El Pomar Carriage Museum which includes interior views

Southwest Colorado Springs holiday rentals

We found 234 holiday rentals — enter your dates for availability

Where to?

Dates

Calendar
Flexible dates

October 2025

November 2025

Select from 149 homes, 25 cottages and other holiday rentals in Southwest Colorado Springs to find one that's perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and garden. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Southwest Colorado Springs

Showing deals for:2 Jan - 9 Jan

Exceptional

(41 reviews)

Spectacular Views - Stunning Modern Broadmoor Home

Colorado Springs, CO

12% off

for 7 nights, 1 home

AU$1,370 per night

includes taxes & fees

Exceptional

(41 reviews)

1BR-Colorado Cottage Charm-Hiking and Broadmoor

Colorado Springs, CO

7% off

for 7 nights, 1 home

AU$261 per night

includes taxes & fees

Exceptional

(12 reviews)

4BR 4BA multi-family with multiple outdoor & indoor living spaces, hot tub, BBQ.

Colorado Springs, CO

8% off

for 7 nights, 1 home

AU$1,703 per night

includes taxes & fees

Backyard patio is tranquil and relaxing!

Exceptional

(29 reviews)

Perfect vacation home with amazing outdoor space, pet and handicapped friendly!

Colorado Springs, CO

12% off

for 7 nights, 1 home

AU$352 per night

includes taxes & fees

Wonderful

(7 reviews)

Mountain Gateway ~ MCM Charm, close to DT Col Spgs/Cheyenne Mt/Zoo/Broadmoor!

Colorado Springs, CO

7% off

for 7 nights, 1 home

AU$223 per night

includes taxes & fees

Exceptional

(94 reviews)

Gorgeous New Canyon Cottage steps to 5 star Broadmoor and limitless trail system

Colorado Springs, CO

8% off

for 7 nights, 1 cottage

AU$474 per night

includes taxes & fees

Exceptional

(40 reviews)

New! Broadmoor Reserve Home, Mountainside views, Deck. A-STRP-24-0585

Colorado Springs, CO

8% off

for 7 nights, 1 home

AU$706 per night

includes taxes & fees

Exceptional

(128 reviews)

Modern Home, 3 Family Rooms, 3 Decks, 1 Mile from Broadmoor, 500’ above CoS.

Colorado Springs, CO

8% off

for 7 nights, 1 home

AU$1,979 per night

includes taxes & fees

Exceptional

(9 reviews)

Skyway Retreat: Peaceful Secluded Mid-Century Guesthouse - Amazing Location!

Colorado Springs, CO

11% off

for 7 nights, 1 room

AU$305 per night

includes taxes & fees

Exceptional

(47 reviews)

Kick back and relaxing luxury home, calm western space near the Broadmoor.

Colorado Springs, CO

7% off

for 7 nights, 1 home

AU$292 per night

includes taxes & fees

Open a bottle of wine and relax while sitting creekside

Exceptional

(114 reviews)

Creekside, steps to the Broadmoor, close to Zoo, Seven Falls, hike from house

Colorado Springs, CO

8% off

for 7 nights, 1 home

AU$925 per night

includes taxes & fees

Exceptional

(21 reviews)

Nestled in Cheyenne Canyon and one minute walk to the Broadmoor hotel!

Colorado Springs, CO

7% off

for 7 nights, 1 home

AU$413 per night

includes taxes & fees

Never Feel the Chill of Colorado Nights Again with Our Cozy Fire Pit. The Ideal Spot for Gathering, Conversations, and Enjoying Drinks or Hot Coffee. Your Perfect Vacation Awaits!

Very good

(19 reviews)

Hiker's Hideaway! Nature Escape, BBQ & Pit Trails

Colorado Springs, CO

5% off

for 7 nights, 1 home

AU$315 per night

includes taxes & fees

Exceptional

(185 reviews)

Mountain Chic Cheyenne Cañon Cottage, Steps to The Broadmoor & Amazing Hiking!

Colorado Springs, CO

9% off

for 7 nights, 1 cottage

AU$250 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Southwest Colorado Springs

Cheyenne Mountain Zoo

Find the best place to stay - Southwest Colorado Springs

Premier Host

Serene Backyard Views ★ Near CM Zoo ★ Hot Tub ★

Sleeps 4 · 2 bedrooms · 1 bathroom

Premier Host

J&J floating house along the Broadmoor golf course Indoor Lap pool/hot tub/games

Sleeps 23 · 6 bedrooms · 5+ bathrooms

Historical Resort Home located on 8 acres above the city of Colorado Springs

Sleeps 20 · 6 bedrooms · 6+ bathrooms

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, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday home accommodation in Southwest Colorado Springs?

Houses are the most popular type of holiday home in Southwest Colorado Springs, according to our data. Even if you've got something different in mind, Stayz has holiday homes in all sizes and shapes. Explore our options to find your perfect match.

How much does it cost to rent a holiday home in Southwest Colorado Springs?

A range of factors affect what you'll pay for your holiday home in Southwest Colorado Springs, such as the length of stay, type of property and season. But, all of our holiday homes have one thing in common — unbeatable value. Just enter your travel dates to find your ideal escape.

How much does it cost to rent a beach house in Southwest Colorado Springs?

When you travel and the style and size of the property will influence how much you'll pay for your beachside holiday home. Type in your Southwest Colorado Springs travel dates to view your available options on Stayz. Did someone just say "private pool"? Use our filters to select the amenities and features you want.

Are there large group holiday homes in Southwest Colorado Springs?

With 30 properties that can host 10 or more people in Southwest Colorado Springs, there's no need to leave anyone off your invite list. From family get-togethers to special events like Christmas and birthday parties, Stayz will help you find a large group home that fits the occasion.

Can I find two-bedroom holiday homes in Southwest Colorado Springs?

Gather your nearest and dearest and experience complete comfort and privacy in one of the 39 two-bedroom holiday homes Southwest Colorado Springs has to offer.

Are there holiday homes with WiFi in Southwest Colorado Springs?

You can pick from 40 holiday homes with WiFi in Southwest Colorado Springs. If you want to disconnect from daily life during your trip, but still need to be connected to the web, these properties are for you. Narrow your search by applying the WiFi filter on Stayz.

How old do you have to be to rent a holiday home in Southwest Colorado Springs?

The minimum age is generally 16, 18 or 21. It can differ from property to property on Stayz, so look at the rules of your preferred Southwest Colorado Springs stay before booking.

How long can I rent a holiday home in Southwest Colorado Springs for?

The amount of time you can stay in a Southwest Colorado Springs holiday home for varies depending on the property. Simply put in your travel dates to see options offering longer term stays. They have all you require to make your extended getaway more comfortable and convenient, such as kitchens and backyards. Some holiday homes may also offer weekly or monthly discounted prices, so you can stay even longer for less.