
Holiday rentals in Woodland Park
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Top-rated holiday rentals in Woodland Park
Guests agree: these stays are highly rated for location, cleanliness and more.

Dogs YES, Hot Tub, 2 Decks, Fireplace, Scenic View
Escape to the “Blue Spruce Chalet”. A redesigned, 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 fast Wi-Fi, a fully equipped kitchen, a wood-burning stove, an outdoor firepit, & 2 decks with stunning mountain & sunset views. Star gaze from the hot tub. You may never want to leave this slice of heaven. Perfect for a quick getaway.

Blissful Mountain Escape: Wi-Fi>HotTub>Fenced Yard
Escape the mundane life cycle into this Majestic, Cozy Mountain escape, nesting within reach of several Ski Slopes, Scenic Hiking/Biking trails, or just unwinding admits nature, A perfect basecamp for relaxing after nature adventures! Perfect for a Romantic Couple’s Retreat, Anniversaries, or a true Family Getaway centrally located in Woodland Park (City Above the Clouds) with convenient reach to Pikes Peak Rocky Mountain Range, 30 mins to Garden of the Gods, and 13 minutes to Manitou Springs.

Little Woody's Hideaway-(4)DownTown,HotTub,pets
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 at the hideaway for all your adventures!

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

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 🤗

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

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.

Tiny House 🌟 Pike’s Peak Views 🌟
Imagine waking up to the symphony of chirping birds and the scent of pine wafting through your window, all while knowing that a short stroll will lead you to conveniences like cafes, shops, and local markets. You can indulge in invigorating hikes during the day and return to unwind with a hot shower, a cozy bed, and wi-fi. Your mountain getaway doesn't have to mean sacrificing convenience-come experience the best of both worlds at our charming tiny house!

Beautiful Cabin w/ Decks/Views/sauna/hot tub!
Your dream mountain escape—cozy, newly remodeled, and view-filled. 🌄 Panoramic mountain views ♨️ Hot tub + fire pit on huge deck 🔥 Cozy, stylish interior 🏓 Basement ping pong + sauna 🛏️ Sleeps 6 comfortably (up to 8 w/ approval) 🐾 Wildlife sightings in a peaceful setting A perfect blend of comfort and adventure.

Namaste at Hondo
This gorgeous, cozy cabin is the perfect place to unwind, located within walking distance of several hiking trails, the Green Mountain Falls lake, restaurants and local shops. Relax on the huge comfortable couch or enjoy the outdoor space. This recently remodeled casita has major southwest vibes.

Mountain Paradise Cottage
Enjoy your stay in the Mountain Paradise Cottage featuring a relaxing cottage-style decor that you will find relaxing, cozy and all together fun! The cottage was originally the caretaker's cottage for the Maytag house. Conveniently located in the center of town and only 2 miles from Charis!

Retreat in the Woods
Close to Colorado Springs attractions, Manitou Springs and Woodland Park it offers a retreat away from it all! You have the entire lower level of this home, the owners live upstairs. Sit and relax by the fire, play horseshoes, or enjoy nature and wildlife. We have frequent wild visitors.
Popular amenities for Woodland Park holiday rentals
Stay near Woodland Park's top sights
Other great holiday rentals in Woodland Park

Bluebird View ~ 10 Acres, Hot Tub, Spacious

Cozy Mountain Suite ~ Fire Pit | Grill | Games

Hot Tub & Views of Pikes Peak at Summit Lodge!

Mountain Glen Vista! License # 331228

Sleeps 4 | Views | HotTub | GameRoom | K9 Friendly

Vintage Velvet Haven - newly added hot tub!

Cozy cabin in Pike National Forest

Rocky Mountain Oasis Mini-Resort
When is the best time to visit Woodland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $171 SGD | $149 SGD | $158 SGD | $165 SGD | $174 SGD | $194 SGD | $203 SGD | $200 SGD | $194 SGD | $191 SGD | $165 SGD | $190 SGD |
| 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 private suite rentals in Woodland Park?
Experience the best of Woodland Park with our private suite rentals, starting at about $70 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 cabin rentals in Woodland Park have self check-in?
Absolutely! We offer over 30 cabin 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 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 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 wifi, over 30 homes with self check-in, over 20 homes with a bbq area, 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 $13 SGD per night before taxes and fees

Verified guest reviews
Over 16,450 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
180 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!
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- Rentals with a hot tub Woodland Park
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- Rentals with a firepit Woodland Park
- Fitness-friendly rentals Woodland Park
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- Rentals with a washing machine and dryer Woodland Park
- House rentals Woodland Park
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- Rentals with a patio Woodland Park
- Rentals with a fireplace Woodland Park
- Red Rocks Park and Amphitheatre
- Old Colorado City
- Royal Gorge Bridge and Park
- Cheyenne Mountain Zoo
- Arrowhead Golf Course
- Cave of the Winds Mountain Park
- Castle Pines Golf Club
- Cheyenne Mountain State Park
- Mueller State Park
- Patty Jewett Golf Course
- Colorado Wolf and Wildlife Center
- Raccoon Creek Golf Club
- Staunton State Park
- Roxborough State Park
- Castlewood Canyon State Park
- Sanctuary Golf Course
- Saddle Rock Golf Course
- Meadow Hills Golf Course
- Pirates Cove Water Park
- Red Hawk Ridge Golf Course
- Helen Hunt Falls
- Colorado Springs Pioneers Museum
- The Club at Ravenna - Colorado Golf Club
- Cherry Creek State Park




