
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 $118 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.

Lil Lincoln
Gorgeous, serene environment with sights that amaze! The Lil Lincoln sits at an elevation of 9,560ft. and was originally built on the Western Slope of Colorado in the 50’s and was moved in 1965 to it’s current location near Woodland Park. The story behind the move was that a doctor moved his practice in 1959 to Woodland Park. He wanted his nurse to join him, she said she'd move if he moved her cabin. Well he did, and so did she. We HIGHLY recommend a 4WD vehicle, especially during winter. 🥶

A-Frame Cabin w/Game Room, Fire Pit + Sauna
↠Prime Location: Directly across from Mueller State Park for hiking, wildlife & stunning views ↠Outdoor perks: Nearby biking, snowshoeing, horseback riding, cross country skiing, rock climbing, rafting ↠Spacious Deck: grill, firepit & private sauna for ultimate relaxation ↠Arcade Fun: Game room with classic arcade games, SkeeBall & more ↠Movie room with a 58" smart TV & cozy seating ↠Family Friendly: Kids' books, board games, pack 'n play, high chair & bunk bedroom ↠Wood Stove ↠Equipped Kitchen

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

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.

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 🤗

Aframe, Hot Tub, Scenic Views, 2 decks, Dogs YES
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.

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

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
Popular amenities for Woodland Park family-friendly rentals
Family-friendly home rentals with a hot tub

Cabin Spa Retreat: Hot Tub, Sauna & Mountain View

Cabin on Pikes Peak, Hot tub, Walk to Wine + Food

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

Beautiful Cabin w/ Decks/Views/sauna/hot tub!

The Hideaway

Chic Rustic Retreat| HOT TUB| Fence| Curated Stay!

The Cozy Pine • A/C • Hot Tub • Game Room • Views

The Sleeping Bear Lodge, Hot Tub/game room.
Family- and pet-friendly home rentals

Pikes Peak Tiny Home

Cabin with Pikes Peak View in WP License#329434

Come to the Hideout! Hot Tub, Fire Pits & Views!

Charming Mountain Retreat with private HOT TUB

Wayward Lodge| Hot Tub | Fire Pit | Secluded

Woodland Park, Co Mountain Log Cabin/Pet Friendly

Dark Sky Views - Firepit - Sauna - Grill - Fishing

The Downtown Nugget | Pikes Peak Base | BL 330900
Family-friendly home rentals with a pool

Hot tub, mtn views, massage chair, & steam shower!

Sunshine Mountain , experience true Colorado!

Urban Float - Heated Indoor Pool/HotTub & Firepit

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

Staycation

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

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

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 | $292 NZD | $281 NZD | $297 NZD | $287 NZD | $311 NZD | $368 NZD | $339 NZD | $323 NZD | $294 NZD | $275 NZD | $287 NZD | $302 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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- 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
- United States Air Force Academy
- The Broadmoor World Arena
- Fiddler’s Green Amphitheatre
- The Broadmoor Golf Club
- Cave of the Winds Mountain Park
- Pikes Peak - America's Mountain
- Mueller State Park
- Staunton State Park
- Roxborough State Park
- Castlewood Canyon State Park
- Palmer Park
- Colorado Wolf and Wildlife Center
- Colorado Springs Pioneers Museum
- Colorado College
- Royal Gorge Route Railroad
- Cherry Creek State Park
- Rocky Mountain Dinosaur Resource Center
- Florissant Fossil Beds National Monument





