
Family-friendly holiday rentals in Woodland Park
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Woodland Park
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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

Cabin Getaway: Hot Tub, Sauna & Mtn View, 43 acres
Welcome to your historic mountain retreat at Eagle Ridge! The cabin is a stunning 360 sq ft handcrafted woodwork home situated on a gated 43-acre property with access to private walking trails and panoramic views of Pikes Peak that will take your breath away. The peaceful and quiet atmosphere of the cabin instantly enables one to forget about the busyness of life and rest and/or focus on a birthday, anniversary, or personal retreat. The hot tub is filled with fresh water for every guest.

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 🤗

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

"Luxury Mountain Retreat,Tiny Home Away from Home"
Who knew living tiny, could offer so much! Come experience it for yourself. This newly renovated home has one private bedroom with a queen size bed, loft area with two full memory foam beds (flat screens in each!). The house is fully equipped w/ appliances, toiletries, cooking accessories, and everything you need for a relaxing mountain getaway. It can accommodate up to 8 guests. Relax on one of the two patios, around the fire pit, or snuggle up for dinner and a movie on the 55" flat screen!

Pikes Peak Boutique Retreat!
ENJOY Pikes Peak Boutique Retreat! Reconnect with nature at this unforgettable Escape!! This home is LOADED with all the creature comforts needed for a retreat in the mountains. Nestled in a lovely Tiny Home community called Peak View Park, surrounded by breathtaking direct views Pikes Peak all around. The home is centrally located in Woodland Park, CO near popular attractions like Pikes Peak, Garden of the Gods, Manitou Springs, and Cave of the Winds! Only 25 minutes from Colorado Springs.

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

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!

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!

Best Li'l Bunkhouse on 40 Wooded Acres
This log cabin is one of four built in the late 40s or early 50s. Part of the original homestead, the cabin was renovated with reclaimed materials but updated for modern comfort. Old world charm, trim repurposed or locally milled. Located on 40 wooded acres, this is the perfect place for solitude and yet close to amenities and attractions. Sleeps 4, dining and kitchen area, dogs welcome

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

The Love Nest

Riverhouse South~Sauna-Hot Tub-Cold Plunge

Romantic Lakefront Cabin - Hot Tub-VIEWS!

A Retreat in the Woods by a Lake & Mountain Views!

Fawn Cabin, On 5 Private Acres With Hot Tub!

Rainbow Trail A-Frame Hot Tub |Firepit| StarGazing

Rustic Railway Retreat - 10 min from Co Springs

Tiny Home! Hot tub, fire pit & Pikes Peak views.
Family- and pet-friendly home rentals

Canon Getaway- Cabin inspired home

Enjoy a Rocky Mountain winter escape

Luxury King Bed | Mountain, Lake & Dark Sky Views!

Mountain Retreat w/ Hot Tub - 500+ 5 star reviews!

The Clubhouse

Red Door Cabin

Off-grid, Earthen home in the forest!

Cozy A-Frame with Stunning Views of Pike's Peak
Family-friendly home rentals with a pool

Forest Retreat, 2 floors, 3 bedrooms w/Hot Tub Spa

Urban Float - Private Heated Pool/HotTub & Firepit

Quite Spacious Apt w/ Game Table, Bball Court

Settlers Pass apartment to experience Colorado

2BD Luxury Condo, Cocktail Lounge, Beautiful Views

Sunshine Mountain , experience true Colorado!

Rustic Historic Colorado Mountain Cabin Pikes Peak

*King Bed*2CarGarage*Gym*Workspace*EVCharger*
When is the best time to visit Woodland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $207 SGD | $213 SGD | $213 SGD | $206 SGD | $228 SGD | $241 SGD | $263 SGD | $250 SGD | $228 SGD | $225 SGD | $215 SGD | $243 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 |
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 $78 SGD per night before taxes and fees

Verified guest reviews
Over 9,980 verified reviews to help you choose

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
110 of Woodland Park holiday rentals include wifi 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!
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- 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
- Mueller State Park
- Cheyenne Mountain State Park
- Colorado Wolf and Wildlife Center
- Raccoon Creek Golf Club
- Patty Jewett Golf Course
- Staunton State Park
- Castlewood Canyon State Park
- Sanctuary Golf Course
- Roxborough State Park
- Saddle Rock Golf Course
- Meadow Hills Golf Course
- Red Hawk Ridge Golf Course
- Helen Hunt Falls
- Pirates Cove Water Park
- Colorado Springs Pioneers Museum
- Cherry Creek State Park
- The Club at Ravenna - Colorado Golf Club




