Guesthouse holiday rentals in Colorado Springs

4.99 out of 5 average rating, 277 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.

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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

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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

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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.

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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.

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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 out of 5 average rating, 169 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!

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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

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4.92 out of 5 average rating, 1,104 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

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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

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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!

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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.

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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, 212 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.

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Popular amenities for Colorado Springs guesthouses

Kitchen

Wifi

Free parking on premises

Air conditioning

Family-Friendly guesthouses

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

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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, 333 reviews

The Cozy Cottage in Colorado Springs

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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, 275 reviews

Quaint and Historic Studio Cabin

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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, 665 reviews

The Bonnyville Suite

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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

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The exterior of a charming guesthouse is displayed, featuring a welcoming covered patio adorned with vibrant flowers and hanging planters. A well-maintained garden frames the entrance, while large windows allow natural light to brighten the interior. The dual gabled roof adds character to the structure.

4.99 out of 5 average rating, 308 reviews

Guesthouse, hot tub and patio, romantic setting

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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, 325 reviews

Pet friendly | King bed | Mountain Views | central

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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, 488 reviews

Cozy Cottage with Hot Tub: Walk Downtown

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Guesthouses with a patio

5 out of 5 average rating, 55 reviews

Guesthouse in Elbert

Cozy, charming carriage house on a historic farm

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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.

4.94 out of 5 average rating, 83 reviews

Pikes Peak Views | Downtown | Fire Pit | Grill

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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

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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!

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4.97 out of 5 average rating, 388 reviews

Tesla's Cottage

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5 out of 5 average rating, 19 reviews

Treehouse Loft | Views + Whirlpool Tub for 2

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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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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, 199 reviews

Rose Mountain Escape Pet friendly W/pet fee

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Guest house rentals with a washing machine and dryer

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

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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.

4.9 out of 5 average rating, 116 reviews

The 1951 Shop

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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!

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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, 58 reviews

The Comfy Springs Guest Suite

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5 out of 5 average rating, 13 reviews

Guesthouse in Broadmoor

*NEW* Broadmoor Carriage House Retreat

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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, 609 reviews

Peacock Manor Private Cottage with L2EV Charger

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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, 55 reviews

The Corona Street Cottage

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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.