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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.

Superhost
Home in Woodland Park
Bear Paw-Family/Pet friendly/HOT TUB/TREES!
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
Nov 8 – 15
$227 per night
4.89 out of 5 average rating, 116 reviews
Guest favorite
Cabin in Woodland Park
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
Oct 20 – 27
$92 per night
4.87 out of 5 average rating, 328 reviews
Guest favorite
Cabin in Cascade-Chipita Park
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.
Mar 26 – Apr 2
$117 per night
4.86 out of 5 average rating, 287 reviews

Popular amenities for Woodland Park family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Home in Florissant
Hot Tub * Large Kitchen * Great Views * Hiking
Apr 12 – 19
$140 per night
4.9 out of 5 average rating, 114 reviews
Guest favorite
Home in Woodland Park
Woodland Escape~3Acres of CO Mt. life~Min to town
Apr 4 – 11
$578 per night
4.82 out of 5 average rating, 132 reviews
Guest favorite
Cabin in Divide
Pineridge Cabin
Oct 4 – 11
$165 per night
4.88 out of 5 average rating, 260 reviews
Guest favorite
Cabin in Cripple Creek
The Fortress at Pikes Peak Cripple Creek Wifi/Spa
Oct 15 – 22
$206 per night
4.86 out of 5 average rating, 415 reviews
Guest favorite
Cabin in Woodland Park
Woodland Park Haven - Perfect for your Getaway!
Jan 29 – Feb 5
$239 per night
4.95 out of 5 average rating, 134 reviews
Guest favorite
Home in Colorado Springs
The Rockrimmon Retreat: minutes from CO wonders!!!
Aug 10 – 17
$175 per night
4.87 out of 5 average rating, 317 reviews
Guest favorite
Guesthouse in Manitou Springs
Hot Tub @ "The Nest" Manitou Springs Central
Sep 13 – 20
$230 per night
4.93 out of 5 average rating, 399 reviews
Guest favorite
Tiny home in Colorado Springs
Casa Hovel
Aug 16 – 23
$198 per night
4.92 out of 5 average rating, 272 reviews
Guest favorite
Townhouse in Palmer Lake
The Mountain Hideaway- Views, Spa, Adventure
Aug 21 – 28
$220 per night
4.95 out of 5 average rating, 201 reviews
Superhost
Home in Colorado Springs
Corona Cabana - Hot Tub BBQ Top Attractions
Nov 1 – 8
$124 per night
4.96 out of 5 average rating, 423 reviews
Guest favorite
Guesthouse in Colorado Springs
Guesthouse 420 patio, romantic setting.
Mar 24 – 31
$105 per night
4.99 out of 5 average rating, 229 reviews
Superhost
Guest suite in Colorado Springs
⫸Cozy Retreat⫷ Fire Pit┃Peloton┃Corn Hole┃Hot Tub
Jul 10 – 17
$186 per night
4.87 out of 5 average rating, 1070 reviews

Family- and pet-friendly home rentals

Guest favorite
Cabin in Manitou Springs
Keithley Pines Bristlecone Cabin
Oct 11 – 18
$158 per night
4.94 out of 5 average rating, 637 reviews
Guest favorite
Cabin in Florissant
Twin Rock Cabin, Family, Kids & Dog Friendly!
Dec 21 – 28
$166 per night
4.94 out of 5 average rating, 128 reviews
Guest favorite
Home in Woodland Park
Black Bear Cabin above the Clouds, Woodland Park
Feb 19 – 26
$221 per night
4.98 out of 5 average rating, 206 reviews
Superhost
Cabin in Lake George
Idlewild Ridge Ranch House
Apr 20 – 27
$149 per night
4.95 out of 5 average rating, 161 reviews
Guest favorite
Guesthouse in Colorado Springs
Rustic Bunkhouse in Black Forest
Oct 11 – 18
$159 per night
4.93 out of 5 average rating, 151 reviews
Guest favorite
Cabin in Larkspur
Lodge and Pinecone Hollow-sleeps 4+ & 420 friendly
Dec 20 – 27
$124 per night
4.97 out of 5 average rating, 119 reviews
Guest favorite
Cabin in Cripple Creek
Secluded Mountain Cabin, WiFi, Gorgeous Views!
May 20 – 27
$158 per night
4.93 out of 5 average rating, 297 reviews
Guest favorite
Apartment in Larkspur
Mesa View Apartment
Jan 14 – 21
$92 per night
4.92 out of 5 average rating, 206 reviews
Superhost
Bungalow in Manitou Springs
Tiny House n the River in Downtown Manitou Springs
Oct 5 – 12
$130 per night
4.74 out of 5 average rating, 324 reviews
Guest favorite
Home in Colorado Springs
Beautiful new home in a great neigh
Jan 16 – 23
$94 per night
4.83 out of 5 average rating, 236 reviews
Guest favorite
Cabin in Florissant
Relaxing Mountain Home with Pike's Peak View
May 3 – 10
$221 per night
4.96 out of 5 average rating, 136 reviews
Guest favorite
Cabin in Colorado Springs
Still Water Ranch-Private quiet farm house
Jan 19 – 26
$138 per night
4.94 out of 5 average rating, 116 reviews

Family-friendly home rentals with a pool

Superhost
Ranch in Florissant
cabin*pets, indoor pool, lake, hot tub, climbing
Jun 11 – 18
$277 per night
4.87 out of 5 average rating, 79 reviews
Chalet in Cascade-Chipita Park
FOUR SEASON MOUNTAIN RETREAT W/VIEW BY CO SPRINGS
Apr 14 – 21
$289 per night
4.8 out of 5 average rating, 10 reviews
Home in Colorado Springs
44ft indoor heated lap pool—Sleeps 20
Oct 23 – 30
$679 per night
4.73 out of 5 average rating, 15 reviews
Home in Colorado Springs
6BR House w/ Pool & Water Slide, HotTub, Peak View
May 6 – 13
$443 per night
4.49 out of 5 average rating, 103 reviews

Quick stats about vacation rentals that are family-friendly in Woodland Park

Total rentals

170 properties

Wifi availability

170 properties include access to wifi

Rentals with dedicated workspaces

120 properties have a dedicated workspace

Pet-friendly rentals

60 properties allow pets

Total number of reviews

10K reviews

Nightly prices starting at

$70 before taxes and fees

Destinations to explore