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Teller County Vacation Rentals

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Top cities in Teller County

A town nestled in a valley with a winding road, surrounded by rolling hills and distant mountains.
Vacation Rentals

Cripple Creek

Cripple Creek

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Teller County vacation rentals

A kitchen with dark wood cabinets, a central island with a sink, and a view of the dining area through large windows.

1. Cozy 1BR Chalet | Pikes Peak, Grill & Relaxing Patio

Cozy 1BR Chalet | Pikes Peak, Grill & Relaxing Patio
Woodland Park
8.8 out of 10, Excellent, (21 reviews)
"Nice cozy place"
United States
William
The price is CA $72
CA $229 total
includes taxes & fees
Nov 16 - Nov 17
Cozy 1BR Chalet | Pikes Peak, Grill & Relaxing Patio
A cozy living room with a flat-screen TV, a wooden coffee table, a cushioned armchair, and a sofa with a 'happy place' pillow.

2. Sunny Tiny Haven | BBQ, Fresh Vibes & Peak Views

Sunny Tiny Haven | BBQ, Fresh Vibes & Peak Views
Woodland Park
9.0 out of 10, Wonderful, (18 reviews)
"It was very clean"
United States
Amy E.
The price is CA $89
CA $269 total
includes taxes & fees
Nov 16 - Nov 17
Sunny Tiny Haven | BBQ, Fresh Vibes & Peak Views
A wooden cabin with a patio, a hot tub, and a fire pit.

3. Luxury Glamping | Tiny Haven, Firepit & Grill

Luxury Glamping | Tiny Haven, Firepit & Grill
Woodland Park
9.0 out of 10, Wonderful, (12 reviews)
"Beautiful location and beautiful place to spend time off."
United States
aghead
The price is CA $86
CA $250 total
includes taxes & fees
Nov 16 - Nov 17
Luxury Glamping | Tiny Haven, Firepit & Grill
Property grounds

4. Cozy Cabin

Cozy Cabin
Florissant
9.8 out of 10, Exceptional, (47 reviews)
"The host is very accommodating and wonderful with communication! The property itself is so cozy and peaceful ☺️"
United States
Amber
The price is CA $102
CA $386 total
includes taxes & fees
Nov 11 - Nov 12
Cozy Cabin
A wooden deck with two chairs and a table, a grill, and a propane tank.

5. Glamping Under the Stars | Firepit, BBQ & Views

Glamping Under the Stars | Firepit, BBQ & Views
Woodland Park
9.8 out of 10, Exceptional, (17 reviews)
"It was the coziest stay we’ve had, clean and very peaceful! 10/10 recommend"
United States
Fernanda
The price is CA $62
CA $236 total
includes taxes & fees
Dec 2 - Dec 3
Glamping Under the Stars | Firepit, BBQ & Views
A cozy living room with a wooden ceiling, a sofa with cushions, a coffee table, and a staircase leading to an upper level.

6. The Fern Hollow Retreat

The Fern Hollow Retreat
Woodland Park
8.4 out of 10, Very good, (5 reviews)
"Great little property; excellent commutation from the host!"
United States
Anonymous traveller
The price is CA $62
CA $226 total
includes taxes & fees
Nov 16 - Nov 17
The Fern Hollow Retreat
A living room with a ceiling fan, a TV mounted on the wall, a sofa, a coffee table, and a dining area with a table and chairs.

7. Woodland Peak Tiny Lodge

Woodland Peak Tiny Lodge
Woodland Park
10.0 out of 10, Exceptional, (1 review)
The price is CA $92
CA $287 total
includes taxes & fees
Nov 17 - Nov 18
Woodland Peak Tiny Lodge
A modern living room with a sofa, a coffee table, a TV, and a window with curtains.

8. Page 1-Mid-Century Modern With Mountain View

Page 1-Mid-Century Modern With Mountain View
Victor
10.0 out of 10, Exceptional, (37 reviews)
"Beautiful place!!"
United States
Jo F.
The price is CA $175
CA $293 total
includes taxes & fees
Nov 16 - Nov 17
Page 1-Mid-Century Modern With Mountain View
A deck with a view of a forested area, including various trees and a clear sky.

9. Rose Mountain Escape is peaceful with beautiful views and we are pet friendly.

Rose Mountain Escape is peaceful with beautiful views and we are pet friendly.
Woodland Park
9.8 out of 10, Exceptional, (59 reviews)
"Had a wonderful evening under the stars. The cabin was comfortable and cozy the hot tub was excellent. Will definitely book here again"
United States
Matthew W.
The price is CA $153
CA $407 total
includes taxes & fees
Nov 11 - Nov 12
Rose Mountain Escape is peaceful with beautiful views and we are pet friendly.
A covered outdoor deck with a grill, a blue folding chair, and a fire extinguisher.

10. Ricks Mountain Retreat

Ricks Mountain Retreat
2.0 star property
Sedalia
The price is CA $179
CA $391 total
includes taxes & fees
Nov 29 - Nov 30
Ricks Mountain Retreat
A wooden deck with Adirondack chairs and a stone fireplace.

11. Adorable Tiny Home w/ Mtn Views in Woodland Park!

Adorable Tiny Home w/ Mtn Views in Woodland Park!
3.0 star property
Woodland Park
The price is CA $203
CA $351 total
includes taxes & fees
Nov 11 - Nov 12
Adorable Tiny Home w/ Mtn Views in Woodland Park!
A kitchen with wooden cabinets, a central island with stools, and a dining area with a sofa.

12. Cozy Mountain Escape · Peak Views · Woodland Park

Cozy Mountain Escape · Peak Views · Woodland Park
Woodland Park
9.0 out of 10, Wonderful, (15 reviews)
"Very quick and accommodating when I had a concern thr first night."
United States
Christy
The price is CA $91
CA $264 total
includes taxes & fees
Nov 16 - Nov 17
Cozy Mountain Escape · Peak Views · Woodland Park
A kitchen with a window, a bar stool area, and a wooden ceiling.

13. Ashore the Clouds | Glamping Awaits

Ashore the Clouds | Glamping Awaits
Woodland Park
8.8 out of 10, Excellent, (26 reviews)
"Liked wifi and kids were able to watch movies loved it"
United States
Victor
The price is CA $54
CA $211 total
includes taxes & fees
Nov 16 - Nov 17
Ashore the Clouds | Glamping Awaits
Private kitchen

14. Mountain Chic Cabin Retreat

Mountain Chic Cabin Retreat
Woodland Park
9.2 out of 10, Wonderful, (21 reviews)
"Absolutely wonderful stay! Everything we wanted for our get away from Denver!"
United States
Mary Katherine B.
The price is CA $140
CA $289 total
includes taxes & fees
Nov 12 - Nov 13
Mountain Chic Cabin Retreat
A cabin with a stone foundation, large windows, and a balcony with outdoor seating.

15. Rock Rest Eco-Cabin on 2 acre forested lot. Mins from Wolf & Wildlife Sanctuary.

Rock Rest Eco-Cabin on 2 acre forested lot. Mins from Wolf & Wildlife Sanctuary.
Florissant
9.6 out of 10, Exceptional, (61 reviews)
"Our stay was wonderful in Florissant! The cabin was so cozy and had everything you’d need. Cynthia was super kind by recommending some local things to do and see and some great food options too."
United States
Katie S.
The price is CA $161
CA $304 total
includes taxes & fees
Nov 12 - Nov 13
Rock Rest Eco-Cabin on 2 acre forested lot. Mins from Wolf & Wildlife Sanctuary.
A covered porch with wicker furniture, a stone fireplace, and a view of trees.

16. Rustic Escape| Fireplace, BBQ Grill & Scenic Views

Rustic Escape| Fireplace, BBQ Grill & Scenic Views
Woodland Park
8.8 out of 10, Excellent, (13 reviews)
"Cute little place , we enjoyed the deck and relaxing with the views. Communication was great , very neutral spot for everywhere we wanted to visit. Would stay again !!! "
United States
brooke s.
The price is CA $75
CA $241 total
includes taxes & fees
Nov 11 - Nov 12
Rustic Escape| Fireplace, BBQ Grill & Scenic Views
A backyard with a stone staircase leading to a deck, a grill, and a shed.

17. Amazing secluded apartment on 27 acres with Pikes Peak view

Amazing secluded apartment on 27 acres with Pikes Peak view
Divide
10.0 out of 10, Exceptional, (118 reviews)
"Great place and easy to get to. Waking up to the serene view was incredible. Would definitely stay here again."
United States
Elisabeth P.
The price is CA $186
CA $214 total
includes taxes & fees
Nov 29 - Nov 30
Amazing secluded apartment on 27 acres with Pikes Peak view
Living area

18. Cabin Fever is a cozy fully renovated one bedroom cabin in Florissant, Colorado

Cabin Fever is a cozy fully renovated one bedroom cabin in Florissant, Colorado
Florissant
9.8 out of 10, Exceptional, (36 reviews)
"Great, peaceful location, easy check-in"
United States
Matthew C.
The price is CA $176
CA $201 total
includes taxes & fees
Nov 15 - Nov 16
Cabin Fever is a cozy fully renovated one bedroom cabin in Florissant, Colorado
A covered outdoor hot tub area with a wooden deck, a stone bench, and a table with chairs.

19. Boutique Tiny Home! Hot Tub near Pikes Peak

Boutique Tiny Home! Hot Tub near Pikes Peak
Woodland Park
9.8 out of 10, Exceptional, (19 reviews)
"Very nice space for a couple, the house was clean and the hot tub was perfect."
United States
Eric A.
The price is CA $146
CA $337 total
includes taxes & fees
Nov 16 - Nov 17
Boutique Tiny Home! Hot Tub near Pikes Peak
A wooden cabin with a circular interior, a deck, and a staircase leading to the entrance.

20. Dark Sky Views - Firepit - Sauna - Grill - Fishing

Dark Sky Views - Firepit - Sauna - Grill - Fishing
Florissant
9.8 out of 10, Exceptional, (28 reviews)
"The best rental that we have ever stayed in. Beautiful, clean, and had everything you needed. We are already to come back."
United States
Kayla V.
The price is CA $137
CA $433 total
includes taxes & fees
Nov 13 - Nov 14
Dark Sky Views - Firepit - Sauna - Grill - Fishing
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.
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Find vacation rentals that suit your style

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Top Teller County Hotel Reviews

A large, historic stone building with multiple windows and a stone facade.
Glen Eyrie Castle & Conference Center A Ministry of the Navigators

Glen Eyrie Castle & Conference Center A Ministry of the Navigators

Glen Eyrie Castle & Conference Center A Ministry of the Navigators
West Colorado Springs

10/10 Excellent

Amenities
Canada
Mani Keerthi
Reviewed September 7, 2026
Glen Eyrie Castle & Conference Center A Ministry of the Navigators

Find out more about Teller County

Everything you need to know about Teller County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Teller County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Teller County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Teller County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Teller County. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Teller County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Teller County vacation rentals we have selected for you start as low as CA $61 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Teller County rentals

At Expedia, we put the best Teller County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Teller County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Teller County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Teller County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.