A mountain range with dense forests in the foreground and a clear sky.

Woodland Park Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Woodland Park vacation rentals

A covered outdoor hot tub area with a wooden deck, a stone bench, and a table with chairs.

1. 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 $133
CA $329 total
includes taxes & fees
Nov 16 - Nov 17
Boutique Tiny Home! Hot Tub near Pikes Peak
A kitchen with dark wood cabinets, a central island with a sink, and a view of the dining area through large windows.

2. 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 $83
CA $233 total
includes taxes & fees
Nov 2 - Nov 3
Cozy 1BR Chalet | Pikes Peak, Grill & Relaxing Patio
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
8.8 out of 10, Excellent, (11 reviews)
"Beautiful location and beautiful place to spend time off."
United States
aghead
The price is CA $87
CA $244 total
includes taxes & fees
Oct 28 - Oct 29
Luxury Glamping | Tiny Haven, Firepit & Grill
A cozy living room with a flat-screen TV, a wooden coffee table, a cushioned armchair, and a sofa with a 'happy place' pillow.

4. 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 $98
CA $257 total
includes taxes & fees
Oct 28 - Oct 29
Sunny Tiny Haven | BBQ, Fresh Vibes & Peak Views
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 $61
CA $217 total
includes taxes & fees
Nov 2 - Nov 3
Glamping Under the Stars | Firepit, BBQ & Views
A wooden deck with Adirondack chairs and a stone fireplace.

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

Adorable Tiny Home w/ Mtn Views in Woodland Park!
Woodland Park
10.0 out of 10, Exceptional, (2 reviews)
"My family enjoyed spending a night here. Much better option than any of the hotels in the area. My 8 year old daughter thought we should buy the place and live here. Ha ha! It worked well for dog as well. We enjoyed walking to the top of the road and onto the trail up there. "
United States
Grace A.
The price is CA $146
CA $354 total
includes taxes & fees
Oct 27 - Oct 28
Adorable Tiny Home w/ Mtn Views in Woodland Park!
A living room with a beige sofa, a coffee table, a potted plant, and a window with blinds.

7. Pikes Peak Heaven's Retreat

Pikes Peak Heaven's Retreat
Woodland Park
9.8 out of 10, Exceptional, (9 reviews)
"Convenient location. Easy access to restaurants, stores and attractions."
United States
Jacqueline R.
The price is CA $88
CA $331 total
includes taxes & fees
Nov 2 - Nov 3
Pikes Peak Heaven's Retreat
A dining area with a wooden table, bar stools, a dark upholstered chair, and a small white side table.

8. Pikes Peak Views: One Block to Downtown

Pikes Peak Views: One Block to Downtown
Woodland Park
10.0 out of 10, Exceptional, (71 reviews)
"Great place"
United States
Aaron d.
The price is CA $188
CA $415 total
includes taxes & fees
Oct 27 - Oct 28
Pikes Peak Views: One Block to Downtown
A kitchen with wooden cabinets, a central island with stools, and a dining area with a sofa.

9. 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 $92
CA $257 total
includes taxes & fees
Oct 27 - Oct 28
Cozy Mountain Escape · Peak Views · Woodland Park
A cozy living room with a wooden ceiling, a sofa with cushions, a coffee table, and a staircase leading to an upper level.

10. 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 $218 total
includes taxes & fees
Nov 9 - Nov 10
The Fern Hollow Retreat
A cozy living room with a stone fireplace, a sofa, a coffee table, and a TV mounted on the wall.

11. Pikes Peak Boutique Retreat

Pikes Peak Boutique Retreat
Woodland Park
9.4 out of 10, Exceptional, (16 reviews)
"We had an amazing stay! Everything was just as decribed. Close walking distance to so many great little restaurants, groceries, and coffee. Thanks for a great stay!!"
United States
Natasha M.
The price is CA $69
CA $277 total
includes taxes & fees
Oct 28 - Oct 29
Pikes Peak Boutique Retreat
A kitchen with a window, a bar stool area, and a wooden ceiling.

12. Ashore the Clouds | Glamping Awaits

Ashore the Clouds | Glamping Awaits
Woodland Park
8.6 out of 10, Excellent, (25 reviews)
"Liked wifi and kids were able to watch movies loved it"
United States
Victor
The price is CA $57
CA $206 total
includes taxes & fees
Nov 2 - Nov 3
Ashore the Clouds | Glamping Awaits
A rustic cabin with a green roof, surrounded by a garden with deer statues and various plants.

13. Forest Estate Guest Quarters-Seclusion- Just Minutes from Town

Forest Estate Guest Quarters-Seclusion- Just Minutes from Town
Woodland Park
9.8 out of 10, Exceptional, (33 reviews)
"Was in an excellent location. Very close to trails and town.Owner is on site and very friendly and sweet"
United States
SCOTT
The price is CA $202
CA $412 total
includes taxes & fees
Oct 27 - Oct 28
Forest Estate Guest Quarters-Seclusion- Just Minutes from Town
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 $139
CA $298 total
includes taxes & fees
Oct 28 - Oct 29
Mountain Chic Cabin Retreat
A cozy living room with a fireplace, a television, and a comfortable seating area with a couch and chairs.

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

Sunny Treetop Tiny Home! Beautiful Pikes Peak View!
Woodland Park
10.0 out of 10, Exceptional, (33 reviews)
"Loved everything about this place. Felt like home."
United States
Riga
The price is CA $234
CA $437 total
includes taxes & fees
Oct 27 - Oct 28
Sunny Treetop Tiny Home! Beautiful Pikes Peak View!
A deck with a view of a forested area, including various trees and a clear sky.

16. 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, (58 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 $139
CA $412 total
includes taxes & fees
Nov 2 - Nov 3
Rose Mountain Escape is peaceful with beautiful views and we are pet friendly.
A covered porch with wicker furniture, a stone fireplace, and a view of trees.

17. 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 $74
CA $238 total
includes taxes & fees
Oct 27 - Oct 28
Rustic Escape| Fireplace, BBQ Grill & Scenic Views
A modern living room with a fireplace, a dining area with a table and chairs, and a kitchen area with wooden cabinets and a bar.

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

Little Woodys Hideaway-pet friendly 1Brm, sofa slpr - #329662
Woodland Park
10.0 out of 10, Exceptional, (15 reviews)
"Great getaway place for couples"
United States
Mitch M.
The price is CA $205
CA $462 total
includes taxes & fees
Nov 2 - Nov 3
Little Woodys Hideaway-pet friendly 1Brm, sofa slpr - #329662
A cozy loft-style living room with a high ceiling, large windows, a fireplace, and a cozy seating area.

19. Aspen Grove Chalet - Colorado living dream

Aspen Grove Chalet - Colorado living dream
Woodland Park
10.0 out of 10, Exceptional, (35 reviews)
"Beautiful home! We enjoyed our stay here. Very clean and they have the home stocked with anything you could possibly need."
United States
Michael H.
The price is CA $142
CA $503 total
includes taxes & fees
Oct 27 - Oct 28
Aspen Grove Chalet - Colorado living dream
A mobile home with a fenced yard, a picnic table, and a car parked nearby.

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

Boutique Tiny Home! Pikes Peak Views, HOT TUB, fire pit, & cozy vibes.
Woodland Park
9.8 out of 10, Exceptional, (31 reviews)
"Such a great stay at a great community! "
United States
Eric J.
The price is CA $180
CA $377 total
includes taxes & fees
Nov 2 - Nov 3
Boutique Tiny Home! Pikes Peak Views, HOT TUB, fire pit, & cozy vibes.
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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Top Woodland Park Hotel Reviews

Hyatt Place Colorado Springs Downtown

Hyatt Place Colorado Springs Downtown

10/10 Excellent
"Highly recommend this hotel. Priced fairly and located well. Parking is not included, so it can be a challenge if you don’t pay for valet."
Eric 1-night trip
Posted 3 hours ago
Hyatt Place Colorado Springs Downtown

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.

Explore a world of travel with Expedia

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 111 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.