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
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Woodland Park vacation rentals

Property grounds

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

Glamping Under the Stars | Firepit, BBQ & Views
Woodland Park
10.0 out of 10, Exceptional, (12 reviews)
"It was the coziest stay we’ve had, clean and very peaceful! 10/10 recommend"
United States
Fernanda
The price is CA $88
CA $246 total
includes taxes & fees
Aug 13 - Aug 14
Glamping Under the Stars | Firepit, BBQ & Views
Coffee/tea maker, fridge, microwave, oven

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, (20 reviews)
"Nice cozy place"
United States
William
The price is CA $114
CA $268 total
includes taxes & fees
Aug 26 - Aug 27
Cozy 1BR Chalet | Pikes Peak, Grill & Relaxing Patio
Interior

3. 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, (12 reviews)
"We really enjoyed walking downtown with ease to shops and restaurants. Beautiful park to take the dogs for a walk, just a half a block away. The property was clean and kitchen well equipped with anything you might need. We will definitely stay here again."
United States
Jeremiah I.
The price is CA $252
CA $522 total
includes taxes & fees
Aug 8 - Aug 9
Little Woodys Hideaway-pet friendly 1Brm, sofa slpr - #329662
Interior

4. Ashore the Clouds | Glamping Awaits

Ashore the Clouds | Glamping Awaits
Woodland Park
8.6 out of 10, Excellent, (16 reviews)
"Very lovely place."
United States
Katie L.
The price is CA $76
CA $225 total
includes taxes & fees
Sep 2 - Sep 3
Ashore the Clouds | Glamping Awaits
Smart TV, fireplace

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

Sunny Treetop Tiny Home! Beautiful Pikes Peak View!
Woodland Park
10.0 out of 10, Exceptional, (25 reviews)
"Loved everything about this place. Felt like home."
United States
Riga
The price is CA $224
CA $411 total
includes taxes & fees
Aug 6 - Aug 7
Sunny Treetop Tiny Home! Beautiful Pikes Peak View!
TV, books

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

Sunny Tiny Haven | BBQ, Fresh Vibes & Peak Views
Woodland Park
9.4 out of 10, Exceptional, (15 reviews)
"Perfect size and space for our small family. Just my spouse and our 3 year old and pup It was perfect. Wonderful stay would recommend to anyone looking to stay here. "
United States
James B.
The price is CA $155
CA $324 total
includes taxes & fees
Aug 12 - Aug 13
Sunny Tiny Haven | BBQ, Fresh Vibes & Peak Views
Coffee/tea maker, fridge, microwave, stovetop

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

Comforting Woodland Park Home w/ Fire Pit: 330758
Woodland Park
10.0 out of 10, Exceptional, (23 reviews)
"The house is comfortable, clean and in a good location close to lots of things to do."
United States
James
The price is CA $239
CA $707 total
includes taxes & fees
Sep 3 - Sep 4
Comforting Woodland Park Home w/ Fire Pit: 330758
Property grounds

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

Rustic Escape| Fireplace, BBQ Grill & Scenic Views
Woodland Park
9.0 out of 10, Wonderful, (12 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 $120
CA $289 total
includes taxes & fees
Aug 25 - Aug 26
Rustic Escape| Fireplace, BBQ Grill & Scenic Views
Outdoor dining

9. Luxury Glamping | Tiny Haven, Firepit & Grill

Luxury Glamping | Tiny Haven, Firepit & Grill
Woodland Park
8.6 out of 10, Excellent, (9 reviews)
"Beautiful location and beautiful place to spend time off."
United States
aghead
The price is CA $119
CA $281 total
includes taxes & fees
Aug 25 - Aug 26
Luxury Glamping | Tiny Haven, Firepit & Grill
TV, fireplace

10. Pikes Peak Boutique Retreat

Pikes Peak Boutique Retreat
Woodland Park
9.2 out of 10, Wonderful, (11 reviews)
"Lovely stay, would highly recommend "
United States
krysia m.
The price is CA $82
CA $274 total
includes taxes & fees
Aug 11 - Aug 12
Pikes Peak Boutique Retreat
Dining

11. Pikes Peak Views: One Block to Downtown

Pikes Peak Views: One Block to Downtown
Woodland Park
10.0 out of 10, Exceptional, (67 reviews)
"Great place"
United States
Aaron d.
The price is CA $252
CA $496 total
includes taxes & fees
Aug 9 - Aug 10
Pikes Peak Views: One Block to Downtown
TV, books

12. The Fern Hollow Retreat

The Fern Hollow Retreat
Woodland Park
8.0 out of 10, Very good, (3 reviews)
"The location was perfect for what we needed it for. There were pet accessories for my dogs and everything was labeled which was very nice. It rained a lot so we couldn’t make use of the outside areas unfortunately, but it was a very cute place. Would definitely stay here again."
United States
Nikki B.
The price is CA $90
CA $247 total
includes taxes & fees
Sep 2 - Sep 3
The Fern Hollow Retreat
Interior

13. Cozy Mountain Escape · Peak Views · Woodland Park

Cozy Mountain Escape · Peak Views · Woodland Park
Woodland Park
9.0 out of 10, Wonderful, (12 reviews)
"Check in process was quick and simple! We loved our stay"
United States
kayli k.
The price is CA $116
CA $286 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Mountain Escape · Peak Views · Woodland Park
Outdoor spa tub

14. 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 $87
CA $286 total
includes taxes & fees
Aug 19 - Aug 20
Adorable Tiny Home w/ Mtn Views in Woodland Park!
Smart TV

15. Pikes Peak Heaven's Retreat

Pikes Peak Heaven's Retreat
Woodland Park
9.6 out of 10, Exceptional, (5 reviews)
"Great location. Very clean, comfortable beds and quite. "
United States
Thomas
The price is CA $82
CA $274 total
includes taxes & fees
Aug 23 - Aug 24
Pikes Peak Heaven's Retreat
Property grounds

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, (55 reviews)
"This was a wonderful place to spend a quiet weekend. Our host was so kind and helpful. Plus the hot tub was a great addition!"
United States
Casidy Y.
The price is CA $139
CA $335 total
includes taxes & fees
Aug 17 - Aug 18
Rose Mountain Escape is peaceful with beautiful views and we are pet friendly.
Terrace/patio

17. Cozy Mountain Guest Suite with 2 King Beds, Decks & Woodland Views - 341242

Cozy Mountain Guest Suite with 2 King Beds, Decks & Woodland Views - 341242
Woodland Park
10.0 out of 10, Exceptional, (2 reviews)
"We thoroughly enjoyed our stay! Everything was excellent, except we were a bit hot, because we were not comfortable leaving the windows open at night. We live in the city, and we never leave our windows open. The place is very nice and clean and cozy. Our host was great!"
United States
Maria C.
The price is CA $189
CA $331 total
includes taxes & fees
Aug 10 - Aug 11
Cozy Mountain Guest Suite with 2 King Beds, Decks & Woodland Views - 341242
Fridge, microwave, oven, dining table

18. Tiny home Within Campground

Tiny home Within Campground
Woodland Park
9.4 out of 10, Exceptional, (3 reviews)
"Worked perfectly for an overnight stay for my sister and me! Check in was a breeze and staff was very friendly and helpful"
United States
Emerald S.
The price is CA $230
CA $360 total
includes taxes & fees
Sep 3 - Sep 4
Tiny home Within Campground
Exterior

19. 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, (29 reviews)
"Such a great stay at a great community! "
United States
Eric J.
The price is CA $211
CA $412 total
includes taxes & fees
Sep 1 - Sep 2
Boutique Tiny Home! Pikes Peak Views, HOT TUB, fire pit, & cozy vibes.
TV

20. Woodland Peak Tiny Lodge

Woodland Peak Tiny Lodge
Woodland Park
The price is CA $138
CA $375 total
includes taxes & fees
Aug 16 - Aug 17
Woodland Peak Tiny Lodge
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 House Colorado Springs Airport

Hyatt House Colorado Springs Airport

10/10 Excellent
"The staff was very helpful and the location near the airport was ideal. Room was great, clean and comfortable."
Jeffrey 2-night trip
Posted less than an hour ago
Hyatt House Colorado Springs Airport

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 123 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 Garden of the Gods and US Air Force Academy.

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.