
Family-friendly holiday rentals in Woodland Park
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Woodland Park

Total holiday rentals
Explore 120 holiday rentals in Woodland Park

Nightly prices starting at
Woodland Park holiday rentals start at $119 NZD per night before taxes and fees

Verified guest reviews
Over 9,740 verified reviews to help you choose

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
120 of Woodland Park holiday 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!
Top-rated family-friendly rentals in Woodland Park
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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.

Romantic AFrame*Private Trail*Wood Fire*Stargazing
► Romantic A-frame retreat designed for couples and quiet getaways ► Backyard opens to over one million acres of national forest with a private trail leading to a private summit fire pit ► Outdoor fire pit for stargazing and peaceful evenings ► Thoughtfully designed by a boutique NYC interior design firm ► Well-equipped kitchen for cooking real meals ► Nest mattress with organic cotton sheets for deep sleep ► Easy access to hiking, skiing, gold-water fly fishing, scenic drives, and ATV rentals

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! -HOT TUB w/ view of mountain ⇹ PLAY GROUND for the kids ⇹ GAME ROOM: Air Hockey, Ping Pong, Foosball, Pool Table, and Corn hole. ⇹ Luxury Shower: 6 heads & heated floors ⇹ Deck with view of mountain and backyard patio with firepit. ⇹ Activities: See Guidebook, my pictures, or TripAdvsior. -Peaceful mountain escape

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 🤗

Classic Mountain Cabin w/ Fireplace, Deck, Views
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.

☀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

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

Secluded Mountain Cabin: Hot Tub, Deck & Fire Pit
Escape to the Timber A-Frame, by Forest & Peak Retreats, 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.

Whimsical Dreams Cabin | Firepit | Kids Fort
Unwind in this modern cozy cabin in the Colorado woods! Recently remodeled inside and out. Recently added is a Kids Fort right in the backyard! Come to fish at the local lake, hike hundreds of nearby trails, play the slots at Cripple Creek, and end your day relaxing on the secluded back deck. In the nearby town of Woodland Park, you can do your grocery shopping, have a beer, or grab a coffee and homemade donut! Or take the drive to Colorado Springs (50 minutes) to visit much more!

A-frame, Tiny home, Sauna, Hot tub, 3 acres!
Kick back and relax in this stylish 1965 A-frame tiny home on 2 private acres, perfect for a romantic getaway or family adventure. • Hot tub • Sleeps 4 • Barrel sauna • Electric fireplace & outdoor propane fire pit • Fully stocked coffee bar • Board games • 15 mins to Pikes Peak Entrance & the Wolf Sanctuary • 25 mins to Cave of the Winds • 35 mins to Garden of the Gods & Cripple Creek casinos • Private mountain setting, minutes to town • 45 mins to Colorado Springs Airport

Pine & Pond ☆ Newly Renovated Woodland Park Cabin!
Nestled in the cozy mountains outside of Pikes Peak, this earthen home comes well-equipped with 4 bedrooms, 6 beds and 2 bathrooms for your luxurious getaway. King bed, tons of games, and child friendly amenities await! Brand New Hot Tub just installed with gorgeous views!! The home has fantastic access to Garden of the Gods, downtown Woodland Park and all of the hiking, fishing and exploring that you're looking for. Come for the retreat you deserve!

Cozy Tiny Cabin | Hot Tub + Pikes Peak Views
Welcome to Tiny Timber! Relax in the hot tub beneath the Colorado stars at this cozy tiny cabin in Woodland Park, the “City Above the Clouds.” This peaceful Rocky Mountain retreat is the perfect cabin near Pikes Peak and a great home base for exploring the area. Just minutes from Pikes Peak Highway, Manitou Springs, and Colorado Springs, you’ll enjoy adventure by day and a relaxing mountain getaway each evening.
Popular amenities for Woodland Park family-friendly rentals
Family-friendly home rentals with a hot tub

Private Luxury Spa Retreat: Hot Tub, Sauna & Views

Modern A-Frame w/ Hot Tub + Stargazing Dome

Aframe, Hot Tub, Scenic Views, Firepit, Dogs YES

Farmhouse-In The Heart of Town-Dogs OK-Hot Tub!

Views, views, VIEWS! I Hot tub I Peaceful 3 acres

Mountain Sanctuary - Family Retreat

Woodland Park Scandi Cabin, Mtn Views & Hot Tub

Little Woody's Hideaway-(4)DownTown - 329662
Family- and pet-friendly home rentals

Pikes Peak Tiny Home

The Downtown Nugget | Pikes Peak Base | BL 330900

Creekside Pack Cabin with 360° Mountain Views

Cabin with Pikes Peak View in WP License#329434

Namaste and Hondo

Sunset Mountain Log Cabin Retreat - Upper Unit

Colorado Cutie HOT TUB w/ views! 1 bdrm, slps 6

𓃵Moose Cabin𓃵 Sauna┃Firepit┃Woodstove┃Corn hole
Family-friendly home rentals with a pool

Sunshine Mountain , experience true Colorado!

Urban Float - Heated Indoor Pool/HotTub & Firepit

Staycation

Hidden Gem⋆Heated Pool⋆Gorgeous Views⋆2.4 ac⋆AC⋆EV

Quite spacious Apt w/Game Table, Pool, Bball court

Resort-Style Townhome | Pool, Hot Tub & Gym Access

Pikes Peak Views • A/C • Wildlife •Charis # 330886

Cortland Cabin Getaway W/ Views & Hot Tub- Pets OK
When is the best time to visit Woodland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $296 NZD | $284 NZD | $301 NZD | $269 NZD | $298 NZD | $315 NZD | $344 NZD | $327 NZD | $298 NZD | $279 NZD | $291 NZD | $306 NZD |
| 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 |
Destinations to explore
- Denver Holiday rentals
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- Rentals with outdoor seating Woodland Park
- Rentals with a fire pit Woodland Park
- House rentals Woodland Park
- Rentals with a hot tub Woodland Park
- Cottage rentals Woodland Park
- Pet-friendly rentals Woodland Park
- Rentals with a washing machine and dryer Woodland Park
- Cabin rentals Woodland Park
- Tiny house rentals Woodland Park
- Rentals with breakfast Woodland Park
- Rentals with a fireplace Woodland Park
- Rentals with a patio Woodland Park
- Family-friendly rentals Teller County
- Family-friendly rentals Colorado
- Family-friendly rentals United States
- Red Rocks Amphitheatre
- University of Denver
- Royal Gorge Bridge and Park
- Red Rock Canyon Open Space
- Cheyenne Mountain Zoo
- Cheyenne Mountain State Park
- The Broadmoor World Arena
- United States Air Force Academy
- Cave of the Winds Mountain Park
- Roxborough State Park
- Mueller State Park
- Staunton State Park
- Castlewood Canyon State Park
- Pikes Peak - America's Mountain
- Fiddler’s Green Amphitheatre
- Palmer Park
- Colorado Springs Pioneers Museum
- Colorado Wolf and Wildlife Center
- Cherry Creek State Park
- Royal Gorge Route Railroad
- Colorado College
- Rocky Mountain Dinosaur Resource Center
- Florissant Fossil Beds National Monument
- Manitou Incline





