Plan your trip

A couple overlooking a forest of yellow trees with snow-capped mountains in the background.

Woodland Park Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Sign in

  • Be picky

    Search almost a million properties worldwide

  • Check prices for these dates

    Check prices for these dates, December 13–14, 2026

    View in a map

    Our top choices for Woodland Park vacation rentals

    1. Glamping Under the Stars | Firepit, BBQ & Views

    A wooden deck with two chairs and a table, a grill, and a propane tank.

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

    A kitchen with dark wood cabinets, a central island with a sink, and a view of the dining area through large windows.

    3. Luxury Glamping | Tiny Haven, Firepit & Grill

    A wooden cabin with a patio, a hot tub, and a fire pit.

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

    A cozy living room with a flat-screen TV, a wooden coffee table, a cushioned armchair, and a sofa with a 'happy place' pillow.

    5. Woodland Peak Tiny Lodge

    A living room with a ceiling fan, a TV mounted on the wall, a sofa, a coffee table, and a dining area with a table and chairs.

    6. Pikes Peak Boutique Retreat

    A cozy living room with a stone fireplace, a sofa, a coffee table, and a TV mounted on the wall.

    7. Ashore the Clouds | Glamping Awaits

    A kitchen with a window, a bar stool area, and a wooden ceiling.

    8. The Fern Hollow Retreat

    A cozy living room with a wooden ceiling, a sofa with cushions, a coffee table, and a staircase leading to an upper level.

    9. Boutique Tiny Home! Hot Tub near Pikes Peak

    A covered outdoor hot tub area with a wooden deck, a stone bench, and a table with chairs.

    10. Pikes Peak Heaven's Retreat

    A modern kitchen with wooden cabinets, a dining area with a table and chairs, and a living room with a sofa and a plant.

    11. Adorable Tiny Home w/ Mtn Views in Woodland Park!

    A wooden deck with Adirondack chairs and a stone fireplace.

    12. Cozy Mountain Escape · Peak Views · Woodland Park

    A kitchen with wooden cabinets, a central island with stools, and a dining area with a sofa.

    13. Rustic Escape| Fireplace, BBQ Grill & Scenic Views

    A covered porch with wicker furniture, a stone fireplace, and a view of trees.

    14. Pikes Peak Mountain Retreat

    A covered outdoor area with a wooden bench, a potted plant, and a view of a forested area with cabins.

    15. Mountain Chic Cabin Retreat

    Private kitchen

    16. Rose Mountain Escape is peaceful with beautiful views and we are pet friendly.

    A deck with a view of a forested area, including various trees and a clear sky.

    17. Pikes Peak Views: One Block to Downtown

    A dining area with a wooden table, bar stools, a dark upholstered chair, and a small white side table.

    18. Little Woodys Hideaway-pet friendly 1Brm, sofa slpr - #329662

    A modern living room with a fireplace, a dining area with a table and chairs, and a kitchen area with wooden cabinets and a bar.

    19. Forest Estate Guest Quarters-Seclusion- Just Minutes from Town

    A rustic cabin with a green roof, surrounded by a garden with deer statues and various plants.

    20. Woodland Park Home with Direct Views of Pikes Peak!

    A staircase with wooden steps and white balusters, leading to a room with a window, a lamp, and a chair.

    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.

    View all properties

    Find vacation rentals that suit your style

    Cabins

    Cottages

    Apartments

    Aparthotels

    Chalets

    Condos

    Villas

    Top Woodland Park Hotel Reviews

    Glen Eyrie Castle & Conference Center A Ministry of the Navigators

    A large, historic stone building with multiple windows and a stone facade.

    Hampton Inn Colorado Springs I-25 Central

    A kitchen area with a coffee station, waffle display, and a sign for breakfast.

    Holiday Inn Express & Suites Manitou Springs by IHG

    A swimming pool with four lounge chairs and large windows with a view of trees.

    Hampton Inn Colorado Springs Northeast

    A breakfast bar with a chalkboard sign, coffee machines, and fruit dispensers.

    The Broadmoor

    A spacious outdoor patio with multiple seating areas, a fireplace, and string lights.

    Best Western Plus Peak Vista Inn & Suites

    A multi-story building with a stone facade, wooden balcony, and a sign indicating a no smoking policy.

    Cliff House at Pikes Peak

    A restaurant with a long dining table, multiple chairs, and a bar area with wine glasses.

    Cripple Creek Hospitality House

    A two-story building with a balcony, large windows, and a brick facade.

    Villa Motel at Manitou Springs

    A hotel room with a large bed, a bedside table, a lamp, a framed picture on the wall, and a bathroom visible through an open door.

    Garden of the Gods Resort and Club

    A swimming pool with clear water and a person swimming.

    Buffalo Lodge Bicycle Resort

    A covered outdoor seating area with high blue beams, a long counter, and multiple stools.

    Staybridge Suites Colorado Springs NE Powers by IHG

    A covered outdoor seating area with a fire pit, stone walls, and a staircase leading to an upper level.

    Find out more about Woodland Park

    Everything you need to know about Woodland Park vacation rentals

    Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Woodland Park vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

    Woodland Park vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woodland Park vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in. The selection of Woodland Park vacation rentals we have selected for you start as low as CA $46 per night. Entering your travel dates in the search wizard you might find even better deals!

    How to find incredible deals on Woodland Park rentals

    At Expedia, we put the best Woodland Park vacation 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 vacation.

    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 vacation rentals in Woodland Park?

    Yes, we offer vacation rentals close to the most popular local attractions in Woodland Park, or you can select a secluded option if you'd like a relaxing place to 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?

    Secluded CO retreat featuring a swim spa, hiking trail and stocked kitchen!: Visitors give good reviews to this Woodland Park vacation home rental, which 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. Our travelers also rate Enjoy Colorado with soaring pines, wildlife & 6 seat hot tub. as a favorite home for rent in Woodland Park.

    How many vacation rentals will I find in Woodland Park?

    With 111 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 North Slope Recreation Area is a spot to enjoy nature. 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.

    Explore a world of travel with Expedia