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
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, 238 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.

Top guest favourite
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.
Home in Woodland Park
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

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, 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!

Top guest favourite
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.
Home in Woodland Park
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

Superhost
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.
Home in Green Mountain Falls
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!

Top guest favourite
Home in Woodland Park
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!

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, 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!

Top guest favourite
Home in Divide
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.

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
4.95 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.

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
4.92 out of 5 average rating, 132 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!

Guest favourite
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.
Home in Woodland Park
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

Guest favourite
Home in Cascade-Chipita Park
4.92 out of 5 average rating, 147 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.

Popular amenities for house rentals in Woodland Park

When is the best time to visit Woodland Park?

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Avg. price$206 SGD$212 SGD$208 SGD$189 SGD$209 SGD$231 SGD$249 SGD$241 SGD$215 SGD$198 SGD$203 SGD$236 SGD
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Quick stats about house rentals in Woodland Park

  • Total holiday rentals

    Explore 70 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 4,610 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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