Photo by Ryan Carlos

Westside holiday lettings

We found 228 holiday rentals — enter your dates for availability
Select from 91 homes, 29 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:13 Nov - 20 Nov

Living area
Exterior
Living area
Private kitchen
Exceptional
(224 reviews)

On Sale! Gorgeous Garden of the Gods Getaway!

Colorado Springs

7% off
£1,160
for 7 nights, 1 home
£166 per night
includes taxes & fees
On Sale! Gorgeous Garden of the Gods Getaway!
Exterior detail
Living area
Private kitchen
Living area
Exceptional
(9 reviews)

Luxury Garden Loft in Historic Old North End, Centrally located

Colorado Springs

8% off
£1,528
for 7 nights, 1 home
£218 per night
includes taxes & fees
Luxury Garden Loft in Historic Old North End, Centrally located
Interior
Living area
Living area
Living area
Exceptional
(9 reviews)

Westside Stairway to a Haven in Old Colorado City at the base of Pikes Peak

Colorado Springs

12% off
£763
for 7 nights, 1 apartment
£109 per night
includes taxes & fees
Westside Stairway to a Haven in Old Colorado City at the base of Pikes Peak
Private kitchen
Private kitchen
Room
Living area
Exceptional
(20 reviews)

Stylish Boho cottage

Colorado Springs

11% off
£859
for 7 nights, 1 apartment
£123 per night
includes taxes & fees
Stylish Boho cottage
Room
Exterior detail
Room
Property grounds
Exceptional
(5 reviews)

Green Grove at Captain's Cove, located in the heart of Old Colorado City 2

Colorado Springs

11% off
£794
for 7 nights, 1 apartment
£113 per night
includes taxes & fees
Green Grove at Captain's Cove, located in the heart of Old Colorado City 2
The front of the Retreat's 2 unit building. The Retreat is located on the bottom right with its own entrance and parking spot.
Enjoy your favorite netflix, relax and enjoy
Back of the property, and outdoor backyard. The Retreat is located on the bottom right. The door showing on the right is a separate laundry room.
Lots of spaciousness and privacy
Wonderful
(17 reviews)

Cozy 1 Bedroom Condo Adjacent to Downtown

Colorado Springs

13% off
£726
for 7 nights, 1 apartment
£104 per night
includes taxes & fees
Cozy 1 Bedroom Condo Adjacent to Downtown
Exterior
Room
Outdoor dining
Interior
Exceptional
(9 reviews)

In the Heart of OCC overlooking W. Colorado Ave-Electric Avenue @ Captain's Cove

Colorado Springs

11% off
£825
for 7 nights, 1 apartment
£118 per night
includes taxes & fees
In the Heart of OCC overlooking W. Colorado Ave-Electric Avenue @ Captain's Cove
Interior
Private kitchen
Living area
Exterior
Exceptional
(44 reviews)

🗻Mountain VIEWS!❤️on Colorado Ave!❤️Walkable Neighborhood❤️Backyard❤️Fire Pit🔥

Colorado Springs

7% off
£1,264
for 7 nights, 1 home
£181 per night
includes taxes & fees
🗻Mountain VIEWS!❤️on Colorado Ave!❤️Walkable Neighborhood❤️Backyard❤️Fire Pit🔥
Room
Exterior
Interior
Living area
Exceptional
(200 reviews)

Close to EVERYTHING! Beautiful Farmhouse Retreat!

Colorado Springs

7% off
£1,160
for 7 nights, 1 home
£166 per night
includes taxes & fees
Close to EVERYTHING! Beautiful Farmhouse Retreat!

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More 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.