
Holiday houses in Woodland Park
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Top-rated holiday rentals in Woodland Park
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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.

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!

Timberwood Cabin
Welcome to our rustic log cabin in beautiful Florissant, Colorado. Enjoy the spacious treed lot with easy access to the Florissant Fossil Beds, Eleven Mile Canyon, and the town of Cripple Creek. Stay connected with satellite internet, or disconnect and enjoy the cool high-altitude air and gorgeous mountain views. Sip on your favorite drink by the outdoor fire pit while admiring a breathtaking Rocky Mountain sunset that turns into an amazing starlit sky, or cozy up inside by the warm fireplace.

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

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 🤗

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.

Cabin on Pikes Peak w Hot Tub, Fireplace, 500mbps!
This southwestern boho cabin is tucked amongst the trees in a historic, quiet neighborhood at the foot of famed Pikes Peak. With an ample front deck, floor to ceiling windows, and a private, fenced back yard with hot tub, gas fire pit and s'more fixings waiting for you on arrival, the cabin has wonderful forest and mountain view while within 10 minutes of culture and conveniences in Manitou and Colorado Springs. The place to get away for a romantic retreat, family fun, or a working vacation!

The Sleeping Bear Lodge, Hot Tub/game room.
Bring the whole family to this spacious, beautiful, peaceful home with lots of room to enjoy the serenity of the Colorado mountains. With a fully wrap-around deck, you can relax while enjoy breathtaking views of Pike Peak. Experience a dip in the hot tub at 8900 feet while the kids are enjoying the game room playing darts, a game of pool or ping pong. Enjoy this beautiful home as being the central hub of many family activities such as Breckenridge, manitou springs,Cripple Creek and Victor.

RiverHouse South w/ Sauna, Hot Tub & Fireplace
With a river in the backyard next to the private hot tub and sauna, what more could you need? If you love watching local wildlife, listening the sound of the creek, and relaxing on a luxurious back patio that’s perfect for all seasons, then RiverHouse South by Forest & Peak Retreats is for you! Enjoy the full amenities of a kitchen stocked with a curator’s touch, heated towel rack, remote control gas fireplace, top-to-bottom remodel. Book RiverHouse South, by Forest & Peak Retreats, today!

Sugar Shack -1930's Cabin-Downtown & Dog Friendly
Stunning remodeled 1930's cabin with one of the best views of Pikes Peak in town! The Sugar Shack has a hot tub with views, dog friendly with a fenced-in backyard, and foosball table for fun times. It offers unique charm and is nestled in the heart of downtown and located one block from beautiful Memorial Park and Main street. Walk to restaurants, a brewery and shopping. Watch TV on a LED smart TV's. Or catch live sporting events on Dish Satellite. Stocked kitchen for home cooked meals.

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

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
Stay near Woodland Park's top sights
Other great holiday rentals in Woodland Park

Beautiful Cottage in Green Mountain Falls!

New! A-Frame w/ Mtn Views | Hot Tub + Lounge

A-frame*Views*Pikes Peak*Hot Tub

Luxe Loft of Woodland Park with Hot Tub - 338290

Atari | Firepit | Sauna: Stay at the Aspen Aframe!

3BD Log Cabin Pikes Peak and Garden of the Gods

Ana-log Cabin: cozy retreat with mid-century hygge

Lil Lincoln
When is the best time to visit Woodland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $193 AUD | $168 AUD | $178 AUD | $187 AUD | $197 AUD | $219 AUD | $229 AUD | $226 AUD | $219 AUD | $213 AUD | $199 AUD | $216 AUD |
| Avg. temp | 0°C | 1°C | 5°C | 9°C | 14°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | 0°C |
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 $15 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
190 of Woodland Park holiday 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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- Cabin rentals Woodland Park
- Red Rocks Amphitheatre
- Royal Gorge Bridge and Park
- Cheyenne Mountain Zoo
- Cheyenne Mountain State Park
- University of Denver
- Cave of the Winds Mountain Park
- Mueller State Park
- Staunton State Park
- Castlewood Canyon State Park
- Colorado Wolf and Wildlife Center
- Roxborough State Park
- Red Rock Canyon Open Space
- The Broadmoor Golf Club
- Helen Hunt Falls
- Colorado Springs Pioneers Museum
- Pikes Peak - America's Mountain
- Paint Mines Interpretive Park
- Rocky Mountain Dinosaur Resource Center
- The Broadmoor World Arena
- Cherry Creek State Park
- Fiddler’s Green Amphitheatre
- Colorado College
- United States Air Force Academy
- Royal Gorge Route Railroad




