Vacation rentals in Woodland Park

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Top-rated vacation rentals in Woodland Park

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

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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, 179 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 exterior of a tiny house features a combination of green and wood paneling. Large windows allow ample natural light, while a welcoming door with steps leads inside. Gravel surrounds the house, enhancing the natural setting among surrounding trees.
Tiny home in Woodland Park
4.93 out of 5 average rating, 575 reviews

Wabi Sabi Tiny House - No Cleaning Fees!

I designed and built this Tiny House a few years ago! As such, it's still an ongoing work in progress and so not quite as picturesque as the finished homes you may see on TV, but it's still fully functional, cozy, and homey. To sleep, you'll have the choice of a queen size loft bed (must climb narrow stairs to access) or a queen size (comfortable!) sofa bed on the ground floor. Located in Woodland Park, CO you have an AMAZING view of Pike's Peak and close proximity to so many adventures 🤗

Top guest favorite
A charming cabin is nestled among tall pine trees, with a snow-covered landscape surrounding it. The house features a front porch with wooden railings, and natural stone accents are visible on the exterior. A clear blue sky is contrasted by fluffy clouds above.
Cabin in Cascade-Chipita Park
4.99 out of 5 average rating, 173 reviews

Classic Throwback Colorado Mountain Cabin

Take it easy at this unique and tranquil getaway. A family cabin crafted in the 1940s, unchanged with the exception of tastefully done upgrades and improvements. Authentic western decor and knotty pine interior. Easy access to nearby hiking and attractions. Minutes from the beautiful small mountain towns of Green Mountain Falls, Manitou Springs and Woodland Park. Local attractions including Pikes Peak, North Pole Santa’s Workshop, Cripple Creek, Garden of the Gods are just minutes away.

Top guest favorite
The entrance of the cabin is displayed, featuring a welcoming red door adorned with a wreath. A wooden bench with two cushions sits on a stone pathway, surrounded by trees and planters, creating an inviting outdoor space.
Cabin in Woodland Park
4.88 out of 5 average rating, 415 reviews

Cabin with Pikes Peak View in WP License#329434

Our Cabin was built in 1947, it is a bit of Country but was recently updated with a modern flair with cool interior barn doors and decor, but we kept the nuts and bolts of the 1940's design. It has an incredible view of Pikes Peak, Woodland Park has many restaurants, family-friendly activities. Only 25 Minutes to Colorado Springs. The Cabin is good for couples, solo adventurers, and furry friends. The cabin is cute and cozy and located just off Main Street in Woodland Park. License # 329434

Top guest favorite
The living area features a cozy couch and a decorative coffee table centered on warm wood flooring. A stylish stone fireplace is complemented by a mounted TV above, while natural light filters through large windows adorned with soft curtains.
Tiny home in Woodland Park
4.98 out of 5 average rating, 130 reviews

Pikes Peak Boutique Retreat!

ENJOY Pikes Peak Boutique Retreat! Reconnect with nature at this unforgettable Escape!! This home is LOADED with all the creature comforts needed for a retreat in the mountains. Nestled in a lovely Tiny Home community called Peak View Park, surrounded by breathtaking direct views Pikes Peak all around. The home is centrally located in Woodland Park, CO near popular attractions like Pikes Peak, Garden of the Gods, Manitou Springs, and Cave of the Winds! Only 25 minutes from Colorado Springs.

Top guest favorite
The unique octagon structure of the Treehouse is surrounded by lush greenery, with tall trees and fog creating a serene atmosphere. The design elevates the home above the forest floor, showcasing wooden supports and inviting outdoor stairs leading up to the entrance.
Treehouse in Cascade-Chipita Park
4.99 out of 5 average rating, 296 reviews

Luxury Treehouse Escape | Near Pikes Peak+Views

Welcome to the Treehouse - Your Colorado Getaway. Perched high in the trees with panoramic views, a HUGE bathtub, coffee bar with local coffee, two decks, and KING sized bed, you’ll never want to leave. This completely remodeled, octagon treehouse is just 15 minutes from most attractions in Colorado Springs and 5 minutes from the famous Pikes Peak Highway and gorgeous hiking trails - you are right in the middle of plenty to do while also being tucked away in your own little forest paradise.

Top guest favorite
A cozy cabin is nestled among towering trees, featuring a welcoming front porch with colorful chairs. A wood-burning stove chimney extends from the side, adding to the rustic charm. The surrounding area is open and natural, providing a serene setting for relaxation.
Cabin in Woodland Park
4.97 out of 5 average rating, 217 reviews

The Potlatch Cabin

This cozy mountain hideaway is all within an hours drive or less to Pikes Peak, hiking, fishing, Garden of the Gods, Seven Falls, snowshoeing, cross country skiing, ATV and snowmobile trails, Manitou Springs, breweries, coffee shops, shopping, wine tasting and more. Relax on the front porch and enjoy the wildlife or stars. Games and books available in the cabin or snuggle by the fireplace and watch movies on the large flat screen smart television. There are 3 steps down into bathroom.

Guest favorite
The living area features a comfortable gray sofa paired with a distinctive black wingback chair. A decorative coffee table is centered on a soft area rug, while elegant light fixtures hang above. Natural light pours in through clerestory windows, enhancing the airy ambiance.
Tiny home in Woodland Park
4.96 out of 5 average rating, 198 reviews

Charming Mountain Retreat with private HOT TUB

Welcome to Mini Maison, the coziest tiny home in Woodland Park! Whether you're looking to unwind and refresh or explore the natural beauty the area has to offer, our beautifully decorated home was curated with comfort and luxury in mind. We're located just 10 minutes from Pikes Peak, the most visited mountain in the USA. Garden of the Gods, Manitou Springs and Cave of the Winds are also nearby. Come enjoy the Colorado mountains, our private and peaceful retreat is waiting for you!

Guest favorite
Cabin in Divide
4.97 out of 5 average rating, 260 reviews

Timber A-Frame, Large Deck, Hot Tub, Fireplace

Escape to the Timber A-Frame, where luxury meets the untamed spirit of the Rockies. Discover a blend of refined elegance and mountain allure in this magazine-worthy retreat. Crafted with meticulous detail, this stylish cabin offers a sanctuary of comfort and sophistication. Indulge in the hot tub under the vast sky, explore nearby trails, and cozy up to a movie in the vaulted living room by the fire. Your perfect mountain getaway awaits at the Timber A-Frame.

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, 240 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.

Superhost
A hot tub sits in an outdoor setting, surrounded by tall trees and natural landscapes. The water reflects the blue sky, creating a serene atmosphere. The space is designed for relaxation and enjoyment of the forest views.
Cabin in Woodland Park
4.91 out of 5 average rating, 213 reviews

Rustic cabin charm w/ hot tub, arcade basketball

Nestled in a cozy, secluded area, you'll enjoy the peace and serenity of a charming cabin getaway. Surrounded by a forest, you are fully immersed in nature with mountain views peaking through the trees. Deer and other wildlife commonly visit the grounds. The home itself has lots of natural light and all the amenities needed to let you unwind. You can also enjoy a hot tub, pool table and arcade basketball for even more fun with friends and family.

Top guest favorite
A modern mountain home is surrounded by tall coniferous trees, showcasing large windows that reflect natural light. A spacious deck extends from one side, offering views of the serene landscape. The structure is positioned on elevated terrain, enhancing its connection with the outdoors.
Home in Divide
4.98 out of 5 average rating, 241 reviews

Mountain Sun cabin, amazing views and hottub!

Gorgeous secluded mountain home on 35 acres. Mountain Sun cabin has it all! An amazing view of Pikes Peak and the surrounding area, hottub, many upgrades throughtout the home including log furniture and a mountain theme. The Pikes Peak area has so much to offer: visiting Pikes Peak, Cripple Creek, the Royal Gorge, Garden of the Gods, white water rafting as well as an abundance of outdoor activities summer or winter.

Popular amenities for Woodland Park vacation rentals

When is the best time to visit Woodland Park?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$27,601 GYDG$24,047 GYDG$25,510 GYDG$26,765 GYDG$28,229 GYDG$31,365 GYDG$32,829 GYDG$32,411 GYDG$31,365 GYDG$30,947 GYDG$26,765 GYDG$30,738 GYD
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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Woodland Park?

    Yes! Work meets play with ease at over 110 vacation rentals in Woodland Park featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Woodland Park?

    Four-legged friends are welcome in Woodland Park. Choose from more than 70 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in tiny house rentals in Woodland Park?

    Experience the best of Woodland Park with our tiny house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Woodland Park have wifi?

    Absolutely! We offer over 60 house rentals with wifi in Woodland Park. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Woodland Park have self check-in?

    Absolutely! We offer over 70 house rentals with self check-in in Woodland Park. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Woodland Park have a bbq area?

    Absolutely! We offer over 30 cabin rentals with a bbq area in Woodland Park. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Woodland Park?

    Woodland Park has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Cabin Rentals in Woodland Park?

    Enhance your stay in our Cabin Rentals with the most popular amenities: over 30 homes with self check-in, over 30 homes with a bbq area, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Woodland Park

  • Total vacation rentals

    Explore 190 vacation rentals in Woodland Park

  • Nightly prices starting at

    Woodland Park vacation rentals start at G$2,091 GYD per night before taxes and fees

  • Verified guest reviews

    Over 17,050 verified reviews to help you choose

  • Family-friendly vacation rentals

    120 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    190 of Woodland Park vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill 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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