House holiday rentals in Woodland Park

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Top-rated house rentals in Woodland Park

Guests agree: these houses are highly rated for location, cleanliness and more.

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Top guest favourite
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
4.95 out of 5 average rating, 183 reviews

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

Stay in our Newly Built Family Home ✔ 4,800 sq ft Home, Perfect for Longer Stays & Families ✔ Professionally Cleaned & Sanitized ✔ 6-person Hot Tub, Gas Fire Pit & deck with Mountain Views ✔ King Size Bed 🗲Fast WiFi - Ideal for Working Remotely ✔ Fully Equipped Kitchen Upstairs, Kitchenette Downstairs ✔ In-Suite Washer & Dryer ✔ Theater Room with Complementary Netflix on all TVs ✔ 15 Minutes from USAF Academy We know you'll love your stay. Book today to reserve our beautiful home in the woods!

Guest favourite
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.
Home in Woodland Park
4.92 out of 5 average rating, 172 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!

Top guest favourite
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.
Home in Woodland Park
5 out of 5 average rating, 260 reviews

Views, views, VIEWS! | 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!

Guest favourite
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.
Home in Cascade-Chipita Park
4.97 out of 5 average rating, 105 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.

Top guest favourite
A dining table is set with black dishes and sparkling glassware, positioned near a large sliding glass door. Outside, expansive views of Red Rock Canyon and lush greenery are visible, offering a serene outdoor setting. Natural light illuminates the space.
Home in Colorado Springs
4.99 out of 5 average rating, 211 reviews

The Little House at RRCOS -Escape- Amazing views!

Enjoy this newly remodeled quiet, cozy 1 bedroom that is located next to Red Rock Canyon Open Space. Hiking and biking right out your back door. Relax on the deck with amazing, gorgeous views of nature at its finest or curl up next to the fire table under the stars. 5 minutes to Historic Old Colorado City shopping and dining. 10 minutes to legendary Manitou Springs or Downtown Colorado Springs filled with shopping, dining, nightlife and the Switchbacks Stadium for a game, concert or event.

Guest favourite
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.
Home in Woodland Park
4.91 out of 5 average rating, 120 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!

Top guest favourite
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.
Home in Divide
5 out of 5 average rating, 221 reviews

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

Welcome to your 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.

Guest favourite
Home in Woodland Park
4.96 out of 5 average rating, 198 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

Guest favourite
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
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, gas grill/ fire pit & onsite parking. Base price is for 4 guests (Sleeps 8). For larger groups we also a RV site with hookups.

Top guest favourite
The lodge is illuminated at night, showcasing its inviting outdoor seating area under a canopy of trees. The architectural design features a combination of rustic charm and modern elements, with warm light filtering through large windows.
Home in Colorado Springs
4.91 out of 5 average rating, 143 reviews

The Lodge at Easy Manor

1000 sq ft new house on the edge of Colo Springs. Full Kitchen TV-QLED 55" TV (Rolls to LR, BDRM & spa) 100M fiber Internet Private Spa: Perfect couples retreat Open Air shower 2 pers unique hot-tub/bathtub. 1. Fill to any temp (110F max) 2. temp +/- on the fly 3. Bathe 4. Drain - No Chems Shares 10 quiet acres with 1. 2nd 2-person Airbnb 2. Main House - (Judy & I) Buildings are separated-Lodge is private Trails (on property & state trail close by)

Top guest favourite
A modern living space features a comfortable leather sofa and a wooden coffee table. Large windows showcase sweeping views of mountains outside, while a dining area with a dark table is visible in the background. Light fills the room, highlighting the contemporary decor.
Home in Garden of the Gods
4.99 out of 5 average rating, 167 reviews

The Painted Pony l Garden of the Gods

Brand new townhome ready for you & your family! Located in the absolute best spot in town! Sweeping views of Pikes Peak and the Incline. Just a few blocks from Manitou Springs & Old Colorado City. It's next door to the Academy Riding Stables, a few blocks from the Garden of the Gods, Balancing Rock and the Trading Post. You are minutes from the Incline & the Cog Railway. Eating, shopping, sightseeing, hiking, and big adventures are just out your door! Permit # 23-0181

Guest favourite
Home in Woodland Park
4.9 out of 5 average rating, 345 reviews

Tiny House 🌟 Pike’s Peak Views 🌟

Imagine waking up to the symphony of chirping birds and the scent of pine wafting through your window, all while knowing that a short stroll will lead you to conveniences like cafes, shops, and local markets. You can indulge in invigorating hikes during the day and return to unwind with a hot shower, a cozy bed, and wi-fi. Your mountain getaway doesn't have to mean sacrificing convenience-come experience the best of both worlds at our charming tiny house!

Popular amenities for house rentals in Woodland Park

When is the best time to visit Woodland Park?

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Avg. price$208 SGD$213 SGD$209 SGD$190 SGD$211 SGD$233 SGD$251 SGD$243 SGD$217 SGD$224 SGD$211 SGD$246 SGD
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Quick stats about house rentals in Woodland Park

  • Total holiday rentals

    Explore 60 holiday rentals in Woodland Park

  • Nightly prices starting at

    Woodland Park holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,800 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    60 of Woodland Park holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woodland Park rentals

  • 4.9 Average rating

    Woodland Park stays are highly rated by guests – averaging 4.9 out of 5!

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