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Vacation Rentals & Apartments in Woodland Park

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185 apartments

Woodland Park Haven - RENOVATED!

Woodland Park house

3 bedrooms / 3 bathrooms / sleeps 7

“Lots of fun!” We had a lot of fun! Nice to be together as a family. Very nice home, clean and comfortable. Hot tub was fun and pretty. So grateful that we could bring my little doggie who wouldn't have done well without us. And the deer grazing in the yard while we barbecued was certainly a plus!

Price per night from

$213

Scenic Woodland Park Hideaway w/ Wraparound Deck!

Woodland Park house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$194

Cute Studio with oodles of sun and partial views of Pikes Peak in heart of WP

Woodland Park studio

Studio / 1 bathroom / sleeps 6

Price per night from

$89

Trout Creek Ranch

Woodland Park house

5 bedrooms / 4 bathrooms / sleeps 12

“Great Vacation with the loveliest views” We stayed at Trout creek ranch and fromn the moment we got there was a very nice experience. We loved tha fact that there is a nice view from every room you are in. We used the different decks around the house, grilled in their outdoor grill and sat in one of their decks having wine while we enjoyed the warmth of an outdoor chimney. thanks for a great vacation.

Responds fast! avg. 1 hour 11 minutes

Price per night from

$783

Beautiful Executive Home on 50 Acres - Trout Ponds

Woodland Park house

5 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 1 hour 11 minutes

Price per night from

$724

Huge Deck with Gorgeous Pike's Peak & Forest View (New House Inside)

Woodland Park house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$223

Woodland Park Convenient Condo

Woodland Park house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$178

NEW! Cozy Home w/Hot Tub+Views, Near Pikes Peak!

Woodland Park house

5 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$318

Expansive Mountain Retreat w/ Views of Pikes Peak!

Woodland Park house

5 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$393

Peaceful Lakefront Mountain House with Mountain Views, Wifi, Grill, Family Frien

Woodland Park house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 5 minutes

Price per night from

$143

NEW! Mountain Getaway w/ Private Hot Tub + Views!

Woodland Park house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$300

Valley View Mountain Retreat

Woodland Park house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$172

NEW! Mountain Cabin, Walk to Dining/Memorial Park!

Woodland Park studio

Studio / 1 bathroom / sleeps 4

Price per night from

$111

NEW! Peaceful Woodland Park Home w/ Patio & Grill!

Woodland Park house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$221

NEW! Family Getaway by Pike & San Isabel Forests!

Woodland Park house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$202

Great rentals within 20 miles that match your search

The St. Mary's Inn - Cherrywood Suite

Colorado Springs b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$300

Lg property, exquisite grounds, peaceful/private

Colorado Springs villa

3 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 1 hour 50 minutes

Price per night from

$351

St Marys Inn - Cypress Suite

Colorado Springs b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$301

Mountain Views! Large yard, huge deck, perfect location, quiet street, sleeps12

Colorado Springs house

5 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$636

Seasonal Tiny House/ Glam camping in the forest

Palmer Lake guest house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$112

Mountain Views on Golf Course, near Air Force Academy, AFA, Parent's Weekend

Colorado Springs house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$611

Secluded dog-friendly home w/enclosed yard, fireplace, & mountain views!

Florissant house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$227

NEW LISTING! Spacious studio w/ shared grill & patio near Woodland Park

Lake George studio

Studio / 1 bathroom / sleeps 6

Price per night from

$147

Old Colorado City Happy Haven w/ Garage near GARDEN of the GODS

Colorado Springs house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 26 minutes

Price per night from

$179

The Thomposon Cabin at the Historic Crescent Ranch Resort

Divide log cabin

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$173

Cirq Du Chalet: Lake View Mountain Top Retreat ,

Florissant house

3 bedrooms / 2 bathrooms / sleeps 8

“Quiet and peaceful” Needed a getaway for our USAFA cadet. Perfect place to relax and spend time together. Well stocked kitchen, owners very accommodating. Could have used a washer & dryer but I understand why there isn't one.

Price per night from

$202

PIKES PEAK COTTAGE BY GARDEN OF THE GODS GREAT VIEW AND LOCATION 3BD SLEEPS 6

Colorado Springs house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 54 minutes

Price per night from

$113

COLORADO MOUNTAIN RETREAT: GREAT VIEWS AND LOCATION

Chipita Park chalet

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 54 minutes

Price per night from

$339

Colorado Springs/USAFA Foothills Paradise

Colorado Springs house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$158

Gold Strike Inn Victorian Mansion

Cripple Creek b&b

6 bedrooms / 8 bathrooms / sleeps 16

Price per night from

$866

MOUNTAIN RETREAT PANORAMIC VIEWS, NATIONAL FOREST

Colorado Springs house

4 bedrooms / 2 bathrooms / sleeps 4

“Dream Vacation” I rented the Pikes Peak Mountain Retreat for my wife and I, our two daughters and their families. It exceeded our expectations in every way. It is in a remote and peaceful setting with breathtaking scenery, yet less than an hour's drive to the attractions around Manitou Springs and Colorado Springs. My three grandsons, ages 3, 6 and 13 especially enjoyed the evening walks down to bridge across the wetlands to watch the beavers swimming in and around their lodge and dam. The home is clean, comfortable and well furnished with everything you need for a week's stay. There is enough space that we could all have our privacy when we needed it and still be together for meals and activities. The owner, Julia was very helpful and quick to respond to all questions and other communications. I can highly recommend this vacation home with a 5 star rating and would love to come back again for another stay.

Responds fast! avg. 40 minutes

Price per night from

$347

MOUNTAIN RETREAT, VIEWS NATIONAL FOREST 30 MILES TO COLORADO SPRINGS

Manitou Springs house

4 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 38 minutes

Price per night from

$174

2 Bedroom Creek Side Condo Suite

Chipita Park condo

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 31 minutes

Price per night from

$312

4 Bedroom Creek Side Condo Suite

Chipita Park condo

6 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 31 minutes

Price per night from

$463

1 Bedroom Creek Side Condo Studio

Chipita Park private room

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 31 minutes

Price per night from

$231

Stream-Side 7 Bedroom Mountain House

Chipita Park house

7 bedrooms / 4 bathrooms / sleeps 16

Responds fast! avg. 3 hours 31 minutes

Price per night from

$695

Downtown Apartment, Luxury and Convenience

Colorado Springs apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 45 minutes

Price per night from

$99

The Cottonwood 2 bed 1 bath furnished rental

Colorado Springs house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 0 minutes

Price per night from

$173

Viewing 38 of 185
rentals in Woodland Park

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About Woodland Park

Located in Teller County, Colorado, Woodland Park is a beautiful city that showcases some of the most spectacular scenery in the country. The natural landscapes residing here are heavenly. Make sure you pack a camera as you’ll want to remember these scenes for a long time. Opt to book your accommodation on FlipKey and make Woodland Park your destination of choice.

About Woodland Park

Woodland Park was originally named after trees located close to the city. Many musicians and artists are located here, which is why festivals have been a major attraction in recent years.

The best time to visit the city is at the beginning of the year when the weather is at its driest. Despite the rain, the cooler temperatures make it ideal for exploration and its less crowded than during summer months.

Woodland Park is warm during summer, although you can expect a lot of rain so pack an umbrella and mac if you traveling to the city during this time. The weather can be very cold in winter months so check the forecast before you travel.

What to do

There is an impressive array of attractions in Woodland Park and something for all ages to enjoy. Rocky Mountain Dinosaur Resource Center features replicas of dinosaurs, as well as real life fossils. With many hands-on activities for children, this is one of the best family pursuits in the area.

For adventurers and nature lovers, Colorado Wolf Adventures allows the once in a lifetime opportunity to get closer to wolves in a safe environment. Elsewhere, you may fancy a round of golf at Shining Mountain Golf Club where you’ll find the course is suited for both beginners and pros.

If you’re feeling hungry, you’ll discover some tasty delicacies to make your mouth water. Hungry Bear Restaurant is perfect for a hearty breakfast, whether you’re searching for a burrito or classic pancakes. Fusion Japan offers yummy sushi and tasty Asian dishes, from dim sum to tempura. If you’re looking for a sugar kick, Donut Mill is the place to go.

Top Woodland Park travel tips

If you’re arriving to the city by plane, you’ll probably land at Colorado Springs Airport, which is 29 miles away from Woodland Park. Alternatively, you may land at Colorado Springs East Airport, which is 33 miles away. Grab an airport shuttle to your accommodation or hire a private car which may be more cost-effective in the long run.

Woodland Park has a variety of spectacular attractions on offer. Choose your favorite Woodland Park vacation rental on FlipKey and make this your next stop on your travel list. For a relaxing getaway with entertainment for all the family, Woodland Park is an incredible destination.

Top Destination reviews

Woodland Park Haven - RENOVATED!
Woodland Haven

Our family really enjoyed staying at this "haven" it gave us a chance to rest and be together after a hard year. Jim was very helpful from day one and a phone call away once we arrived. We hope to come back for sure! … see more
Trout Creek Ranch
First Class Home

We stayed at this home in Woodland Park the first week of October, 2014. We took our children and grandchildren and there was plenty of room for all twelve of us. The home is lovely and spacious offering an open living, dining, kitchen plan that allowed all of us to be together without feeling crowded. Four of the five bedrooms have private decks, three with a view of Pike's Peak. While it was wonderful to be comfortable spending time with all grandchildren and children, it was spacious at the same time, and each person had no difficulty finding a private moment. The master bedroom and bath are exceptional with a large private deck, an indoor sauna, walk in shower and whirlpool tub. The kitchen has Viking appliances and would be appreciated by any top notch chef. This home has a very comfortable feeling. Sitting on the decks, we saw deer daily, red fox and other wildlife. The deer are so tame they walk right up to the house. There are two stocked trout ponds for catch and release fishing, with nice sized trout. The owners are lovely people who were welcoming and friendly. I give this home five stars as I believe it was the nicest vacations rental home that I have ever stayed in.see more

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