Guest house holiday rentals in Colorado Springs

Earthy Chic Casita in Prime Location

Escape to Cheyenne Casita, a newly-built, stylish, cozy, 1 bed/1 bath home. Perfectly nestled near the mountains in a vibrant, historic neighborhood in a prime location. Whether you are looking for ideal hikes, historic landmarks, or want to indulge in the best local cuisine, you are near it all. Ideal for couples, business visitors, or solo travelers—this inviting space offers the perfect blend of convenience and tranquility. Cheyenne Casita is a safe space for everyone. Permit ASTRP23-1224

A Retreat in the Woods by a Lake & Mountain Views!

Detached guesthouse with private entrance and deck sleeps 2 ADULTS in huge king size bed + 2 KIDS in loft. Located 2 blocks from PINECREST WEDDING VENUE. Hiking trails, access to Nat'l Forest + mountain reservoir. Tennis court in backyard. Pickle ball rackets provided!Open space in back Palmer Lake is 2 mins away, 2 adult SUPs available to you. Great fishing! Shared (but private) space includes a hot tub, fire pit. A/C available May-September. No smokers, marijuana, or vape users. No pets.

New Luxury 1 - Bed Near Downtown

This brand-new build (730 sq. feet) is modern with extra touches of comfort including heated bathroom floors, a smart bathroom mirror, walk-in bedroom closet, vaulted ceilings, and a Rokutv so you can stream your favorite shows. A small private balcony and yard space mean you can enjoy the Colorado sun. Easily access everything Colorado Springs has to offer as this home is a short drive from incredible hiking as well as downtown. Please note: this home is above a garage which is used regular

Across from the Park with Fenced Yard and Hot Tub

★Directly across Memorial Park - Velodrome, Play Sets, ice skating, walking trail around lake, YMCA Rec Ctr w/swimming/fishing ★Walk 0.5 mi to local Switchback coffee ★1.3 mi to dwntwn COS ★Short drive to CO College, Garden of the Gods, Pikes Peak, USAFA ★Fenced in yard w/firepit, grill, hot tub + yard games ★New king bed ★55" Roku TV w/Apps ★Fast WIFI ★Equipped kitchen: Waffle maker, blender + more! ★FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys ★Free Colorado soda

The Enchanted Hobbit Cottage

An extraordinarily special place. Serene & Peaceful - Seclusion while still only a few miles to Colo Springs & attractions. Pet & everything friendly. Your cottage sits on your own 3 acres, 10 acres to explore. Everything you need for a solo couples retreat. There are playful touches everywhere (you’ll have to see it to understand). Specifically designed and built by your host – to enhance inspiration and vision. Not just pretty words, that’s the truth. Ron‘s first and foremost, an artist.

Zen Garden House

Our 1 bdrm 1 bath guest house is perfect for your Colorado Springs visit. Walk to Colorado College, bike to the heart of downtown, we're less than 10 min. from Old Colorado City, Manitou Springs, great hiking, mountain bike trails, & Garden of the Gods. Located downtown, in the beautiful Old North End, enjoy our Zen Garden and reflecting pond (drained in winter). Our place is great for parents visiting students or adventurer’s. Free street parking. The house is stocked with all you need.

The Happy Cottage - Historic Downtown Dairy

Step into history at this beautifully restored cottage, once the original hose house of the early 1900s Sinton Dairy. Tucked behind the main home, this unique retreat blends historic charm with modern comfort. Enjoy a cozy bedroom with luxury linens, a full bath, and a fully stocked kitchen. Unwind with fast WiFi and free parking included. Located minutes from downtown Colorado Springs and I-25, it’s the perfect mix of character, comfort, and convenience for a memorable stay. Permit #STR0253

Walk to Garden of the Gods | Hot Tub | Epic Views!

Enjoy stunning views of the sun setting behind Pikes Peak through floor-to-ceiling windows! Sip your morning coffee on the private patio as a family of deer wander by. Walk into the Garden of the Gods and then relax in the hot tub beneath the stars. Prepare a delicious meal with everything you need already provided for you; cookware, oils, and spices - and enjoy it with mountain views as your backdrop Discover your ideal Colorado Springs retreat in my lovingly renovated historic guesthouse!

The Hive: *Hot Tub + Patio Oasis*

Come stay with us and experience the best of Colorado Springs, right at your fingertips 🏙️ Explore the vibrant energy of Downtown Colorado Springs ☕ Indulge in delicious meals and caffeine fixes at quaint coffee shops and restaurants 🏞️ Immerse yourself in the stunning rock formations of Garden of the Gods Park 🏛️ Discover the unique character of Downtown Old Colorado City 🏔️ Embark on a journey through Manitou Springs 🏅 Dive into the rich history of sports at the U.S. Olympic Museum

*Walk Downtown* | Cozy Sunroom | Fiber WiFi

Experience the beauty of downtown Colorado Springs in this stunning, private guest house packed with everything you need! ☕️🚶‍♂️ QUICK 5-10 minute WALK downtown to restaurants, stores, bars + coffee shops ⛰️ Quick drive to Garden of the Gods, Pikes Peak, & USAFA! 👩‍💻 Fast Fiberoptic WiFi w/ dedicated workspace, & Smart TV 🧑‍🍳 Fully-stocked kitchen! 🅿️ Free Diagonal Street Parking in front of House 👕 Washer/Dryer in house 🔥❄️ Brand new HEAT/AC with room by room climate control

Pet friendly | King bed | Mountain Views | central

Enjoy a comfortable and relaxing stay in this private vacation suite. The bedrooms feature one king bed and one queen bed, offering a restful retreat after a day of exploring. The suite includes a fully equipped kitchenette and an electric fireplace with heat. Step outside and take in the mountain scenery, or head out and enjoy the convenient location—just minutes from the airport, Garden of the Gods, Pikes Peak, the Air Force Academy. The home is located in a safe, quiet neighborhood.

✮Downtown Tiny House✮ ✓Fire pit ✓Grill ✓Roku TV

Stay in a converted tiny house that was once a 1900’s Carriage House. ★Five Star cleaning team trained in disinfecting and sanitation ★4 blocks from downtown COS ★Short drive to CO College, Garden of the Gods, Pikes Peak, USAFA ★Newly landscaped backyard with fire pit + grill. Shaded patio with seating ★32" TV with Roku w/apps ★Business Travel: Keyless entry + fast wifi ★Fully equipped kitchenette: hot plate, microwave, mini fridge, pots, pans, Keurig + more! ★FREE Colorado-made soda