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

Woodland Park Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Woodland Park holiday rentals

A wooden deck with Adirondack chairs and a stone fireplace.

1. 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 HK$1,130
HK$1,950 total
includes taxes & fees
22 Oct - 23 Oct
Adorable Tiny Home w/ Mtn Views in Woodland Park!
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 HK$578
HK$1,436 total
includes taxes & fees
9 Nov - 10 Nov
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.

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

Sunny Tiny Haven | BBQ, Fresh Vibes & Peak Views
Woodland Park
9.4 out of 10, Exceptional, (16 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.
Sunny Tiny Haven | BBQ, Fresh Vibes & Peak Views
A hot tub in a wooden cabin with a stone wall and a wooden deck.

4. Pikes Peak Cabin Above the Clouds - Dog Friendly

Pikes Peak Cabin Above the Clouds - Dog Friendly
Woodland Park
10.0 out of 10, Exceptional, (171 reviews)
"The place was so perfect for my family and just gorgeous. If we are in the area again we will stay here. Thanks for letting us stay!"
United States
Brady C.
The price is HK$1,334
HK$2,773 total
includes taxes & fees
12 Oct - 13 Oct
Pikes Peak Cabin Above the Clouds - Dog Friendly
A cozy living room with a fireplace, a television, and a comfortable seating area with a couch and chairs.

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, (30 reviews)
"Loved everything about this place. Felt like home."
United States
Riga
The price is HK$1,248
HK$2,308 total
includes taxes & fees
12 Oct - 13 Oct
Sunny Treetop Tiny Home! Beautiful Pikes Peak View!
A wooden cabin with a fireplace, a table, and a chair.

6. Farmhouse In The Mountains - In The Heart of Town

Farmhouse In The Mountains - In The Heart of Town
Woodland Park
9.8 out of 10, Exceptional, (127 reviews)
"Thank you everything was great!"
United States
Deanna B.
The price is HK$1,293
HK$2,361 total
includes taxes & fees
12 Oct - 13 Oct
Farmhouse In The Mountains - In The Heart of Town
A mobile home with a fenced yard, a picnic table, and a car parked nearby.

7. 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 HK$1,059
HK$2,176 total
includes taxes & fees
2 Nov - 3 Nov
Boutique Tiny Home! Pikes Peak Views, HOT TUB, fire pit, & cozy vibes.
A wooden deck with two chairs and a table, a grill, and a propane tank.

8. 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 HK$364
HK$1,236 total
includes taxes & fees
3 Nov - 4 Nov
Glamping Under the Stars | Firepit, BBQ & Views
A dining area with a wooden table, bar stools, a dark upholstered chair, and a small white side table.

9. Pikes Peak Views: One Block to Downtown

Pikes Peak Views: One Block to Downtown
Woodland Park
10.0 out of 10, Exceptional, (69 reviews)
"Great place"
United States
Aaron d.
The price is HK$1,169
HK$2,475 total
includes taxes & fees
9 Nov - 10 Nov
Pikes Peak Views: One Block to Downtown
A wooden cabin with a patio, a hot tub, and a fire pit.

10. 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 HK$557
HK$1,454 total
includes taxes & fees
2 Nov - 3 Nov
Luxury Glamping | Tiny Haven, Firepit & Grill
A residential area with a two-story building, a fenced yard, and a small shed.

11. 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)
"Great getaway place for couples"
United States
Mitch M.
The price is HK$1,318
HK$2,762 total
includes taxes & fees
9 Nov - 10 Nov
Little Woodys Hideaway-pet friendly 1Brm, sofa slpr - #329662
A modern kitchen with white cabinets, a marble island, and blue bar stools.

12. Mountain View Retreat, Walk to Downtown. 331356

Mountain View Retreat, Walk to Downtown. 331356
Woodland Park
10.0 out of 10, Exceptional, (17 reviews)
"Hosts were very accommodating. Awesome place to spend the week. Would stay there again. "
United Kingdom
Sally K.
Mountain View Retreat, Walk to Downtown. 331356
A covered outdoor hot tub area with a wooden deck, a stone bench, and a table with chairs.

13. Boutique Tiny Home! Hot Tub near Pikes Peak

Boutique Tiny Home! Hot Tub near Pikes Peak
Woodland Park
9.8 out of 10, Exceptional, (17 reviews)
"The hose was perfect, the hot tub was great and my dog loved the tiny yard. The trail to walk at the top of the road was awesome. It was a beautiful experience."
United States
Sonja F.
The price is HK$824
HK$1,944 total
includes taxes & fees
3 Nov - 4 Nov
Boutique Tiny Home! Hot Tub near Pikes Peak
A spacious kitchen with white cabinets, granite countertops, and a central island. There is a ceiling fan, a staircase, and a dining area visible in the background.

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

The Downtown Nugget | Modern Pikes Peak Base | BL 330900
Woodland Park
10.0 out of 10, Exceptional, (33 reviews)
"The host was nicely welcoming, the house was very clean and quiet. The host was also readily available if there was any need or concern. This was an excellent place to stay as a couple or with a family!"
United States
Ken C.
The price is HK$1,158
HK$3,666 total
includes taxes & fees
11 Oct - 12 Oct
The Downtown Nugget | Modern Pikes Peak Base | BL 330900
A rustic cabin with a green roof, surrounded by a garden with deer statues and various plants.

15. 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, (31 reviews)
"The stay was a gift to our daughter and son-in-law, and they truly enjoyed their time there!"
United States
Patricia T.
The price is HK$1,130
HK$2,300 total
includes taxes & fees
14 Oct - 15 Oct
Forest Estate Guest Quarters-Seclusion- Just Minutes from Town
A living room with a beige sofa, a coffee table, a potted plant, and a window with blinds.

16. 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 HK$581
HK$1,994 total
includes taxes & fees
9 Nov - 10 Nov
Pikes Peak Heaven's Retreat
A modern kitchen with white cabinets, stainless steel appliances, and a wooden countertop.

17. Comforting Woodland Park Home w/ Fire Pit!

Comforting Woodland Park Home w/ Fire Pit!
3.0 star property
Woodland Park
The price is HK$1,805
HK$4,086 total
includes taxes & fees
22 Oct - 23 Oct
Comforting Woodland Park Home w/ Fire Pit!
A cozy living room with a stone fireplace, a sofa, a coffee table, and a TV mounted on the wall.

18. Pikes Peak Boutique Retreat

Pikes Peak Boutique Retreat
Woodland Park
9.4 out of 10, Exceptional, (13 reviews)
"Lovely stay, would highly recommend "
United States
krysia m.
The price is HK$510
HK$1,736 total
includes taxes & fees
27 Oct - 28 Oct
Pikes Peak Boutique Retreat
A modern living room with a stone fireplace, a large flat-screen TV, a ceiling fan, and a kitchen area with bar stools.

19. Mtn Views | Fireplace | Walk DT | 2Car Gar 331358

Mtn Views | Fireplace | Walk DT | 2Car Gar 331358
Woodland Park
10.0 out of 10, Exceptional, (17 reviews)
"Convenient location, great new-build space"
United States
Joel C.
Mtn Views | Fireplace | Walk DT | 2Car Gar 331358
A deck with a view of a forested area, including various trees and a clear sky.

20. 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 HK$777
HK$2,308 total
includes taxes & fees
19 Oct - 20 Oct
Rose Mountain Escape is peaceful with beautiful views and we are pet friendly.
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

Extended Stay America Premier Suites - Colorado Springs - South

Extended Stay America Premier Suites - Colorado Springs - South

8/10 Good
"The room was clean and highly functional. The staff was polite and helpful. It's a great place to stay for those who just need a place to sleep and do a little work."
Renee 3-night trip
Posted 2 hours ago
Extended Stay America Premier Suites - Colorado Springs - South

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
  • Use the map to find apartments and other holiday homes in the Woodland Park neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Woodland Park while they last

Look no further and take a look at our great range of rental properties in Woodland Park!

Frequently asked questions

Can I find holiday rentals in Woodland Park?

Yes, there are holiday rentals close to the most popular sights in Woodland Park, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 are some of the best holiday rentals that Woodland Park has to offer?

Secluded CO retreat featuring a swim spa, hiking trail and stocked kitchen!: This highly rated holiday home rental in Woodland Park 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Our travellers also rate Enjoy Colorado with soaring pines, wildlife & 6 seat hot tub. as a favourite home for rent in Woodland Park.

How many holiday rentals will I find in Woodland Park?

With 111 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find popular places such as US Air Force Academy and Pikes Peak.

What’s a holiday rental in Woodland Park like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Woodland Park. Holiday rentals offer extras like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for small groups.