Guesthouse holiday rentals in Downtown Colorado Springs

4.99 out of 5 average rating, 281 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.

LocationFamilyDecor

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, 491 reviews

Private Carriage House | Walk to downtown & CC

Permit# STRP-25-0807 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.

FamilyLocationCondition

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, 297 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)

FamilyLocationSleep quality

4.98 out of 5 average rating, 113 reviews

*Hot Tub* | Walk Downtown | Cozy Sunroom

Experience the beauty of downtown Colorado Springs in this stunning, private guest house! ☕️🚶‍♂️ QUICK 5-10 minute WALK downtown to restaurants, stores, bars + coffee shops ⛰️ Quick drive to Garden of the Gods, Pikes Peak, & USAFA! 🔥🛁 Private backyard with turf, pergola, patio furniture & HOT TUB 👩‍💻 Fast Fiberoptic WiFi w/ dedicated workspace, & Smart TV 🧑‍🍳 Fully-stocked kitchen 🅿️ Free Driveway & Street Parking in front of House 🔥❄️ Room by room climate control 🧺 Washer/Dryer

LocationValueIndoor spaces

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, 260 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

ValueFamilyAccuracy

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

ValueFamilyHospitality

A modern living space features a light-colored sectional sofa complemented by a decorative pillow. A coffee table sits on a soft area rug, and wall art depicting various scenic views is displayed. A large TV is mounted on the wall, with a side table nearby.

4.97 out of 5 average rating, 405 reviews

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

ValueFamilyBathroom

4.92 out of 5 average rating, 1108 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

LocationFamilyAmenities

A cozy outdoor seating area features a round table surrounded by four chairs on a stone patio. A vibrant orange umbrella provides shade, while lush greenery and decorative elements create an inviting space. The fence adds privacy to the charming setting.

4.97 out of 5 average rating, 954 reviews

Cozy Solar Cottage on the West Side

My cottage is centrally located, close to downtown. Garden of the Gods, road to Pikes Peak, & Colorado College are minutes away. The interior is quaint and cozy, but has a roomy, fully stocked kitchen. The outdoor space is peaceful and relaxing. I have a detailed list of restaurants & things to do. There is access to nearby urban trails. A comfy queen bed awaits! Coffee shop and breakfast are within walking distance. I'm sorry, but the space can't accommodate children under 5.

ValueLocationHospitality

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, 525 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

FamilyValueHiking

The guesthouse exterior features a welcoming porch with wooden steps leading to the front door. The green siding is complemented by a wooden overhang, and decorative details are seen around the entrance, framed by lush greenery.

4.93 out of 5 average rating, 107 reviews

Guesthouse in Old Colorado City

Discover this cozy studio-style guesthouse in the heart of Old Colorado City. Perfect for a comfortable and functional stay, the space features a queen-size bed, a fully equipped kitchen with all essential appliances, and a private bathroom with a shower. Ideal for couples or solo travelers, it offers the perfect blend of comfort and convenience in a vibrant urban setting, just steps away from local shops, restaurants, and historic attractions.

LocationValueWalkability

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

Keep it simple at this peaceful and centrally-located place. Stay in this freshly renovated space in a quiet neighborhood just north of downtown Colorado Springs. Located in the peaceful Bonnyville neighborhood, you will be close to shopping, dining, brew pubs, parks, trails, and a PikeRide electric bike hub. The kitchen is well equipped, and has a few basic staples, including coffee. There is a grocery store just two blocks away.

FamilyLocationCondition

Popular amenities for Downtown Colorado Springs guesthouses

Kitchen

Wifi

Free parking on premises

Air conditioning

Family-Friendly guesthouses

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, 120 reviews

The Loft on Rock Creek

LocationFamilyAmenities

5.0 out of 5 average rating, 15 reviews

*NEW* Broadmoor Carriage House Retreat

LocationAccuracyView

A cozy living area features a navy sofa adorned with two decorative pillows. Two patterned armchairs complement the seating. A flat-screen TV is mounted on the wall above a wooden cabinet, with two framed floral prints enhancing the decor. Natural light filters through the windows.

4.98 out of 5 average rating, 62 reviews

Amazing Views in Old Colorado City Area

ValueLocationLaundry

4.88 out of 5 average rating, 83 reviews

Gentilly House

LocationValueAccuracy

4.97 out of 5 average rating, 60 reviews

Green Haven: Smart Projector, Yard, & Fire Pit!

LocationFamilyWalkability

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.

5.0 out of 5 average rating, 42 reviews

Ivywild Hideaway -Luxurious New Build Private Yard

FamilyLocationAmenities

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.

5.0 out of 5 average rating, 31 reviews

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

LocationHikingCondition

4.84 out of 5 average rating, 38 reviews

Welcome to Rancho Cucamonga West

ValueLocationCondition

Guesthouses with a patio

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, 163 reviews

Urban Float - Heated Indoor Pool/HotTub & Firepit

ValueLocationIndoor spaces

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

ValueLocationView

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, 123 reviews

Earthy Chic Casita in Prime Location

LocationFamilyAir conditioning

A uniquely shaped cottage is surrounded by tall trees, with soft lighting highlighting its architectural features. A stone pathway leads to the entrance, while decorative outdoor lights add a touch of charm to the serene woodland setting.

4.98 out of 5 average rating, 124 reviews

The Enchanted Hobbit Cottage

FamilyValueIndoor spaces

4.97 out of 5 average rating, 392 reviews

Tesla's Cottage

LocationValueBathroom

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, 143 reviews

The Hive: *Hot Tub + Patio Oasis*

LocationFamilyCheckout

Guesthouse in Garden of the Gods

A welcoming sitting area features two cozy chairs and a central wooden table, framed by large windows that showcase stunning mountain views. A telescope is positioned near the window, and potted plants add greenery to the bright space.

5.0 out of 5 average rating, 170 reviews

Walk to Garden of the Gods | Hot Tub | Epic Views!

LocationValueCondition

4.79 out of 5 average rating, 147 reviews

OCC Trailhead Retreat

ValueLocationHeating

Guest house rentals with a washing machine and dryer

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

FamilyValuePets

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

LocationValueAccess

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.

4.8 out of 5 average rating, 474 reviews

The Happy Cottage - Historic Downtown Dairy

FamilyLocationParks

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

ValueLocationLayout

A bright living area is shown with a comfortable sectional sofa adorned with decorative pillows. A coffee table sits in front, and a dining table is set for four. Large windows allow natural light, and a door leads to outdoor space bordered by a wooden fence.

5.0 out of 5 average rating, 217 reviews

Cheyenne Cottage | Mins from Broadmoor + hiking

FamilyValueGetting 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, 291 reviews

Private Hot Tub, Sauna & Mountain Views

ValueFamilyBathroom

An open living area features a comfortable seating arrangement with a dark leather sofa and decorative pillows. A well-lit dining table is set for four, with a vase of yellow flowers on display. The bright blue front door offers immediate access to the outside.

4.97 out of 5 average rating, 240 reviews

Cozy Casita

LocationFamilyTV

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.