Guesthouse vacation rentals in El Paso County

Charming Guesthouse in Historic Old Colorado City!

Nestled in a peaceful, tree-lined neighborhood, this cozy guesthouse is just minutes from downtown Colorado Springs or the heart of historic Old Colorado City. Enjoy the nearby local shops, restaurants, galleries, & more. Perfect for couples or solo travelers looking for a relaxing base to explore the city. Whether you're here for outdoor adventures, a romantic getaway, or a quiet retreat, you’ll feel right at home. No pets, smoking, parties, or events. Guests must be 21+ with ID on profile.

Hillside cottage retreat. Walk to downtown!

Walking distance to downtown our cottage has everything you need for a comfortable stay. King size bed in upstairs bedroom that has its own TV, sitting area and large closet. Main level has a well equipped kitchen with cooktop, counter top over, microwave and instant pot air fryer/pressure cooker combo. Washer and dryer in kitchen. Each level has its own AC/heat units. Outside we have easy parking and a large patio with gas grill. Easy base camp to see everything the Springs has to offer.

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

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.

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!

✮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

Earthy Chic Casita in Prime Location

Escape to Cheyenne Casita, a 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, Private Entrance & Private Deck. Huge Cal King Size Bed. Located 2 blocks from PINECREST WEDDING VENUE. Short drive to Spruce Mountain Ranch Wedding Venue. Direct access to National Forest, Palmer Lake #2 Reservoir Hiking Trail, Creek Side Trail. Tennis & Pickle Ball Courts in the backyard. Rackets provided! Palmer Lake is 2 mins away, 2 adult SUPs available. Great fishing! A/C available May-Sept. No smokers, marijuana, or vape users and no pets allowed.

A-Frame Country Cabin

A-frame cabin is situated on a 5-acre rural property just beyond the city limits - it is a detached mother-in-law suite, located 200 ft from our main residence. The cabin includes a loft w/a queen-sized bed, a single pullout couch, & a mini kitchen. It faces eastward, away from the mountains. Ideal for those seeking a peaceful countryside retreat, note that access to the bedroom is via a spiral staircase, and the property is serviced by well water. Owner maintained & operated.

3C's cottage

Quaint, SAFE, n SECLUDED. A bright, FUNKY cottage, 2 adults only (21yr). Fully furnished apt. Kitchen w/gas stove n "Sharing" cabinet w/coffee n tea bar. 50" UHD TV/Wifi in living room. 2 dogs live on premises and often come to visit. This visit is about YOU! We want U comfortable while enjoying r area close 2 mountains, trails, shopping, restaurants n brewery's. Don't hesitate to see about last minute availability. +420 if you want 2 be. Permit #: STR-033

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.

The Carriage House | Central | Mountain Views

Welcome to your new retreat in downtown Colorado Springs! This modern, stylish, and private guesthouse is nestled in a historic neighborhood. A new build, professionally designed for your comfort, offers walkability to nearby attractions. Embrace the local culture as you explore the downtown scene. Enjoy the perfect blend of old-world charm and modern amenities, making your stay unforgettable.