Westside holiday rentals
We found 230 holiday rentals — enter your dates for availability
Select from 91 homes, 30 cottages and other holiday rentals in Westside to find one that's perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the amenities that you need and want for your stay, such as air conditioning and Wi-Fi. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts – Westside
Showing deals for:27 Nov - 4 Dec
Exceptional
(6 reviews)
Green Grove at Captain's Cove, located in the heart of Old Colorado City 2
Colorado Springs
S$1,349
for 7 nights, 1 apartment
S$193 per night
includes taxes & fees
Exceptional
(21 reviews)
Stylish Boho cottage
Colorado Springs
S$1,591
for 7 nights, 1 apartment
S$227 per night
includes taxes & fees
Exceptional
(9 reviews)
Westside Stairway to a Haven in Old Colorado City at the base of Pikes Peak
Colorado Springs
S$1,110
for 7 nights, 1 apartment
S$159 per night
includes taxes & fees
Exceptional
(44 reviews)
🗻Mountain VIEWS!❤️on Colorado Ave!❤️Walkable Neighborhood❤️Backyard❤️Fire Pit🔥
Colorado Springs
S$2,043
for 7 nights, 1 home
S$292 per night
includes taxes & fees
Exceptional
(202 reviews)
Close to EVERYTHING! Beautiful Farmhouse Retreat!
Colorado Springs
S$1,984
for 7 nights, 1 home
S$283 per night
includes taxes & fees
Exceptional
(9 reviews)
In the Heart of OCC overlooking W. Colorado Ave-Electric Avenue @ Captain's Cove
Colorado Springs
S$1,389
for 7 nights, 1 apartment
S$198 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Cottage
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Chalet
Find the best place to stay - Westside
8/19 now available Updated 2br Minutes from downtown- backyard & Firepits
Sleeps 6 · 2 bedrooms · 1 bathroom
🗻Mountain VIEWS!❤️on Colorado Ave!❤️Walkable Neighborhood❤️Backyard❤️Fire Pit🔥
Sleeps 6 · 2 bedrooms · 1+ bathroom
Peakstone Nest! Pet-Friendly & Fire Pit, Workspace
Sleeps 8 · 3 bedrooms · 1 bathroom
Vaulted-Charming 2-bedroom apartment with AC in Colorado Springs
Sleeps 8 · 2 bedrooms · 1 bathroom
Baby Blue! Private Hot Tub, Elegant Kitchen/Baths!
Sleeps 6 · 3 bedrooms · 2+ bathrooms
9/3 now available! 3 bedroom Downtown with Firepits and backyard
Sleeps 6 · 3 bedrooms · 1 bathroom
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
Can I find a holiday rental in Westside?
Yes, there are holiday rentals close to the most popular sights in Westside, or you can select a more secluded option if you're looking for a relaxing stay.
How many holiday rentals are there in Westside?
With 91 Expedia holiday rentals, you're guaranteed to find just the right place for your Westside stay.
What can I see and do in Westside?
Explore the area and family-friendly sights such as Cheyenne Mountain Zoo, or get out into nature at a spot like Garden of the Gods. Other popular places to visit in the area include Pikes Peak and US Air Force Academy.
What are holiday rentals like in Westside?
Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Westside. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a family getaway.