectional sofa facing a stone fireplace and a wall-mounted TV. Natural light fills the space, highlighting the wooden floors. A modern light fixture hangs above the open-concept dining area, which connects effortlessly to the kitchen.

Cabin in Palmer Lake

Pinecrest Perch | Creekside | Firepit | Fireplace

Welcome to Pinecrest Perch--a modern creekside retreat nestled in Pinecrest, a charming historic neighborhood in Palmer Lake, CO. This cozy cabin offers hillside views and easy access to town. Indulge in the local charm with nearby cafes and restaurants. Planning a wedding? The Pinecrest Event Center is just a half mile away. For day trips, explore the Air Force Academy (20 minutes), Garden of the Gods (35 minutes), or Denver (45 minutes). Your perfect mountain getaway awaits!