Family-friendly holiday rentals in Woodmoor

"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!

Kitchen · Family · Breakfast

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!

Indoor spaces · Kitchen · Bathroom

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!

Family · Kitchen · Access

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.

Family · Indoor spaces · Access

✷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

Family · Indoor spaces · Getting around

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.

Kitchen · Family · Condition

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)

Family · Indoor spaces · Decor

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.

Indoor spaces · Kitchen · Laundry

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.

Family · Indoor spaces · Quiet

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. 😊

Family · Kitchen · Check-in

Peaceful Forest feel/Hidden but close/10mi USAFA

3bd 1ba Mountain themed home surrounded by Tall Ponderosa Pines trees frequented by deer/private walk-out onto deck/fire-pit seating area/BBQ grill/Play corn-hole, horseshoes jump on trampoline or kick-back. LOCAL: Beautiful hiking trails, unique shops, quaint eateries, Pubs, 2 Lakes, New amphitheater WEDDING VENUES: Palmer Lake, Monument, Larkspur & Flying Horse/Close to Colorado Springs, Manitou Spgs & CastleRock easy access i-25 Denver Airport 1hr.

Indoor spaces · Kitchen · Outdoor spaces

Scenic 2 bedroom with hot tub

Retreat to a space surrounded by trees and a Colorado get-a-way vibe, while still having close access to the highway, food, trails and more! We are located less than 40 minutes from the Colorado Springs airport and less than 20 minutes from the Air Force Academy. Monument is a charming town that is worth exploring! There are many hiking and walking trails within miles of our home that radiate the beauty of Colorado !

Kitchen · Family · Hiking