Woodland Park Vacation Rentals from CA $245: Short-Term Rentals for 2026

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Our top choices for Woodland Park vacation rentals

Apartment (0 Bedroom) | Front of property

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

Woodland Park

CA $348 total

includes taxes & fees

Sep 23 - Sep 24

2. Sunny Treetop Tiny Home! Beautiful Pikes Peak View!

Woodland Park

Riga

CA $361 total

includes taxes & fees

Sep 22 - Sep 23

3. Pikes Peak Views: One Block to Downtown

Woodland Park

Aaron d.

CA $414 total

includes taxes & fees

Oct 1 - Oct 2

Coffee/tea maker, fridge, microwave, oven

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

Woodland Park

William

CA $244 total

includes taxes & fees

Oct 19 - Oct 20

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

Woodland Park

Fernanda

CA $236 total

includes taxes & fees

Oct 19 - Oct 20

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

Woodland Park

Audrey N.

CA $307 total

includes taxes & fees

Oct 6 - Oct 7

7. Pikes Peak Boutique Retreat

Woodland Park

krysia m.

CA $295 total

includes taxes & fees

Sep 22 - Sep 23

8. The Downtown Nugget | Modern Pikes Peak Base | BL 330900

Woodland Park

Ken C.

CA $681 total

includes taxes & fees

Sep 22 - Sep 23

9. Luxury Glamping | Tiny Haven, Firepit & Grill

Woodland Park

aghead

CA $268 total

includes taxes & fees

Oct 19 - Oct 20

10. Cozy Mountain Escape · Peak Views · Woodland Park

Woodland Park

kayli k.

CA $294 total

includes taxes & fees

Oct 12 - Oct 13

11. Pikes Peak Heaven's Retreat

Woodland Park

Thomas

CA $355 total

includes taxes & fees

Oct 5 - Oct 6

12. Tiny home Within Campground

Woodland Park

Emerald S.

CA $360 total

includes taxes & fees

Sep 24 - Sep 25

Coffee/tea maker, fridge, microwave, stovetop

13. Comforting Woodland Park Home w/ Fire Pit: 330758

Woodland Park

James

CA $732 total

includes taxes & fees

Sep 24 - Sep 25

14. Little Woodys Hideaway-pet friendly 1Brm, sofa slpr - #329662

Woodland Park

Mitch M.

CA $442 total

includes taxes & fees

Oct 5 - Oct 6

15. Ashore the Clouds | Glamping Awaits

Woodland Park

Victor

CA $218 total

includes taxes & fees

Sep 22 - Sep 23

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

Woodland Park

Casidy Y.

CA $426 total

includes taxes & fees

Oct 19 - Oct 20

17. Tiny House Get Away

Woodland Park

Tammy H.

CA $374 total

includes taxes & fees

Sep 25 - Sep 26

Smart TV, fireplace, DVD player, foosball

18. Purple Mountain Chalet - Hot Tub! - Views! - Playground! - Gameroom!

Woodland Park

Jen G.

CA $745 total

includes taxes & fees

Sep 22 - Sep 23

19. Boutique Tiny Home! Pikes Peak Views, HOT TUB, fire pit, & cozy vibes.

Woodland Park

Eric J.

CA $413 total

includes taxes & fees

Sep 29 - Sep 30

20. The Fern Hollow Retreat

Woodland Park

Anonymous traveller

CA $243 total

includes taxes & fees

Oct 20 - Oct 21

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Top Woodland Park Hotel Reviews

The Antlers, a Wyndham Hotel

10/10 Excellent

"Older but comfortable. Tony at the front desk was efficient and friendly."

La Quinta Inn & Suites by Wyndham Colorado Springs North

8/10 Good

"Room was very clean no problems with that but we were missing a do not disturb card. The food was okay could have been nicer or maybe a variety. Was disappointed at checkout that the bill had already been processed to Expedia when we wanted to divide the payments. There were some homeless people wandering around the property the first night. Made us a little insecure about our cars. Overall it was okay for the little time we spent."

Hotel Polaris

10/10 Excellent

"The Hotel was very new and nice. The staff was very friendly and accomadating. We had a massage at Ascend which was the absolute best. We had dinner at Pamela’s, the Steak was perfect along with the delicious sides. We also had drinks at The Aviator on the top floor. The atmosphere was so fun and the views were spectacular. I highly reccomend Hotel Polaris. We will be going back!"

Best Western Plus Fillmore Inn & Suites

8/10 Good

"Good quality hotel, friendly & helpful staff, bathroom barn door is falling apart, pieces regularly fall off with opening & closing use. Walking into the bath Thursday night a wood sliver enterd my foot & needed removal. Towel bar in shower needs maintenance & dangerusly low & loose towel bar over toilet limits use. Room 449"

Find out more about Woodland Park

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Woodland Park. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find vacation rentals in Woodland Park?

Yes, we offer vacation rentals close to the most popular local attractions in Woodland Park, or you can select a secluded option if you'd like a relaxing place to stay. Our travelers say Woodland Park has a good selection of restaurants. Make sure you have time to check out the mountain views and golf courses during your trip.

What's the top vacation rental in Woodland Park?

Secluded CO retreat featuring a swim spa, hiking trail and stocked kitchen!: Visitors give good reviews to this Woodland Park vacation home rental, which is located in the mountains and has an outdoor pool, a patio, and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. Our travelers also rate Enjoy Colorado with soaring pines, wildlife & 6 seat hot tub. as a favorite home for rent in Woodland Park.

How many vacation rentals will I find in Woodland Park?

With 115 Expedia vacation rentals, you're sure to find just the right place for your Woodland Park stay.

What’s there to see and do in Woodland Park?

Cultural attractions include Rocky Mountain Dinosaur Resource Center, whereas North Slope Recreation Area is a spot to enjoy nature. In the larger area, you’ll find popular places like US Air Force Academy and Pikes Peak.

What’s a vacation rental in Woodland Park like?

A vacation rental is a private property you can stay in for short or long periods in Woodland Park. Vacation rentals feature extras such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a small group gathering.

Woodland Park Vacation Rentals

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Check prices for these dates

Our top choices for Woodland Park vacation rentals

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

2. Sunny Treetop Tiny Home! Beautiful Pikes Peak View!

3. Pikes Peak Views: One Block to Downtown

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

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

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

7. Pikes Peak Boutique Retreat

8. The Downtown Nugget | Modern Pikes Peak Base | BL 330900

9. Luxury Glamping | Tiny Haven, Firepit & Grill

10. Cozy Mountain Escape · Peak Views · Woodland Park

11. Pikes Peak Heaven's Retreat

12. Tiny home Within Campground

13. Comforting Woodland Park Home w/ Fire Pit: 330758

14. Little Woodys Hideaway-pet friendly 1Brm, sofa slpr - #329662

15. Ashore the Clouds | Glamping Awaits

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

17. Tiny House Get Away

18. Purple Mountain Chalet - Hot Tub! - Views! - Playground! - Gameroom!

19. Boutique Tiny Home! Pikes Peak Views, HOT TUB, fire pit, & cozy vibes.

20. The Fern Hollow Retreat

Find vacation rentals that suit your style

Top Woodland Park Hotel Reviews

The Antlers, a Wyndham Hotel

Find out more about Woodland Park

Explore a world of travel with Expedia

Frequently asked questions

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