Guest house holiday rentals in Colorado Springs

4.98 out of 5 average rating, 116 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.

Guest house in Broadmoor

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

Guest house in Palmer Lake

A cozy bedroom features a king size bed with patterned black and white pillows, complemented by a rattan headboard and bench. A decorative antler mount adorns the dark wood wall, while natural light streams in from large windows, enhancing the serene atmosphere.

4.95 out of 5 average rating, 148 reviews

A Retreat in the Woods by a Lake & Mountain Views!

Detached guesthouse with private entrance and deck sleeps 2 ADULTS in huge king size bed + 2 KIDS in loft. Located 2 blocks from PINECREST WEDDING VENUE. Hiking trails, access to Nat'l Forest + mountain reservoir. Tennis court in backyard. Pickle ball rackets provided!Open space in back Palmer Lake is 2 mins away, 2 adult SUPs available to you. Great fishing! Shared (but private) space includes a hot tub, fire pit. A/C available May-September. No smokers, marijuana, or vape users. No pets.

5 out of 5 average rating, 207 reviews

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.

Guest house in Broadmoor

Cheyenne Cottage | Mins from Broadmoor + hiking

Nestled quaintly in Cheyenne Canyon, the location of the cottage is perfect for those looking for an ideal Colorado getaway! The Broadmoor is just a 5 min drive or 15 min walk. Down the road is Cheyenne Mountain Zoo, Seven Falls & Stratton Open Space. You will have access to the some of the best hiking trails! Very close to I25, Manitou Springs, Old Colorado City and downtown. Don’t miss out on this beautiful location, near everything Colorado Springs has to offer! STR Permit- R-STRP-25-0015

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, 233 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

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.

4.99 out of 5 average rating, 104 reviews

The Enchanted Hobbit Cottage

An extraordinarily special place. Serene & Peaceful - Seclusion while still only a few miles to Colo Springs & attractions. Pet & everything friendly. Your cottage sits on your own 3 acres, 10 acres to explore. Everything you need for a solo couples retreat. There are playful touches everywhere (you’ll have to see it to understand). Specifically designed and built by your host – to enhance inspiration and vision. Not just pretty words, that’s the truth. Ron‘s first and foremost, an artist.

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, 141 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.

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 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.

4.96 out of 5 average rating, 136 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

4.91 out of 5 average rating, 1,076 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, 136 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 welcoming entryway features warm wooden doors that open onto a spacious deck. Snow lightly covers the edges, while the surrounding forest is visible, with tall ponderosa pines creating a serene atmosphere. Chairs are positioned along the deck, inviting relaxation.

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.

Popular amenities for guest house rentals in Colorado Springs

Kitchen

Wifi

Free parking on premises

Air conditioning

Family-friendly guest house rentals

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, 25 reviews

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

4.82 out of 5 average rating, 34 reviews

Spacious|Private ComfortGuesthouse within our Home

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, 16 reviews

Tesla's Cottage

The exterior of the guesthouse is captured at night, showcasing warm lighting along the structure. Trees frame the scene, and outdoor seating areas are visible, highlighting a peaceful ambiance in the tranquil wooded surroundings.

4.93 out of 5 average rating, 15 reviews

Skyway Retreat: Amazing Mid-Century Guesthouse

5 out of 5 average rating, 39 reviews

A modern living space features a sleek wall-mounted television positioned above an electric fireplace. The fireplace emits colorful flames, creating a cozy ambiance. A large window allows natural light to brighten the room, complementing the neutral walls and warm wooden flooring.

Guest house in Monument

Monument Mountain Retreat

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, 87 reviews

Ponderosa Mtn. Suite - Ski Central, Rustic Charm

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, 54 reviews

Amazing Views in Old Colorado City Area

Superhost

Guest house in Guffey

5 out of 5 average rating, 3 reviews

The Lorrayne

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 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

4.97 out of 5 average rating, 372 reviews

Tesla's Cottage

Guest house 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, 42 reviews

Cozy two bedroom 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!

Guest house in Old Colorado City

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, 49 reviews

The Comfy Springs Guest Suite

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.

5 out of 5 average rating, 45 reviews

The Corona Street Cottage

Guest house in Old Colorado City

A comfortable living area is furnished with a gray sectional sofa, two blue chairs, and a wooden coffee table. A television is mounted on the wall, complemented by decorative shelves. Natural light enters through the nearby window, creating a welcoming ambiance.

4.99 out of 5 average rating, 263 reviews

Charming Guesthouse in Historic Old Colorado City!

5 out of 5 average rating, 59 reviews

Private Guesthouse w/Patio, Downtown, CoS College

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.