Holiday houses in Woodland Park

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Top-rated holiday rentals in Woodland Park

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Guest favourite

Home in Colorado Springs

4.91 out of 5 average rating, 405 reviews

5BR, Gym, Hot tub, BBQ, Fire pit, playgr, MT view

We've earned the Airbnb Super-Host title 21 (!) times in six years and have 500 excellent reviews from our guests overall! There must be a reason for that... This is the perfect vacation 5BR rental house for you on a 0.51-acre land with a brilliant view of the mountains. This property was remodeled for vacationers, and we can host up to 12 guests. We feature a Gym, Hot tub, BBQ grill, Firepit, Viewpoint, Smoker's patio, trampoline, etc., for you. Short-Term Rental Permit Number: STR-0110

Guest favourite

Guesthouse in Cascade-Chipita Park

4.98 out of 5 average rating, 161 reviews

Charming Guesthouse for 2 by Pikes Peak/Mtn Views!

SOUTHWESTERN CHARM FOR 2 at PIKES PEAK! Welcome to the Sanctuary, a luxurious 1930s guesthouse at the base of Pikes Peak with MOUNTAIN VIEWS and just minutes from all COLORADO SPRINGS & MANITOU SPGS attractions, shops, restaurants, & hiking trails! AMENITIES INCLUDE: original wood floors, ceiling vigas, kiva fireplace, queen bed with luxury linens, mini kitchen stocked with gourmet coffees, teas and homemade cookies, full bath with specialty soaps/shampoos, private patio, and outdoor labyrinth.

Guest favourite

Home in Colorado Springs

4.99 out of 5 average rating, 220 reviews

Modern Cottage with Hot Tub, close to Downtown

This cozy cottage features everything you need to make your stay in Colorado Springs perfect. The living area has large windows with mountain views and the kitchen features a counter/bar, upgraded stainless appliances, and quartz countertops. Both bedrooms are light and bright, with the main bedroom overlooking the backyard. The backyard has a private patio with a hot tub and gas barbeque. Located in a quiet neighborhood, close to downtown restaurants, Colorado College and Garden of the Gods.

Superhost

Cabin in Florissant

4.92 out of 5 average rating, 521 reviews

☀Cabin with Mtn Views☀ A-Frame Nature Getaway

★Location: Minutes to CO Wolf + Wildlife Ctr, award-winning Paradox Beer Company, Fossil Beds, Lake George, Mueller State Park. Short Drive to Pikes Peak, Garden of the Gods ★OUTDOORS: Nearby hiking, biking, snowshoeing, horseback riding, cross country skiing, rock climbing, white water rafting ★DINING/SHOPS: Short drive to Woodland Park & Historic Manitou ★VIEWS of the Continental Divide from the large back porch & bedroom balcony ★Grill + Firepit ★Brand new comfy beds ★Equipped Kitchen

Guest favourite

Home in Manitou Springs

5 out of 5 average rating, 12 reviews

Heart of Manitou Springs. Rent all 3 apartments.

This property consists of three individual luxury apartments. On the first floor, a two-bedroom/two-bath unit sleeps up to five. On the second floor, there are two one-bedroom/one-bath units that each sleep up to three. There are also separate listings for each of the three rental units. This listing contains pricing and information for booking all three apartments. Email us for help in renting one, two, or all three units, paying for only what you need to accommodate up to 11 people.

Guest favourite

Home in Old Colorado City

4.88 out of 5 average rating, 48 reviews

Spacious home in the Heart of Colorado Springs

Holiday and Ski season just around the corner – Book Now Beautiful Spacious Home in the Heart of Colorado Springs. Over 3600 sq ft. 4 bedrooms upstairs, a 5th bedroom on the lower level along with an additional living room and billiard table. Perfect for a Large Family who want to vacation in Colorado Springs at a 5-star hotel, but with the trappings of being home. Minutes to downtown, shopping and hiking. Open design kitchen with Island that seats 6. Book now for summer 2024

Guest favourite

Rental unit in Monument

4.96 out of 5 average rating, 164 reviews

Serene Stay w/ Mountain Views in Downtown Monument

Welcome to your serene private apartment overlooking the mountains in Historic Downtown Monument. This updated, upper unit has 2 bedrooms each with its own en-suite bath, and an open-concept living room/ kitchen. The deck is spacious w/ beautiful Mountain views, perfect for enjoying the Colorado sunshine! Within walking distance of Downtown Monument’s shops and restaurants as well as the Santa Fe Hiking Trail! While USAFA, N CO Springs & other attractions are all a short drive away!

Guest favourite

Cabin in Florissant

4.98 out of 5 average rating, 135 reviews

Mydnyt Mtn Cabin w/Loft Private Hot Tub/No Fees

Why we are different? Our private road ends at the cabin (not in a neighborhood). You will be all alone on the top of a forest mountain to connect with nature. You will feel like you are all alone in the world (and town is only 5 minutes away). If you want to escape, you found it! 360 views overlooking several famous peaks. Purple night skies are incredible with amazing star gazing. The cabin sleeps 6 comfortably. Mydnyt Mountain awaits you and promises the escape you deserve.

Superhost

Home in Colorado Springs

4.85 out of 5 average rating, 351 reviews

✵ Downtown Couples Retreat in the hip North End ✵

Recently updated, modern mountain cottage that is perfect for relaxing as a couple or a small family retreat. It is located in the north downtown area and has convenient access to all of the best attractions in the city. Easily get to Garden of the Gods, Manitou Springs, Old Colorado City, world class Springs Pickleball facility, or the South gate of the Air Force Academy in minutes. Hot tub, cable, pets. If you are local, contact us before booking please. STRP-23-0768

Guest favourite

Cottage in Downtown Colorado Springs

4.88 out of 5 average rating, 344 reviews

Cozy Cottage - Walk to Newest Downtown Restaurants

[STR Permit 0762] Located just one block from the newest restaurants and cafes in town, this updated home is one of the comfiest vacation rentals you will find. Described as staying in a cozy retreat in the middle of downtown’s trendiest neighborhood, enjoy the Rocky Mountain air in the spacious backyard that boasts a firepit, deck, flagstone patio, and fountain. Bike to our most breathtaking trails at Red Rocks Park or Helen Hunt Falls.

Superhost

Townhouse in Colorado Springs

4.8 out of 5 average rating, 168 reviews

Rustic-Modern Townhome B - Ivy Wild/Downtown

Rustic-Modern Appeal; located in Ivy Wild District, a new hot spot destination of Colorado Springs. Located close to just about everything you’d want to do. Browse through the photos and you’ll see why we are so proud of this space, loaded with all the bells & whistles. This space with make your stay memorable, relaxed & stress free. Option: Book both sides for that larger family!

Guest favourite

Home in Old Colorado City

4.95 out of 5 average rating, 180 reviews

Gorgeous getaway on the Westside-no cleaning fee!

Beautiful home with fabulous views of Pikes Peak and the front range in Old Colorado City. Tucked away on a quiet block, but just minutes from downtown and OCC. Perfect for a family vacation or getaway with friends! 20 minutes to Colorado Springs airport and the Air Force Academy. We offer discounts for week-long and month-long stays. Colorado Springs permit STR-0467