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.

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Guest favorite

Cabin in Divide

4.89 out of 5 average rating, 293 reviews

Pineridge Cabin

Pineridge Cabin is a cozy honeymooner's get-away nestled on a wooded hillside at 9,400 feet above sea level. It is located nine miles from Cripple Creek, to the south, and nine miles from Divide, to the north, and thirty-fives miles west of downtown Colorado Springs. Approximately forty-five miles from the Colorado Springs Airport and 122 miles from the Denver International Airport. It offers all of the amenities of home except a washer and dryer but the scenery and views well make up for it.

Superhost

Home in Woodland Park

4.9 out of 5 average rating, 129 reviews

Fall Sale!Bear Paw-Family/Pet frdly/HOT TUB!

Nestled among aspen and pine trees, a quiet retreat from the hustle and bustle of the big city, we bring you Bear Paw Haven! This Mountain charm home has 3 bedrooms, and 3 bathrooms and can sleep up to 10-11 guests. The living rooms have two queen size sofa beds. You will be in a beautiful suburb but feel like you’re alone way up in the mountains. Do you want that cabin that feels like an escape? This is the home for you. The hot tub is hot and ready! We do the best we can to disinfect our home

Guest favorite

Home in Woodland Park

4.84 out of 5 average rating, 146 reviews

Woodland Escape~3Acres of CO Mt. life~Min to town

"The Woodland Escape" sits secluded on 3 private acres of quintessential Colorado land, but is less than 2 minutes away from town, offering you the best of both worlds. This location offers many activities to keep you busy all week long! Hike to the top of the private land, and get picturesque views of Pike's Peak. House offers a fire pit, foosball, air hockey, 110" projector screen and a hot tub! House is within 20 minutes of CO Springs area. Small events are allowed at an additional fee.

Guest favorite

Cabin in Woodland Park

4.87 out of 5 average rating, 367 reviews

Cabin In Woodland Park with Pikes Peak View

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

Guest favorite

Cabin in Larkspur

4.97 out of 5 average rating, 144 reviews

Lodge at Pinecone Hollow-sleeps 4+ & 420 friendly

Pinecone Hollow is nestled right in between Denver and Colorado Springs & has been carefully set up for those who love nature, open spaces, outdoor activities and/or just stay in and enjoy the quiet of remote living. If you want to be "Off the Grid" or just get a reprieve from the daily grind of city life, this place is it. Quiet nights, plenty of wildlife & beautiful scenic views. There is WiFi, DISH T.V and more!!! Hiking, scenic drives, bird watching, puzzles and so much more to do!

Guest favorite

Home in Woodland Park

4.98 out of 5 average rating, 216 reviews

Black Bear Cabin above the Clouds, Woodland Park

This charming and luxurious cabin above the clouds offers all the amenities you want and all the space you need. This idyllic cabin is perfect for couples’ trips, family getaways, or snowy retreats with old friends. Just a short walk from town, Black Bear Lodge offers plenty of attractions and activities. For those looking for rest and relaxation, the storybook cabin features an open-concept kitchen with space to cook, room to chat, and a patio with seating and a hot tub to unwind in.

Guest favorite

Townhouse in Colorado Springs

4.87 out of 5 average rating, 702 reviews

Private Cozy Home Walk to Garden of the Gods

This sunny home on the border of Manitou Springs is the quintessential small town getaway. It is a short walk to Garden of the Gods park which makes it convenient for exploring. We intentionally provide most everything you need for a comfortable, relaxing stay. Enjoy the best of Colorado Springs - hike, explore, or simply relax in nature. It is the perfect home base for visitors of US Olympic Training Center, Pikes Peak, Manitou Springs, Colorado College, UCCS, Seven Falls, and more.

Guest favorite

Guesthouse in Colorado Springs

4.98 out of 5 average rating, 559 reviews

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

Our peaceful and relaxing Mountain Retreat is in Ute Pass off of U.S. Hwy 24 halfway between Colorado Springs and Woodland Park. Enjoy our 624 sq ft cabin above our double garage with its fully fenced and gated yard and nearby Fountain Creek. Love the mountain air at 7500 ft elevation. Enjoy Colorado at its best! Enjoy your 5 star stay with us and don't hesitate to ask us anything! We now have a garage that comes with your stay. It will not accommodate a large pickup truck.

Guest favorite

Cabin in Cascade-Chipita Park

4.87 out of 5 average rating, 321 reviews

Mountain Marriott

This eclectic mountain cabin is the perfect retreat. The beautiful mountain views make this a wonderful place to get away with your family, a fun romantic weekend or a business trip and sink your teeth into the wild beauty of Colorado. A 13min Drive to Colorado Springs or Woodland Park and only 5 minutes away from Manitou Springs. Plenty of near by hiking trails and scenic adventures. Our cabin is equipped with WiFi, Netflix, Disney+, Hulu, books, a soaking tub & a propane grill.

Guest favorite

Cabin in Florissant

4.92 out of 5 average rating, 479 reviews

Fawn Cabin, On 5 Private Acres With Hot Tub!

Fawn Cabin is an authentic mountain cabin that truly says Colorado! Set on 5+ acres with beautiful views and privacy. Enjoy the relaxing sounds of nature from the deck, soak in the hot tub, and just relax. Enjoy viewing the deer and other abundant wildlife that are right outside the door. Just 20 minutes from Cripple Creek, 20 minutes from the South Platte river in Eleven Mile Canyon, 10 minutes from Florissant Fossil Beds. Two hours from Denver. One hour from Colo Spgs.

Guest favorite

Cabin in Cripple Creek

4.87 out of 5 average rating, 469 reviews

The Fortress at Pikes Peak Cripple Creek Wifi/Spa

Click on "more about the space" below for info on pet fees and also cleaning fees for groups of 5 or more. This is a magical place and you'll feel it as soon as you arrive. It's where the "purple mountain majesties" reside from Katharine Lee Bate's "America the Beautiful". Sit in the living room and take in the magnificent views. 12 months per year, the Fortress at Pike's Peak provides a fantastic getaway. Every picture of views in the listing was taken from the deck.

Superhost

Rental unit in Manitou Springs

4.79 out of 5 average rating, 367 reviews

Manitou Loft

Manitou Loft is located in the Heart of Downtown Manitou Springs. Newly remodeled, sleeps 6, with a full kitchen for cooking. Amazing balcony overlooking Main Street, with beautiful views of Downtown Manitou. Shopping, great restaurants, and hiking right out the front door. Private parking for 1 regular size vehicle ( oversized vehicles will not fit) Very Steep stairs to enter Loft, if you have trouble with stairs this isn't the place for you.