Guesthouse holiday rentals in Colorado Springs

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Popular amenities for Colorado Springs guesthouses

Family-Friendly guesthouses

Guest favourite
Guesthouse in Colorado Springs
4.93 out of 5 average rating, 184 reviews

Rustic Bunkhouse in Black Forest

GeneRating, 5 stars2 weeks ago
We had a great time. We travel to Colorado to see our son and often it is running to planned outings. We relaxed for two days o enjoy the outdoors and one another. Best visit yet!
Top Guest favourite
Guesthouse in Colorado Springs
4.98 out of 5 average rating, 577 reviews

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

TrevorRating, 5 stars6 days ago
Ingrid’s place was exactly what I needed — an amazing getaway that was placed in the majestic mountains of Colorado. Everything was perfect and my mom and dog also had a great stay. Would definitely recommend and would love to stay here again!
Guest favourite
Guesthouse in Colorado Springs
4.95 out of 5 average rating, 254 reviews

Neighborhood Cottage

JohannaRating, 5 stars1 month ago
This was our second time staying in this cute cottage. The neighborhood is quaint and close to greenway trails and Colorado College. We appreciated being able to bring our dog and enjoyed sitting in the porch.
Top Guest favourite
Guesthouse in Colorado Springs
4.99 out of 5 average rating, 277 reviews

Guesthouse 420 patio, romantic setting.

ChrisRating, 5 stars6 days ago
What a hidden gem!! The place was beautifully landscaped and welcoming. Off-street parking was nice as well. The place was very clean and had everything we could possibly need inside. It was located in a safe and quiet neighborhood, but within minutes of a grocery store. Also within 15-20 minutes of Garden of the Gods, Cave of the Winds, and other attractions. Would highly recommend and we are hoping to stay here again the next time we visit Colorado Springs! Deane was a great host and very pleasant to visit with. Thanks!!
Guest favourite
Guesthouse in Manitou Springs
4.92 out of 5 average rating, 437 reviews

Cozy Cottage w/ Hot Tub

SarahRating, 5 stars5 days ago
We stayed here for two nights out of a 7 night trip to Colorado for our 20th anniversary. We had such a wonderful stay here! So cute and cozy. Everything is within walking distance. Highly recommend Swirl, Mona Lisa, Penny Arcade and the Cograil. Host was great!
Superhost
Guesthouse in Colorado Springs
4.9 out of 5 average rating, 209 reviews

Coal Train Inn

LisaRating, 5 stars3 weeks ago
Great place and even better hosts! Robert and Barb were very communicative and friendly. They even accommodated the family staying in the main house, talk about giant hearts always ready to help! House was perfect and worked great for us (3). Kitchen was nice and living/dining room very inviting. Had a couple beers out back by the fire after the Manitou Incline. I would stay here again!
Top Guest favourite
Guesthouse in Colorado Springs
4.95 out of 5 average rating, 192 reviews

Rock Island Studio

AustenRating, 5 stars1 week ago
Greg’s place was a great home away from home. The cute studio and hot tub were exactly what we needed for a weekend getaway. On top of that, Greg was an extremely responsive host who brought us a wine opener from his nearby home during a thunderstorm. Thank you for everything Greg! Great place.
Guest favourite
Guesthouse in Colorado Springs
4.86 out of 5 average rating, 685 reviews

Quaint Cottage walk to Garden of the Gods Trails

JoshRating, 5 stars1 week ago
Loved that it was walking distance to Garden of the Gods. Everything was clean and the space was great for our stay. We would definitely stay again!

Guesthouses with a patio

Top Guest favourite
Guesthouse in Colorado Springs
5 out of 5 average rating, 89 reviews

All-New Earthy Chic Casita in Prime Location

LindseyRating, 5 stars2 weeks ago
Melissa’s place is adorable and just as pictured! It was very clean with lots of different site and dining recommendations. Would definitely stay again!
Top Guest favourite
Guesthouse in Colorado Springs
5 out of 5 average rating, 22 reviews

Pikes Peak Views | Downtown | Fire Pit | Grill

GreggRating, 5 stars2 days ago
Clean, comfortable, quiet. Exceeded our expectations. Couldn't have asked for better hosts.
Guest favourite
Guesthouse in Colorado Springs
4.93 out of 5 average rating, 84 reviews

Urban Float - Private Heated Pool/HotTub & Firepit

ArunRating, 5 stars1 week ago
We had a fantastic stay in Colorado Springs! The home was perfect for our family of four — spacious, comfortable, and incredibly kid-friendly. Our children had a blast in the pool and tub, which made the trip extra memorable for them. The location couldn’t have been better — super convenient to everything we wanted to see, with stunning views of Pikes Peak right from the property. We covered every single spot we wanted to go to and got time to enjoy the restaurants nearby and the amenities all because the location was perfect. Convenient parking too! The host was wonderful — responsive, helpful, and made sure we felt right at home. They answered all our questions and made the experience really smooth from start to finish. Highly recommend this place for families looking for a relaxing, fun, and well-located stay in Colorado Springs!
Guest favourite
Guesthouse in Woodland Park
4.95 out of 5 average rating, 152 reviews

Rose Mountain Escape Pet friendly W/pet fee

CharisRating, 5 stars2 weeks ago
Had a lovely stay here for our honeymoon! Quiet and peaceful atmosphere and had a stocked kitchen which was nice since we arrived late. We were so impressed by how much thought was put into all the details. Will definitely stay again!
Top Guest favourite
Guesthouse in Colorado Springs
4.92 out of 5 average rating, 91 reviews

Charming Cabin Studio• steps to Cafe! Fenced patio

KaycieRating, 5 stars4 weeks ago
This was a wonderful cabin! It’s in great driving distance to Pikes Peak, Garden of the Gods, Manitou Springs, and so much more. Shelly was a great host and was very responsive and friendly to any questions we had during our stay!
Guest favourite
Guesthouse in Monument
4.9 out of 5 average rating, 328 reviews

Monument CO - Tiny House nestled in the Pines!

AmberRating, 5 stars4 days ago
This was great ting home to stay at. My 10 and 7 yr old kids were obsessed and loved all the nooks and crannies. Absolutely loved the smells of the pines trees! It’s a nice little getaway from the city but not too far from one (15 mins from shopping and restaurants in Castle Rock). The owners were friendly and responsive. We would stay here again! Thank you Tom and Michelle.
Superhost
Guesthouse in Old Colorado City
4.78 out of 5 average rating, 127 reviews

OCC Adventure Rest Stop

CaityRating, 5 stars3 weeks ago
Jessica was so kind and her place was the perfect home base during our visit in Colorado. Our dogs loved the yard and the neighborhood was so nice for walks. We felt safe and were able to enjoy the nearby breweries and restaurants.
Superhost
Guesthouse in Old Colorado City
4.78 out of 5 average rating, 87 reviews

Westside Cottage Suite with Hot Tub and Patio

BrianRating, 5 stars5 months ago
Great little cozy place to stay. Really enjoyed the time. It was really cold outside, but inside was nice and warm and inviting.

Guest house rentals with a washing machine and dryer

Top Guest favourite
Guesthouse in Colorado Springs
4.99 out of 5 average rating, 92 reviews

The Carriage House | Central | Mountain Views

BrooklynRating, 5 stars2 weeks ago
This place was beautiful! Perfect cozy guest house! The hosts were wonderful with communication, recommendations, and the place has everything you may need! We would highly recommend and would stay again!
Top Guest favourite
Guesthouse in Colorado Springs
4.99 out of 5 average rating, 125 reviews

First Street Retreat at Broadmoor Colorado Springs

JohnRating, 5 stars2 weeks ago
We were in town for a wedding and Katherine’s location was right by the wedding venue. It was a beautiful and private guest house that was perfect for what we needed. Katherine was a wonderful host who was very friendly and responsive and truly cares for the space and the guests stay. Would recommend her space to anyone staying in the area.
Superhost
Guesthouse in Colorado Springs
5 out of 5 average rating, 18 reviews

Private cottage built 2023.

MollyRating, 5 stars2 months ago
The cottage is cery private which was nice (even in the middle of town it felt very private) There was ample parking as well as a garage to park in. The fenced yard makes it feel private but is also ideal for pets. The floors are solid so easy to clean with pets. There was a tv in the living room plus one in the bedroom which was nice. Loved having laundry available as well.
Guest favourite
Guesthouse in Old Colorado City
4.89 out of 5 average rating, 57 reviews

The 1951 Shop

JuliaRating, 5 stars1 day ago
My family of four had a lovely stay! The guest house was roomier than I expected from the pictures in the listing. We had everything we needed, and the host went above and beyond to ensure we felt comfortable, including dropping off new patio cushions. So many thought touches. The private outdoor space was so peaceful and a great place for a morning cup of coffee. We could have stayed another night.
Guest favourite
Guesthouse in Colorado Springs
4.94 out of 5 average rating, 251 reviews

Saint Vrain Carriage House - your downtown escape!

MissyRating, 5 stars1 week ago
We stayed at a couple Air B&B's while in Colorado. Nicole's place was very comfortable, quiet and close proximity to many things to do and places to eat. She was very responsive pretty quickly as well. If we're back in the Colorado Springs area we would definitely stay in their place again.
Guest favourite
Guesthouse in Manitou Springs
4.86 out of 5 average rating, 14 reviews

Scenic Snowy Retreat by Manitou’s Incline

SharonRating, 5 stars2 weeks ago
Lovely place to stay. Within walking distance to town and very close to attractions.
Top Guest favourite
Guesthouse in Monument
4.94 out of 5 average rating, 16 reviews

The Barn Guest Cottage

BethRating, 5 stars3 weeks ago
Sydney’s guest cottage was really comfortable and private. The kitchen was very well equipped and had everything we needed to cook meals. We enjoyed eating outside on the patio as well. The beds and linens were very comfortable. Sydney communicated with us and promptly resolved any issues and questions we had. We would highly recommend to anyone visiting the Colorado Springs area.
Top Guest favourite
Guesthouse in Palmer Lake
4.96 out of 5 average rating, 93 reviews

Tranquil Trailside Retreat

ShannonRating, 5 stars1 week ago
We had a very lovely stay!! Location was perfect and we loved having the trail in walking distance from our place. It was a wonderful stay - cute and clean. Great views, too and Gabby was very communicative. Thank you!

Quick stats about guesthouse rentals in Colorado Springs

  • Total rentals

    110 properties

  • Total number of reviews

    14K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    110 properties include access to Wi-Fi

Destinations to explore