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

  • Dryer
  • Washer
  • Kitchen
  • Air conditioning
  • Outdoor space
  • Free WiFi

Explore the area

Map
Colorado Springs, CO
  • Pikes Peak Center
    ‪3 min drive‬
  • Colorado College
    ‪4 min drive‬
  • Garden of the Gods
    ‪7 min drive‬
  • Colorado Springs, CO (COS)
    ‪17 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Queen Beds

1 bathroom

Bathroom 1

Spaces

Deck or patio
Kitchen
Separate dining area
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

Property manager

iTrip Colorado Springs
Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen
Washer
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

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

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 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.
Map
Colorado Springs, CO

What's nearby

  • Monument Valley Park - 16 min walk - 1.4 km
  • Pikes Peak Center - 3 min drive - 1.8 km
  • Colorado College - 4 min drive - 3.8 km
  • Red Rock Canyon Open Space - 5 min drive - 4.2 km
  • Garden of the Gods - 7 min drive - 6.7 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬16 min walk
  • ‪Phantom Canyon - ‬18 min walk
  • ‪Cerberus Brewing Company - ‬7 min walk
  • ‪Summa - ‬9 min walk
  • ‪Sheldon's Luncheonette - ‬13 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.

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 McAllister House 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. 97 out of 116 reviews
Rating 8 - Good. 14 out of 116 reviews
Rating 6 - Okay. 5 out of 116 reviews
Rating 4 - Poor. 0 out of 116 reviews
Rating 2 - Terrible. 0 out of 116 reviews

9.6/10

Cleanliness

9.8/10

Check-in

10/10

Communication

9.6/10

Location

9.8/10

Listing accuracy

Reviews

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

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

8/10 Good

Randy T.

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

Colorado Springs

Great place. I would have given it a 5 star rating but the internet was a bit slow, the sofa really needs to be replaced, and would be nice to have laundry facilities inside. Was kinda dark going behind the house at night. Otherwise great place.
Stayed 7 nights in Sep 2024

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

10/10 Excellent

Bill O.

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

Amazing view and experience.

Pros: Full kitchen with most basic items available. Blender, toaster, etc are all there. Linens were very well made available and stacked in a modern bathroom. You walk outside and you are LITERALLY looking at mountains. Within 5 min of Old Co. Sprgs, with amazing (non-commercial) ma-n-pa shops. Close to amazing restaurants like Mountain Shadows (get there early for the Cinn Rolls). Within 5 min to Walmart (for grocery/other shopping). Cons: Many pots/pans without lids, ad hoc set of glasses (2x type A, 3x of type B, 1x type C. Electric range was slower than most to get going, but that's fairly typical. Only 4 plates, which means even though we slept 5x ppl, we had to get some paper plates, otherwise we'd have to run dishwasher or hand wash after [every] meal. Overall: We didn't go there to worry about dishes, stocked ktichen etc, we came for the environment, mountains and Colorado. We'd stay there again but would come more prepared :).
Stayed 3 nights in Aug 2024

8/10 Good

Pam Y.

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

Great location but needs a little TLC

Pros: location is great and in a quiet neighborhood. The beds are comfortable and bed linens clean. Plenty of bath towels and wash rags but did have a couple stains. Check in went well. Cons: the pictures online look fantastic. The place is actually more run down with rips in the couch, shower curtain falling down with a rusty curtain rod, trash can in bathroom still had a feminine napkin on the lid, and kitchen was minimally stocked with only one small plate, no pitcher, and the tv does not work with Apple. When we did try to mirror, the guests below came to the door and were upset we were connecting to their tv even though we were using the WiFi and Samsung TV listed on the screen. We also had to wash and put away all dishes, clean out the refrigerator, take out the trash, put towels in bathroom, clean coffee maker. Seemed a bit much since the cleaning fee was charged. The upper floor is warmer but the fans help with that.
Stayed 3 nights in Aug 2024

10/10 Excellent

Cindy S.

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

Colorado Springs

Beautiful place, close proximity to restaurants and bars. Quit neighborhood. Jad a pleasant time
Stayed 2 nights in Jul 2024

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

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

10/10 Excellent

Alan C.

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

Colorado Springs vacation

The location of the house was perfect for us. It was centrally located and a short driving distance to all of our destinations. The house was extremely clean - something that is very important to me. I would say it’s the cleanest vacation home we’ve stayed in.
Stayed 5 nights in May 2024

8/10 Good

Anne C.

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

Great view, layout and location

Loved having space for family to both convene AND have privacy -- great living room, dining space, and kitchen upstairs with mountain views; 2 bedrooms and bath downstairs. Because I cook where I stay, kitchen cleanliness was an issue for me. In cabinets I found multiple oily pans, and dried food on several plates. So long as I rewashed before I used things, kitchen was convenient, functional, very nice!
Stayed 8 nights in May 2024

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

8/10 Good

Rebecca S.

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

Colorado Springs - Great Deal and location

Host was nice and communicative. Property was solid in a great location. Easy walk to downtown. We had expected washer/dryer to be in the property, and I would have appreciated small amenities like more blankets. But overall good place at a reasonable price.
Stayed 3 nights in Apr 2024

10/10 Excellent

Carrie W.

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

Fantastic location!

Loved the location of this property. Close to downtown and OCC. Check in was easy, property was very clean and the beds were soooo comfortable. A few personal preferences of note: shower pressure was soft but very quiet. Never heard the shower when in use by others. Blackout curtains in the bedrooms much appreciated. Several oscillating fans are available. The temperature on the top floor is warmer than rest of the property. But the window view is worth it. And it’s not often you find a property with two queen beds in one room.
Stayed 3 nights in Mar 2024

10/10 Excellent

Mandi G.

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

Spring Break Getaway

Beautiful upstairs duplex with a great location! The area was quiet at night with a pretty view of the mountains. Centrally located for both Colorado Springs and Manitou Springs. We spent the week checking out all the area activities and it was so nice to come back to a home, instead of a hotel. The beds were super comfortable and there were plenty of towels and soaps for our group. We would definitely stay here again!
Stayed 4 nights in Mar 2024

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

10/10 Excellent

Belinda C.

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

CS stay

Clean home and safe neighborhood. Pleased with our stay.
Stayed 5 nights in Jan 2024

10/10 Excellent

Susan A., Larned, Kansas

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

Very nice stay

This is a nice, clean property with a beautiful view of the mountains, lots of windows! The management company was very responsive to the questions i had before checking in. The only drawback is no laundry available. Overall it was a nice stay.
Stayed 3 nights in Dec 2023

6/10 Okay

Debbie H.

Liked: Cleanliness, communication, location
Disliked: Check-in

Not up to a 5 star rating

Check in was clunky as I expected all the check-in information to be in the app. Apparently, I received an email from property management company. A quick call to VRBO and a couple texts to the company got us in. However, it was dark and whereas a light was over the B unit, our A unit was dark and we drug our bags up 2 small flights of stairs. The first set of stairs had no railing. More about that later. There were a lot more stairs inside the property. Eight from the landing, and six more up to the living area. Let's get back to the outside stairs. Not a problem with out without a railing, but once it began to snow the stairs became treacherous and dangerous. No shovel was offered, and soon the outdoor stairs were covered with not only snow, but ice. I've stayed in other snowy areas and a shovel was provided. The unit was probably the least equipped we've stayed at. While I don't expect a full fridge, etc., but it would have been nice to at least have one day's worth of coffee. None provided. Only salt and pepper were provided. Once again this is unusual for this type of rental. Missing were foil, Saran wrap or plastic bags. TV hookup was clumsy and time-consuming. This rental is good for sleeping, but if you plan on living in the unit then look elsewhere.
Stayed 5 nights in Nov 2023

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

10/10 Excellent

Rhea T.

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

Great place to stay when in town for figure skating

This was the perfect spot to stay while my daughter competed at the U.S. Olympic Training Facility. Comfortable beds, quiet neighborhood, AMAZING views, and spacious enough for the 3 of us. Absolutely will book here again if we get the opportunity! Lots of great places and things to do near by and so appreciated the recommendations from the owners. Thank you for sharing this great space with us!! It made for a wonderful first trip to Colorado!
Stayed 4 nights in Sep 2023

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

8/10 Good

Lucius K.

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

W

W
Stayed 3 nights in Aug 2023

10/10 Excellent

Laurabeth S.

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

Excellent! Great views!

Beautiful place that exceeded our expectations! Very clean and roomy for 3 adults, 2 BR, 1 BA. The best part was beautiful view of the mountains.
Stayed 7 nights in Aug 2023

10/10 Excellent

Richard R.

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

Get away

We thoroughly enjoyed our stay at this location as it was located close to the areas we wanted to visit.
Stayed 9 nights in Aug 2023

About the host

Hosted by iTrip Colorado Springs

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests