Holiday rentals with outdoor seating in Downtown 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

Spotless Cozy Stay - Near Downtown & Mem Hospital

Private bungalow near downtown Colorado Springs, perfect for couples, families, remote workers, and business travelers. Relax with a Queen memory foam bed, fully equipped kitchen, coffee bar, fast Wi-Fi, Smart TV, A/C, and private BBQ patio. Walk to Memorial Hospital Central, parks, trails, and coffee. Minutes from Garden of the Gods, Manitou Springs, Colorado College, the Olympic Training Center, dining, and top attractions. MESSAGE ME and I will help you plan your trip! Hosted by local owners

Romantic&Family Retreat+Hot Tub+Fireplace+Downtown

► Minutes to Downtown Colorado Springs, Colorado College, Garden of the Gods, and the Air Force Academy ► Family-friendly and romantic retreat ► Private backyard with hot tub and outdoor fireplace ► Park with playground next door ► Fully equipped chef’s kitchen ► Nest mattress with organic cotton bedding ► Dog-friendly+enclosed backyard ► In-unit washer and dryer ► Board games, books, yoga mats, plus! ► Complimentary local organic coffee and tea ► Designed by a boutique NYC interior design firm

Modern Cottage with Hot Tub, close to Downtown

This cozy cottage features everything you need to make your stay in Colorado Springs perfect. The living area has large windows with mountain views and the kitchen features a counter/bar, upgraded stainless appliances, and quartz countertops. Both bedrooms are light and bright, with the main bedroom overlooking the backyard. The backyard has a private patio with a hot tub and gas barbeque. Located in a quiet neighborhood, close to downtown restaurants, Colorado College and Garden of the Gods.

✦The Vintage Tudor✦ Firepit┃TVs┃Hot tub┃Downtown

★5 Star cleaning team trained in disinfecting + sanitation ★2 blocks to downtown & to local coffee ★Short drive to CO College, Garden of the Gods, Pikes Peak, USAFA ★Fenced in yard w/FIREPIT, HOT TUB & GRILL ★Smart TVs in living room & both bedrooms w/Hulu & Netflix ★BRAND NEW★ comfortable beds! ★Equipped kitchen ★FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby moniters + more! ★BUSINESS: FAST WIFI, KEYLESS ENTRY, charging stations & G00gle Home ★Driveway parking ★Free Colorado beer

☀Downtown☀ Hot tub┃Fire pit┃Fenced backyard┃Murals

★Five Star cleaning team trained in disinfecting and sanitation ★1 mile to downtown COS ★Short drive to CO College, Garden of the Gods, Pikes Peak, USAFA, UCCS ★Brand new 4-person HOT TUB ★LANDSCAPED backyard w/FIREPIT & GRILL ★50” Smart TV w/ Samsung+ (basic channels + apps) ★Comfortable new KING bed ★Family friendly: Pack 'n play, high chair, toys, baby monitors + bath ★FAST WIFI & G00gle Home for BUSINESS TRAVEL ★Fully equipped updated kitchenette ★Driveway parking ★Free Colorado soda

✴Modern Victorian✴ ✔Dwntwn ✔Firepit ✔Waffle maker

★Five Star cleaning team trained in disinfecting and sanitation ★4 blocks to downtown ★Short drive to Garden of the Gods, Pikes Peak, USAFA ★Walkable to Colorado College ★4 blocks to local coffee, Wild Goose ★Spacious backyard w/FIREPIT & GRILL ★Incredibly comfortable beds! ★Fully Equipped kitchen ★BUSINESS TRAVEL: FAST WIFI & KEYLESS ENTRY ★40” Apple TV in living room w/Direct TV, Sling TV, Hulu & Netflix ★Modern, sunny space ★Family friendly ★Washer/dryer ★Free Colorado soda

Luxury Escape at 5-Star Madison House in Colorado

Welcome to our charming, beautifully renovated 2BR/1BA retreat in the historic Old North End! Perfect for couples and pet lovers, our home features styled concrete flooring, luxury linens, a spa-style bathroom, arcade games, a fenced yard, and more. Walk to downtown, parks, and Colorado College! A $250 security deposit will be collected before arrival and refunded 2 days after checkout, provided there is no damage. Enjoy complimentary wine, chocolate, and a truly memorable stay!

Walkable to Dwntown | Spa Shower | Firepit | Grill

✨ Downtown Zen — a serene spa-style retreat for couples, creatives & small families 🔥 Firepit lounge, grill & outdoor dining under string lights 🛁 Dual rainfall shower w/ teak floor & pebble walls 🛋️ Plush queen bed + sofa sleeper, open mid-century layout 🎬 Smart TV, fast Wi-Fi, keyless entry & self check-in 🐾 Pet friendly + pack ’n play, high chair & family games 🍳 Equipped kitchen: gas stove, coffee, blender, cookware 🚶 Walk to downtown shops, breweries & art districts

Historic Craftsman ★ Fire pit┃Waffle Maker┃Near CC

✓LOCATION: Walk to Switchback Coffee┃1.0 mi to Colorado College┃1.5 mi to downtown┃Short drive to Garden of the Gods, Pikes Peak, USAFA ✓OUTDOORS: Sit under the string lights on a private fenced in patio w/smokeless firepit & grill ✓ENTERTAINMENT: Movie loft & living room w/Roku TVs, fast WIFI & games ✓EQUIPPED KITCHEN: Keurig, Chemex, waffle maker, blender, etc ✓FAMILY FRIENDLY: Pack N Play, high chair, stroller, toys, monitors +more ✓Mountain views ✓Complimentary local soda

Private Modern Oasis • Hot Tub • Pikes Peak Views

Unwind in style at this modern 2-bedroom, 1-bath home located just 1.2 miles from downtown Colorado Springs. As the last house on a quiet street, you’ll enjoy unmatched privacy and serenity—ideal for a relaxing getaway or a focused work-from-home stay. Savor your morning coffee in the fully equipped kitchen, or take a short stroll to explore charming coffee shops and local restaurants nearby. We take pride in offering a clean, comfortable, and thoughtfully curated stay.

420 Van Gogh Get HIGH Tiny Home

New Cannabis themed tiny home with a touch of class located just minutes from the heart of downtown! Immerse yourself in the artwork of Vincent Van Gogh and enjoy some of Colorado's amazing nature. The perfect relaxation spot after a day of exploring the beauty of the Springs! LGBTQ+ Friendly! The home is stocked with full kitchen, huge HD TV, recliner sofa, Queen Sleep Number bed, R.O. filtered water, and everything you need to feel right at home. STR# 24-0697