House holiday rentals in Woodland Park

A spacious living area features a ceiling fan and large sectional sofa arranged around a coffee table. The floor is wood-like, complemented by an area rug. Natural light enters through multiple windows, and an adjacent dining area is visible in the background.

4.86 out of 5 average rating, 119 reviews

Mountain Sanctuary - Family Retreat

Mountain town getaway and sanctuary! In Pike National Forest with great hiking/running trails walking distance from the home. Camping, fishing, picnics, and hiking trails within a short drive. Old town Woodland Park has family entertainment and restaurants. Short drives include Manitou Springs, Santa's Workshop, Cave of the Winds, Garden of the Gods, and Pike's Peak! Cozy up with two woodburning fireplaces and large family rooms. Outdoor patio with private hot tub, firepit, grill, & dining table

LocationFamilyKitchen

The living area showcases a pair of comfortable gray sofas arranged around a coffee table. A large television displays a virtual fireplace, creating a cozy ambiance. A light fixture casts a warm glow, and a dining area with a wooden table provides additional seating.

4.92 out of 5 average rating, 197 reviews

Little Woody's Hideaway-(4)DownTown - 329662

License 329662. Cozy little 2 story home with 1 bedroom, 1 bath with a pull out sofa sleeper in the center of downtown Woodland Park. It has so much charm you will never want to leave! You have shops and restaurants a hop skip and jump away and the memorial park in your backyard and you can walk to almost EVERYTHING. You will enjoy the farmers market in the spring and summer that is a block away or sit outside and BBQ. Beautiful hikes are 5-20 mins away, we have a guide for all your adventures!

FamilyLocationHiking

A spacious deck features a modern propane firepit surrounded by several blue chairs. The cabin is visible in the background, nestled among trees with a clear sky above. The deck provides an inviting spot for gathering and enjoying nature.

4.93 out of 5 average rating, 127 reviews

A-Frame Cabin w/Game Room, Fire Pit + Sauna

↠Prime Location: Directly across from Mueller State Park for hiking, wildlife & stunning views ↠Outdoor perks: Nearby biking, snowshoeing, horseback riding, cross country skiing, rock climbing, rafting ↠Spacious Deck: grill, firepit & private sauna for ultimate relaxation ↠Arcade Fun: Game room with classic arcade games, SkeeBall & more ↠Movie room with a 58" smart TV & cozy seating ↠Family Friendly: Kids' books, board games, pack 'n play, high chair & bunk bedroom ↠Wood Stove ↠Equipped Kitchen

LocationFamilyBarbecue

The image showcases a breathtaking view of snow-capped mountains under a soft glow, framed by trees in the foreground. The varying shades of green and the snow highlight the majestic peaks, creating a serene and tranquil landscape.

4.97 out of 5 average rating, 164 reviews

Purple Mountain Chalet, Views, Hot Tub, Game Room

Modern meets mountain in this gorgeous getaway. Amazing views of “Purple Mountains Majesty”, Pikes Peak, as referenced in the famous anthem. All VIEW pictures taken from the deck! -HOT TUB w/ view of mountain ⇹ PLAY GROUND for the kids ⇹ GAME ROOM: Air Hockey, Ping Pong, Foosball, Pool Table, and Corn hole. ⇹ Luxury Shower: 6 heads & heated floors ⇹ Deck with view of mountain and backyard patio with firepit. ⇹ Activities: See Guidebook, my pictures, or TripAdvsior. -Peaceful mountain escape

FamilyLocationHiking

4.94 out of 5 average rating, 120 reviews

Pikes Peak View-modern-spacious-hot tub-Sleeps 8

Spectacular, private mountain getaway with an unbelievable view of Pikes Peak on 6-acres that combine open space, mountain views, and pine trees. The View from Woodland Park sits directly on the Centennial Trail. Situated in nature while only 3 miles to the heart of quaint Woodland Park and an picturesque 18-mile drive from Colorado Springs. Whether you want to relax at a private mountain retreat or stay conveniently in the heart of the southern range of the Rocky Mountains - it's perfect!

ValueLocationAir conditioning

The exterior of the house showcases a spacious design nestled among trees, with a series of steps leading to the entrance. A combination of light-colored siding and stone accents complements the natural surroundings.

4.85 out of 5 average rating, 166 reviews

Woodland Escape~3Acres of CO Mt. life~Min to town

"The Woodland Escape" sits secluded on 3 private acres of quintessential Colorado land, but is less than 2 minutes away from town, offering you the best of both worlds. This location offers many activities to keep you busy all week long! Hike to the top of the private land, and get picturesque views of Pike's Peak. House offers a fire pit, foosball, air hockey, 110" projector screen and a hot tub! House is within 20 minutes of CO Springs area. Small events are allowed at an additional fee.

LocationValueAccess

A two-story, contemporary mountain retreat is surrounded by tall trees. The exterior features a black facade, large windows illuminated warmly, and a spacious deck with steps leading to the landscape. The sky presents a subtle gradient of pink and blue hues at dusk.

5.0 out of 5 average rating, 302 reviews

Views, views, VIEWS! I Hot tub I Peaceful 3 acres

🏔️ THIS IS THE REAL DEAL. Come Experience Authentic Colorado Mountain Living 📍 Located just 1 mile from Catamount Recreation Area, a HIDDEN GEM w/ hiking trails & water activities 🌄 CLOSE-RANGE Pikes Peak views right from the property! 🛁 BRAND NEW Arctic Spa hot tub for the ultimate in mountain luxury – soak under the stars! 🛍️ Minutes to downtown Woodland Park for dining, groceries & more ✈️ 1.5 hrs to Denver International Airport (DIA) 🌲 Peaceful forest setting to unplug & reconnect!

FamilyValueQuiet

4.99 out of 5 average rating, 184 reviews

Family Mountain Retreat! Hot Tub-Wildlife!

Escape to our Blue Spruce Cabin atop 2.5 acres of pine and aspen forested mountainside looking up at Pikes Peak. Enjoy the views; the wildlife; soaking in the hot tub; sitting by the fireplace; all the board games; foosball; movie library. The Blue Spruce Cabin is a perfect getaway no matter what the season. You’ll have easy access to sites like Colorado Springs, Manitou Springs, Garden of the Gods, Air Force Academy, Historic Cripple Creek Royal Gorge, and more. A true Colorado Experience.

LocationValueAmenities

A covered outdoor seating area features two comfortable chairs and a wooden table, centered around a fire pit. The surrounding trees create a serene atmosphere, and distant mountain views are visible beyond the railing, highlighted by warm string lights overhead.

4.95 out of 5 average rating, 227 reviews

Pikes Peak Mountain view, Hot tub, 3 wooded acres!

Relax with the whole family & friends at this peaceful home on 3 acres of land in the mountains! • Hot tub • Sleeps 11 • Pikes Peak Mountain views • 3 fire pits • FREE coffee (multiple machines) & tea • Hiking & off-road trails & rentals in town • Children’s playroom • 15 minutes to Pikes Peak Entrance & the Wolf Sanctuary • 25 mins to Cave of the Winds • 35 mins to Garden of the Gods • Board games • Secluded outside of city limits, yet minutes to town • 45 minutes to CO Springs Airport

FamilyLocationBarbecue

4.99 out of 5 average rating, 102 reviews

The exterior of a custom-built mountain home is showcased, featuring a combination of wood and stone materials. Large trees frame the entrance, and a two-car garage is visible. The surrounding landscape offers a glimpse of rolling hills and distant mountains under a clear blue sky.

Home in Cripple Creek

Little Topsey | Mtn Views | Secluded | Hot Tub

Perched atop a hillside, this custom-built mountain home offers breathtaking panoramic views. Large windows invite natural light and stunning landscapes, creating a seamless connection with nature. The spacious living area features a cozy gas fireplace, perfect for gathering after a day of adventure. Step outside to discover a private hot tub and a charming fire pit for evening storytelling. With rustic charm and modern comforts, this hillside retreat is a serene escape from everyday life.

LocationValueBarbecue

5.0 out of 5 average rating, 270 reviews

Private Luxury Spa Retreat: Hot Tub, Sauna & Views

Welcome to your romantic and luxurious mountain retreat at Eagle Ridge! The Living Room is a stunning 1400 sf newly renovated home situated in a gated 43-acre property with stunning views of Pikes Peak and exclusive use of the huge 6 seat hot tub and custom-built sauna. With a large 1200 sf patio and access to walking trails on this private property, this space has everything you need for a peaceful and rejuvenating vacation retreat -- a hotel penthouse experience on ground level!

LocationFamilyIndoor spaces

Home in Cascade-Chipita Park

4.91 out of 5 average rating, 187 reviews

Peaceful Bungalow: Private Hot Tub, Mountain Views

Welcome to our cozy basement basecamp. Get ready to dive into the tiny home vibes with a 2-person hot tub, kitchenette, smart TV, and a foldout sofa bed for relaxation and efficiency! Ideal for travelers passing through or lovebirds looking for a snug spot to hunker down. PLEASE NOTE: If you choose to book, you will be in a 8'x10' (main room) studio and sleeping on a pull out sofa bed! Consider it glamping! Please take this into consideration before making your vacation decision.

ValueFamilySleep quality

Popular amenities for Woodland Park house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.88 out of 5 average rating, 133 reviews

Sunshine Mountain , experience true Colorado!

FamilyValueNearby

An expansive home showcases a contemporary Southwestern design, surrounded by lush greenery. Large windows and multiple deck areas provide scenic views. An inset image reveals an indoor heated pool, framed by large windows that invite natural light and emphasize the tranquil indoor space.

4.98 out of 5 average rating, 131 reviews

Hidden Gem⋆Heated Pool⋆Gorgeous Views⋆2.4 ac⋆AC⋆EV

ValueFamilySleep quality

Home in Garden of the Gods

4.97 out of 5 average rating, 36 reviews

Indoor POOL, Hot Tub, Sauna! Garden of the Gods

LocationValueWalkability

A private above-ground pool is featured in a fenced backyard surrounded by landscaped grass. The two-story home is visible in the background, with a wooden deck and patio furniture nearby. A swing set is also present, creating a family-friendly outdoor space.

4.96 out of 5 average rating, 49 reviews

King's Oasis

LocationFamilyAir conditioning

5.0 out of 5 average rating, 35 reviews

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.

Home in Monument

Spacious, Mountain Views, Heated Pool, & Sunroom!

LocationFamilyCondition

5.0 out of 5 average rating, 5 reviews

Home in Manitou Springs

4 Bedrm Home w/Seasonal Pool in Manitou Springs

LocationFamilyIndoor spaces

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.

4.91 out of 5 average rating, 92 reviews

Cheerful home w/pool & hot tub in quiet area

LocationValueParking

An outdoor heated pool is surrounded by a wooden deck, with stepped entry leading into inviting clear water. A covered seating area is visible, featuring bright red chairs and a lounge space under a shelter, with mountains in the background.

5.0 out of 5 average rating, 22 reviews

Pool/Slide/Hot Tub-Close to Zoo, Broadmoor,7 Falls

LocationFamilyHot tub

Weekly house rentals

An outdoor gathering area features four red chairs arranged around a square firepit. The serene landscape includes trees and rolling hills, with distant mountains visible in the background under a twilight sky.

4.96 out of 5 average rating, 101 reviews

Colorado Cutie HOT TUB w/ views! 1 bdrm, slps 6

FamilyLocationAmenities

4.96 out of 5 average rating, 150 reviews

A hot tub is positioned outdoors on a wooden deck, overlooking a serene forested area. Steam rises gently from the bubbling water, surrounded by snow-dusted trees and a clear blue sky. The space is designed for relaxation and enjoying nature.

Home in Florissant

HOT TUB!~Game Room~Family Fun~Pet's Free~Starlink

LocationFamilyCheckout

A firepit table is featured in the foreground, with a steaming mug resting on its surface. In the background, a scenic view of snow-covered mountains and a wooden fence can be seen under a partly cloudy sky.

4.92 out of 5 average rating, 162 reviews

Pikes Peak BrightStar Boutique

ValueLocationCheckout

4.88 out of 5 average rating, 33 reviews

Panoramic Deck Views, Fireside Nights + Pool Table

ValueLocationLaundry

A vibrant swim spa is illuminated with colorful lights, reflecting off the water's surface. A nearby wooden deck features cozy seating with glowing lanterns, surrounded by lush greenery. A basketball hoop can be seen above the spa, adding a fun element to the outdoor space.

5.0 out of 5 average rating, 51 reviews

Rocky Mountain Oasis Mini-Resort 338900

LocationValueCheck-in

4.92 out of 5 average rating, 87 reviews

Mountain Cabin-cozy retreat with mid-century hygge

FamilyLocationAmenities

A serene outdoor landscape is visible, featuring green grass and native plants, with a gravel path meandering through the scene. Majestic snow-capped mountains rise in the background, framed by tall pine trees. A fire pit surrounded by chairs and a barbecue grill is positioned to the right.

5.0 out of 5 average rating, 89 reviews

Mountain Glen Vista! License # 331228

LocationFamilyCheck-in

4.97 out of 5 average rating, 76 reviews

The exterior of Aspen Ridge Stargazer features a modern cabin structure adorned with bistro lights. Large windows reflect the night sky and provide a glimpse of the welcoming interior. A cedar hot tub and a spacious deck invite relaxation in the serene outdoor setting.

Home in Cripple Creek

The Aspen Ridge Stargazer

LocationFamilyCheckout

Private house rentals

4.99 out of 5 average rating, 70 reviews

New Home~Family Friendly~Hot Tub~Starlink

FamilyLocationComfort

4.88 out of 5 average rating, 43 reviews

Charming cozy cabin-HOT TUB, Game Room, party deck

ValueFamilyCondition

A private hot tub is positioned on the upper deck, offering unobstructed views of the surrounding landscape and mountains. String lights hang above, creating a serene atmosphere as the sky transitions from day to dusk.

5.0 out of 5 average rating, 37 reviews

Bluebird View ~ 10 Acres, Hot Tub, Spacious

FamilyLocationGetting around

A charming cottage is nestled among lush greenery, surrounded by tall trees. A set of stairs leads to the front door, while natural stones accent the entrance. The exterior features a mix of brick and wood, creating a warm and inviting presence in the forested setting.

4.93 out of 5 average rating, 40 reviews

The Williamsburg at Valley Glen

LocationFamilyOutdoor spaces

4.95 out of 5 average rating, 83 reviews

Home in Cripple Creek

Panoramic Off-Grid Yurt/Mtn Views

FamilyLocationAmenities

5.0 out of 5 average rating, 71 reviews

The exterior of a modern home is depicted, framed by tall trees and surrounded by natural landscaping. The structure features a light grey siding with a stepped entrance and multiple windows, allowing natural light to fill the interior.

Home in Florissant

Fox Den | Modern Mountain Home

ValueFamilyNearby