House holiday rentals in Woodland Park

The exterior view of the home features a stone fire pit surrounded by seating, with flames flickering warmly in the evening. Soft lighting highlights the structure, while tall trees stand in silhouette against a night sky.

5 out of 5 average rating, 237 reviews

Private Luxury Spa Retreat: Mtn View/Hot Tub/Sauna

Welcome to your romantic & 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 panoramic views of Pikes Peak that will take your breath away. With a magnificent 1200 sf patio and access to private walking trails, this space has everything you need for a peaceful and rejuvenating vacation or retreat -- a hotel penthouse experience on ground level. The hot tub is filled with fresh water for every guest.

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, 105 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

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, 182 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!

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, 147 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! Sledding, and snowshoeing/cross country skiing!! -HOT TUB ⇹ PLAY GROUND ⇹ GAME ROOM: Air Hockey, Ping Pong, Foosball, Pool Table, and Corn hole. ⇹ Luxury Shower: 6 heads & heated floors ⇹ Pleasant Outdoor indoor spaces w/ firepit. ⇹ Activities: See Guidebook, my pictures, or TripAdvsior. -Complimentary Snow removal

Home in Green Mountain Falls

The living area features an open layout with plush seating arranged around a stylish electric fireplace. A smart TV is mounted on the wall, and large windows provide natural light. The dining area is visible in the background, accommodating a family dining table.

4.79 out of 5 average rating, 145 reviews

Grandview 3BR Mountain Cabin w/ Hot Tub & EV

Escape to Grandview: Your Mountain Getaway Awaits! Nestled in the charming town of Green Mountain Falls, this stunning 3BR retreat offers the perfect blend of comfort and adventure. Enjoy breathtaking mountain views through expansive picture windows and unwind in the large covered hot tub after a day of exploring. With an EV charger on-site, you’re road ready! Ideally located: ✨ 20 mins to Colorado Springs ✨ 12 mins to Manitou Springs ✨ 5 mins to Woodland Park Your perfect mountain escape!

4.95 out of 5 average rating, 111 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!

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 out of 5 average rating, 274 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!

4.99 out of 5 average rating, 164 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.

4.92 out of 5 average rating, 153 reviews

Luxury 4,000 sf Canyon Estate Views near Broadmoor

Modern 4BR/3BA mountainside retreat on 5 private acres with panoramic city views from 1000 SF deck w firetable, gas Weber, ample seating —secluded and spacious, yet just 10–15 minutes to major attractions. Ideal for Broadmoor weddings, reunions, company retreats. Two floors with 3 king bedrooms (2 en-suite) plus 1 room with two queens. Designer kitchen with Wolf range, large dining table, 2nd  floor deck, Central heat/AC, gas fireplace, 60” TV, DirecTV & fast WiFi. 

A hot tub is positioned on the deck, surrounded by a snow-covered landscape of towering pine trees. The bubbling water contrasts with the white snow, offering a serene outdoor space. Clear blue skies and distant trees enhance the tranquil atmosphere.

4.97 out of 5 average rating, 203 reviews

Mntn & Forest View, Hot tub, 3 Acres & 3 Firepits

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 • 25 mins to Cave of the Winds • 35 mins to Garden of the Gods • Board games • Soaking tub • Secluded outside of city limits, yet minutes to town • 45 minutes to CO Springs Airport

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, 132 reviews

Sunshine Mountain , experience true Colorado!

3 bed, 2 bath home in the shadow of Pike's Peak. Features a wheel chair ramp, 7.5 acres of shared property with wooded walking trails and an adults only swim spa patio area. The perfect spot to get away to a country setting but close to town. We have WIFI, 65" TV, soaking tub, new bedding, stocked kitchen/pantry, seasonal art studio, outdoor seating, fire pit & onsite parking. Base price is for 4 guests (Sleeps 8). For larger groups we also a RV site with hookups.

A modern mountain home is surrounded by tall coniferous trees, showcasing large windows that reflect natural light. A spacious deck extends from one side, offering views of the serene landscape. The structure is positioned on elevated terrain, enhancing its connection with the outdoors.

4.98 out of 5 average rating, 247 reviews

Mountain Sun cabin, amazing views and hottub!

Gorgeous secluded mountain home on 35 acres. Mountain Sun cabin has it all! An amazing view of Pikes Peak and the surrounding area, hottub, many upgrades throughtout the home including log furniture and a mountain theme. The Pikes Peak area has so much to offer: visiting Pikes Peak, Cripple Creek, the Royal Gorge, Garden of the Gods, white water rafting as well as an abundance of outdoor activities summer or winter.

Popular amenities for house rentals in Woodland Park

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Manitou Springs

4 Bedrm Home w/Seasonal Pool in Manitou Springs

4.97 out of 5 average rating, 37 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

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 out of 5 average rating, 19 reviews

PR Pool/Slide/Hot Tub.10 min/Zoo,Broadmoor,7Falls

5 out of 5 average rating, 3 reviews

4BR home, dog friendly and has indoor pool

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, 85 reviews

Cheerful home w/pool & hot tub in quiet area

5 out of 5 average rating, 24 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 Woodmoor

Spacious, Mountain Views, Heated Pool, & Sunroom!

Home in Garden of the Gods

An indoor area features a spacious pool illuminated in blue, complemented by bright skylights above. A jacuzzi is positioned to one side, while a seating area with a sectional sofa and plush chairs is visible, offering a relaxed space for guests.

4.97 out of 5 average rating, 31 reviews

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

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.

4.97 out of 5 average rating, 36 reviews

King's Oasis

Weekly house rentals

5 out of 5 average rating, 53 reviews

Cozy Mountain Suite ~ Fire Pit | Grill | Games

A spacious living room features tall, multilevel windows that allow natural light to fill the space, showcasing scenic views of the outdoors. A sectional sofa is accompanied by a modern coffee table and accent chairs, with a ceiling fan above adding comfort to the ambiance.

4.92 out of 5 average rating, 83 reviews

Epic Views, Modern Cabin, Hot tub, Family & Pets

4.9 out of 5 average rating, 40 reviews

Quiet Retreat in the Aspens + Sledding Hill

A large window frames a stunning view of Pikes Peak, showcasing snow-capped peaks against a clear blue sky. Tall pine trees surround the scene, creating a serene mountain atmosphere. Deck railings are visible in the foreground, adding to the sense of spaciousness.

4.94 out of 5 average rating, 16 reviews

Peace in the Pines – Hot Tub & Pikes Peak Views

An aerial view of a mountain cabin surrounded by lush trees, with a spacious wrap-around deck visible. The structure boasts a dark roof and is set against a backdrop of distant mountains and clear blue skies.

4.94 out of 5 average rating, 62 reviews

Ana-log Cabin: cozy retreat with mid-century hygge

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 out of 5 average rating, 26 reviews

Rocky Mountain Oasis Mini-Resort 338900

Home in Cascade-Chipita Park

4.82 out of 5 average rating, 33 reviews

Views, Beautiful mountain home, hot tub, hikes!

4.67 out of 5 average rating, 30 reviews

Luxurious Home with Beautiful Views in Divide!

Private house rentals

A spacious deck offers comfortable seating with wicker chairs and cushions, facing a serene view of the lake and surrounding meadows. The sky is adorned with soft clouds, adding to the tranquil atmosphere of the outdoor space.

4.86 out of 5 average rating, 58 reviews

Escape To A Spacious Lakeview Cabin with AC

A newly built custom home is nestled among trees and rolling hills, showcasing a spacious exterior with a stone and stucco facade. Mountains are visible in the background, while the softly lit evening sky creates a serene atmosphere.

4.99 out of 5 average rating, 80 reviews

Hot Tub & Views of Pikes Peak at Summit Lodge!

Home in Cascade-Chipita Park

The exterior of the mountain home is depicted with a rustic wooden facade, surrounded by natural landscaping. Several outdoor seating options are available on a stone pathway, while lush greenery and mountains serve as a scenic backdrop.

5 out of 5 average rating, 19 reviews

Tranquil Greene-Hot tub & bonus room 3 bed/2.5bath

5 out of 5 average rating, 40 reviews

The exterior of the home glows under a starlit sky, with string lights adding warmth to the outdoor living space. A cozy fire pit is surrounded by Adirondack chairs, inviting relaxation amidst the surrounding natural beauty.

Home in Cripple Creek

Golden Heights | Sauna | Peak Views | Hot Tub

Two colorful Adirondack chairs are positioned on a gravel path overlooking a serene lake surrounded by rolling green hills and trees. The sky features varying shades of blue and gray, hinting at a tranquil atmosphere that invites relaxation.

4.93 out of 5 average rating, 81 reviews

Modern Western - Lake, Spacious, Family

4.76 out of 5 average rating, 21 reviews

The exterior of the handcrafted mountain retreat is shown, featuring a spacious deck and a welcoming facade. The structure is set against a backdrop of trees and greenery, blending harmoniously with the natural surroundings. A stone pathway leads up to the entrance.

Home in Palmer Lake

*Roosevelt Retreat* Lrg Deck + Sunroom Sleeps 13

4.98 out of 5 average rating, 51 reviews

A spacious living area features high wood-beamed ceilings and large windows offering expansive views of the surrounding landscape. A large stone fireplace serves as a focal point, complemented by comfortable seating arrangements. Rustic furniture adds warmth to the inviting atmosphere.

Home in Florissant

Star Canyon Lodge