Family-friendly holiday rentals in Woodmoor

Windsong Suite~15 min to USAFA~2bed/2bath

New name, new furniture, same wonderful Peaceful Forest Retreat! Mother-in-law suite attached to our home in Pike National Forest! Serene living space complete w/ 2 bed, 2 bath, living room, kitchenette (no stove), deck, TV, internet & deer! Enjoy our secluded forest setting with easy access to the fun sites in Colorado Springs & the Urban delights of Denver. Relax on the deck of our wooded retreat with your morning coffee or while you grill & play corn hole after a fun day of exploring.

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!

Private Lower Level Suite with Peak Views

Clean, cozy, and comfortable private walkout basement apartment with gorgeous views of Pikes Peak and the Air Force Academy. Large bedroom with comfortable queen bed, recently updated full bathroom, kitchenette (please note, no oven or cook top), and large living space with Roku tv, fireplace, and room for more to sleep and hang out. Located in a quiet neighborhood approx. 2 miles from the Air Force Academy, with easy highway access for activities in both Denver and Colorado Springs.

2 King Masters! Mtn Views *Close To AF Academy

Beautiful Custom Colorado Springs Home On 3 Acres. 2 King Master Bedrooms - separate areas of the house. Gourmet Kitchen, Large Dining & Relaxing Private Patio. 12 Minutes To Air Force Academy, 25 Minutes To Garden Of The Gods, 45 Minutes To Denver. Just north of the Air Force Academy. We often have guests here that are going to weddings/events at the Flying Horse, Younger Ranch, Spruce Mountain and Larkspur. Xbox, Foosball, Movies and board games. You'll love it!

"Private Suite in the Forest"

This private unshared 1 bedroom suite is in a home near Monument, the US Air Force Academy, Ford 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.

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

Cozy Private Suite - View of Pikes Peak!

Nestle in at the Stone Falcon private suite with 528 sq ft including kitchenette, living room, bedroom, bathroom and outside sitting area with a view of Pikes Peak all within minutes of the Air Force Academy, Garden of the Gods and Black Forest. Enjoy all the amenities of the city on a one acre lot and you won't even know you're in the middle of a bustling town! Permit # A-STRP-25-0058

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!

Rockrimmon Retreat Hottub - FirePit - Dog Friendly

This house, located in the Rockrimmon neighborhood, is close to countless activities that Colorado Springs has to offer. Take a retreat away in this cozy home that is nestled in the foothills of the Rocky Mountains. We can't wait for you to come enjoy this cozy getaway house.