Family-friendly vacation rentals in Gleneagle

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Top-rated family-friendly rentals in Gleneagle

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Colorado Springs

4.96 out of 5 average rating, 295 reviews

The Haven at Ivywild

Enjoy staying in a modern hideaway nestled in the heart of the Ivywild neighborhood. Walk just 1 block down to the popular Ivywild School. Drive 5 minutes to downtown, and less than 10 minutes to Cheyenne Cañon, the Broadmoor, the zoo, Old Colorado City and Manitou. You're in an ideal spot to explore much of the fantastic food, drink, hiking, and sights that CO Springs has to offer. Or sit back and enjoy a beautiful view of the front range mountains while relaxing on the patio. Permit: STR-0691

Guest favorite

Guest suite in Downtown Colorado Springs

4.95 out of 5 average rating, 362 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.

Guest favorite

Guest suite in Colorado Springs

4.97 out of 5 average rating, 317 reviews

Hospitality House

Our home is located in the Black Forest area of Colorado Springs. We have a spectacular view of Pikes Peak; we hope that folks will have a relaxing and refreshing time while staying with us. Guest area is the lower part of our home, about 2100 square feet. Private entrance, two bedrooms, media room (larger TV, board games, study area), full bathroom, common area with pool table. Guest area is secure with a locked door for privacy and security; door connects lower level with host living level.

Guest favorite

Guest suite in Monument

4.94 out of 5 average rating, 277 reviews

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.

Guest favorite

Guesthouse in Old Colorado City

4.97 out of 5 average rating, 857 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.

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 Colorado Springs

4.97 out of 5 average rating, 479 reviews

Sunny House in Bonnyville

Updated with a modern feel, this mid-century house has everything you need to feel right at home while visiting. Two blocks from a grocery store, coffee shops, a park, trails, and a small shopping center for anything else you need. Six minute drive to the heart of downtown or the Olympic Training Center. Less than 10 minutes to Garden of Gods and UCCS. About 15 minutes to Manitou Springs, the Air Force Academy, and most other destinations like Cheyenne Mountain Zoo, and Pike's Peak.

Guest favorite

Guest suite in Monument

4.92 out of 5 average rating, 259 reviews

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.

Guest favorite

Rental unit in Monument

4.96 out of 5 average rating, 191 reviews

"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.

Guest favorite

Guesthouse in Palmer Lake

4.95 out of 5 average rating, 225 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

Guest favorite

Guesthouse in Colorado Springs

4.94 out of 5 average rating, 173 reviews

Rustic Bunkhouse in Black Forest

Retreat from civilization in this beautiful log bunkhouse in the forest. Stroll among the ponderosa pines or sit by the lake on our sprawling 40 acres. Only 10 minutes northeast of Colorado Springs and 20 minutes to the heart of the Air Force Academy. This 1 bedroom (queen), 1 bath also has a 5-bed sleeping loft that sleeps 8 (one queen futon, two double, two single top bunks) and a full kitchen.

Guest favorite

Guest suite in Colorado Springs

4.93 out of 5 average rating, 408 reviews

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!