Family-friendly vacation rentals in Woodmoor

4.95 out of 5 average rating, 266 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

★Overlooking Palmer Lake, walkable to the downtown ★Location: 1 mi to Pinecrest Event Center, 20 mins to the Air Force Academy ★Outdoors: kayaking, paddle boarding, fishing, hiking ★YARD: Fenced in w/fire pit, grill, hammock, corn hole, ladder golf, yard dice ★FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys! ★55" Smart TV w/ access to apps like Hulu + Netflix ★Fast Wifi ★Keyless Entry ★Comfortable beds ★Equipped kitchen w/waffle maker, blender + more! ★Free Colorado beer

4.99 out of 5 average rating, 151 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 Hideaway "Hot Tub"

Experience a true Colorado getaway with this custom built Scandinavian inspired A-frame, nestled on the Palmer Divide, centrally located only 15 min to Colorado Springs & 30 min to 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 is on us! Hiking trails are just minutes drive from cabin. Welcome and Enjoy your stay!

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.

4.9 out of 5 average rating, 157 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!

4.96 out of 5 average rating, 173 reviews

The rustic cabin is framed by surrounding pine trees, showcasing a wooden facade with a front porch. Steps lead to the entry door, with two windows on either side providing natural light. A small outdoor cooking grill is positioned nearby.

Tiny home in Larkspur

Off-Grid 1 Room Cabin Nestled in the Pines, 420 OK

This 3-year old, 1 room, totally off-grid cabin w/ an outhouse, is a gem sitting among the pines in beautiful Larkspur, CO. Home of the Renaissance Festival and 1/2 way in between Denver and Colorado Springs. Within a 30 minute drive to Garden of the Gods, Manitou Springs, Cave of the Winds & of course, Pikes Peak. Also about a 35 minute drive to hit South Denver. Enjoy the serene views of overlooking ranching fields through the pines in a comfortable, warm setting. Simple living indeed!

4.89 out of 5 average rating, 352 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

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.

4.94 out of 5 average rating, 308 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.

4.99 out of 5 average rating, 115 reviews

The exterior of a contemporary mountain home is framed by lush trees and vibrant greenery. Warm lights glow through large windows, inviting guests inside. A stone pathway leads to the entrance, emphasizing the natural surroundings.

Home in Monument

Contemporary Mtn 4 BDRM + Hot Tub Close to USAFA

Architecturally Interesting Contemporary Mountain 4 BDRM home conveniently located just 2 Exits North on I-25 from the US Air Force Academy and near 6+ wedding venues. An ideal setting for entertaining/hosting your family and friends for a special event or get-away that feels like a 4-star resort! Enjoy the decks & firepits, relax in a hammock or soak in the hot tub. Hosting your special getaway is a breeze in the gourmet kitchen. Put out the corn hole or go for a hike on a beautiful day.

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.

4.92 out of 5 average rating, 274 reviews

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.

4.96 out of 5 average rating, 181 reviews

An open-concept space connects to a spacious deck featuring outdoor furniture and a grill, offering unobstructed mountain views. Natural light floods the living area through large glass doors, creating a bright and airy atmosphere. The interior showcases a blend of comfort and functionality.

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!

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.

4.99 out of 5 average rating, 135 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.

4.96 out of 5 average rating, 206 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.

Apartment in Monument

"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.