Holiday rentals with breakfast in Colorado Springs

Private, Unique, Romantic & near Downtown/Hiking

The Jungle Hut is a unique, immersive and romantic experience for lovers, adventurers, or anyone wanting to escape. The sounds of the jungle will welcome you as enter the property while the decor sets the scene. The Jungle Hut is an exotically and uniquely furnished 5-star property offering an unforgettable stay. It inspires romance and adventures in the Springs while being private and serene. It is located close to downtown and only minutes away from hiking and various attractions! ASTRP-260614

Family · Location · Long stay

America's Mountain Retreat

Our house has some of the best views in the city since it backs up to open space., and is close to tons of shopping and eating options. We just added lots of personal touches. It has a vaulted main floor ceiling, commercial grade kitchen, and gorgeous upgraded baths. There are 5 Roku TVs, two of which have Xfinity and Netflix. There’s a huge deck for entertaining and a small balcony off of the master that overlooks the city. We are pet friendly, and welcome your fur babies. Permit A-STRP-24-1051

Location · Value · View

The Hillside Hideout

Answer your call to the mountains at the Hideout! Relax & enjoy time in the spacious apartment! You can expect to feel right at home in our safe neighborhood & you’ll still be close to all that COS and the mountains have to offer! You can be a chef in our full kitchen, or you can enjoy some local eateries! Breakfast options & snacks await to fuel your exploration. Tons of things to do & see, but it might be hard to leave the cozy Hideout! I can't wait to host for you!(Permit#A-STRP-22-0138)

Family · Location · Access

Central • Patio • Fenced Yard • Firepit • Parks

★ "This location is PERFECT if you'll be exploring around Colorado Springs or the surrounding area. it's located pretty much close to everything!" ☞ Pet friendly ☞ Backyard doggy door ☞ Walk, Bike or Drive 1 mile downtown ☞ 5 mins walk → Memorial Hospital, USOTC, Memorial Park ☞ Fully fenced backyard ☞ Back patio dining, firepit, hammock ☞ 600mbps internet connection ☞ SmartTV 4 mins → Downtown 14 mins → Garden of the Gods 15 mins → Manitou Springs 17 mins → Colorado Springs Airport

Family · Location · Hospitality

•Clean & Cozy Cottage • Trail front

•✨Top rated clean, fragrance free & allergy friendly •✨Electric fireplace •✨Walking Trail •✨Toys, high chair, pack & play with mattress, stroller & bath available on request •✨Handicap accessible •✨Ceiling fans in each room and air conditioning (uncommon here) The Duplex is a side & front unit, no shared walls (The home has a split-level layout, which provides separation between the Airbnb space. Guests have a private space with no shared walls, barely connected only at the front doors).

Family · Value · Indoor spaces

WALK Downtown|Pet Friendly|Fully Fenced Yard|BBQ

We’re here to make your dream trip effortless and unforgettable. Whether you’re planning a family getaway, a spontaneous adventure, or celebrating a special occasion, our team is ready to assist every step of the way. With modern amenities, inviting spaces, and thoughtful touches designed for comfort and convenience, you’ll feel right at home. Relax, recharge, and create lasting memories during a stay that’s tailored to make every moment truly special.

Location · Family · Laundry

The Trolley Car in Colorado Springs

Fall in love with OCC while you unwind in this restored trolley car! Your home away from home will give you a quiet night’s sleep in a cozy bed with fresh linens. Prepare your own meals or simply take a short stroll to nearby restaurants and shops. There’s tons for you to do just minutes from the trolley and with so much to explore you’ll be glad you’re close to this space to sit back and relax! Permit # A-STRP-24-0243

Location · Value · Backyard

Cheyenne Canyon Getaway

This cosy space is the happy in-between of a quiet getaway and a centrally located space near most of Colorado Springs' major attractions. Within walking distance to hiking & bike trails, hop and skip from the Broadmoor, and a 10 minute drive to downtown Colorado Springs. Explore Cheyenne Mountain Zoo, Seven Falls, and Stratton Open Space all in one day!

Location · Value · Backyard

Colorado Springs Private Guest Suite near the AFA

Retreat to this amazing Black Forest secret! The guest suite, with a private entrance off the main house, is located on 5 wooded acres in Black Forest on the north end of Colorado Springs. It's an ideal location as you are in close proximity to I25, the Air Force Academy, Garden of the Gods, hiking, restaurants, shopping, and so much more!

Value · Family · Hiking