House vacation 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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Guest favorite
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
4.85 out of 5 average rating, 101 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

Top guest favorite
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, 192 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 favorite
Home in Woodland Park
4.9 out of 5 average rating, 339 reviews

Mountain View Tiny Home | Woodland Park CO

Retreat to your Woodland Park tiny home! With mountain views from the porch, this tiny house is tucked among the trees in a quiet tiny home community. Located just off the main road and about ½ mile from coffee, groceries, and local dining, it offers both convenience and a peaceful feel. Spend your days exploring nearby hiking, Rampart Reservoir, and Cripple Creek, then settle in with fast WiFi, a full kitchen, Roku TV, and easy self check-in. A 4.9★ Guest Favorite. 4WD/AWD recommended Sept–May.

Top guest favorite
An elegantly styled bedroom features a vintage metal bed adorned with soft linens and a decorative pillow. Two bedside lamps cast a warm glow, while a crystal chandelier hangs from the peaked ceiling, enhancing the serene atmosphere.
Home in Garden of the Gods
4.96 out of 5 average rating, 406 reviews

Monet Cottage-Walk to Garden of Gods+Horses+Views!

An artful, almost magical Westside property is the backdrop for “Monet Cottage,” where you will be greeted by a stunning palette of colors and blooms. It’s just a short walk to our “secret” locals entrance to Garden of the Gods! Prepare to be spoiled with Nespresso coffee, deluxe king and queen sized beds, gorgeous views, a sparkling clean space, enchanting gardens/art and horses walking by daily with happy riders. Quiet neighborhood and ½ mile to Manitou or Old Colorado City. A-STRP-25 0673

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, 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 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, 272 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 favorite
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.

Top 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
4.92 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!

Top guest favorite
Home in Garden of the Gods
4.97 out of 5 average rating, 216 reviews

Studio ONE at Garden of the Gods

Minutes from Garden of the Gods, Manitou Springs and Old Colorado City, Studio ONE is a unique and modern space to relax in after a day of exploring all Colorado has to offer! Featuring large sliding glass doors with blackout curtains, king memory foam bed with luxury linens, 2 TVs and smart color changing lights to set the mood! Also included is a kitchenette, 2 spacious bathrooms with Turkish towels and washer / dryer. Reserve your getaway today and experience something truly unique!

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, 237 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
4.97 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 favorite
Home in Cascade-Chipita Park
4.92 out of 5 average rating, 145 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 Woodland Park house rentals

When is the best time to visit Woodland Park?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$33,682 GYDG$34,519 GYDG$33,891 GYDG$30,753 GYDG$34,101 GYDG$37,657 GYDG$40,586 GYDG$39,331 GYDG$35,147 GYDG$32,218 GYDG$33,055 GYDG$38,494 GYD
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Quick stats about house rentals in Woodland Park

  • Total vacation rentals

    Explore 70 vacation rentals in Woodland Park

  • Nightly prices starting at

    Woodland Park vacation rentals start at G$2,092 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,610 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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