Holiday rentals in Woodland Park

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Top-rated holiday rentals in Woodland Park

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Top guest favourite
The image collage features four areas of the Tecumseh Lodge. A living room showcases a leather sectional, a stone gas fireplace, and large windows displaying snowy trees outside. The loft bedroom displays a queen bed with a cozy couch, while the downstairs master bedroom features a king-size bed and beautifully arranged bedding.
Chalet in Woodland Park
4.98 out of 5 average rating, 174 reviews

Cozy Forest Escape w/ Hot Tub & Scenic Views

Indulge in the ultimate retreat experience at the enchanting Tecumseh Lodge, nestled near Pike's Peak, a mere 15-min drive from downtown Woodland Park. Escape to a haven designed for serenity seekers, nature lovers and remote workers alike. Wake up to a golden sunrise on our spacious deck with cozy furniture and a warming space heater. In the evening, unwind in our hot tub, surrounded by all the stars & nature. Book your escape at Tecumseh Lodge for a luxurious blend of comfort and nature.

Top guest favourite
A hot tub is positioned on a deck, offering views of lush green trees and distant mountains under a partly cloudy sky. The bubbling water invites relaxation while the natural surroundings create a serene atmosphere.
Place to stay in Woodland Park
4.99 out of 5 average rating, 141 reviews

HOT TUB ~ 31 Acres ~Bring ATVs/Border Nat'l Forest

Looking for a quiet and secluded mountain getaway? This charming cabin on 31 acres that borders Pike National Forest is the perfect place to escape the hustle and bustle of everyday life. Enjoy breathtaking views of the surrounding mountains from the cabin's spacious deck, & keep an eye out for wildlife. The mountain getaway vibe is complete with a new hot tub, wood-burning stove & amazing views. You’re just a short drive from several mountain towns and 2 hours from Denver International Airport.

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, 184 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
A welcoming living room features a warm wood ceiling and large windows that fill the space with natural light. Comfortable seating includes a tan leather sofa and two upholstered chairs in a deep hue. A coffee table sits atop a textured rug, enhancing the cozy ambiance.
Cabin in Woodland Park
4.98 out of 5 average rating, 144 reviews

Luxury Cabin w/ Hot Tub, Private Trail&Dark Skies

► Secluded mountain cabin surrounded by over one million acres of pristine national forest, with a private trail leading to a summit fire pit and 360° views of Pikes Peak ► Hot tub for stargazing in dark-sky country ► Cozy wood-burning stove for warm, relaxing evenings ►Ideal for families, friends, or romantic getaways ►Dedicated office space for remote work ►Fully equipped chef’s kitchen for gourmet meals ►Complimentary local organic coffee ►Thoughtfully designed by a boutique NYC design firm

Guest favourite
The interior space features wooden cabinetry and a compact kitchenette with essential appliances. A sofa is positioned nearby, and a dining table occupies one corner. Natural light floods in through multiple windows, enhancing the warm ambiance of the cabin.
Guest house in Woodland Park
4.94 out of 5 average rating, 181 reviews

Rose Mountain Escape Pet friendly W/pet fee

Rose Mountain escape has beautiful views. Located 5 miles from Charis,, 15 mins from downtown Woodland Park & 2hrs from Breckinridge, 2 blocks from BLM land allows ATVs, Motor/Mountain bikes and walks through the forest. Small cabin with a VERY STEEP STAIRCASE to the bedroom. We have a large deck with chairs, gas fire pit & hot tub, grill for your use. We have great WiFI. We have kitchenette, washer and dryer. Pet friendly w/ CLEANING FEE list pet on reservation! SMOKING OUTSIDE. 420 friendly.

Top guest favourite
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, 420 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 favourite
A mountain home is set among Ponderosa pine trees, featuring a spacious deck with outdoor seating. The lower level has large windows allowing for views of the surrounding nature. The well-maintained lawn and landscaped area add to the inviting atmosphere of the property.
Guest suite in Woodland Park
4.99 out of 5 average rating, 274 reviews

Private Suite w/Trees & Awesome Peak View 328878.

Picture-perfect Pikes Peak views from your living room, bedroom, and patio of this stunning Colorado mountain home's guest suite with a classic Colorado feel. The suite includes the entire walk-out lower-level of our home. It is private, separate, and has its own entrance. With a full kitchen and central location, this is the perfect base-camp for a Colorado get-away; however, with the Ponderosa Pines, Aspen, and beautiful hiking trails right up the street, you may never want to leave.

Top guest favourite
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, 304 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.

Guest favourite
The exterior of the chalet is illuminated by warm string lights at dusk, showcasing a wood and glass structure surrounded by trees. A soothing hot tub is visible on the deck, offering a perfect spot for relaxation under the evening sky.
Cabin in Woodland Park
4.98 out of 5 average rating, 114 reviews

Dogs YES, Scenic Vws, Fireplace, Hot Tub, 2 Decks

Escape to the “Blue Spruce Chalet”. A 900 sq. ft. A-frame (ish!) retreat on 2 private acres in Manitou Experimental Forest, 15 mins north of Woodland Park & steps away from world-class trails & fishing. Explore the outdoors or plan to stay in. Enjoy a fully equipped kitchen, a wood-burning stove, an outdoor firepit, 2 decks with stunning mountain & sunset views and reliably fast WiFi. Star gaze from the hot tub. You may never want to leave this slice of heaven. Perfect for a quick getaway.

Guest favourite
The exterior of a charming A-frame cabin is showcased, featuring a wooden deck with a railing. Large floor-to-ceiling windows allow ample natural light into the space, providing a view of the surrounding trees and outdoor seating area.
Cabin in Florissant
4.92 out of 5 average rating, 654 reviews

☀Cabin with Mtn Views☀ A-Frame Nature Getaway

★Location: Minutes to CO Wolf + Wildlife Ctr, award-winning Paradox Beer Company, Fossil Beds, Lake George, Mueller State Park. Short Drive to Pikes Peak, Garden of the Gods ★OUTDOORS: Nearby hiking, biking, snowshoeing, horseback riding, cross country skiing, rock climbing, white water rafting ★DINING/SHOPS: Short drive to Woodland Park & Historic Manitou ★VIEWS of the Continental Divide from the large back porch & bedroom balcony ★Grill + Firepit ★Brand new comfy beds ★Equipped Kitchen

Top guest favourite
A cozy living room features a brown leather sofa and a handmade wooden table. Natural light floods the space through large windows, illuminating a relaxing nook with patterned poufs and a guitar hung on the wall. Outdoors, a porch with rocking chairs offers a view of the surrounding trees.
Tiny home in Woodland Park
4.99 out of 5 average rating, 158 reviews

Sunny Treetop Tiny Home! Beautiful Pikes Peak View

Welcome to Treetop Tiny Home! My home is nestled in an adorable close knit Tiny Home community in the lovely town of Woodland Park, Colorado! Come and escape the hustle of this busy world, and enter into the peaceful tranquility of tiny home living... in the woods. Woodland Park is centrally located to some of the finest attractions Colorado has to offer: Just minutes to Rampart Reservoir, Pikes Peak, The North Pole, Cave of the Winds, and so many beautiful hikes! Insta @treetoptinyhome

Top guest favourite
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.

Popular amenities for Woodland Park holiday rentals

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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 house rentals in Woodland Park?

    Experience the best of Woodland Park with our house rentals, starting at about $10 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 self check-in?

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

  • 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 a bbq area?

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

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

    Woodland Park has more than 30 family-friendly cabin rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Enhance your stay in our House Rentals with the most popular amenities: over 60 homes with a bbq area, over 60 homes with wifi, over 60 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Woodland Park

  • Total holiday rentals

    Explore 190 holiday rentals in Woodland Park

  • Nightly prices starting at

    Woodland Park holiday rentals start at £8 per night before taxes and fees

  • Verified guest reviews

    Over 17,050 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    190 of Woodland Park holiday rentals include wifi 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!

Destinations to explore

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