House vacation rentals in Woodland Park

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Top-rated house rentals in Woodland Park

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Top guest favorite
A bright bedroom features a spacious bed adorned with an orange quilt and various decorative pillows. Soft lighting comes from pendant fixtures, adding warmth. A window, partly covered by light curtains, allows natural light to fill the room, while a small bedside table complements the decor.
Home in Colorado Springs
4.94 out of 5 average rating, 344 reviews

Wildflower Cottage | Fenced Yard | 1 mile D-Town

★ " What a beautiful cottage! A lot of effort was clearly made to make this space resonate homey comfort!" ☞ Pet friendly ☞ Fully fenced backyard w/ dog door ☞ Walk, Bike or Drive 1 mile downtown ☞ 5 mins walk → Memorial Hospital, USOTC, Memorial Park ☞ Fully fenced backyard ☞ Back patio dining, charcoal BBQ, hammock ☞ SmartTV ☞ 18 mins to Garden of the Gods, C/S Airport, Manitou ☞ Fully equipped kitchen ☞ Private parking Perfectly sized for 2 guests and a kiddo. Human and/or the furry kind!

Superhost
A welcoming living room features a comfortable gray sofa with accent pillows, a wooden coffee table, and a decorative rug. A large circular mirror hangs on the wall, and windows provide natural light to the space. An adjoining area with a hanging chair is visible.
Home in Broadmoor
4.84 out of 5 average rating, 225 reviews

Walk|Shop|Dine Ivywild Bungalow

☞ Walk Score 85 (Walk to Creekwalk shopping center, cafes, dining, etc.) ☞ Pet friendly (fenced in side-yard!) + views of Pikes Peak ☞ 50" Smart TV ☞ Primary King Bedroom ☞ Pull out sofa in livingroom (full size). Chair in Office Converts to Twin Sleeper ☞ Fast wifi & Private workspace 5 mins → Broadmoor Hotel 7 mins → Downtown Colorado Springs/Colorado College 10 mins → Hiking trails at Cheyenne Canyon 15 mins → Garden of the Gods / Manitou Springs / USAFA 20 mins →Colorado Springs Airport ✈

Guest favorite
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,HotTub,pets

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 at the hideaway for all your adventures!

Top guest favorite
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, 134 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

Top guest favorite
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, 256 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 favorite
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, 101 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 favorite
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, 208 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 favorite
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, 117 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 favorite
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, 217 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 favorite
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 favorite
A cozy hot tub is set against a warm wooden wall, adorned with a circular sign reading 'The Bungalow at Rockies Ranch.' Soft lights hang overhead, creating a relaxed ambiance. A bottle of wine and two glasses rest on the ledge beside the bubbling water.
Home in Cascade-Chipita Park
4.92 out of 5 average rating, 127 reviews

The Bungalow at Rockies Ranch

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.

Guest favorite
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.

Popular amenities for Woodland Park house rentals

When is the best time to visit Woodland Park?

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Avg. priceG$33,605 GYDG$34,440 GYDG$33,814 GYDG$30,683 GYDG$34,022 GYDG$37,571 GYDG$40,493 GYDG$39,241 GYDG$35,066 GYDG$36,110 GYDG$34,022 GYDG$39,658 GYD
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Quick stats about house rentals in Woodland Park

  • Total vacation rentals

    Explore 60 vacation rentals in Woodland Park

  • Nightly prices starting at

    Woodland Park vacation rentals start at G$2,087 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,800 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Woodland Park vacation rentals include wi-fi 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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