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, 241 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, 106 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

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.

4.91 out of 5 average rating, 101 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

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, 183 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, 149 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

4.96 out of 5 average rating, 113 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!

An aerial view of the house reveals its stylish black exterior nestled among lush green pine trees. A spacious deck and hot tub are visible, highlighting the natural surroundings and mountainous backdrop.

5 out of 5 average rating, 276 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!

Home in Cascade-Chipita Park

A four-person hot tub is visible, featuring clear bubbling water under a blue sky. Surrounding trees provide shade, while distant mountains create a serene backdrop, enhancing the relaxing environment of this outdoor space.

4.95 out of 5 average rating, 111 reviews

Rhapsody in Blue

The hills are alive with the sound of music in Cascade, CO! Welcome to Rhapsody in Blue! Just like George Gershwin's quintessential masterpiece; Rhapsody in Blue, challenged contemporary notions by blending classical and popular music, Our Rhapsody in Blue seeks to do the same by blending classic architecture and modern aesthetics into a beautiful symphony of color, contrast, movement and sound. You must see it, and hear it, to believe it. We eagerly await your arrival at Rhapsody in Blue.

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, 133 reviews

Pikes Peak BrightStar Boutique!

Kick back and relax in this calm, stylish Boutique Tiny Home. Pikes Peak Brightstar Boutique is a unique one-of-a-kind Tiny Home with many creature comforts such as AC/Dual Heating system, internet connected TV, Washer/Dryer, vibrant lighting and a gorgeous loft with magnificent views of Pike Peak from the moment you wake up. The unit also features a spacious Tiny Home bathroom, stocked K-Cup Coffee maker and full kitchen to cook home cooked meals. Extremely cozy, quiet and entertaining!

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.

4.97 out of 5 average rating, 204 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

Home in Cascade-Chipita Park

4.91 out of 5 average rating, 152 reviews

The Bungalow: Mountain Views & Private Hot Tub

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.

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, 248 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

Superhost

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

5 out of 5 average rating, 19 reviews

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.

Home in Colorado Springs

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

4.91 out of 5 average rating, 85 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

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!

5 out of 5 average rating, 25 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

5 out of 5 average rating, 137 reviews

The covered deck features a spacious seating area with comfortable furniture and a large outdoor kitchen equipped with a grill and a 36” griddle. A smart TV is mounted on the wall, and patio heaters are positioned for warmth. The pool and hot tub are visible in the background.

Home in Stratmoor Hills

Staycation

Weekly house rentals

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 out of 5 average rating, 28 reviews

Bluebird View ~ 10 Acres, Hot Tub, Spacious

5 out of 5 average rating, 43 reviews

Home in Cripple Creek

Spacious Log Cabin / Mtn Views, HotTub, Pool Table

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!

4.92 out of 5 average rating, 24 reviews

Home in Florissant

Relax & Play:4BR Florissant Home w/Hot Tub & Views

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, 20 reviews

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

4.96 out of 5 average rating, 56 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

The interior of a log cabin is showcased, featuring a high, wooden-beamed ceiling. A comfortable seating area includes a beige sofa and dark leather chair, adjacent to a wooden coffee table on an area rug. The kitchen and dining area are visible in the background.

4.92 out of 5 average rating, 90 reviews

Log cabin style home on secluded 48 acre property

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, 94 reviews

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

Private house rentals

5 out of 5 average rating, 56 reviews

Cozy Mountain Suite ~ Fire Pit | Grill | Games

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 private balcony features a decorative wrought-iron loveseat, accompanied by a cozy blanket. Two white cups are placed on a colorful side table. Scenic views of trees and mountains are visible beyond the balcony's protective walls, creating a serene outdoor space.

4.94 out of 5 average rating, 17 reviews

The Woodland Burrow

5 out of 5 average rating, 8 reviews

New Listing! Epic Game Room | Panoramic Mtn Views

4.97 out of 5 average rating, 32 reviews

Mini Mountain Retreat

A spacious deck is furnished with comfortable seating arrangements around a modern fire table. Tree-covered hills and a clear blue sky provide a natural backdrop, enhancing the serene atmosphere of this outdoor space.

4.92 out of 5 average rating, 24 reviews

Private Family Home, Pond, Views

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