Guesthouse holiday rentals in Colorado Springs

5.0 out of 5 average rating, 219 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.

Guesthouse 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

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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, 492 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.

LocationFamilyDecor

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, 125 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.

LocationValueCheck-in

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, 250 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

LocationFamilyHeating

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, 263 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

ValueLocationOutdoor spaces

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, 407 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

ValueLocationHospitality

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

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.

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Superhost

A comfortable bedroom features a spacious bed adorned with decorative pillows and a soft blanket in shades of blue. Nightstands with lamps provide soft lighting. A framed artwork of a longhorn is displayed above the headboard, adding a distinctive touch to the room.

4.81 out of 5 average rating, 326 reviews

Pet friendly | King bed | Mountain Views | central

Enjoy a comfortable and relaxing stay in this private vacation suite. The bedrooms feature one king bed and one queen bed, offering a restful retreat after a day of exploring. The suite includes a fully equipped kitchenette and an electric fireplace with heat. Step outside and take in the mountain scenery, or head out and enjoy the convenient location—just minutes from the airport, Garden of the Gods, Pikes Peak, the Air Force Academy. The home is located in a safe, quiet neighborhood.

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The inviting Inlaw suite features a comfortable queen-sized bed adorned with a soft quilt, complemented by framed artwork on the wall. A cozy couch sits opposite the bed, and a ceiling fan offers a gentle breeze. Light streams through the window, illuminating the space.

4.95 out of 5 average rating, 669 reviews

The Bonnyville Suite

Cozy private suite in Colorado Springs’ Bonnyville neighborhood, conveniently located near downtown and I-25. Enjoy a private entrance, queen bed, full size sleeper sofa, kitchenette, fast Wi-Fi, TV, patio and parking. Close to Garden of the Gods, Pikes Peak, US Air Force Academy, Olympic Training Center, hiking restaurants, breweries, wineries, and shopping. Walk to groceries, coffee and a neighborhood park. Perfect for couples, business travelers, adventures and extended stays.

ValueLocationLong stay

4.98 out of 5 average rating, 123 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

ValueFamilyAmenities

4.98 out of 5 average rating, 102 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

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!

FamilyLocationAir conditioning

Guesthouse in Garden of the Gods

4.85 out of 5 average rating, 761 reviews

Quaint Cottage walk to Garden of the Gods Trails

This quiet home is just a few minutes walk from trails into the beautiful Garden of the Gods park, and a short drive from Manitou Springs, Old Colorado City, Pikes Peak, and other nearby attractions. The charming cottage was built in 1926 and is a sunny and cozy home base for anyone exploring the area. We recently made upgrades to appliances, furniture, and wifi based off feedback from our guests. Come and enjoy everything that Colorado Springs has to offer.

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Popular amenities for Colorado Springs guesthouses

Kitchen

Wi-Fi

Free parking on premises

Air conditioning

Family-Friendly guesthouses

An aerial view of two red structures highlights the Mountain Retreat guest house adjacent to the host's residence. Both buildings feature green roofs, surrounded by trees and landscaped outdoor areas. Patios with seating and vibrant flowers enhance the inviting outdoor setting.

4.98 out of 5 average rating, 620 reviews

Mountain Retreat - A Place You’ll Love!

LocationFamilyHiking

4.95 out of 5 average rating, 828 reviews

A wooden door entrance is framed by rustic stonework, leading into the tiny studio. In the background, expansive green fields are visible, alongside a range of mountains under a clear blue sky.

Guesthouse in Divide

Peakview Studio Apartment

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The exterior of the Treehouse Casita is shown with a staircase leading to a private entrance. The building features a light-colored facade, and the presence of string lights creates a soft ambiance. Surrounding trees provide natural shade and contribute to the peaceful setting.

5.0 out of 5 average rating, 196 reviews

Treehouse Casita

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Guesthouse in Palmer Lake

A rustic wooden cabin is nestled among snow-covered trees, presenting a serene winter scene. The building features a sloped roof and a single satellite dish, surrounded by a blanket of snow on the ground. The town of Palmer Lake is visible in the background.

4.95 out of 5 average rating, 277 reviews

Quaint and Historic Studio Cabin

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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

FamilyLocationView

4.92 out of 5 average rating, 1112 reviews

Downtown Tiny House Fire pit Grill Roku TV

ValueFamilyHiking

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.

4.94 out of 5 average rating, 109 reviews

Guesthouse in Old Colorado City

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Guesthouse in Manitou Springs

The Nest cottage is framed by soft lighting and natural elements, nestled among greenery. A welcoming sign is visible, and stone steps lead to the entrance, creating an inviting ambiance. The exterior showcases a charming roofline with trees enhancing the overall privacy.

4.93 out of 5 average rating, 490 reviews

Cozy Cottage with Hot Tub: Walk Downtown

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Guesthouses with a patio

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, 152 reviews

Zen Garden House

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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, 172 reviews

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

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A charming yellow A-frame structure is seen amidst a snowy environment, surrounded by tall pine trees. A deck with black railing extends from the entrance, leading to a door framed in green. A warm light fixture hangs beside the door, enhancing the welcoming appearance.

4.88 out of 5 average rating, 244 reviews

Cozy, private, serene getaway in the woods

ValueFamilyDecor

4.98 out of 5 average rating, 116 reviews

*Hot Tub* | Walk Downtown | Cozy Sunroom

LocationValueAmenities

4.97 out of 5 average rating, 393 reviews

Tesla's Cottage

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Guesthouse 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.

4.93 out of 5 average rating, 203 reviews

Rose Mountain Escape Pet friendly W/pet fee

ValueFamilyAccess

Guesthouse 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.

4.94 out of 5 average rating, 143 reviews

Tranquil Trailside Retreat

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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*

LocationFamilyCheck-in

Guest house rentals with a washing machine and dryer

4.99 out of 5 average rating, 283 reviews

Charming Guesthouse in Historic Old Colorado City!

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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

LocationFamilyAmenities

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, 298 reviews

Saint Vrain Carriage House - your downtown escape!

ValueLocationView

4.94 out of 5 average rating, 552 reviews

Downtown Cottage w/ Hot Tub and Fire Pit Patio

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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, 618 reviews

Peacock Manor Private Cottage with L2EV Charger

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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, 475 reviews

The Happy Cottage - Historic Downtown Dairy

FamilyLocationCheckout

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, 241 reviews

Cozy Casita

FamilyValueSleep quality

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.