Family-friendly vacation rentals in Woodland Park

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Top-rated family-friendly rentals in Woodland Park

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Guest favorite

Home in Florissant

4.91 out of 5 average rating, 120 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

Aug 24 – 31

€ 202 per night

Guest favorite

Cabin in Divide

4.89 out of 5 average rating, 266 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.

Apr 7 – 14

€ 184 per night

Guest favorite

Loft in Colorado Springs

4.99 out of 5 average rating, 435 reviews

THE LOFT- Unique, Historic, Majestic Views!

Our Loft is located in the heart of Old Colorado City (OCC). Just 5 mins from Manitou Springs & 5 mins to downtown Colorado Springs. The Loft exudes character from the ceilings, to the exposed brick walls, to the custom hardwood floors. The balcony overlooks city center & has stunning views of Pikes Peak. WALK TO EVERYTHING! Restaurants, shops & bars right out the front door. Due to location, there is potential for noise. NO ELEVATOR. NO PETS/SMOKING ID REQUIRED ON PROFILE/21+ NO PARTIES/EVENTS

Sep 28 – Oct 5

€ 222 per night

Guest favorite

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.

Jan 19 – 26

€ 766 per night

Guest favorite

Guest suite in Colorado Springs

4.94 out of 5 average rating, 324 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.

Dec 20 – 27

€ 104 per night

Guest favorite

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

Apr 13 – 20

€ 114 per night

Guest favorite

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.

Apr 4 – 11

€ 85 per night

Guest favorite

Cabin in Larkspur

4.98 out of 5 average rating, 123 reviews

Lodge and 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!

Dec 10 – 17

€ 150 per night

Guest favorite

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.

Jan 7 – 14

€ 135 per night

Guest favorite

Cabin in Florissant

4.92 out of 5 average rating, 444 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.

Oct 23 – 30

€ 205 per night

Guest favorite

Apartment in Monument

4.95 out of 5 average rating, 175 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.

Sep 16 – 23

€ 120 per night

Guest favorite

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

Jun 25 – Jul 2

€ 115 per night