Guesthouse holiday rentals in Colorado Springs

4.98 out of 5 average rating, 120 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 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

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, 303 reviews

Guesthouse, hot tub and patio, romantic setting

Sunny guesthouse , new king size bed, carpeting and hot tub, 2026. Mountain Views from 2nd floor of detached 3 car garage. Great reviews. Full kitchen with organic coffee and bathroom remodel with organic cotton towels. Window AC for summer, radiant floor heating for winter. Centrally located to downtown, Garden of the Gods, UCCS, CC, 7 Falls,Zoo, AFA, two great parks for hiking. Please respect our facility is for registered guests only. No parties with other non guests. A-STRP-25-0830 Permit

4.99 out of 5 average rating, 272 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.

The kitchen features modern appliances, including a refrigerator and coffee maker. A spacious island with a light quartz countertop serves as a dining area. Illuminated pendant lights hang overhead, and a comfortable seating area is visible across from the kitchen.

4.94 out of 5 average rating, 542 reviews

Hillside cottage retreat. Walk to downtown!

Walking distance to downtown our cottage has everything you need for a comfortable stay. King size bed in upstairs bedroom that has its own TV, sitting area and large closet. Main level has a well equipped kitchen with cooktop, counter top over, microwave and instant pot air fryer/pressure cooker combo. Washer and dryer in kitchen. Each level has its own AC/heat units. Outside we have easy parking and a large patio with gas grill. Easy base camp to see everything the Springs has to offer.

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, 241 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 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.

4.98 out of 5 average rating, 392 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

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, 116 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, 146 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.

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, 163 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 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, 156 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.

A cozy cabin features a distinctive sloped roof and is surrounded by tall trees. The exterior is constructed from natural wood, complementing the forest setting. A stone fire pit and several outdoor benches are positioned in front of the cabin, providing a welcoming outdoor space.

4.95 out of 5 average rating, 136 reviews

Cozy Fishing Cabin in Black Forest

This cozy one-room cabin by the lake is the best of "glamping". It's a perfect getaway for fishermen and those who like seclusion in the woods. The cabin sits nestled in the woods on our 40-acre ranch. The acre lake is stocked with Rainbow trout. You're welcome to bring your fishing gear (please, catch and release only). The cabin is 600 sf with a wood-burning stove, kitchenette (refrigerator, stove top, microwave), sleeping loft with double bed, and bathroom with shower.

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, 659 reviews

The Bonnyville Suite

Cozy Inlaw Suite in the Bonnyville Neighborhood nestled within the center of the city with easy access to I-25. Have fun with all the local entertainment that downtown Colorado Springs has to offer. See the top of Pikes Peak, Olympic Training Center, Air Force Academy, Zoo, hike Garden Of The Gods & Seven Falls. Experience the many breweries & wineries in our area. Walking distance from grocery store, coffee shops, a park, trails, and a small shopping center.

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, 515 reviews

3C's cottage

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 out of 5 average rating, 191 reviews

Treehouse Casita

4.95 out of 5 average rating, 160 reviews

A-Frame Country Cabin

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, 330 reviews

The Cozy Cottage in Colorado Springs

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, 608 reviews

Mountain Retreat - A Place You’ll Love!

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, 952 reviews

Cozy Solar Cottage on the West Side

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.

4.8 out of 5 average rating, 323 reviews

Pet friendly | King bed | Mountain Views | central

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, 483 reviews

Cozy Cottage with Hot Tub: Walk Downtown

Guesthouses with a patio

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, 78 reviews

Pikes Peak Views | Downtown | Fire Pit | Grill

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!

4.97 out of 5 average rating, 385 reviews

Tesla's Cottage

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

5 out of 5 average rating, 13 reviews

Treehouse Loft | Views + Whirlpool Tub for 2

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, 141 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, 108 reviews

*Walk Downtown* | Cozy Sunroom | Fiber WiFi

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, 194 reviews

Rose Mountain Escape Pet friendly W/pet fee

Guest house rentals with a washing machine and dryer

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, 143 reviews

Cozy Cottage on the Rock Island Trail

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, 286 reviews

Private Hot Tub, Sauna & Mountain Views

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, 290 reviews

Saint Vrain Carriage House - your downtown escape!

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, 114 reviews

The 1951 Shop

5 out of 5 average rating, 10 reviews

Guesthouse in Broadmoor

*NEW* Broadmoor Carriage House Retreat

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, 601 reviews

Peacock Manor Private Cottage with L2EV Charger

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, 216 reviews

Rock Island Studio