
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.

Little Woody's Hideaway-(4)DownTown - 329662
License 329662. 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 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 🤗

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

Pikes Peak BrightStar Boutique!
Kick back and relax in this calm, stylish Boutique Tiny Home. Pikes Peak Brightstar Boutique is a unique one-of-a-kind Tiny Home with many creature comforts such as AC/Dual Heating system, internet connected TV, Washer/Dryer, vibrant lighting and a gorgeous loft with magnificent views of Pike Peak from the moment you wake up. The unit also features a spacious Tiny Home bathroom, stocked K-Cup Coffee maker and full kitchen to cook home cooked meals. Extremely cozy, quiet and entertaining!

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

A-frame, Tiny home, Hot tub, 3 acres, Sleeps 4!
Kick back and relax in this stylish tiny home A-frame on 2 acres for a romantic getaway or time with your family. • Hot tub • Sleeps 4 • Indoor fire place & outdoor propane fire pit • Fully stocked coffee bar provided • Board games • Off-road trails & rentals in town all year • 15 minutes to Pikes Peak Entrance • 25 mins to Cave of the Winds • 35 mins to Garden of the Gods • Secluded & outside of city limits, yet minutes to town • 45 minutes to CO Springs Airport

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.

Cabin Getaway: Hot Tub, Sauna & Mtn View, 43 acres
Historic Mountain Retreat at Eagle Ridge Escape to your private mountain retreat at Eagle Ridge, where rustic charm meets modern comfort. This stunning handcrafted 360 sq ft cabin, nestled on a gated 43-acre estate, offers breathtaking panoramic views of Pikes Peak and access to forest and meadow trails. It is the perfect place to celebrate birthdays, anniversaries, honeymoons, or simply enjoy a personal retreat surrounded by the beauty of Colorado.

Tiny House Retreat
Unplug from the hustle and bustle and wake up to blue skies, rustling leaves and crisp mountain air! But don't worry about roughing it - our tiny home is strategically situated near local shops, eateries, and markets, ensuring you have everything you need just a stone's throw away. After a day of exploring rugged trails and capturing awe-inspiring vistas, unwind in a space that boasts modern comforts like hot showers, comfortable bedding, and Wi-Fi.

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

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

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

Fawn Cabin, On 5 Private Acres With Hot Tub!

Dogs YES, Hot Tub, 2 Decks, Fireplace, Scenic View

Mountain charm -Hot Tub, pups, mtn. views

Sugar Shack -1930's Cabin-Downtown & Dog Friendly

Newly Remodeled Cabin: Hot Tub, Fireplaces, Loft

Rustic Railway Retreat - 10 min from Co Springs

Rhapsody in Blue
Family- and pet-friendly home rentals

Quaint and Historic Studio Cabin

Rock Rest Eco-Cabin

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

Creekside Cabin Near Pikes Peak

Red Door Cabin

The HeartRock House in Cascade

Private Studio Comfort with a view

Off-Grid 1 Room Cabin Nestled in the Pines, 420 OK
Family-friendly home rentals with a pool

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

Quite Spacious Apt w/ Game Table, Bball Court

Urban Float - Private Heated Pool/HotTub & Firepit

Settlers Pass apartment to experience Colorado

Cheerful home w/pool & hot tub in quiet area

Sunshine Mountain , experience true Colorado!

Spacious, Mountain Views, Heated Pool, & Sunroom!

Rustic Historic Colorado Mountain Cabin Pikes Peak
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$33,264 GYD | G$34,310 GYD | G$34,310 GYD | G$33,054 GYD | G$36,611 GYD | G$38,703 GYD | G$42,259 GYD | G$40,167 GYD | G$36,611 GYD | G$36,192 GYD | G$34,519 GYD | G$39,121 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$12,552 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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