Guesthouse holiday rentals in Colorado Springs

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

Winnemucca Spa's guest suite is a completely private experience with its own entrance, hot tub, wet sauna, and stunning Rocky Mountain views. Designed as a peaceful adults-only retreat, the suite is ideal for couples looking for a romantic escape or a quiet basecamp for exploring the Pikes Peak region. Whether it’s hiking forest trails, catching live music in the funky town of Manitou, or standing in awe at the towering red rocks of Garden of the Gods… the mountains are calling. Welcome home.

LocationFamilyBreakfast

4.99 out of 5 average rating, 278 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.

LocationFamilyCheck-in

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, 122 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.

ValueLocationCheck-in

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

LocationFamilyBathroom

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, 249 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

LocationFamilySleep quality

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, 151 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.

ValueLocationCleanliness

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

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.

LocationFamilyCleanliness

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

ValueFamilyCheck-in

4.92 out of 5 average rating, 1105 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

ValueFamilyAccess

4.98 out of 5 average rating, 122 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

FamilyLocationNearby

4.98 out of 5 average rating, 100 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!

LocationValueHeating

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, 149 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.

FamilyLocationNearby

Popular amenities for Colorado Springs guesthouses

Kitchen

Wifi

Free parking on premises

Air conditioning

Family-Friendly guesthouses

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, 665 reviews

The Bonnyville Suite

LocationValueSolo travel

4.95 out of 5 average rating, 824 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

LocationFamilyWi-Fi

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.

4.8 out of 5 average rating, 119 reviews

The Loft on Rock Creek

FamilyValueAccess

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, 488 reviews

Cozy Cottage with Hot Tub: Walk Downtown

ValueFamilyNearby

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, 523 reviews

3C's cottage

FamilyLocationCheck-in

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, 489 reviews

Private Carriage House | Walk to downtown & CC

FamilyValueAmenities

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

ValueLocationSolo travel

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, 103 reviews

Guesthouse in Old Colorado City

LocationValueBathroom

Guesthouses with a patio

Guesthouse 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, 151 reviews

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

FamilyValueIndoor spaces

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, 169 reviews

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

LocationFamilyGetting around

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, 242 reviews

Cozy, private, serene getaway in the woods

LocationValueAccuracy

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, 142 reviews

The Hive: *Hot Tub + Patio Oasis*

FamilyLocationGetting around

4.97 out of 5 average rating, 388 reviews

Tesla's Cottage

LocationValueCheckout

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.

4.94 out of 5 average rating, 200 reviews

Rose Mountain Escape Pet friendly W/pet fee

LocationValueAccuracy

4.79 out of 5 average rating, 147 reviews

OCC Trailhead Retreat

ValueLocationPets

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

LocationValueKitchen

Guest house rentals with a washing machine and dryer

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

ValueFamilyHiking

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.

4.95 out of 5 average rating, 143 reviews

The Carriage House | Central | Mountain Views

LocationValueGetting around

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, 403 reviews

Colorado’s Cozy Corner cottage in mountains

FamilyLocationLayout

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, 295 reviews

Saint Vrain Carriage House - your downtown escape!

FamilyLocationHeating

5.0 out of 5 average rating, 214 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

ValueLocationAccuracy

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, 610 reviews

Peacock Manor Private Cottage with L2EV Charger

LocationValueGetting around

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, 240 reviews

Cozy Casita

FamilyLocationCheck-in

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.