Guesthouse holiday rentals in Colorado Springs

4.99 out of 5 average rating, 284 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.

LocationFamilyAmenities

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, 493 reviews

Private Carriage House | Walk to downtown & CC

Permit# STRP-26-0830 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.

LocationValueBackyard

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, 126 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.

ValueLocationAccuracy

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.

4.97 out of 5 average rating, 264 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

FamilyValueHospitality

4.98 out of 5 average rating, 117 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

LocationFamilyLayout

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

ValueLocationWi-Fi

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, 408 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

LocationValueIndoor 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, 153 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.

ValueLocationGetting around

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, 673 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.

ValueLocationView

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

ValueFamilyHiking

4.98 out of 5 average rating, 103 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!

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Guesthouse in Garden of the Gods

4.85 out of 5 average rating, 762 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.

LocationValueCheck-in

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!

FamilyValueWi-Fi

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

ValueLocationQuiet

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

ValueFamilyAmenities

4.92 out of 5 average rating, 1112 reviews

Downtown Tiny House Fire pit Grill Roku TV

FamilyValueWi-Fi

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

FamilyLocationSleep quality

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.

4.79 out of 5 average rating, 121 reviews

The Loft on Rock Creek

ValueLocationHospitality

The room features a spacious bed dressed in soft linens, complemented by tasteful decor. A comfortable seating area is present alongside, with natural light filtering through the window. The open layout connects to a modern kitchen space, adding functionality to the warm atmosphere.

4.96 out of 5 average rating, 335 reviews

The Cozy Cottage in Colorado Springs

ValueLocationQuiet

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

LocationFamilyLaundry

Guesthouses with a patio

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, 173 reviews

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

FamilyValueBarbecue

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, 245 reviews

Cozy, private, serene getaway in the woods

LocationFamilyHot tub

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, 164 reviews

Urban Float - Heated Indoor Pool/HotTub & Firepit

ValueLocationBarbecue

4.97 out of 5 average rating, 395 reviews

Tesla's Cottage

LocationValueAir conditioning

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

ValueFamilyHeating

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

FamilyLocationLaundry

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, 144 reviews

The Hive: *Hot Tub + Patio Oasis*

ValueLocationKitchen

4.79 out of 5 average rating, 147 reviews

OCC Trailhead Retreat

LocationFamilyCleanliness

Guest house rentals with a washing machine and dryer

5.0 out of 5 average rating, 220 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

LocationFamilyPets

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, 219 reviews

Rock Island Studio

FamilyValueHospitality

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

FamilyLocationWi-Fi

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!

FamilyValueGetting around

4.94 out of 5 average rating, 553 reviews

Downtown Cottage w/ Hot Tub and Fire Pit Patio

ValueLocationWalkability

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, 242 reviews

Cozy Casita

FamilyValueLaundry

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, 476 reviews

The Happy Cottage - Historic Downtown Dairy

ValueFamilyOutdoor spaces

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.