Guest house holiday rentals in Colorado Springs

4.98 out of 5 average rating, 117 reviews

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

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, 530 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 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, 255 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.

4.94 out of 5 average rating, 234 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

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.

4.92 out of 5 average rating, 142 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.

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.

4.8 out of 5 average rating, 464 reviews

The Happy Cottage - Historic Downtown Dairy

Step into history at this beautifully restored cottage, once the original hose house of the early 1900s Sinton Dairy. Tucked behind the main home, this unique retreat blends historic charm with modern comfort. Enjoy a cozy bedroom with luxury linens, a full bath, and a fully stocked kitchen. Unwind with fast WiFi and free parking included. Located minutes from downtown Colorado Springs and I-25, it’s the perfect mix of character, comfort, and convenience for a memorable stay. Permit #STR0253

Guest house 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, 156 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!

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.

4.9 out of 5 average rating, 146 reviews

Urban Float - Heated Indoor Pool/HotTub & Firepit

Discover your perfect Colorado Springs getaway – a stylish 2-bedroom guesthouse with an indoor pool/hot tub blending mountain views 🏔️ & urban convenience 🏖️. 🏊‍♀️ Enjoy a year-round dip in your 35 ft heated indoor pool, reserve time slots on our shared calendar. 🍽️ Cook delicious meals in the fully equipped kitchen. 🔥 Sit back and relax in your 7-person hot tub 🪵 Gather around the fire pit in the private backyard. 📍 Explore the Olympic Training Center, shops, & restaurants nearby.

4.91 out of 5 average rating, 1,079 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

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, 137 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.

A spacious living area showcases a cozy sofa adorned with colorful textiles, set against wooden log walls and warm lighting. A staircase made of natural wood curves upward, leading to the sleeping loft. Windows allow natural light to fill the space, offering views of the surrounding forest.

4.94 out of 5 average rating, 199 reviews

Rustic Bunkhouse in Black Forest

Retreat from civilization in this beautiful log bunkhouse in the forest. Stroll among the ponderosa pines or sit by the lake on our sprawling 40 acres. Only 10 minutes northeast of Colorado Springs and 20 minutes to the heart of the Air Force Academy. This 1 bedroom (queen), 1 bath also has a 5-bed sleeping loft that sleeps 8 (one queen futon, two double, two single top bunks) and a full kitchen.

A bright and airy living space features vaulted ceilings and large windows that allow natural light to fill the room. A cozy sofa is paired with two armchairs, accompanied by a dining table set for four. Artwork and plants enhance the inviting atmosphere.

4.98 out of 5 average rating, 129 reviews

The Carriage House | Central | Mountain Views

Welcome to your new retreat in downtown Colorado Springs! This modern, stylish, and private guesthouse is nestled in a historic neighborhood. A new build, professionally designed for your comfort, offers walkability to nearby attractions. Embrace the local culture as you explore the downtown scene. Enjoy the perfect blend of old-world charm and modern amenities, making your stay unforgettable.

Popular amenities for guest house rentals in Colorado Springs

Kitchen

Wifi

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Superhost

A jetted hot tub is set beneath a wooden overhang, surrounded by a brick façade. Colorful chairs in shades of red and blue are positioned nearby, and glass doors provide visibility into the interior space.

4.73 out of 5 average rating, 64 reviews

Neat ground level guest unit 5 minutes from USAFA

A modern kitchen features white cabinetry and stainless-steel appliances, accented by pendant lighting above a spacious island. A neutral countertop contrasts with dark seating at the island. Natural light highlights the open layout, creating an inviting space for meal preparation and casual dining.

4.74 out of 5 average rating, 43 reviews

Sweet Little Private Sanctuary

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.

4.95 out of 5 average rating, 39 reviews

Pike’s Peak Residence

A cozy living area features a brown sofa and two yellow armchairs positioned around a circular coffee table. A TV sits in front of a light-colored media console. A decorative rug covers the floor, and a potted plant adds a touch of greenery to the space.

5 out of 5 average rating, 29 reviews

Garden Cottage Near Downtown/CC

The exterior of a modern cottage is presented, featuring a striking blue facade and stone accents. The pathway leads to a welcoming front door, framed by large windows. Native landscaping with decorative stones and plants complements the natural surroundings of tall trees.

4.95 out of 5 average rating, 43 reviews

Nest in Black Forest, cottage in the pines.

Guest house in Florissant

A lofted area is visible, featuring a spacious bed adorned with decorative pillows. A small work space with two chairs and a desk sits nearby, illuminated by pendant lights. Natural light enters through a window dressed with decorative wooden slats, accentuating the room's handcrafted details.

4.98 out of 5 average rating, 89 reviews

Ponderosa Mtn. Suite - Ski Central, Rustic Charm

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, 90 reviews

Guesthouse in Old Colorado City

A spacious studio is captured, featuring a king bed positioned against a mountain-themed accent wall. A kitchenette with wooden countertops is visible, alongside a sitting area with two light-colored chairs and a round coffee table. Natural light enters through small windows above the bed.

5 out of 5 average rating, 59 reviews

Cozy Carriage House Studio in Old Colorado City

Guest house rentals with a patio

Superhost

A private deck features a hot tub and a hanging chair, surrounded by lush trees and mountain views. Sunlight filters through the tree branches, creating a relaxing outdoor space. The deck allows for leisure and enjoyment of the natural surroundings.

Guest house in Cascade-Chipita Park

4.82 out of 5 average rating, 154 reviews

The Love Nest

5 out of 5 average rating, 27 reviews

Guest house in Elbert

Cozy, charming carriage house on a historic farm

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.

4.93 out of 5 average rating, 71 reviews

Pikes Peak Views | Downtown | Fire Pit | Grill

5 out of 5 average rating, 15 reviews

Serene Acres with Horse Facility.

4.97 out of 5 average rating, 372 reviews

Tesla's Cottage

Guest house in Palmer Lake

A balcony view showcases rolling green mountains under a partly cloudy sky, with snow covering the ground. Tall pine trees line the landscape, providing a natural backdrop. The balcony railing frames the tranquil scene, creating an inviting spot for relaxation.

4.96 out of 5 average rating, 130 reviews

Tranquil Trailside Retreat

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, 104 reviews

*Walk Downtown* | Cozy Sunroom | Fiber WiFi

Guest house in Woodland Park

The interior space features wooden cabinetry and a compact kitchenette with essential appliances. A sofa is positioned nearby, and a dining table occupies one corner. Natural light floods in through multiple windows, enhancing the warm ambiance of the cabin.

4.95 out of 5 average rating, 190 reviews

Rose Mountain Escape Pet friendly W/pet fee

Guest house rentals with a washing machine and dryer

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, 282 reviews

Saint Vrain Carriage House - your downtown escape!

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, 106 reviews

The 1951 Shop

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, 50 reviews

The Comfy Springs Guest Suite

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, 42 reviews

Cozy two bedroom cottage

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, 594 reviews

Peacock Manor Private Cottage with L2EV Charger

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, 46 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, 212 reviews

Rock Island Studio