Skip to main content
Entire home

Downtown & OCC!, Beautiful Mountain Views, AC!, OS Parking, Wifi

Photo gallery for Downtown & OCC!, Beautiful Mountain Views, AC!, OS Parking, Wifi

Enjoy fantastic views from the top of the hill!
Our amazing nextdoor neighbor, The Pinery on The Hill!
Queen Bedroom 1
The updated bathroom offers a tub/shower combo and floating vanity.
The Kitchen offers an Electric Range, Dishwasher, Microwave and Refrigerator.

Reviews

9.6 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 688.3 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Explore the area

View map
Colorado Springs, CO
  • Place, Monument Valley Park
    ‪12 min walk‬
  • Place, Pikes Peak Center
    ‪18 min walk‬
  • Place, Colorado College
    ‪2 min drive‬
  • Airport, Colorado Springs, CO (COS)
    ‪16 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Queen Beds

1 bathroom

bathroom

Spaces

Deck or patio
Kitchen
Dining area

About this property

Downtown & OCC!, Beautiful Mountain Views, AC!, OS Parking, Wifi

Inquire about Monthly Rate Availability!



The Overlook at The Pinery is the perfect place to stay during your visit to Colorado Springs. Located on a hilltop between historic Old Colorado City and downtown Colorado Springs, local attractions are only a few minutes away. Your next door neighbor is The Pinery, so there is no closer location to the beautiful wedding and conference venue. Close enough to walk, even in heels. Enjoy beautiful views of the mountains from the panoramic windows in the main living area. Sit down to a nice meal in the dining area. This unique, cheerful and cozy rental offers an open concept living area, large dining table for 6, a worktable for dedicated computer space, and two private bedrooms. We want our guests to feel at home and enjoy many fond memories during their stay. Don't miss out, book now!



This is the upper level of a two-unit building. Guests are expected to be mindful of the neighboring lower unit and keep noise to a minimum for the enjoyment of everyone. We want everyone to have a wonderful experience while staying.



Need more space? Double your fun! Check this same site for The Retreat at The Pinery located on the lower level. One bedroom, sleeps 2.



OFF STREET PARKING FOR TWO CARS ONLY. Additional parking is sometimes available depending on the occupancy of the lower unit. Overflow parking is available across the street in the unpaved alley. Please park to the side and do not block the street.



THIS IS A SHARED BUILDING WITH TWO SEPARATE UNITS. RESPECTFUL GUESTS ONLY. NO RUNNING OR JUMPING.

SLEEPING ARRANGEMENTS FOR THE OVERLOOK AT THE PINERY (Sleeps 6)



Master Bedroom features:

- Queen size bed

- Dresser with mirror

- Nightstand with reading lamp



Second Bedroom features:

- Two Queen size beds

- Chest of Drawers

- Nightstand with reading lamp



Laundry:

-The Laundry area has exterior, rear access. Laundry is shared between the two units.



Highlights:



- Beautiful mountain views, close to downtown and Old Colorado City, living room, dining room, full kitchen, newly renovated modern bathroom, off street parking, central air and on-site laundry.



- Kitchen includes the basic necessities. Full size appliances (range, refrigerator, dishwasher, coffee maker, toaster and microwave.



- Dining table for 6 plus an additional table in the family room.



- Free Wifi (Xfinity High Speed 83.5 Mbps Download 5.9 Mbps Upload



- Smart TV for streaming your own apps.



- Private terrace and patio.



- Off street parking



- No smoking of any substance inside. Outside smoking is permitted.



- No pets allowed!



Colorado Springs Rental Permit A-STRP-25-0079

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Mountain view

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Outdoor spa tub
Near Downtown« Hot Tub┃Firepit┃Fenced Yard
Central Colorado Springs
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
9.8 out of 10, Exceptional, (71 reviews)
Near Downtown« Hot Tub┃Firepit┃Fenced Yard

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Colorado Springs

Located in Westside, a neighbourhood in Colorado Springs, this holiday home is in the mountains. Cheyenne Mountain Zoo is a popular attraction and the area's natural beauty can be seen at Garden of the Gods and The Broadmoor Seven Falls. Looking to enjoy an event or a game while in town? See what's happening at Broadmoor World Arena or Colorado Springs City Auditorium.
View more Holiday homes in Colorado SpringsOpens in a new window
Map
Colorado Springs, CO

What's nearby

  • Monument Valley Park - 12 min walk - 1.0 km
  • U.S. Olympic & Paralympic Museum - 13 min walk - 1.2 km
  • Pikes Peak Center - 18 min walk - 1.6 km
  • Colorado Springs Convention Center - 20 min walk - 1.7 km
  • Colorado College - 2 min drive - 2.2 km

Getting around

  • Colorado Springs Municipal Airport (COS) - 17 min drive

Restaurants

  • ‪McDonald's - ‬16 min walk
  • ‪Sheldon's Luncheonette - ‬14 min walk
  • ‪Phantom Canyon Brewing Company - ‬18 min walk
  • ‪Seven's Gate Taproom - ‬7 min walk
  • ‪Cerberus Brewing Company - ‬7 min walk

Frequently asked questions

Is Downtown & OCC!, Beautiful Mountain Views, AC!, OS Parking, Wifi pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Downtown & OCC!, Beautiful Mountain Views, AC!, OS Parking, Wifi?

As of 2 Apr 2026, prices found for a 1-night stay for 2 adults at Downtown & OCC!, Beautiful Mountain Views, AC!, OS Parking, Wifi on 5 July 2026 start from AU$323, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Downtown & OCC!, Beautiful Mountain Views, AC!, OS Parking, Wifi?

On-site parking is available at the property.

What time is check-in at Downtown & OCC!, Beautiful Mountain Views, AC!, OS Parking, Wifi?

Check-in begins at 4:00 PM.

What time is check-out at Downtown & OCC!, Beautiful Mountain Views, AC!, OS Parking, Wifi?

Checkout is at 10:00 AM.

Where is Downtown & OCC!, Beautiful Mountain Views, AC!, OS Parking, Wifi located?

Located in Westside, this holiday home is within 1 mile (2 km) of Midland Trail, Acacia Park and Monument Valley Park. America the Beautiful Park and U.S. Olympic & Paralympic Museum are also within 1 mile (2 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 107 out of 128 reviews
Rating 8 - Good. 15 out of 128 reviews
Rating 6 - Okay. 5 out of 128 reviews
Rating 4 - Poor. 1 out of 128 reviews
Rating 2 - Terrible. 0 out of 128 reviews

9.6/10

Cleanliness

9.8/10

Check-in

10/10

Communication

9.6/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Holly C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed the great location of this VRBO and beautiful views of the mountains. The rooms were a great size with comfortable beds. We highly recommend staying at this location.
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Steve P.

Liked: Cleanliness, check-in, communication, listing accuracy
Close to town, convenient to get to attractions in area
Stayed 5 nights in Sep 2025
Verified

10/10 Excellent

Tomas C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful

Excelente, good location
Stayed 6 nights in Jul 2025
Verified

8/10 Good

Michael W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice house. Great host.
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Mary S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent Location

The place was clean with plenty of towels and basic necessities. It was a good location and in a quiet neighborhood.
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Belinda C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Springs

Wonderful place to rest and relax. Enjoyed our stay.
Stayed 5 nights in May 2025
Verified

10/10 Excellent

Katie G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Check in was informative and easy to complete.
Stayed 5 nights in Jul 2025
Verified

10/10 Excellent

Heather O.

Liked: Check-in, communication, location, listing accuracy

Great Stay

All were great; location, layout, views, hill-top neighborhood and our actual stay - thanks!
Stayed 3 nights in Sep 2024
Verified

10/10 Excellent

Tammy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy Getaway

Nice quite location with awesome view of the mountains. We loved that we were so close to Manitou Springs .
Stayed 3 nights in Mar 2025
Verified

10/10 Excellent

teresa s.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Marvelous mini vaca stay

Simple to rent & great location!
Stayed 2 nights in Nov 2022
Response from VrboOwner on 14 Dec 2022
Thanks for staying at The Overlook! Ellen and Mike iTrip Vacations Property Management
Verified

10/10 Excellent

betty b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girl's trip

This was the perfect location! Beautiful mountain views while you watch the sun rise and set, and just minutes from everywhere you want to go.
Stayed 3 nights in Mar 2025
Verified

10/10 Excellent

Stephanie T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great trip

The location was great - so close to everything we wanted to do, and it was so quiet! Everything was clean and well maintained would stay again for sure!
Stayed 5 nights in Jul 2023
Verified

10/10 Excellent

Darla S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place

This place worked great for my needs.
Stayed 5 nights in Apr 2024
Response from VrboOwner on 13 May 2024
Thanks for staying at The Overlook!
Verified

10/10 Excellent

Luke M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spring break trip

Super nice property perfect view of the mountains and city
Stayed 5 nights in Mar 2023
Response from VrboOwner on 31 Mar 2023
Thanks for staying at The Overlook! Ellen and Mike iTrip Vacations Property Management
Verified

10/10 Excellent

Brandon G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice

Was a great place to stay! Very clean and friendly with an awesome view! Was close to town and all the fun activities.
Stayed 6 nights in Jul 2024
Verified

10/10 Excellent

Belinda C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family get away

Beautiful quiet neighborhood. Enjoyed our stay! Will book again on our next trip!
Stayed 4 nights in Aug 2023
Verified

10/10 Excellent

jerry m.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Colorado springs getaway

Beautiful view and accessible to old colorado city and to downtown colorado springs we enjoyed the stay.
Stayed 2 nights in Jan 2023
Response from VrboOwner on 25 Jan 2023
Thanks for staying at The Overlook! Ellen and Mike iTrip Vacations Property Management
Verified

8/10 Good

William M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place!

Everything was clean and it was a beautiful place to stay. Host was very accommodating with our needs for our baby since we flew.
Stayed 3 nights in Mar 2020
Response from VrboOwner on 7 Apr 2020
We are glad that you enjoyed your stay. The Overlook at The Pinery is one of our most popular homes. We always strive to offer a 5 star experience for all of our guests and encourage them to reach out to us if they are not having a 5 star experience.
Verified

10/10 Excellent

Emily V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place and Location

The Overlook was perfect for our family! This location was clean, in a quite neighborhood and close to many attractions! We will be staying again!
Stayed 5 nights in Oct 2023
Verified

10/10 Excellent

Hanna A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Location!

Our stay was great! The location is very close to all the major destinations in Colorado Springs. We loved the view from the living room windows!!
Stayed 5 nights in Oct 2022
Response from VrboOwner on 23 Oct 2022
Thanks for staying at The Overlook! See you again soon. Ellen and Mike iTrip Vacations Property Management
Verified

8/10 Good

Rebecca C.

Liked: Cleanliness, communication, location, listing accuracy

Great stay

Overall, this was a great place to stay. There were a few miscommunications about check-in, but they were clarified once I contacted the managers of the property. We would definitely stay here again!
Stayed 5 nights in Jul 2022
Response from VrboOwner on 26 July 2022
Thanks for staying at The Overlook! We hope that everyone will enjoy the home. For guests who are requesting early check-in, please contact us 24 hours prior to arrival. We do accommodate early check-in's depending on availability. Ellen and Mike iTrip Vacations Property Management
Verified

10/10 Excellent

Claudia S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A great place to stay!

This VRBO was very clean, had everything we needed, and was less than 15 minutes to so many things -- downtown Colorado Springs, Manitou Springs, the Garden of the Gods, Red Rock Canyon Open Space, and North Cheyenne Canon Park. Really worked out well for our family.
Stayed 5 nights in Jun 2024
Verified

10/10 Excellent

Blanca S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Short Stay

Enjoyed our stay in Colorado. First time visiting Colorado Springs The views from this home were great. The children enjoyed the stay. Cozy enough for all 5 of us.
Stayed 3 nights in Mar 2024
Verified

4/10 Poor

Joe M.

Liked: Check-in, communication
Disliked: Cleanliness, location, listing accuracy
Mutiple bugs found in building. Crickets and flying bugs. AC was set at 70 and still needed fans. Area was not the best as well.
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Mary B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Pleasant

Great place for a family to stay! Close to many activites. The view is beautiful!
Stayed 4 nights in Jul 2019
Response from VrboOwner on 25 Mar 2020
Thanks! We do our best to create great spaces for our guests.

About the host

Hosted by iTrip Colorado Springs

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback