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

Private Carriage House | Walk to downtown & CC

Permit# A-STRP-22-0164 The Carriage House is located on a beautiful property adjacent to an 1889 Queen Anne Victorian, loaded with 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-min drive to Old Colorado City. You’ll love the neighborhood, walkable to the urban city center, and private entrance. Our place is good for couples, solo adventurers, and business travelers.

Charming Guesthouse for 2 by Pikes Peak/Mtn Views!

SOUTHWESTERN CHARM FOR 2 at PIKES PEAK! Welcome to the Sanctuary, a luxurious 1930s guesthouse at the base of Pikes Peak with MOUNTAIN VIEWS and just minutes from all COLORADO SPRINGS & MANITOU SPGS attractions, shops, restaurants, & hiking trails! AMENITIES INCLUDE: original wood floors, ceiling vigas, kiva fireplace, queen bed with luxury linens, mini kitchen stocked with gourmet coffees, teas and homemade cookies, full bath with specialty soaps/shampoos, private patio, and outdoor labyrinth.

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

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

Colorado’s Cozy Corner cottage in mountains

Colorado’s Cozy Corner is a cute home that is close to everything, making it easy to plan your visit. The photos on the walls will inspire you, featuring incredible places in the springs you can visit. While the decorations and modern style of the space will leave you excited to come home after your adventures. This home has two bedrooms, a full bathroom, a full kitchen, a nice living space to relax in, outdoor picnic table and fire pit! It is located in a quiet neighborhood. A-STRP-24-0213

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.

Urban Float - Heated Indoor Pool/HotTub & Firepit

Discover your perfect Colorado Springs getaway – a stylish 2-bedroom guesthouse with an indoor pool/hot tub blending mountain views 🏔️ & urban convenience 🏖️. 🏊‍♀️ Enjoy a year-round dip in your 35 ft heated indoor pool, reserve time slots on our shared calendar. 🍽️ Cook delicious meals in the fully equipped kitchen. 🔥 Sit back and relax in your 7-person hot tub 🪵 Gather around the fire pit in the private backyard. 📍 Explore the Olympic Training Center, shops, & restaurants nearby.

Cozy, private, serene getaway in the woods

Serene studio apartment, stand alone structure in a beautiful ponderosa pine forest. This quiet apartment has a king sized bed, full bath with bathtub, a kitchenette with Keurig coffee maker, microwave, toaster oven, mini fridge, sink, dishes etc. There is a desk/ dedicated work space and Wifi. A TV, love seat and coffee table. A private neighborhood walking trail one block away that goes to a pond. Free on site parking. Coded door entry. Provided toiletries and snacks. And sunset view.