
Family-friendly vacation 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.

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!

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.

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 Home! Hot tub, fire pit & Pikes Peak views.
Welcome to Tiny Timber! A beautiful tiny house nestled in the stunning Rocky Mountains of Colorado! This tiny house is a marvel of modern efficiency, located in Woodland Park, the "City Above the Clouds." Come make this your home base for adventure - with a cute mountain town at your doorstep for all your conveniences. Woodland Park is only 20 minutes west of Colorado Springs, 15 minutes to Manitou Springs, 15 minutes to Pikes Peak Highway, and 20 minutes to Florissant.

The Bonnyville Suite
Cozy Inlaw Suite in the Bonnyville Neighborhood nestled within the center of the city with easy access to I-25. Have fun with all the local entertainment that downtown Colorado Springs has to offer. See the top of Pikes Peak, Olympic Training Center, Air Force Academy, Zoo, hike Garden Of The Gods & Seven Falls. Experience the many breweries & wineries in our area. Walking distance from grocery store, coffee shops, a park, trails, and a small shopping center.

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!

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 family-friendly rentals
Family-friendly home rentals with a hot tub

The Love Nest

Purple Mountain Chalet, Views, Hot Tub, Game Room

Fawn Cabin, On 5 Private Acres With Hot Tub!

Pub - Hot Tub - Fire Pit

Private Basement*HotTub*Washer+Dryer*Full Kitchen*

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

The Black Forest Estate

Indigo A Frame | Dog Inclusive, Hot Tub, Secluded
Family- and pet-friendly home rentals

Lucky Llama A-Frame|Views |Fireplace|Dogs Welcome!

Quaint and Historic Studio Cabin

Enjoy a Rocky Mountain winter escape

The Clubhouse

Red Door Cabin

Creekside Cabin Near Pikes Peak

Off-grid, Earthen home in the forest!

Skyfall Valley Cabin
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

2BD Luxury Condo, Cocktail Lounge, Beautiful Views

Settlers Pass apartment to experience Colorado

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 | G$33,250 GYD | G$34,296 GYD | G$34,296 GYD | G$33,041 GYD | G$36,596 GYD | G$38,687 GYD | G$42,242 GYD | G$40,151 GYD | G$36,596 GYD | G$36,178 GYD | G$34,505 GYD | G$39,106 GYD |
| 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 vacation rentals that are family-friendly in Woodland Park

Total vacation rentals
Explore 120 vacation rentals in Woodland Park

Nightly prices starting at
Woodland Park vacation rentals start at G$12,547 GYD per night before taxes and fees

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

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

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




