Guesthouse holiday rentals in Colorado Springs

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Top-rated Guesthouses in Colorado Springs

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Guest favourite

Guesthouse in Colorado Springs

4.97 out of 5 average rating, 386 reviews

Private Carriage House, walk to downtown Co Spgs

Permit# A-STRP-22-0164 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.

Guest favourite

Guesthouse in Colorado Springs

4.98 out of 5 average rating, 175 reviews

Charming Guesthouse in Historic Old Colorado City!

Welcome to our charming guesthouse in historic Old Colorado City (OCC). Just minutes from downtown Colorado Springs or to the heart of OCC. Restaurants & shopping within minutes. The neighborhood is historic & unique. Wide streets are lined w/mature trees. Guesthouse is BEHIND main house off the ALLEY. Keyless check-in & private entrance. Park on 14th. No parking in alley. 1 king bed/1 full bath. Full kitchen & stackable W/D on site. NO PETS/SMOKING ID REQUIRED ON PROFILE/21+ NO PARTIES/EVENTS

Guest favourite

Guesthouse in Woodland Park

4.97 out of 5 average rating, 104 reviews

Rose Mountain Escape Pet friendly W/pet fee

Rose Mountain escapes has beautiful views of Aspen trees. Located 5 miles from Charis,, 15 mins from downtown Woodland Park & 2hrs from Breckinridge, 2 blocks from BLM land allows ATVs, Motor/Mountain bikes and walks through the forest. It is a small cabin with a VERY STEEP STAIRCASE to the bedroom. We have a large deck with Adirondack chairs, a gas fire pit and grill for your use. We have great WiFI. We have kitchenette, washer and dryer. Pet friendly with CLEANING FEE list pet on reservation!

Guest favourite

Guesthouse in Colorado Springs

4.99 out of 5 average rating, 114 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 Roku 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 regularly.

Guest favourite

Guesthouse in Colorado Springs

4.99 out of 5 average rating, 484 reviews

Peacock Manor CSCO w/ L2EV Charger

"The place is so cool you really feel like you're in a painting." A private, solar-powered oasis rich with character. Radiant floor heat, window AC, lush queen bed, shower, kitchenette, 50" TV, wi-fi, streaming channels, coffee+tea. L2EV charger. 420 friendly; private patio. (No cigarettes please.) Search "eco-art-home" for my other listing. Named among 2022 "Top 20 Epic Vacation Rentals in C. Springs" by Broke Backpacker & 1 of "3 of the most unique Airbnb in C. Springs" by Springs Mag, 2023

Guest favourite

Guesthouse in Colorado Springs

4.95 out of 5 average rating, 231 reviews

Tesla's Cottage

Built in 1899, Nikola Tesla attended parties here, and some guests have suggested his presence can be felt late-at-night in the yard. Comfortable (420-friendly) cottage with hot tub, outdoor lounging, and patio dining areas; centrally-located in the heart of Colorado Springs, near the Garden of the Gods (3.5 mi), and some of the best food and breweries in downtown Colorado Springs and Old Colorado City. 55” HDTV with Netflix, Hulu, Paramount+, Showtime, HBO Max, & Peacock. (No pets allowed.)

Guest favourite

Guesthouse in Colorado Springs

4.97 out of 5 average rating, 818 reviews

Cozy Solar Cottage on the West Side

My cottage is centrally located, close to downtown--within walking distance. Garden of the Gods, road to Pikes Peak, & Colorado College are minutes away. The interior is quaint and cozy, but has a roomy kitchen, fully stocked for preparing food. The outdoor space is peaceful and relaxing. I have a detailed list of restaurants & things to do. You'll love the access to an urban trail (Monument Valley), comfy queen bed, & coffee. A coffee shop and breakfast place are within walking distance.

Guest favourite

Guesthouse in Colorado Springs

4.99 out of 5 average rating, 126 reviews

Cheyenne Cottage | Mins from Broadmoor + hiking

Nestled quaintly in Cheyenne Canyon, the location of the cottage is perfect for those looking for an ideal Colorado getaway! The Broadmoor is just a 5 min drive or short walk. Down the road is Cheyenne Mountain Zoo, Seven Falls & Stratton Open Space. You will have access to the some of the best hiking trails! Very close to I25, Manitou Springs, Old Colorado City and downtown. Don’t miss out on this beautiful location, near everything Colorado Springs has to offer! STR Permit- A-STRP-23-1054

Guest favourite

Guesthouse in Colorado Springs

4.98 out of 5 average rating, 536 reviews

Mountain Retreat w/ Hot Tub - 500+ 5 star reviews!

Our peaceful and relaxing Mountain Retreat is in Ute Pass off of U.S. Hwy 24 halfway between Colorado Springs and Woodland Park. Enjoy our 624 sq ft cabin above our double garage with its fully fenced and gated yard and nearby Fountain Creek. Love the mountain air at 7500 ft elevation. Enjoy Colorado at its best! Enjoy your 5 star stay with us and don't hesitate to ask us anything! We now have a garage that comes with your stay. It will not accommodate a large pickup truck.

Guest favourite

Guesthouse in Colorado Springs

4.94 out of 5 average rating, 447 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.

Guest favourite

Guesthouse in Colorado Springs

4.93 out of 5 average rating, 405 reviews

Cozy Cottage Downtown

Super close to downtown Colorado Springs, Memorial Park and many other amenities the Springs has to offer. Complete stand alone cottage with parking and separate full fenced yard with a large patio. Built in 2019, the cottage is super well insulated, quiet and cozy. TV on main level and a TV upstairs. Air conditioning and everything you need for a comfortable stay except for a full size oven. We have a cooktop and counter top oven but not a full size oven.

Guest favourite

Guesthouse in Colorado Springs

4.98 out of 5 average rating, 178 reviews

Raving reviews/King memory foam /close to AFA

Enjoy western sunset views of Pike's Peak from a private deck. Enjoy our loft-style guesthouse which is decorated with Southwest charm to complement your stay in this region. Loft means there are walls but no internal doors. It includes a full kitchen, a dreamy king memory foam bed, fast WiFi with (2) 55” TVs and Polk soundbar. We are proud of our stellar reviews and look forward to hosting you!