Search Vacation Homes in Penrose

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Penrose vacation homes

Vacation Home in Old Colorado City

10.0 out of 10, Exceptional, (133)
"Adorable, Comfy and Cozy place to stay. We walked to dinner every night. Excellent location! I highly recommend this place and the excellent Host!!"
United States
Angela C.
The price is AED 294
AED 636 total
includes taxes & fees
14 Dec - 15 Dec
—> The Trolley Car <—

Vacation Home in Pueblo

2.0 star property
9.8 out of 10, Exceptional, (8)
"This was the perfect home for my family and friends to stay at for the chili festival weekend. The owner was absolutely wonderful and easy to work with."
United States
Zach H.
The price is AED 257
AED 778 total
includes taxes & fees
6 Jan - 7 January 2026
Charming 3-bedroom house. Centrally located for work or play.

Vacation Home in Stratmoor

2.0 star property
9.0 out of 10, Wonderful, (4)
"Quiet neighborhood and the host was amazing checking in to make sure everything was good. Would stay again "
United States
Russell M.
The price is AED 212
AED 802 total
includes taxes & fees
3 Jan - 4 January 2026
Hidden Jewel for the Family, Near the Broadmoor

Vacation Home in Southwest Colorado Springs

9.8 out of 10, Exceptional, (6)
"Was a very clean and nice property with outstanding communication and responsive to every need"
United States
Elmer
The price is AED 154
AED 666 total
includes taxes & fees
15 Dec - 16 Dec
Shipping Container Retreat in Colorado Springs

Vacation Home in Aberdeen

10.0 out of 10, Exceptional, (143)
"This place was so adorable and had everything we needed for a weekend stay this 4th of July. It is clean, quiet, and had great amenities! "
United States
Cassidy E.
The price is AED 349
AED 737 total
includes taxes & fees
9 Jan - 10 January 2026
Clean and Private Mid-Century Modern Park House Gem

Vacation Home in Midland

9.6 out of 10, Exceptional, (5)
"It was a really neat place to be and very dog friendly. Extremely close to anything and everything. "
United States
Lora F.
The price is AED 154
AED 801 total
includes taxes & fees
16 Dec - 17 Dec
Charming 1920 Caboose in Colorado Springs

Vacation Home in Central Colorado Springs

10.0 out of 10, Exceptional, (6)
"Great stay!! "
United States
Brittany J.
The price is AED 195
AED 967 total
includes taxes & fees
14 Dec - 15 Dec
Institute Aura! Family Home w Quiet Workspace

Vacation Home in Central Colorado Springs

9.0 out of 10, Wonderful, (18)
"Excellent communication with owners. pics represented the place accurately. Wonderful place to stay."
United States
Heather P.
The price is AED 195
AED 953 total
includes taxes & fees
15 Dec - 16 Dec
Olympic House! Downtown w Hot Tub, Fire pit & BBQ

Vacation Home in West Colorado Springs

10.0 out of 10, Exceptional, (26)
"This is a wonderful property - probably the best short term rental we've ever stayed in. The house was immaculate, and it was clear the hosts had anticipated every need of guests - plenty of extra blankets and towels, simple instructions, and an exceptionally well-stocked kitchen. It was the first time we've said we'd like to come back to the exact same place. Thank you for a great stay!"
United States
Makenzie B.
The price is AED 312
AED 1,130 total
includes taxes & fees
15 Dec - 16 Dec
Well-Stocked, Family Friendly Home on the Westside

Vacation Home in Pueblo

10.0 out of 10, Exceptional, (28)
"It was an amazing home. Very well done. We absolutely loved our stay. "
United States
Jennifer P.
The price is AED 357
AED 840 total
includes taxes & fees
11 Dec - 12 Dec
Cozy Casa - Downtown by Beautiful Park & Riverwalk

Vacation Home in Westside

9.8 out of 10, Exceptional, (20)
"Very nice place and close to everything "
United States
Rhonda W.
The price is AED 195
AED 943 total
includes taxes & fees
14 Dec - 15 Dec
Colorado Cottage! Downtown Home on OCC w/ Patio!

Vacation Home in Central Colorado Springs

9.4 out of 10, Exceptional, (13)
"We loved sitting on the Adirondack chairs in the yard in the mornings and evenings. This tiny, half-pint home was just right for us as a landing place in between our family gatherings in Colorado Springs."
United States
Jacqueline
The price is AED 184
AED 882 total
includes taxes & fees
11 Dec - 12 Dec
Cozy Half Pint | Downtown Pet Friendly Stays!

Vacation Home in Central Colorado Springs

9.6 out of 10, Exceptional, (18)
"Good location.. a bit of road noise . House has great layout "
United States
Darrel R.
The price is AED 224
AED 861 total
includes taxes & fees
14 Dec - 15 Dec
Dirtbag Cavern - 4BR Climber's Paradise in COS

Vacation Home in Southwest Colorado Springs

9.4 out of 10, Exceptional, (42)
"The place was extremely nice! The hot tub was great and got to see wildlife (wild turkeys) from the hot tub."
United States
James J.
The price is AED 331
AED 1,265 total
includes taxes & fees
11 Dec - 12 Dec
Serene Backyard Views ★ Near CM Zoo ★ Hot Tub ★

Vacation Home in Central Colorado Springs

10.0 out of 10, Exceptional, (323)
"Second time we’ve stayed here….great location, great house and the owner goes above and beyond ea h time!!"
United States
Mollie M.
The price is AED 375
AED 1,272 total
includes taxes & fees
11 Dec - 12 Dec
Award Winning Downtown 1923 Bungalow Pikes Peak, Garden of the Gods & Hot Tub!⭐️

Vacation Home in West Colorado Springs

9.6 out of 10, Exceptional, (18)
"This house had everything we needed! Great location & plenty of space. For a family of 5, having 3 bathrooms made our mornings stress free! Communication was extremely easy & our kids loved the welcome popcorn. "
United States
Shawna H.
The price is AED 327
AED 1,087 total
includes taxes & fees
11 Dec - 12 Dec
Perfect Location! Perfect House! Hot Tub, Fire Pits, Rec Room, Bikes, Family Fun

Vacation Home in Southwest Colorado Springs

9.8 out of 10, Exceptional, (34)
"Great fit for a family of seven"
United States
Nathan M.
The price is AED 371
AED 882 total
includes taxes & fees
11 Dec - 12 Dec
Ivywild Bungalow ↠Close to Trails/Downtown/Shops↞

Vacation Home in West Colorado Springs

10.0 out of 10, Exceptional, (11)
"house very comfortable and clean. Our adult kids had fun with the hot tub and outdoor spaces. "
United States
Cathy L.
The price is AED 316
AED 1,645 total
includes taxes & fees
11 Dec - 12 Dec
Tonka Valley! Hot Tub, Sauna & Putting Green

Vacation Home in Broadmoor

9.8 out of 10, Exceptional, (148)
"Great place to stay in Colorado Springs."
United States
Michael M.
The price is AED 323
AED 684 total
includes taxes & fees
15 Dec - 16 Dec
"Creekside" Cottage in Cheyenne Canyon

Vacation Home in Bessemer

9.6 out of 10, Exceptional, (14)
"A good job has been done making this older home a pleasant place to stay. We enjoyed our three nights here."
United States
James
The price is AED 477
AED 613 total
includes taxes & fees
10 Jan - 11 January 2026
Cozy 2 BDR Home Near Colorado State fairgrounds.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Penrose Hotel Reviews