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Woodland Park Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Woodland Park vacation rentals

1 bedroom, desk, iron/ironing board, travel crib
Glamping Under the Stars | Firepit, BBQ & Views

Glamping Under the Stars | Firepit, BBQ & Views

2.0 star property
Woodland Park
10.0 out of 10, Exceptional, (3)
"Beautiful area! It was the perfect location and perfect accommodations. We'll definitely return!!!!!"
United States
Suzi C.
The price is ￥12,335
￥30,463 total
includes taxes & fees
Dec 20 - Dec 21
Glamping Under the Stars | Firepit, BBQ & Views
Smart TV, fireplace
Luxury Glamping | Tiny Haven, Firepit & Grill

Luxury Glamping | Tiny Haven, Firepit & Grill

2.0 star property
Woodland Park
10.0 out of 10, Exceptional, (4)
"Our stay was very pleasant. The tiny home was stocked with great amenities and comfortable furniture. The hosting group was especially communicative and helpful. Would recommend!"
United States
Nathan W.
The price is ￥8,501
￥25,806 total
includes taxes & fees
Dec 10 - Dec 11
Luxury Glamping | Tiny Haven, Firepit & Grill
Fridge, microwave, oven, stovetop
Rustic Escape| Fireplace, BBQ Grill & Scenic Views

Rustic Escape| Fireplace, BBQ Grill & Scenic Views

Woodland Park
9.6 out of 10, Exceptional, (9)
"Excellent property and the host is terrific. The only negative is the amount of road noise off Hwy 24. It was still a wonderful place to stay."
United States
Matthew D.
The price is ￥8,168
￥26,417 total
includes taxes & fees
Dec 10 - Dec 11
Rustic Escape| Fireplace, BBQ Grill & Scenic Views
Fridge, microwave, oven, stovetop
Pikes Peak Boutique Retreat!

Pikes Peak Boutique Retreat!

2.0 star property
Woodland Park
8.4 out of 10, Very Good, (5)
"This tiny home was just the right size for me and my daughter. Comfortable beds! "
United States
Nikki
The price is ￥10,096
￥31,897 total
includes taxes & fees
Dec 11 - Dec 12
Pikes Peak Boutique Retreat!
Fridge, microwave, oven, stovetop
Tiny Haven | Spacious Feel, BBQ & Peak Views

Tiny Haven | Spacious Feel, BBQ & Peak Views

Woodland Park
9.4 out of 10, Exceptional, (11)
"Overall great place to stay. Clean, quiet, and better than expected. Would definitely stay there again."
United States
Brian H.
The price is ￥11,634
￥30,485 total
includes taxes & fees
Dec 14 - Dec 15
Tiny Haven | Spacious Feel, BBQ & Peak Views
TV, fireplace, DVD player, video library
Tiny home cottage w/ mountain view, kitchen & firepit - dogs OK

Tiny home cottage w/ mountain view, kitchen & firepit - dogs OK

Woodland Park
8.8 out of 10, Excellent, (123)
"This cottage was fabulous and perfect for me and my husband. It has a wonderful Mountain View, but is close to restaurants and stores. "
United States
Tracy W.
The price is ￥11,028
￥36,170 total
includes taxes & fees
Dec 15 - Dec 16
Tiny home cottage w/ mountain view, kitchen & firepit - dogs OK
Outdoor spa tub
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, (48)
"We had a great time, seeing the stars from the hot tub was awesome. Whole place was very clean and well kept."
United States
Jared H.
The price is ￥15,378
￥37,329 total
includes taxes & fees
Dec 15 - Dec 16
Rose Mountain Escape is peaceful with beautiful views and we are pet friendly.
Fridge, microwave, oven, stovetop
Sunny Tiny Haven | BBQ, Fresh Vibes & Peak Views

Sunny Tiny Haven | BBQ, Fresh Vibes & Peak Views

Woodland Park
9.6 out of 10, Exceptional, (10)
"Great RV park with nice rental.."
United States
Franco P.
The price is ￥11,169
￥28,968 total
includes taxes & fees
Dec 14 - Dec 15
Sunny Tiny Haven | BBQ, Fresh Vibes & Peak Views
Fridge, microwave, oven, stovetop
Ashore the Clouds | Glamping Awaits

Ashore the Clouds | Glamping Awaits

Woodland Park
9.0 out of 10, Wonderful, (9)
"Very cozy and comfortable, first time to stay and we love it , the staff very accessible and helpful. "
United States
Nube
The price is ￥6,482
￥22,959 total
includes taxes & fees
Dec 11 - Dec 12
Ashore the Clouds | Glamping Awaits
Fridge, microwave, oven, stovetop
Cozy 1BR Chalet | Pikes Peak, Grill & Relaxing Patio

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

Woodland Park
9.2 out of 10, Wonderful, (16)
"A super quiet and convenient place to stay just outside Colorado Springs. "
United States
Kellie C.
The price is ￥7,978
￥24,455 total
includes taxes & fees
Dec 11 - Dec 12
Cozy 1BR Chalet | Pikes Peak, Grill & Relaxing Patio
Dining
Boutique TinyHome w/Direct View of PikesPeak!

Boutique TinyHome w/Direct View of PikesPeak!

Woodland Park
8.8 out of 10, Excellent, (3)
"Very cute little place to stay. We will stay again!"
United States
Jen S.
The price is ￥9,164
￥30,711 total
includes taxes & fees
Dec 11 - Dec 12
Boutique TinyHome w/Direct View of PikesPeak!
Terrace/patio
Boutique Tiny Home! Hot Tub near Pikes Peak

Boutique Tiny Home! Hot Tub near Pikes Peak

Woodland Park
9.8 out of 10, Exceptional, (12)
"This place is fantastic! Everything was perfect."
United States
Kaden K.
The price is ￥21,032
￥44,173 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Boutique Tiny Home! Hot Tub near Pikes Peak
Interior
Pikes Peak Heaven's Retreat!

Pikes Peak Heaven's Retreat!

Woodland Park
9.0 out of 10, Wonderful, (2)
"We spent 2 nights in this nice small house located near Garden of the Gods and pikes peak. Everything thing was cozy and mostly as advertised. Our only complaint was that the refrigerator had open food and drinks. The was also a half eaten energy bar still in it wrapper. And the place had much dust around. It’s a small issue but with the cleaning fees so high it’s worth noting and it may have been a one time thing "
United States
Michael C.
The price is ￥8,568
￥29,952 total
includes taxes & fees
Dec 10 - Dec 11
Pikes Peak Heaven's Retreat!
Exterior
Tiny House Retreat

Tiny House Retreat

2.0 star property
Woodland Park
The price is ￥10,111
￥23,521 total
includes taxes & fees
Dec 10 - Dec 11
Tiny House Retreat
Terrace/patio
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, (25)
"Beautiful tiny home! Well appointed, very clean, cozy and fun. We would definitely stay here again! The hot tub was great, and we loved just hanging out and enjoying the ambiance. Great touches throughout that really created an elevated experience. "
United States
Jen K.
The price is ￥16,915
￥38,130 total
includes taxes & fees
Dec 17 - Dec 18
Boutique Tiny Home! Pikes Peak Views, HOT TUB, fire pit, & cozy vibes.
Property grounds
Tiny home Within Campground

Tiny home Within Campground

Woodland Park
9.4 out of 10, Exceptional, (3)
"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 ￥16,202
￥27,760 total
includes taxes & fees
Dec 10 - Dec 11
Tiny home Within Campground
Fridge, microwave, oven, stovetop
Sunny Treetop Tiny Home! Beautiful Pikes Peak View!

Sunny Treetop Tiny Home! Beautiful Pikes Peak View!

Woodland Park
10.0 out of 10, Exceptional, (24)
"An excellent stay! Such a cozy home, great for a long weekend. The host was very communicative. The home was well appointed and had all we needed for a great stay!"
United States
Alison R.
The price is ￥26,251
￥47,643 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Sunny Treetop Tiny Home! Beautiful Pikes Peak View!
Smart TV, fireplace, printers
Wildlife Sightings!, Hot Tub, 3 King Beds/1 Queen!

Wildlife Sightings!, Hot Tub, 3 King Beds/1 Queen!

Woodland Park
9.8 out of 10, Exceptional, (56)
"It was a very nice homey place! Out on the backroads but not far from town. Saw turkey, deer and bears!"
United States
Jane B.
The price is ￥23,424
￥72,403 total
includes taxes & fees
Dec 16 - Dec 17
Wildlife Sightings!, Hot Tub, 3 King Beds/1 Queen!
Fridge, microwave, oven, stovetop
Aspen Grove Chalet - Colorado living dream

Aspen Grove Chalet - Colorado living dream

Woodland Park
10.0 out of 10, Exceptional, (15)
"I highly recommend this place! The hosts were very nice, helpful and responsive. They thought of every detail to make the stay relaxing and enjoyable. If I were in the area again I would definitely stay here!They went above and beyond my expectations!"
United States
Christopher P.
The price is ￥20,193
￥55,691 total
includes taxes & fees
Dec 11 - Dec 12
Aspen Grove Chalet - Colorado living dream
Outdoor dining
Pikes Peak Views: One Block to Downtown

Pikes Peak Views: One Block to Downtown

Woodland Park
10.0 out of 10, Exceptional, (56)
"Great place. It might be small but the layout makes it feel much larger than it is. Location is excellent. Highly recommend!"
United States
Tony B.
The price is ￥27,820
￥54,964 total
includes taxes & fees
Dec 13 - Dec 14
Pikes Peak Views: One Block to Downtown
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

DoubleTree by Hilton Colorado Springs

DoubleTree by Hilton Colorado Springs

10/10 Excellent
"Always happy here"
Patricia 1-night trip
Posted 19 hours ago
DoubleTree by Hilton Colorado Springs

Find out more about Woodland Park

Search for holiday rentals in Woodland Park on Expedia! You can easily find your home rentals, villas, holiday apartments in Woodland Park using one of the methods below:

  • View our selection of featured holiday rentals in Woodland Park
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Look no further and take a look at our great range of rental properties in Woodland Park!

Frequently asked questions

Can I find vacation rentals in Woodland Park?

Yes, we offer vacation rentals in Woodland Park close to Team Telecycle, or you can select a more secluded option if you want a relaxing 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?

Fabulous Mountain Cabin Wooded Property - Entertaining Living Room: Visitors like this Woodland Park vacation home rental. It is located in the city center and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals will I find in Woodland Park?

With 121 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 Team Telecycle is just one of the family-friendly sights. 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.