Family-friendly holiday rentals in Woodmoor

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Woodmoor

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
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
4.99 out of 5 average rating, 187 reviews

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 walking by 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. 😊

Top guest favourite
A rustic outdoor seating area features a round wooden table surrounded by four metal-framed chairs, all placed on a flagstone patio. A red umbrella adorned with string lights provides shade, while tall pine trees create a natural backdrop.
Guest suite in Monument
4.9 out of 5 average rating, 164 reviews

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!

Top guest favourite
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
4.96 out of 5 average rating, 305 reviews

✷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

Top guest favourite
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
4.94 out of 5 average rating, 330 reviews

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.

Top guest favourite
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.
Home in Woodmoor
4.98 out of 5 average rating, 115 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)

Top guest favourite
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
4.95 out of 5 average rating, 107 reviews

Luxury Creekside Glamping Tent w/ Hot Tub & Views

A glamping retreat—no extra fees! "King's Quarters" includes a king bed and outdoor bathroom, nestled right beside the creek, with a pergola deck and private backroom with hot tub. Enjoy $450 in free enhancements—propane, cooler & ice, homemade wine or kombucha, early check-in/out, pet & cleaning, and more. NOTE: King's Quarters has been winterized for the season. The hot tub is still hot, but water has been unhooked. Heaters, extra blankets, and a water thermos will be added for you.

Top guest favourite
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.
Home in Woodmoor
4.99 out of 5 average rating, 120 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.

Guest favourite
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.
Guest house in Colorado Springs
4.86 out of 5 average rating, 220 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.

Guest favourite
Flat in Monument
4.95 out of 5 average rating, 195 reviews

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!

Top guest favourite
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 Woodmoor
4.99 out of 5 average rating, 151 reviews

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.

Top guest favourite
Flat in Woodmoor
4.96 out of 5 average rating, 211 reviews

"Private Suite in the Forest"

This private unshared 1 bedroom suite is in a home near Monument, the US Air Force Academy, Ford Amphitheatre in Colorado Springs, Castle Rock, Denver Tech Center, Restaurants/Coffee Shops/Brewery, Spruce Mountain, Fox Run Regional Park, Pike Nat. Forest, and many hiking/Nordic trails. It has great I-25 access and is comfortable, quiet, private, on a beautiful treed lot in the residential community of Woodmoor. It features a private entrance and unshared space.

Top guest favourite
The exterior of a modern two-story guest house is shown, featuring large windows and a combination of light and dark materials. The structure is situated amidst tall pine trees on a gravel driveway, with a single carport located beneath the upper level.
Home in Colorado Springs
4.99 out of 5 average rating, 198 reviews

Private Guest House in the Forest

Our family has lived on this gorgeous, treed 5-acre property for over twenty years. Back then we were considered the outskirts of town. Now we have amazing amenities just a couple of miles up the road. We've dreamed of building this guest house for years and are now proud to announce "We're open for business!" I've been designing and building custom homes for 25 years. This home represents all of my best ideas and style. You're going to love it!

Popular amenities for Woodmoor family-friendly rentals

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Quick stats about holiday rentals that are family-friendly in Woodmoor

  • Total holiday rentals

    Explore 70 holiday rentals in Woodmoor

  • Nightly prices starting at

    Woodmoor holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 3,160 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    70 of Woodmoor holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woodmoor rentals

  • 4.9 Average rating

    Woodmoor stays are highly rated by guests – averaging 4.9 out of 5!