
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.
Holiday rentals for every style
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Popular amenities for Colorado Springs guesthouses
Family-Friendly guesthouses
Rustic Bunkhouse in Black Forest
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!

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

Neighborhood Cottage
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.

Guesthouse 420 patio, romantic setting.
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!!

Cozy Cottage w/ Hot Tub
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!

Coal Train Inn
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!

Rock Island Studio
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.

Quaint Cottage walk to Garden of the Gods Trails
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

All-New Earthy Chic Casita in Prime Location
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!

Pikes Peak Views | Downtown | Fire Pit | Grill
Clean, comfortable, quiet. Exceeded our expectations. Couldn't have asked for better hosts.

Urban Float - Private Heated Pool/HotTub & Firepit
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!

Rose Mountain Escape Pet friendly W/pet fee
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!

Charming Cabin Studio• steps to Cafe! Fenced patio
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!

Monument CO - Tiny House nestled in the Pines!
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.

OCC Adventure Rest Stop
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.

Westside Cottage Suite with Hot Tub and Patio
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

The Carriage House | Central | Mountain Views
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!

First Street Retreat at Broadmoor Colorado Springs
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.

Private cottage built 2023.
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.

The 1951 Shop
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.

Saint Vrain Carriage House - your downtown escape!
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.

Scenic Snowy Retreat by Manitou’s Incline
Lovely place to stay. Within walking distance to town and very close to attractions.

The Barn Guest Cottage
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.

Tranquil Trailside Retreat
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
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- Royal Gorge Bridge and Park
- Cheyenne Mountain Zoo
- Cheyenne Mountain State Park
- Red Rock Canyon Open Space
- Arrowhead Golf Course
- Cave of the Winds Mountain Park
- Lake Pueblo State Park
- Colorado Wolf and Wildlife Center
- Castle Pines Golf Club
- Mueller State Park
- Roxborough State Park
- Castlewood Canyon State Park
- Red Hawk Ridge Golf Course
- Patty Jewett Golf Course
- Eleven Mile State Park
- Sanctuary Golf Course
- Colorado Springs Pioneers Museum
- Helen Hunt Falls
- The Rides at City Park
- Rocky Mountain Dinosaur Resource Center
- The Club at Ravenna - Colorado Golf Club
- Elmwood Golf Course
- Walking Stick Golf Course
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