Family-friendly holiday 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 favourite

Home in Florissant

4.91 out of 5 average rating, 122 reviews

Hot Tub * Large Kitchen * Great Views * Hiking

Are you looking for adventure? Or maybe just a weekend of relaxation? Look no further. My 18-acre paradise close to the heart of Florissant offers it all and more. • Hot tub • Hiking • Full playground and park next door • Fully stocked kitchen • Rollaway bed • Couch bed • Outdoor fire pit • Walking distance to town • Dogs allowed • FREE coffee & tee station • Heated floors • 10 minutes to the Wolf Sanctuary • 1 mins to the nearest grocery store • 15 mins to Woodland Park downtown • 20 mins to Cripple Creek casinos & gold mining town • 25 mins to Pikes Peak entrance • 35 mins to Cave of the Winds • 55 mins to the Co Springs Airport

12–19 Oct

$362 NZD per night

Guest favourite

Cabin in Divide

4.89 out of 5 average rating, 267 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.

23–30 Apr

$326 NZD per night

Guest favourite

Home in Woodland Park

4.82 out of 5 average rating, 133 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.

23 Feb – 2 Mar

$1,359 NZD per night

Guest favourite

Guest suite in Colorado Springs

4.94 out of 5 average rating, 325 reviews

Daisy Todd Cottage Suite, walk to Downtown Co Spgs

Permit# A-STRP-22-0165 The Cottage is a duplex located on a beautiful property adjacent to an 1889 Queen Anne Victorian, with all the charm and character. It's two blocks south of Colorado College, walkable to downtown Colorado Springs, restaurants and dining, nightlife, public transportation nearby, and a 5-minute drive to Old Colorado City. You’ll love the neighborhood, walkable to urban city center, private entrance. Our place is good for couples, solo adventurers, and business travelers.

28 Jan – 4 Feb

$169 NZD per night

Guest favourite

Cabin in Woodland Park

4.86 out of 5 average rating, 333 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

7–14 Dec

$194 NZD per night

Guest favourite

Guesthouse in Colorado Springs

4.97 out of 5 average rating, 812 reviews

Cozy Solar Cottage on the West Side

My cottage is centrally located, close to downtown--within walking distance. Garden of the Gods, road to Pikes Peak, & Colorado College are minutes away. The interior is quaint and cozy, but has a roomy kitchen, fully stocked for preparing food. The outdoor space is peaceful and relaxing. I have a detailed list of restaurants & things to do. You'll love the access to an urban trail (Monument Valley), comfy queen bed, & coffee. A coffee shop and breakfast place are within walking distance.

31 Jan – 7 Feb

$149 NZD per night

Guest favourite

Cabin in Larkspur

4.98 out of 5 average rating, 123 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!

9–16 Dec

$267 NZD per night

Guest favourite

Townhouse in Colorado Springs

4.88 out of 5 average rating, 666 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.

22–29 Oct

$237 NZD per night

Guest favourite

Cabin in Cascade-Chipita Park

4.86 out of 5 average rating, 293 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.

17–24 Aug

$295 NZD per night

Guest favourite

Cabin in Florissant

4.92 out of 5 average rating, 445 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.

2–9 Dec

$363 NZD per night

Guest favourite

Apartment in Monument

4.95 out of 5 average rating, 176 reviews

"Private Suite in the Forest"

This private unshared 1 bedroom suite is in a home near Monument, the US Air Force Academy, Sunset Amphitheatre in Colorado Springs, Castle Rock, Denver Tech Center, Restaurants/Coffee Shops/Brewery, Spruce Mountain, Fox Run Regional Park, Pike Nat. Forest, and many hiking/Nordic trails. It has great I-25 access and is comfortable, quiet, private, on a beautiful treed lot in the residential community of Woodmoor. It features a private entrance and unshared space.

4–11 Nov

$213 NZD per night

Guest favourite

Guesthouse in Palmer Lake

4.95 out of 5 average rating, 207 reviews

Quaint and Historic Studio Cabin

Rustic and eco-friendly this studio guesthouse overlooks the quaint town of Palmer Lake. Within walking distance of all sorts of outdoor recreation and wonderful restaurants. We're a short driving distance from Colorado Springs and the US Air Force Academy, Garden of the Gods and Pikes Peak region. It's the perfect place to relax and recreate while maintaining distance and privacy. We look forward to hosting you! Becky and Phil

3–10 May

$198 NZD per night