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Woodland Park Holiday Rentals

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Our top choices for Woodland Park holiday rentals

Secluded CO retreat featuring a swim spa, hiking trail and stocked kitchen!

Secluded CO retreat featuring a swim spa, hiking trail and stocked kitchen!
Woodland Park
9.6 out of 10, Exceptional, (59)
"Very nice quiet location that is still convenient to restaurants and activities. "
United States
Rebekah H.
Secluded CO retreat featuring a swim spa, hiking trail and stocked kitchen!

Fabulous Mountain Cabin Wooded Property - Entertaining Living Room

Fabulous Mountain Cabin Wooded Property - Entertaining Living Room
Woodland Park
8.0 out of 10, Very good, (62)
"Was a very warm and lovely house "
United States
Keanu M.
Fabulous Mountain Cabin Wooded Property - Entertaining Living Room

Cabin on 10 acres with private hot tub, views of Pikes Peak

Cabin on 10 acres with private hot tub, views of Pikes Peak
Woodland Park
9.6 out of 10, Exceptional, (116)
"Perfect location to enjoy everything the area has to offer...great property!!"
United States
Stacie R.
Cabin on 10 acres with private hot tub, views of Pikes Peak

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 AU$547
includes taxes & fees
11 Jan - 12 Jan 2026
Aspen Grove Chalet - Colorado living dream

💥Secluded Private Home w/ MountainViews🌄 HotTub, PoolTable, GamesGalore &DISH!

💥Secluded Private Home w/ MountainViews🌄 HotTub, PoolTable, GamesGalore &DISH!
Florissant
9.8 out of 10, Exceptional, (321)
"excellent place to decompress- awesome views"
United States
John P.
💥Secluded Private Home w/ MountainViews🌄 HotTub, PoolTable, GamesGalore &DISH!

Mountain View! 2 bdrm, full home 10th floor- 48ft balcony in every room sleeps 6

Mountain View! 2 bdrm, full home 10th floor- 48ft balcony in every room sleeps 6
Southeast Colorado Springs
10.0 out of 10, Exceptional, (36)
"Views were amazing, place was clean and quiet "
United States
Patricia P.
Mountain View! 2 bdrm, full home 10th floor- 48ft balcony in every room sleeps 6

Cozy House With Hot Tub and Gaming Room

Cozy House With Hot Tub and Gaming Room
Northeast Colorado Springs
10.0 out of 10, Exceptional, (407)
"The place was wonderful "
United States
Michelle M.
Cozy House With Hot Tub and Gaming Room

The Lazy Cottage at the base of Pikes Peak w/private hot tub

The Lazy Cottage at the base of Pikes Peak w/private hot tub
Cascade-Chipita Park
10.0 out of 10, Exceptional, (99)
"Great cozy property, perfect for our stay!"
United States
James B.
The price is AU$324
includes taxes & fees
10 Jan - 11 Jan 2026
The Lazy Cottage at the base of Pikes Peak w/private hot tub

—> The Trolley Car <—

—> The Trolley Car <—
Old Colorado City
10.0 out of 10, Exceptional, (134)
"Adorable, Comfy and Cozy place to stay. We walked to dinner every night. Excellent location! I highly recommend this place and the excellent Host!!"
United States
Angela C.
The price is AU$264
includes taxes & fees
22 Dec - 23 Dec
—> The Trolley Car <—

Timber Lodge Cabins 29

Timber Lodge Cabins 29
2.0 star property
Colorado Springs
10.0 out of 10, Exceptional, (1)
"The complete stay from check-in to check out was amazing the cabin was very quaint and cozy and perfect experience for a cabin. It was very nice to have the seclusion but also restaurants and shopping nearby and it was a huge plus that parking was free also there was a very serene creek right by it and definitely would recommend staying there."
United States
Brett
The price is AU$185
includes taxes & fees
23 Dec - 24 Dec
Timber Lodge Cabins 29

Garden of the Gods Retreat

Garden of the Gods Retreat
West Colorado Springs
10.0 out of 10, Exceptional, (104)
"Wonderful as always! Thank you and look forward to visiting again soon. "
United States
Amy S.
Garden of the Gods Retreat

On Sale! Gorgeous Garden of the Gods Getaway!

On Sale! Gorgeous Garden of the Gods Getaway!
Old Colorado City
9.8 out of 10, Exceptional, (193)
"Very convenient location. Overall very pleased with our stay. "
United States
Jill H.
The price is AU$482
includes taxes & fees
23 Dec - 24 Dec
On Sale! Gorgeous Garden of the Gods Getaway!

“SWEET ROSE” Cottage! Vintage Glam! GOG, Horses, Manitou!

“SWEET ROSE” Cottage! Vintage Glam! GOG, Horses, Manitou!
West Colorado Springs
10.0 out of 10, Exceptional, (54)
"This was a great place to stay!"
Canada
Cameron L.
The price is AU$285
includes taxes & fees
29 Dec - 30 Dec
“SWEET ROSE” Cottage! Vintage Glam! GOG, Horses, Manitou!

The Aspen Valley Hideaway - A Perfect Hub to Hiking and Tourist Attractions!

The Aspen Valley Hideaway - A Perfect Hub to Hiking and Tourist Attractions!
Rainbow Valley
10.0 out of 10, Exceptional, (386)
"Clean, well maintained, and easy to talk to the owners for help! I had a great stay will be staying there again! "
United States
Dalton D.
The Aspen Valley Hideaway - A Perfect Hub to Hiking and Tourist Attractions!

Kick back and relaxing luxury home, calm western space near the Broadmoor.

Kick back and relaxing luxury home, calm western space near the Broadmoor.
Broadmoor
9.4 out of 10, Exceptional, (53)
"Beautiful place and easy to get to everything. We enjoyed our stay"
United States
bskin317
Kick back and relaxing luxury home, calm western space near the Broadmoor.

Serene Backyard Views ★ Near CM Zoo ★ Hot Tub ★

Serene Backyard Views ★ Near CM Zoo ★ Hot Tub ★
Southwest Colorado Springs
9.4 out of 10, Exceptional, (43)
"The place was extremely nice! The hot tub was great and got to see wildlife (wild turkeys) from the hot tub."
United States
James J.
The price is AU$517
includes taxes & fees
21 Dec - 22 Dec
Serene Backyard Views ★ Near CM Zoo ★ Hot Tub ★

J&J floating house along the Broadmoor golf course Indoor Lap pool/hot tub/games

J&J floating house along the Broadmoor golf course Indoor Lap pool/hot tub/games
Broadmoor
10.0 out of 10, Exceptional, (6)
"The entire house was perfect for our family of 18. It was unanimous that the place was amazing, which included a well-stocked kitchen with all the necessary items. Extra-large fridge. Windows (lighting) everywhere with great views. Great outside large tables for eating as a family. A few deer came into the yard for our viewing. Our host, Jamie, was very attentive throughout our stay."
United States
Jerry W.
J&J floating house along the Broadmoor golf course Indoor Lap pool/hot tub/games

Close to EVERYTHING! Beautiful Farmhouse Retreat!

Close to EVERYTHING! Beautiful Farmhouse Retreat!
Old Colorado City
9.6 out of 10, Exceptional, (177)
"Great place in a great location"
United States
Blake G.
The price is AU$506
includes taxes & fees
4 Jan - 5 Jan 2026
Close to EVERYTHING! Beautiful Farmhouse Retreat!

Romantic Forest Hideaway, Hot Tub, WiFi, Directv, near Attractions & Breweries!

Romantic Forest Hideaway, Hot Tub, WiFi, Directv, near Attractions & Breweries!
Divide
10.0 out of 10, Exceptional, (409)
"We loved the location of this cozy cabin. The wildlife we seen was awesome. "
United States
Andrea K.
Romantic Forest Hideaway, Hot Tub, WiFi, Directv, near Attractions & Breweries!

Timber Lodge Cabins 32

Timber Lodge Cabins 32
2.0 star property
Colorado Springs
10.0 out of 10, Exceptional, (2)
"This is the place to stay!!!! So relaxed, and comfortable. We had an amazing time. The deer will lay down 10 feet away from you. Stay here if you want a great relaxed time."
United States
Sean
The price is AU$270
includes taxes & fees
13 Jan - 14 Jan 2026
Timber Lodge Cabins 32
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

Find out more about Woodland Park

Everything you need to know about Woodland Park holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Woodland Park holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Woodland Park holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Woodland Park holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodland Park. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woodland Park holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woodland Park holiday rentals we have selected for you start as low as AU$185 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Woodland Park rentals

At Expedia, we put the best Woodland Park holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Woodland Park rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Woodland Park holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Woodland Park. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Woodland Park?

Yes, there are holiday rentals in Woodland Park close to Team Telecycle, 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?

Fabulous Mountain Cabin Wooded Property - Entertaining Living Room: This highly rated holiday home rental in Woodland Park is located in the city centre, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Woodland Park?

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