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, 487 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.

4.99 out of 5 average rating, 275 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.

The kitchen features modern appliances, including a refrigerator and coffee maker. A spacious island with a light quartz countertop serves as a dining area. Illuminated pendant lights hang overhead, and a comfortable seating area is visible across from the kitchen.

4.94 out of 5 average rating, 545 reviews

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.

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, 607 reviews

Peacock Manor Private Cottage with L2EV Charger

"The place is so cool you really feel like you're in a painting." A private, solar-powered oasis rich with character. Radiant floor heat, window AC, lush queen bed, shower, kitchenette, 50" TV, wi-fi, streaming channels, coffee+tea. L2EV charger. 420 friendly; private patio. (No cigarettes please.) Search "eco-art-home" for my other listing. Named among 2022 "Top 20 Epic Vacation Rentals in C. Springs" by Broke Backpacker & 1 of "3 of the most unique Airbnb in C. Springs" by Springs Mag, 2023

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

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.

4.93 out of 5 average rating, 246 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

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 out of 5 average rating, 166 reviews

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

Enjoy stunning views of the sun setting behind Pikes Peak through floor-to-ceiling windows! Sip your morning coffee on the private patio as a family of deer wander by. Walk into the Garden of the Gods and then relax in the hot tub beneath the stars. Prepare a delicious meal with everything you need already provided for you; cookware, oils, and spices - and enjoy it with mountain views as your backdrop Discover your ideal Colorado Springs retreat in my lovingly renovated historic guesthouse!

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

4.92 out of 5 average rating, 1,099 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

4.98 out of 5 average rating, 121 reviews

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.

Guesthouse in Broadmoor

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

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, 953 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.

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, 520 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

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

4.9 out of 5 average rating, 21 reviews

Serene Acres with Horse Facility.

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

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, 63 reviews

Guesthouse in Rock Creek Canyon

Guesthouse in Woodland Park

5 out of 5 average rating, 12 reviews

Summit Studio of Woodland Park w/ Hot Tub - 338290

4.98 out of 5 average rating, 98 reviews

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.

Guesthouse in Broadmoor

Ivywild Cottage ~ Cozy, Historic, Artistic Retreat

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, 56 reviews

The Comfy Springs Guest Suite

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.

5 out of 5 average rating, 19 reviews

Tesla's Cottage

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, 81 reviews

Pikes Peak Views | Downtown | Fire Pit | Grill

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

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, 149 reviews

Zen Garden House

4.97 out of 5 average rating, 388 reviews

Tesla's Cottage

5 out of 5 average rating, 13 reviews

Treehouse Loft | Views + Whirlpool Tub for 2

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

5 out of 5 average rating, 76 reviews

Private Guesthouse w/Patio, Downtown, CoS College

Superhost

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, 141 reviews

The Hive: *Hot Tub + Patio Oasis*

Guest house rentals with a washing machine and dryer

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, 148 reviews

Cozy Cottage on the Rock Island Trail

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, 287 reviews

Private Hot Tub, Sauna & Mountain Views

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.

4.89 out of 5 average rating, 114 reviews

The 1951 Shop

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, 293 reviews

Saint Vrain Carriage House - your downtown escape!

5 out of 5 average rating, 11 reviews

Guesthouse in Broadmoor

*NEW* Broadmoor Carriage House Retreat

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, 53 reviews

The Corona Street Cottage

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, 217 reviews

Rock Island Studio

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.