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

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.

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!

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, 146 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, 144 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 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
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.

Guest favorite
The living area features a stone fireplace, providing a central focal point. Two light-colored sofas are arranged around a wooden coffee table on a patterned rug. A large window allows natural light to fill the room, with a view of the outdoor space visible.
Home in Woodland Park
4.95 out of 5 average rating, 243 reviews

Cozy Cottage | Hot Tub | Fireplace | Pet Friendly

Come relax at this peaceful and quiet residential 3 bedroom home. Cozy up next to the fireplace, soak in the hot tub, or relax on the back patio with a fire and watch the neighborhood deer meander around. Close to a multitude of trails for hiking and mountain biking, and plenty of fishing year round. To expand the size of the kitchen table, you’ll find a leaf and extra chairs in the bedroom closets. Fully stocked kitchen for all your cooking needs.

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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