Guesthouse holiday rentals in Downtown Colorado Springs

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, 489 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.

LocationFamilyAccess

4.99 out of 5 average rating, 278 reviews

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.

LocationFamilyAir conditioning

A spacious kitchen area features modern stainless steel appliances, including a gas range and refrigerator. The kitchen island, with four metal chairs, offers ample prep space and a sleek granite countertop. Bright natural light enters through the windows, enhancing the open layout.

4.95 out of 5 average rating, 296 reviews

Saint Vrain Carriage House - your downtown escape!

The Saint Vrain Carriage House is a 650+sq ft apartment above a detached garage where you can walk to downtown Colorado Springs! -10 minute walk to coffee shops, restaurants, and bars -Short walk to local parks and trails -Convenient to Colorado College and the Olympic Training Center - 1 mile from UC Health/Memorial Hospital Central -15 minute drive to Garden of the Gods -Full kitchen -Wifi -Keyless entry -Washer/Dryer -King-size bed -Bright and spacious living room/kitchen (Permit STR-1422)

FamilyValueTV

A modern living area features a large window that allows natural light to brighten the space. A comfortable leather sofa is complemented by a stylish coffee table and a cozy armchair. A television is positioned nearby, against a backdrop of light-colored walls and decorative artwork.

4.98 out of 5 average rating, 259 reviews

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

ValueLocationHiking

The backyard features a spacious hot tub with steps leading up to it, surrounded by lush greenery and a wooden fence for privacy. The patio area allows for relaxation and enjoyment outdoors, making it an inviting retreat.

4.94 out of 5 average rating, 249 reviews

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

LocationValueAir conditioning

The guest house is surrounded by lush greenery, featuring a tranquil reflecting pond adorned with water lilies. Two lounge chairs are positioned on the patio, inviting relaxation. A pathway lined with low lighting leads through the garden, enhancing the serene outdoor space.

4.93 out of 5 average rating, 151 reviews

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.

ValueLocationCondition

An outdoor space features a circular fire pit surrounded by four seating chairs, complemented by a patio table and umbrella. Lush greenery and wooden fencing provide privacy, with a house visible in the background under a partly cloudy sky.

4.94 out of 5 average rating, 142 reviews

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

LocationValueLaundry

A sunroom features large windows allowing natural light to fill the space. A wicker couch with decorative pillows sits alongside a glass coffee table. An EGG chair and a dining table for four are also present, along with potted greenery adding a touch of nature.

4.98 out of 5 average rating, 112 reviews

*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

ValueFamilyHiking

4.92 out of 5 average rating, 1,106 reviews

✮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

ValueLocationCheckout

The open living area showcases a stylish leather sofa paired with a wooden coffee table, complemented by decorative cushions. Natural light floods the space through skylights and windows. A fully equipped kitchen is visible in the background, along with a cozy dining area.

4.98 out of 5 average rating, 122 reviews

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

LocationFamilyLong stay

A cozy living area is showcased with a plush sofa adorned with two soft yellow pillows. A wooden coffee table sits in front, complemented by warm tones from the multicolored wood ceiling. A painting of serene fields is displayed on the wall, adding to the inviting atmosphere.

4.98 out of 5 average rating, 100 reviews

Ivywild Cottage ~ Cozy, Historic, Artistic Retreat

Come disconnect and enjoy artistically-inspired ambiance in SW Colorado Springs' charming historical Ivywild neighborhood. With optimal accessibility to Cheyenne Canyon (5 min), the Broadmoor Hotel (3 min), downtown (10 min) and Manitou Springs (15 min), our cottage is perfect for visitors seeking a unique stay. Situated behind our main house, guests have their own private driveway, outdoor patio area, and entire cottage to enjoy. Also check out our IG page, @ivywild_cottage!

FamilyValueAir conditioning

A bright living area features turquoise walls and a cozy sectional sofa adorned with colorful throw pillows. A coffee table holds various items, and vibrant artwork decorates the walls. Light enters through windows framed with patterned curtains, creating a welcoming space.

4.96 out of 5 average rating, 524 reviews

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

LocationFamilyBiking

Popular amenities for Downtown Colorado Springs guesthouses

Kitchen

Wifi

Free parking on premises

Air conditioning

Family-Friendly guesthouses

4.88 out of 5 average rating, 82 reviews

Gentilly House

ValueFamilyHospitality

A modern living area features a comfortable sofa with decorative cushions, positioned in front of a television. An inviting kitchenette is visible in the background, showcasing sleek cabinetry and appliances. Natural light enters through a nearby window, enhancing the bright ambiance of the space.

4.93 out of 5 average rating, 44 reviews

Pike’s Peak Residence

ValueLocationCheckout

The guesthouse is nestled among tall trees, featuring a front porch with steps leading to a pathway. Natural vegetation surrounds the area, creating a serene setting. The exterior showcases a combination of stone and wood elements, complementing the surrounding landscape.

4.98 out of 5 average rating, 66 reviews

Guesthouse in Rock Creek Canyon

LocationOutdoor spacesQuiet

Guesthouse in Woodland Park

5 out of 5 average rating, 12 reviews

Summit Studio of Woodland Park w/ Hot Tub - 338290

LocationIndoor spacesQuiet

A cozy outdoor seating area is illuminated by string lights and features a fire pit at the center of a wooden table. Two mugs are placed on the table, contributing to a warm atmosphere. The background shows a set of stairs leading to a private entrance.

4.88 out of 5 average rating, 59 reviews

The Comfy Springs Guest Suite

LocationValueLong stay

5 out of 5 average rating, 13 reviews

*NEW* Broadmoor Carriage House Retreat

LocationSleep qualityLaundry

A cozy sitting area is highlighted by a warm-toned leather sofa and a stylish lamp on a side table. The kitchen is visible in the background, featuring wooden cabinetry and modern appliances. Natural light is provided by a window, enhancing the comfortable ambiance.

4.95 out of 5 average rating, 21 reviews

Tesla's Cottage

LocationValueIndoor spaces

The Loft on Rock Creek is nestled among trees, with a serene stream flowing nearby. The exterior features a multi-level porch with steps leading to a warmly lit entrance, framed by a picturesque landscape of mountains and greenery.

4.8 out of 5 average rating, 119 reviews

The Loft on Rock Creek

LocationValueAmenities

Guesthouses with a patio

An outdoor patio area features a fire table at the center, surrounded by a sectional seating arrangement. The view includes distant mountain silhouettes against the evening sky, with subtle lighting enhancing the serene atmosphere.

4.94 out of 5 average rating, 84 reviews

Pikes Peak Views | Downtown | Fire Pit | Grill

FamilyLocationSleep quality

An indoor pool area features a 35 ft heated swimming pool underneath a spacious glass enclosure. Two swan-shaped pool floats rest on the water, while lounge chairs are positioned along one side, providing a relaxing atmosphere. Natural light streams through the large glass walls.

4.91 out of 5 average rating, 161 reviews

Urban Float - Heated Indoor Pool/HotTub & Firepit

ValueFamilyLaundry

4.97 out of 5 average rating, 389 reviews

Tesla's Cottage

LocationValueLayout

5 out of 5 average rating, 19 reviews

Treehouse Loft | Views + Whirlpool Tub for 2

LocationKitchenNearby

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, 53 reviews

Cozy two bedroom cottage

LocationFamilyGetting around

5 out of 5 average rating, 80 reviews

Private Guesthouse w/Patio, Downtown, CoS College

FamilyLocationWalkability

4.94 out of 5 average rating, 156 reviews

Charming Cabin Studio• steps to Cafe! Fenced patio

FamilyValueKitchen

An open-concept living space features a modern kitchen with stainless steel appliances and a granite countertop. A cozy seating area includes two chairs and a brown sofa. Natural light streams through the windows, complemented by green plants throughout the room.

5 out of 5 average rating, 42 reviews

Ivywild Hideaway -Luxurious New Build Private Yard

LocationFamilyCondition

Guest house rentals with a washing machine and dryer

A modern kitchen is showcased with white cabinetry and a dark blue accent wall. Open shelving holds a variety of dishes and plants, while vibrant orange pendant lights illuminate the space. A retro black refrigerator adds a stylish contrast against the bright kitchen decor.

5 out of 5 average rating, 30 reviews

Nordic Design 1 Bed, 1 Bath Standalone w/ Mtn View

LocationQuietHiking

A comfortable living area features a gray sofa adorned with green accent pillows. Soft natural light enters through two windows, which are dressed with sheer and dark curtains. A table and lamp complete the setting, providing a cozy and inviting space.

4.96 out of 5 average rating, 150 reviews

Cozy Cottage on the Rock Island Trail

LocationValueGetting around

Guesthouse in Cascade-Chipita Park

A private outdoor area features a hot tub surrounded by a leafy plant and softly lit with string lights. A small table and two chairs offer a cozy space for relaxation, with a colorful wall hanging adding a warm touch to the ambiance.

4.83 out of 5 average rating, 288 reviews

Private Hot Tub, Sauna & Mountain Views

ValueFamilyHeating

A modern kitchen features stainless steel appliances, including a washer and dryer, refrigerator, and oven with a vent hood. Natural light enters through two windows above the sink, complemented by wooden countertops and a central work island.

4.9 out of 5 average rating, 116 reviews

The 1951 Shop

FamilyLocationIndoor spaces

A spacious room is highlighted by custom metallic epoxy floors in calming hues. A large bed sits at one end, adorned with floral-patterned cushions. A cozy purple chair and a flat screen TV complete the setting. Natural light enters through multiple windows, enhancing the colorful decor.

4.98 out of 5 average rating, 611 reviews

Peacock Manor Private Cottage with L2EV Charger

LocationValueAccuracy

A bright living area features a brown leather sofa paired with two light-colored armchairs. Natural light streams through large windows, partially dressed with shades. A round coffee table is centered on the hardwood floor, surrounded by a dining table and chairs nearby.

4.98 out of 5 average rating, 55 reviews

The Corona Street Cottage

LocationFamilyParking

A well-equipped kitchen is shown, featuring modern stainless steel appliances and ample countertop space. Unique lighting fixtures hang above a large island, complemented by high-backed stools. Natural light filters through the windows, highlighting dark cabinetry and open shelving displaying various kitchen items.

4.95 out of 5 average rating, 218 reviews

Rock Island Studio

ValueLocationParks

Superhost

A bright living area features a cozy sofa adorned with decorative pillows. A small white coffee table sits in front, arranged with shells and a magazine. A wall-mounted TV is positioned opposite the window, which allows natural light to illuminate the space. A vibrant artwork of a cow adds character.