Guesthouse vacation rentals in El Paso County

Guesthouse in Old Colorado City

4.99 out of 5 average rating, 281 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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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, 491 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.

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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, 124 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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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, 260 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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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, 406 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

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4.98 out of 5 average rating, 113 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

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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, 170 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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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.

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4.98 out of 5 average rating, 101 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, 150 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, 214 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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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.