
Family-friendly vacation rentals in Woodland Park
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Top-rated family-friendly rentals in Woodland Park
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Mountain Sanctuary - Family Retreat
Mountain town getaway and sanctuary! In Pike National Forest with great hiking/running trails walking distance from the home. Camping, fishing, picnics, and hiking trails within a short drive. Old town Woodland Park has family entertainment and restaurants. Short drives include Manitou Springs, Santa's Workshop, Cave of the Winds, Garden of the Gods, and Pike's Peak! Cozy up with two woodburning fireplaces and large family rooms. Outdoor patio with private hot tub, firepit, grill, & dining table

Cozy Forest Escape w/ Hot Tub & Scenic Views
Indulge in the ultimate retreat experience at the enchanting Tecumseh Lodge, nestled near Pike's Peak, a mere 15-min drive from downtown Woodland Park. Escape to a haven designed for serenity seekers, nature lovers and remote workers alike. Wake up to a golden sunrise on our spacious deck with cozy furniture and a warming space heater. In the evening, unwind in our hot tub, surrounded by all the stars & nature. Book your escape at Tecumseh Lodge for a luxurious blend of comfort and nature.

Blissful Mountain Escape: Wi-Fi>HotTub>Fenced Yard
Escape the mundane life cycle into this Majestic, Cozy Mountain escape, nesting within reach of several Ski Slopes, Scenic Hiking/Biking trails, or just unwinding admits nature, A perfect basecamp for relaxing after nature adventures! Perfect for a Romantic Coupleâs Retreat, Anniversaries, or a true Family Getaway centrally located in Woodland Park (City Above the Clouds) with convenient reach to Pikes Peak Rocky Mountain Range, 30 mins to Garden of the Gods, and 13 minutes to Manitou Springs.

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!

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 đ¤

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 Treehouse Escape | Near Pikes Peak+Views
Welcome to the Treehouse - Your Colorado Getaway. Perched high in the trees with panoramic views, a HUGE bathtub, coffee bar with local coffee, two decks, and KING sized bed, youâll never want to leave. This completely remodeled, octagon treehouse is just 15 minutes from most attractions in Colorado Springs and 5 minutes from the famous Pikes Peak Highway and gorgeous hiking trails - you are right in the middle of plenty to do while also being tucked away in your own little forest paradise.

Rainbow Trail A-Frame Hot Tub |Firepit| StarGazing
This recently renovated A-frame cabin is nestled on 2 acres of tranquil, forested land surrounded by aspen and pine trees â the perfect mountain escape. Unwind in the private hot tub, warm up by the cozy wood-burning stove, or gather around the outdoor fire pit for a night under the stars. Plus, with the addition of our Star Gazing Net in June 2025. Near Divide, Florissant, and Woodland Park, 45-minute drive from Colorado Springs, 1.5 hours from Breckenridge skiing, and 2 hours from (DIA).

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

Charming Mountain Retreat with private HOT TUB
Welcome to Mini Maison, the coziest tiny home in Woodland Park! Whether you're looking to unwind and refresh or explore the natural beauty the area has to offer, our beautifully decorated home was curated with comfort and luxury in mind. We're located just 10 minutes from Pikes Peak, the most visited mountain in the USA. Garden of the Gods, Manitou Springs and Cave of the Winds are also nearby. Come enjoy the Colorado mountains, our private and peaceful retreat is waiting for you!

Romantic Lakefront Cabin - Hot Tub-VIEWS!
Whether youâre a couple seeking a romantic escape or a small group looking for a relaxing retreat, our lakefront cabin offers the perfect blend of cozy charm and stunning mountain views. Unwind with serene lake vistas from the deck and take in breathtaking sunsets that light up the sky each eveningâcreating unforgettable moments together. Located just 45 minutes from Colorado Springs, the cabin is also near exciting attractions. Book NOW!
Popular amenities for Woodland Park family-friendly rentals
Family-friendly home rentals with a hot tub

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

Mountain charm -Hot Tub, pups, mtn. views

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

Rustic cabin charm w/ hot tub, arcade basketball

New! A-Frame w/ Hot Tub + Stargazing Dome

Aspen Grove AFrame | Hot Tub | Firepit

Luxury Creekside Glamping Tent w/ Hot Tub & Views

Lost Antler Lodge(6)-hottub/3acres/near town/views
Family- and pet-friendly home rentals

Timberwood Cabin

đ˛A-Frame on Palmer Lakeđ˛ FirepitâFoosballâGrill

Moose Cabin â Lake Views & Private Hot Tub

Barrel Sauna, Fire Pit, Views & Fenced Backyard

Chipita Park Creekside Retreat

Enjoy a Rocky Mountain winter escape

Downtown Old Colorado City with Panoramic Views

The HeartRock House in Cascade
Family-friendly home rentals with a pool

2 Bedroom Cottage with Kitchen on 3 acres

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

Cheerful home w/pool & hot tub in quiet area

Sunshine Mountain , experience true Colorado!

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$33,234 GYD | G$34,279 GYD | G$34,279 GYD | G$33,025 GYD | G$36,578 GYD | G$38,668 GYD | G$42,222 GYD | G$40,131 GYD | G$36,578 GYD | G$34,279 GYD | G$35,742 GYD | G$37,623 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$10,451Â GYD per night before taxes and fees

Verified guest reviews
Over 10,330 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
120 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 guestsâaveraging 4.9 out of 5!
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- Cabin rentals Woodland Park
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- Rentals with a patio Woodland Park
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- House rentals Woodland Park
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- Rentals with a washer and dryer Woodland Park
- Rentals with outdoor seating Woodland Park
- Tiny house rentals Woodland Park
- Rentals with breakfast Woodland Park
- Rentals with a fire pit Woodland Park
- Rentals with a hot tub Woodland Park
- Family-friendly rentals Teller County
- Family-friendly rentals Colorado
- Family-friendly rentals United States
- Red Rocks Amphitheatre
- Old Colorado City
- Royal Gorge Bridge and Park
- Cheyenne Mountain Zoo
- Cheyenne Mountain State Park
- Cave of the Winds Mountain Park
- Staunton State Park
- Mueller State Park
- Castlewood Canyon State Park
- Colorado Wolf and Wildlife Center
- Roxborough State Park
- Red Rock Canyon Open Space
- University of Denver
- The Broadmoor Golf Club
- Colorado Springs Pioneers Museum
- Helen Hunt Falls
- Pikes Peak - America's Mountain
- Rocky Mountain Dinosaur Resource Center
- The Broadmoor World Arena
- Royal Gorge Route Railroad
- Colorado College
- Fiddlerâs Green Amphitheatre
- Seven Bridges Trail
- Miramont Castle Museum




