Family-friendly holiday rentals in Woodmoor

4.96 out of 5 average rating, 311 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

FamilyKitchenCheckout

4.96 out of 5 average rating, 215 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 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!

KitchenFamilyWi-Fi

Guest suite in Palmer Lake

A winter landscape captures snow-covered ground and surrounding pine trees, extending towards rolling hills in the background. The scene reflects the serene beauty of the Rockies, with a clear blue sky overhead.

4.9 out of 5 average rating, 109 reviews

Palmer Lake Hikers Hideaway

Please note this is the lower level apartment of a house/duplex. Come explore the beauty of Colorado with Hikers Hideaway as your home base! Nestled amidst the Rockies with beautiful trails just steps away. *Hiking and biking trails located behind the house! *Walking distance to quaint Palmer Lake town with restaurants! *Balcony with mountain views! *2 min from Palmer Lake with kayaking, paddle boarding, disc golf and play ground! *5 min to Spruce Mt Ranch! *Central AC! *In unit laundry!

Indoor spacesFamilyAccess

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.

4.9 out of 5 average rating, 172 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!

Indoor spacesKitchenOutdoor spaces

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.

5 out of 5 average rating, 110 reviews

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.

KitchenFamilyOutdoor spaces

4.97 out of 5 average rating, 321 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

KitchenFamilyTV

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, 118 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)

FamilyIndoor spacesHospitality

4.99 out of 5 average rating, 205 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 Spring & 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. 😊

KitchenFamilyHiking

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, 284 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.

Indoor spacesFamilyBackyard

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, 159 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.

KitchenFamilyCleanliness

4.92 out of 5 average rating, 240 reviews

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.

FamilyKitchenCleanliness

5 out of 5 average rating, 207 reviews

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

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!

Indoor spacesFamilyParks

Popular amenities for Woodmoor family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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, 149 reviews

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

Indoor spacesKitchenParks

4.98 out of 5 average rating, 267 reviews

Cabin in Florissant

Retreat at Mydnyt Mountain•Hot Tub•No Chores

FamilyKitchenSolo travel

5 out of 5 average rating, 110 reviews

The Fly-by! Mountain&Lake view; Hot Tub+MiniGolf

Indoor spacesFamilyValue

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.

4.94 out of 5 average rating, 144 reviews

Secluded Chalet in the Pines Hot tub Wrapped porch

Indoor spacesFamilyHeating

4.95 out of 5 average rating, 208 reviews

A spacious deck area is furnished with comfortable seating, including a cozy sectional and armchairs. A table sits at the center, with the surrounding view showcasing a forested landscape and distant mountains under a softly lit sky.

Home in Colorado Springs

✔️Clean★Quiet Home★King Bed★Hot Tub★Scenic Views✔️

KitchenIndoor spacesBathroom

4.98 out of 5 average rating, 129 reviews

A modern A-frame cabin is nestled in a snowy landscape, showcasing a spacious deck and a luxurious hot tub. Nearby, a geodesic dome offers a unique stargazing experience. The backdrop features a starry sky, enhancing the serene mountain setting.

Cabin in Florissant

Modern A-Frame w/ Hot Tub + Stargazing Dome

Indoor spacesKitchenBackyard

4.96 out of 5 average rating, 139 reviews

Cabin in Bailey

Stargazing Net | Hot Tub | Air Conditioning

FamilyIndoor spacesSkiing

4.96 out of 5 average rating, 328 reviews

A cozy outdoor seating area features a fire pit surrounded by comfortable chairs, offering views of the expansive landscape and mountains in the distance. A hot tub is located nearby, providing an inviting space for relaxation amidst nature.

Townhouse in Palmer Lake

The Mountain Hideaway- Views, Spa, Adventure

KitchenIndoor spacesHot tub

Family- and pet-friendly home rentals

Guesthouse in Palmer Lake

A rustic wooden cabin is nestled among snow-covered trees, presenting a serene winter scene. The building features a sloped roof and a single satellite dish, surrounded by a blanket of snow on the ground. The town of Palmer Lake is visible in the background.

4.94 out of 5 average rating, 269 reviews

Quaint and Historic Studio Cabin

FamilyKitchenCondition

4.85 out of 5 average rating, 307 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

KitchenFamilyLayout

4.92 out of 5 average rating, 113 reviews

A bright living area is highlighted by large windows allowing natural light to fill the space. Comfortable seating is positioned near the windows, while a round dining table is set for meals. A well-equipped kitchen is visible in the background, featuring modern appliances.

Loft in Palmer Lake

Crow's Nest

KitchenIndoor spacesAmenities

4.98 out of 5 average rating, 100 reviews

Guesthouse in Sedalia

Sunrise Studio

Indoor spacesKitchenLong stay

Guesthouse in Colorado Springs

A cozy cabin features a distinctive sloped roof and is surrounded by tall trees. The exterior is constructed from natural wood, complementing the forest setting. A stone fire pit and several outdoor benches are positioned in front of the cabin, providing a welcoming outdoor space.

4.95 out of 5 average rating, 132 reviews

Cozy Fishing Cabin in Black Forest

Indoor spacesFamilyPool

4.97 out of 5 average rating, 237 reviews

Cabin in Florissant

Whimsical Dreams Cabin | Firepit | Kids Fort

KitchenFamilyHospitality

Earthen home in Colorado Springs

The exterior of a unique earthship home is framed by lush greenery and tall pine trees. Large glass windows reflect the surrounding landscape, allowing natural light to illuminate the earth-toned structure. A black door is visible at the front, alongside a small seating area.

5 out of 5 average rating, 209 reviews

Off-grid, Earthen home in the forest!

Indoor spacesKitchenBathroom

A spacious home is nestled among tall trees and lush landscaping on a private lot. A paved driveway leads to the entrance, with a welcoming covered front porch framed by vibrant greenery. The bright blue sky features scattered clouds, enhancing the tranquil setting.

4.91 out of 5 average rating, 106 reviews

Near Air Force Academy | 5BR + Pet Friendly + Yard

FamilyIndoor spacesGetting around

Family-friendly home rentals with a pool

4.93 out of 5 average rating, 14 reviews

Cabin in Manitou Springs

2 Bedroom Cottage with Kitchen on 3 acres

FamilyNearbyLocation

4.98 out of 5 average rating, 46 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

Indoor spacesKitchenLocation

Guesthouse in Colorado Springs

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.

4.91 out of 5 average rating, 152 reviews

Urban Float - Heated Indoor Pool/HotTub & Firepit

FamilyKitchenAir conditioning

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, 279 reviews

Quite spacious Apt w/Game Table, Pool, Bball court

Indoor spacesKitchenQuiet

4.88 out of 5 average rating, 102 reviews

A spacious living area features a comfortable sectional sofa, a flat-screen smart TV mounted on the wall, and a coffee table. Fresh greenery adds a touch of nature, while a ceiling fan provides airflow. The adjoining kitchen space is subtly visible in the background.

Apartment in Castle Rock

Rocky Mountain Haven w/ king bed | pool & hot tub

Indoor spacesKitchenQuiet

4.91 out of 5 average rating, 89 reviews

An open living space showcases wooden cabinetry and a high ceiling with exposed beams. A spacious seating area includes a sectional couch and a coffee table. A dining table that seats six is visible, along with a wood-burning stove providing warmth.

Home in Colorado Springs

Cheerful home w/pool & hot tub in quiet area

FamilyKitchenCheck-in

4.88 out of 5 average rating, 133 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!

KitchenIndoor spacesOutdoor spaces

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.