Holiday houses in Downtown Colorado Springs

A bright bedroom features a spacious bed adorned with an orange quilt and various decorative pillows. Soft lighting comes from pendant fixtures, adding warmth. A window, partly covered by light curtains, allows natural light to fill the room, while a small bedside table complements the decor.

4.95 out of 5 average rating, 394 reviews

Wildflower Cottage | Fenced Yard | 1 mile D-Town

★ " What a beautiful cottage! A lot of effort was clearly made to make this space resonate homey comfort!" ☞ Pet friendly ☞ Fully fenced backyard w/ dog door ☞ Walk, Bike or Drive 1 mile downtown ☞ 5 mins walk → Memorial Hospital, USOTC, Memorial Park ☞ Fully fenced backyard ☞ Back patio dining, charcoal BBQ, hammock ☞ SmartTV ☞ 18 mins to Garden of the Gods, C/S Airport, Manitou ☞ Fully equipped kitchen ☞ Private parking Perfectly sized for 2 guests and a kiddo. Human and/or the furry kind!

Guesthouse in Downtown Colorado Springs

The historic Victorian house features a prominent turret, multiple gables, and a wrap-around porch. Lush green trees surround the property, complementing the blue exterior with shingled walls. A manicured lawn stretches in front, enhancing the classic architectural details.

4.98 out of 5 average rating, 476 reviews

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.

Apartment in Colorado Springs

A private hot tub is positioned in the backyard, illuminated in soft purple light. The surrounding area features decorative string lights in nearby trees, enhancing the ambiance. A wooden fence provides privacy, while stone pathways connect to the inviting outdoor space.

4.95 out of 5 average rating, 433 reviews

✦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

Home in Old Colorado City

The rooftop patio features two Adirondack chairs positioned beside a firepit with glowing flames. A distant view of sunset hues fills the sky, surrounded by green trees. A soft throw blanket rests on one of the chairs, inviting guests to relax and enjoy the scenic landscape.

4.99 out of 5 average rating, 133 reviews

Rooftop Patio w/ MTN & City VIEW I Modern

Recently constructed, our townhome is the perfect spot to experience everything COSprings has to offer! From our thriving downtown, to the epic natural surroundings- you'll be close to it all! *4 bedrooms & 3.5 bathrooms *rooftop patio w/ firepit and views of the mountains AND city! *fully equipped kitchen with modern appliances *fully fenced backyard with BBQ *central AC! *0.4 miles from the Pinery event venue! *10 min to Red Rock Canyon & Garden of the Gods! *5 min to DT A-STRP-25-1019

The exterior of a modern black house is shown, featuring a metal roof and large windows. A concrete driveway leads up to the entrance, accompanied by an outdoor seating area with chairs and a fire pit. Surrounding greenery adds a natural touch.

4.97 out of 5 average rating, 247 reviews

Casita Noir | King Bed | Fireplace | Fenced Yard

Casita Noir is a private house with high end furnishings, perfect for your next trip. Near Downtown and I25. Walkable to Prospect Lake / Memorial Park (Labor Day Lift Off), Hillside Garden for concerts / weddings, and Switchback Roasters. Custom built construction with thoughtful touches to enhance your stay. You'll wake up well rested in our very comfortable king size bed, make yourself an espresso or tea to enjoy in front of the fireplace, and at the end of the day relax on the patio.

A bright living room is presented with large windows allowing natural light to fill the space. A comfortable grey couch is centered on a light wood floor, complemented by an orange vintage chair and a modern red chair. A simple coffee table sits in front, enhancing the inviting atmosphere.

4.89 out of 5 average rating, 848 reviews

✴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

The backyard features a private hot tub beside an outdoor dining table and firepit area, all under string lights that create a warm ambiance. A wooden fence provides seclusion, enhancing the tranquil setting surrounded by grassy areas and trees.

4.96 out of 5 average rating, 425 reviews

☆Hillside Haven☆ Hot Tub┃Fire Pit┃Dog Run

STR Permit #A-STRP-23-1485 ★5 Star cleaning team trained in disinfecting + sanitation ★Walk 5 blocks to local Switchback coffee ★1.0 mile to downtown COS ★Short drive to CO College, Garden of the Gods, Pikes Peak, USAFA ★Fenced in yard w/FIREPIT + GRILL + HOT TUB ★60" Smart TV in living room & 50" Smart TV in master w/Apps + ★FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys! ★BUSINESS: Fast wifi, keyless entry + desk area ★Equipped kitchen ★Free Colorado soda

Apartment in Downtown Colorado Springs

A queen-sized bed with an ornate wooden headboard is positioned in the center of the room, adorned with floral bedding. Bedside tables with lamps sit on either side, and a framed landscape painting is displayed on the wall. A doorway leads to another room, enhancing the open feel.

4.96 out of 5 average rating, 210 reviews

Golden Suite, 1BR, downtown/CC

Beautiful, spacious Victorian, private 1 bedroom suite to enjoy downtown Colorado Springs. Includes a workspace that is great for business travelers. 1 block from Colorado College, and 1 1/2 blocks from a 7-11 convenience store. Walking distance to Monument Valley Park, where you can walk, run or ride your bike! Close to the heart of downtown Colorado Springs restaurants and nightlife, and a 5-minute drive to Old Colorado City. Easy access to many attractions in Colorado Springs!

Bungalow in Colorado Springs

4.98 out of 5 average rating, 157 reviews

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!

An outdoor seating area features a firepit surrounded by comfortable lounge furniture. A large umbrella provides shade for the dining table set with several chairs. Lush greenery is visible along the fence, and a partly cloudy sky adds to the serene ambiance.

4.95 out of 5 average rating, 170 reviews

Dwntwn Bungalow w/ King Bed, Fenced Yard & Hot Tub

►Less than 1 mile from downtown ►Minutes to OTC, Short drive to Colorado College, Garden of the Gods, Pikes Peak, USAFA ►3 blocks to local coffee ►Fenced in yard with dining furniture, yard games, FIREPIT & GRILL ►Smart TVs in living room & bedroom ★BRAND NEW★ comfortable king & queen bed! ►FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys + more! ►Fully equipped kitchen ★WAFFLE MAKER★ ►BUSINESS TRAVEL: Fast WIFI, keyless entry, desk ►Free Colorado soda

The exterior of a modern two-story home is showcased, featuring a blend of white and natural wood siding. A front porch with seating overlooks a well-maintained lawn, while a gravel driveway leads to a garage. Lush greenery and trees provide additional privacy.

4.96 out of 5 average rating, 116 reviews

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.

Superhost

An open concept living space showcases a comfortable love seat and a wooden coffee table. A modern kitchen with white cabinetry and a black refrigerator is visible. Natural light flows in through two windows, highlighting the warm wood flooring and neutral wall color.

Apartment in Colorado Springs

4.81 out of 5 average rating, 530 reviews

Downtown Boutique Boulder Suite

Stay in a stylish, newly renovated upstairs apartment in the heart of Colorado Springs. This design-forward space features a cozy king bedroom, open-concept living area, and a fully equipped kitchen with bar-top dining. Relax with Smart TV, fast WiFi, and in-unit washer/dryer. Enjoy a sleek tiled shower and thoughtful decor throughout. Minutes from downtown shopping and dining, and close to Colorado College—perfect for a seamless, comfortable stay. Permit #STR0899

Popular amenities for Downtown Colorado Springs holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Downtown Colorado Springs

Home in Old Colorado City

5 out of 5 average rating, 17 reviews

The Scarlett Rose

4.94 out of 5 average rating, 81 reviews

Townhouse in Broadmoor

The Romantic Frannie with Private Spa

Guesthouse in Old Colorado City

The kitchen features a large wooden island with seating for four. Modern appliances, including a stainless steel refrigerator, are visible along with white cabinetry. Warm light is provided by stylish pendant lights hanging from the ceiling, and window treatments allow natural light to filter in.

4.98 out of 5 average rating, 44 reviews

Cozy two bedroom cottage

Apartment in Downtown Colorado Springs

A cozy living room features a green couch, complementing a round glass coffee table on a patterned rug. A window allows natural light to fill the space, while a work area with a white desk is visible in the background. Decorative accents add a touch of color.

4.94 out of 5 average rating, 80 reviews

Downtown Vintage Place-Walk to Downtown!

Apartment in Downtown Colorado Springs

A modern living area is featured, incorporating an open layout with a cozy seating arrangement. A flat-screen television is positioned against one wall, complemented by an inviting rug. The kitchen area is visible, highlighting bar seating with stylish stools and sleek cabinetry.

5 out of 5 average rating, 56 reviews

Luxury Downtown Retreat

Home in Downtown Colorado Springs

A cozy living area features a comfortable sectional sofa complemented by a decorative coffee table. Warm wood walls create a rustic vibe. A doorway leads to a bedroom, while a window invites natural light, enhancing the space's welcoming ambiance.

4.91 out of 5 average rating, 57 reviews

ᨒ Stylish Urban Basecamp | 2 Blocks to Downtown ᨒ

An outdoor space features a hot tub surrounded by trees, with a fire pit and four white Adirondack chairs arranged around it. A mini putting green can be seen in the background, while string lights glow softly, creating a warm ambiance as the sun sets.

4.98 out of 5 average rating, 94 reviews

Hot Tub • Fire Pit • Mini Golf | Downtown Escape