
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
Get the amount of space that is right for you
Popular amenities for Colorado Springs guesthouses
Family-Friendly guesthouses

Pikes Peak Views | Downtown | Fire Pit | Grill

La Casita Colorado

Private cottage w garage. Permit A-STRP-25-0801

The 1951 Shop

Eclectic Cottage Retreat in Historic Ivywild

The Corona Street Cottage

Garden Cottage Near Downtown/CC

Ponderosa Mtn. Suite - Hiking, Rustic Charm
Guesthouses with a patio

All-New Earthy Chic Casita in Prime Location

Tesla's Cottage

Cozy two bedroom cottage

Tranquil Trailside Retreat

Rose Mountain Escape Pet friendly W/pet fee

Charming Cabin Studio• steps to Cafe! Fenced patio

Comfy | New Build | Cottage Close to Downtown/OCC

Monument CO - Tiny House nestled in the Pines!
Guest house rentals with a washing machine and dryer

First Street Retreat at Broadmoor Colorado Springs

Neighborhood Cottage

Saint Vrain Carriage House - your downtown escape!

The Comfy Springs Guest Suite

Coal Train Inn

Peacock Manor Private Cottage with L2EV Charger

Rock Island Studio

Charming Guesthouse in Historic Old Colorado City!
Quick stats about guesthouse rentals in Colorado Springs
Total rentals
120 properties
Total number of reviews
15K 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
120 properties include access to Wi-Fi
Destinations to explore
- Denver Holiday rentals
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- Northern New Mexico Holiday rentals
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- Estes Park Holiday rentals
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- Boulder Holiday rentals
- Moab Holiday rentals
- Telluride Holiday rentals
- Fitness-friendly rentals Colorado Springs
- Chalet rentals Colorado Springs
- Rentals with a washing machine and dryer Colorado Springs
- Rentals with an EV charger Colorado Springs
- Rentals with an accessible height toilet Colorado Springs
- Rentals with a patio Colorado Springs
- Tiny house rentals Colorado Springs
- Cabin rentals Colorado Springs
- Rentals with pools Colorado Springs
- Boutique hotel rentals Colorado Springs
- Rentals with breakfast Colorado Springs
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- Rentals with a fireplace Colorado Springs
- Private suite rentals Colorado Springs
- Rentals with lake access Colorado Springs
- Townhouse rentals Colorado Springs
- Pet-friendly rentals Colorado Springs
- Rentals with outdoor seating Colorado Springs
- Cottage rentals Colorado Springs
- Rentals with a fire pit Colorado Springs
- Villa rentals Colorado Springs
- Condo rentals Colorado Springs
- Rentals with a hot tub Colorado Springs
- Apartment rentals Colorado Springs
- Guesthouse rentals El Paso County
- Guesthouse rentals Colorado
- Guesthouse rentals United States
- Old Colorado City
- Royal Gorge Bridge and Park
- Cheyenne Mountain Zoo
- Arrowhead Golf Course
- Cave of the Winds Mountain Park
- Red Rock Canyon Open Space
- Castle Pines Golf Club
- Cheyenne Mountain State Park
- Patty Jewett Golf Course
- Colorado Wolf and Wildlife Center
- Sanctuary Golf Course
- Castlewood Canyon State Park
- Mueller State Park
- Roxborough State Park
- Lake Pueblo State Park
- Helen Hunt Falls
- Red Hawk Ridge Golf Course
- Colorado Springs Pioneers Museum
- The Rides at City Park
- Walking Stick Golf Course
- Rocky Mountain Dinosaur Resource Center
- The Club at Ravenna - Colorado Golf Club
- The Broadmoor Golf Club
- Elmwood Golf Course
- Things to do Colorado Springs
- Art and culture Colorado Springs
- Things to do El Paso County
- Art and culture El Paso County
- Things to do Colorado
- Sports activities Colorado
- Art and culture Colorado
- Tours Colorado
- Wellness Colorado
- Entertainment Colorado
- Nature and outdoors Colorado
- Food and drink Colorado
- Sightseeing Colorado
- Things to do United States
- Food and drink United States
- Sightseeing United States
- Entertainment United States
- Wellness United States
- Sports activities United States
- Nature and outdoors United States
- Art and culture United States
- Tours United States