Woodland Park Holiday Rentals

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Holiday Rentals in Woodland Park

Majestic Lodge only 22 miles from the base of Pike's Peak

9.8 out of 10, Exceptional, (117)
"Middle of nowhere. Exactly what we needed. "
Majestic Lodge only 22 miles from the base of Pike's Peak

Mountain Views with Hot Tub

10.0 out of 10, Exceptional, (33)
"Check in went smoothly, and we found the home to be spacious and clean, and the kitchen stocked with plenty of appliances, utensils, spices etc. We liked some of the items provided so much that we will be purchasing some of them ourselves for our own home: shampoo, conditioner, lotion etc. The views were amazing and instructions clearly posted throughout the home. It was close to grocery stores, restaurants, shops etc. but the access roads getting to the neighborhood were a bit rough. We had...
The price is AU$705
includes taxes & fees
2 Dec - 3 Dec
Mountain Views with Hot Tub

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

9.6 out of 10, Exceptional, (94)
"Beautiful property, private comfy. My husbands and my 15 year anniversary so we just used the main bedroom. Heated floors were amazing. Looked like all the rooms were nice. We were not there much, but the hot tub at night with the stream and stars absolutely blew me away!!!"
Cabin on 10 acres with private hot tub, views of Pikes Peak

Brand new listing! Enjoy Colorado with soaring pines, wildlife & 6 seat hot tub.

9.4 out of 10, Exceptional, (23)
"Great location for private cozy time with a few days of beautiful snow! Good winter road plowing in the area. It was close to stores, restaurants and trails. We really enjoyed the hot tub in the fresh winter air! We had a delightful time of relaxation and attending a conference at Charis School."
Brand new listing! Enjoy Colorado with soaring pines, wildlife & 6 seat hot tub.

PVP58 Vintage 1977 AirstreamRV — With Private Hot Tub!

9.0 out of 10, Wonderful, (23)
"My wife and I had a wonderful time staying at this Airstream. We honestly spent a majority of the time in the amazing outside space. We did all our cooking on the gas grill, and enjoyed the fire and hot tub. The only thing that could be better would be some instruction for the lighting, windows, and heat. Having never used an Airstream before, it took us a while to figure everything out. It would be helpful to have a little “how-to” sheet somewhere on site. Other than that, it was a perfect...
PVP58 Vintage 1977 AirstreamRV — With Private Hot Tub!

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

9.8 out of 10, Exceptional, (45)
"We had a pleasant stay at the property. I had family in the area, so our days were always packed, which means we couldn't take advantage of some of the amenities offered (like the hot-tub and some of the games), but the fact they were available was great. The house was well stocked, so we were never faced with a shortage of necessities (toilet paper, cleaning supplies, dishes, etc.), and my five year old loved the toys at the property (especially the blocks). The only items I would suggest for...
Secluded CO retreat featuring a swim spa, hiking trail and stocked kitchen!

Amazing mountain home on 126 acres bordering national forest land

10.0 out of 10, Exceptional, (80)
"The house was large, clean, and fully stocked but awkwardly laid out. The only bathrooms that had showers were in two bedrooms. So you had to cut through peoples rooms when they were sleeping to use the bathroom and shower. The house says it sleeps 12 but more like 8 comfortably. Overall it was a clean nice home. I would not rent this If I had a large group Again. "
Amazing mountain home on 126 acres bordering national forest land

Secluded, 3-story, family-friendly home w/private hot tub, enclosed yard & grill

8.4 out of 10, Very good, (26)
"Stayed for a friends wedding and was able to make the wedding cake in the spacious kitchen and the house had plenty of room for everyone."
Secluded, 3-story, family-friendly home w/private hot tub, enclosed yard & grill

Mountain Views-HotTub -Cozy Fireplace

10.0 out of 10, Exceptional, (229)
"I stayed at this lovely cabin with my daughter and two grandchildren. We had an amazing time! We loved how close we were to everything we wanted to do and boy does this town know how to do breakfast! I highly recommend this cabin for a clean, comfortable and convenient stay!! And the host was amazing!!"
Mountain Views-HotTub -Cozy Fireplace

Fabulous Mountain Cabin Wooded Property - Entertaining Living Room

8.0 out of 10, Very good, (55)
"Our stay was great. Lots of room on a quiet lot. Lots of wildlife in the area. A black bear walked past while we were having dinner one evening! What fun to see that. Housekeeping could be improved. We cleaned bathrooms and floors upon arrival."
Fabulous Mountain Cabin Wooded Property - Entertaining Living Room

PVP53 Luxury Cabin Overlooking Scenic Views — With Private Hot Tub!

7.2 out of 10, Good, (9)
"The queen size bed is on the loft and so close to the ceiling that you can't turn over without hitting your head on the beams. The hot tub never got above 90 degrees.Thankfully it was just the 2 of us because we could use the lower bed to put suitcases on as there is no place for luggage.. The bathroon was very updated and nice and the view was beautiful."
PVP53 Luxury Cabin Overlooking Scenic Views — With Private Hot Tub!

Cripple Creek Cozy Cottage for 2 with Hot Tub

9.8 out of 10, Exceptional, (252)
"Spent the long weekend with my wife for our anniversary. Nice cozy cabin, very secluded. We enjoyed walking the roads around the neighborhood, soaking in the hot tub, and sitting in front of the fire."
Cripple Creek Cozy Cottage for 2 with Hot Tub

Cozy Creekside Cottage at Entrance to Pikes Peak

9.8 out of 10, Exceptional, (152)
"Clean, cute and exactly what was listed!"
The price is AU$309
includes taxes & fees
1 Dec - 2 Dec
Cozy Creekside Cottage at Entrance to Pikes Peak

Secluded Modern Mountain Home, Views, Wifi, Hot Tub

9.4 out of 10, Exceptional, (50)
"The house is beautiful, clean, perfect view."
Secluded Modern Mountain Home, Views, Wifi, Hot Tub

Enjoy Downtown Colorado Springs Restaurants, Breweries, Museums, Galleries

8.8 out of 10, Excellent, (126)
"The house is convenient to downtown Colorado Springs, making it easy to access everything we needed. There were great dining options within walking distance. However, the home is smaller than the photos suggest. It was clean and decently stocked, but the living room couch was replaced with an uncomfortable IKEA sofa that fits only 4 people closely. The only other seating options are the 3 wooden chairs and 2 decorative chairs in the dining area. All beds were uncomfortable and felt like sleeping...
The price is AU$310
includes taxes & fees
1 Dec - 2 Dec
Enjoy Downtown Colorado Springs Restaurants, Breweries, Museums, Galleries

Captain Jack’s Cottage in Beautiful Cheyenne Cañon 2 blocks from Broadmoor Hotel

10.0 out of 10, Exceptional, (212)
"Great place to stay, owners were so accommodating. Quiet area. House has everything you need to feel at home. Loved the place!!!"
Captain Jack’s Cottage in Beautiful Cheyenne Cañon 2 blocks from Broadmoor Hotel

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

10.0 out of 10, Exceptional, (375)
"During a hectic time we needed a break — this lovely cabin was exactly what we needed. Deer would gather at the cabin morning & evening — even coming up the steps of the deck! Our grandsons 5&8) visited one afternoon and had a great time shooting hoops and playing in the woods."
Romantic Forest Hideaway, Hot Tub, WiFi, Directv, near Attractions & Breweries!

Near Downtown« Hot Tub┃Firepit┃Fenced Yard

10.0 out of 10, Exceptional, (33)
"The property met our needs quite well -- friends and family coming to town for a concert. We were not in the house enough time to utilize the hot tub or fire pit."
Near Downtown« Hot Tub┃Firepit┃Fenced Yard

Charming, cozy cabin in the heart of Pikes Peak country! Hottub, wood fireplace!

10.0 out of 10, Exceptional, (500)
"We were looking for a quiet place to hang with our dog and relax for a few days . This was the perfect spot ! Great location. Great hot tub and plenty of utensils to cook with. Dog loved the yard although the deer might have a different opinion 😊. We will go back "
Charming, cozy cabin in the heart of Pikes Peak country! Hottub, wood fireplace!

2BR Mountain Cabin - Comes with Fresh Baked Breakfast

10.0 out of 10, Exceptional, (73)
"Wonderful little cottage to stay in. Delicious breakfasts served and Susan is a very kind and friendly host!"
2BR Mountain Cabin - Comes with Fresh Baked Breakfast
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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Other types of properties in Woodland Park you may be interested in

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

9.8 out of 10, Exceptional, (45)
"We had a pleasant stay at the property. I had family in the area, so our days were always packed, which means we couldn't take advantage of some of the amenities offered (like the hot-tub and some of the games), but the fact they were available was great. The house was well stocked, so we were never faced with a shortage of necessities (toilet paper, cleaning supplies, dishes, etc.), and my five year old loved the toys at the property (especially the blocks). The only items I would suggest for...
Secluded CO retreat featuring a swim spa, hiking trail and stocked kitchen!

Mountain Views-HotTub -Cozy Fireplace

10.0 out of 10, Exceptional, (229)
"I stayed at this lovely cabin with my daughter and two grandchildren. We had an amazing time! We loved how close we were to everything we wanted to do and boy does this town know how to do breakfast! I highly recommend this cabin for a clean, comfortable and convenient stay!! And the host was amazing!!"
Mountain Views-HotTub -Cozy Fireplace

The Academy Hotel Colorado Springs

3.5 star property
8.8 out of 10, Excellent, (3135)
"First time staying here and we were impressed :) All staff we met were very friendly. Brakfast was great - make to order omelets plus additional options. We will definite stay again."
The price is AU$136
includes taxes & fees
8 Dec - 9 Dec
The Academy Hotel Colorado Springs
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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?

Majestic Lodge only 22 miles from the base of Pike's Peak: This highly rated holiday home rental in Woodland Park is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 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. Some other homes for rent in Woodland Park include Mountain Views with Hot Tub and Brand new listing! Enjoy Colorado with soaring pines, wildlife & 6 seat hot tub..

How many holiday rentals will I find in Woodland Park?

With 142 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. North Slope Recreation Area and Shining Mountain Golf Club are other places to visit while you're in town.

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.