Vacation rentals in Woodland Park

5 out of 5 average rating, 147 reviews

Mt Views, Deck & Grill. Walk to Coffee & Ice Cream

Currently ranked in the top 5% in Colorado Springs, this vacation rental offers exceptional value & excellent ratings! Watch the video tour & see for yourself why guests love staying here. Enjoy stunning Views of the Front Range Mtns. from this spacious, duplex-style property w/ easy access to the Powers corridor, featuring a numerous of shops, restaurants & exciting recreational activities; Climbing gym, Miniature golf & an IMAX theater! Conveniently located near a Greenbelt & Pocket Parks.

Cottage in Downtown Colorado Springs

A cozy outdoor seating area is surrounded by a wooden fence, featuring comfortable chairs arranged around a glowing firepit. Soft lighting is provided by string lights overhead, and a stone fountain adds a tranquil element to the space.

4.87 out of 5 average rating, 366 reviews

ᨒ Downtown Oasis ᨒ Steps to Dining, Cafes & Bars ᨒ

We've earned 360 ⭐⭐⭐⭐⭐ reviews! Our Airbnb places you at the center of downtown Colorado Springs. Whether you're a foodie, nature lover, or city explorer, you'll love the unbeatable location, perfectly positioned in one of Colorado Springs’ trendiest neighborhoods just one block from award-winning restaurants, cozy cafés, and vibrant microbreweries. Whether you're here for a romantic getaway, a workcation, or an adventure-packed escape in Colorado Springs, you won't regret choosing our Airbnb!

4.94 out of 5 average rating, 110 reviews

A spacious outdoor deck features a six-seat dining table with an umbrella, surrounded by trees and greenery. Large windows provide views into the interior space, and the natural light enhances the inviting setting.

Home in Manitou Springs

"DEER CREEK RETREAT"creeksideMANITOU SPRINGS HOME

Comfort and convenience with mountain views and a private creek at this modern vacation rental, ideal for shopping, dining, and hiking during your trip to the Springs! The 3-bed, 3-bath Manitou Springs home features a full kitchen, fireplace, and private deck overlooking the creek. You’ll find Red Rock Canyon hiking trails ½ mile away, with Garden of the Gods entrance just 2 miles away. Whether you hike the Manitou Incline or opt to dine and shop in Old Colorado City, it’s all within minutes!

The spacious living area features a high A-frame ceiling with wooden beams, allowing natural light to fill the space. A cozy seating arrangement includes a bench-style couch and rustic coffee table. The dining table, crafted from reclaimed wood, complements the cabin's warm interior.

4.92 out of 5 average rating, 563 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

Condo in Colorado Springs

4.88 out of 5 average rating, 146 reviews

Getaway Condo: Spacious + View + Laundry + Quiet

Discover pure comfort in our condo with a private entrance! Two bedrooms, a full bath, a well-equipped kitchen with dining table, & a cozy living room with SmartTV. Free parking, easy neighborhood access, & a central location near many local attractions. Safety is paramount in this peaceful haven, surrounded by hiking trails. This is truly your home away from home with all the amenities you'll need. This is a smoke free unit. Your perfect getaway starts here! Permit #: A-STRP-23-1086

A saltwater hot tub is positioned on a covered deck, offering an expansive view of the surrounding forest and mountain landscape. The tranquil water reflects the sky, while lush greenery and distant peaks create a serene backdrop.

4.97 out of 5 average rating, 189 reviews

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

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 8 comfortably. Mydnyt Mountain awaits you and promises the escape you deserve.

Home in Downtown Colorado Springs

4.83 out of 5 average rating, 464 reviews

Downtown | Hot Tub | Big Backyard | Pet Friendly

A perfect place to unwind after a day exploring Colorado Springs! This 2-bedroom, 1-bath property is completely renovated, featuring modern decor and an outdoor patio complete with a pergola and a grill! Located in the heart of downtown, you can walk to some of the best restaurants in the city. The home is close to Colorado College, the Olympic Museum, and Cheyenne Zoo, Garden of the Gods, and Pikes Peak. There are miles of hiking trails within 15 minutes of the home! STR # 1206

A spacious yard features a serene swimming pool, surrounded by lush green grass and vibrant flowers. Majestic mountains form the backdrop, with rolling hills visible in the distance under soft natural light.

4.87 out of 5 average rating, 404 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

A wooden deck provides a comfortable outdoor space, featuring two lounge chairs and a small table. A patio heater stands nearby for warmth. Lush greenery and a gently sloping hillside are visible in the background, creating a serene environment.

4.95 out of 5 average rating, 192 reviews

Family-friendly with stunning views & great yard

No cleaning fee! Welcome to The Purple Cottage. Fully-stocked craftsman kitchen, spacious and private backyard, and beautiful views await you. 5 minutes to downtown Colorado Springs and Old Colorado City, 11 min to Garden of the Gods, 20 min to Colorado Springs airport and the Air Force Academy. Two bedrooms and one bathroom on each floor. Perfect for a family vacation or getaway with friends. Discounts for week-long and month-long stays! Colorado Springs permit STR-0467

The lodge is illuminated in warm light against a twilight sky, featuring a distinctive red roof. Outdoor seating is visible, nestled among trees, with a patio umbrella providing shade. The inviting ambiance highlights the rustic charm of the surrounding natural landscape.

4.9 out of 5 average rating, 107 reviews

The Lodge at Easy Manor

1000 sq ft new house on the edge of Colo Springs. Full Kitchen TV-QLED 55" TV (Rolls to LR, BDRM & spa) 100M fiber Internet Private Spa: Perfect couples retreat Open Air shower 2 pers unique hot-tub/bathtub. 1. Fill to any temp (110F max) 2. temp +/- on the fly 3. Bathe 4. Drain - No Chems Shares 10 quiet acres with 1. 2nd 2-person Airbnb 2. Main House - (Judy & I) Buildings are separated-Lodge is private Trails (on property & state trail close by)

A well-maintained front yard features tiered landscaping, including neatly arranged grass patches and decorative gravel. The house exhibits a blend of wooden and brick elements, with a welcoming front porch. Nearby, a boat is visible, parked in the driveway.

4.91 out of 5 average rating, 429 reviews

5BR Retreat w/ Hot Tub, Gym, & Cheyenne Mtn Views!

This is the ideal 5 BDRM vacation rental on a 0.51-acre lot with stunning mountain views. Remodeled for vacationers, this property accommodates up to 12 guests. Enjoy amenities like a gym, hot tub, BBQ grill, firepit, scenic viewpoint, smoker’s patio, and playground. We’ve been awarded Super-Host status 25 times in 7 years with hundreds of glowing guest reviews. There must be a reason for that—please check the reviews! Short-Term Rental Permit Number: STR-0110

The image shows a covered porch area featuring a hot tub in the foreground. A dining table that seats eight is visible, surrounded by a spacious outdoor area with wooden fencing. The scene includes a barbecue grill and outdoor seating, creating an inviting space.

4.89 out of 5 average rating, 149 reviews

Luxurious, Quiet, Families, Hot Tub, Location

Our remodeled home is perfectly located, a home base for roaming all the remarkable sites and scenery of the Pikes Peak region. Located in quiet neighborhood between Downtown and Old Colorado City everything is close. (Including Pinery Wedding Venue) Old Colorado City blends it's historic character with modern boutiques, award winning restaurants and local art galleries. Venturing downtown, to the Broadmoor, Garden of Gods, or the mountains is very easy to do.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Woodland Park vacation rentals

Laptop-friendly workspace

Stay near Woodland Park's top sights

Rocky Mountain Dinosaur Resource Center78 locals recommend

Hungry Bear32 locals recommend

BierWerks33 locals recommend

Fusion Japan29 locals recommend

CAFE LEO18 locals recommend

Swiss Chalet Restaurant5 locals recommend

House rentals in Woodland Park

The exterior of a charming historic home is highlighted, featuring a blue facade with white trim and a welcoming front porch. Lush greenery adorns the landscaped yard, complemented by flower beds and mature trees that enhance the inviting ambiance.

4.88 out of 5 average rating, 401 reviews

Downtown Victorian Home, Fenced In Yard with Grill

4.94 out of 5 average rating, 224 reviews

The exterior of the house showcases a two-story design with a combination of light and dark siding. A two-car garage is visible, and a front porch is highlighted by a simple wreath. Snow is lightly dusted on the ground, indicating the cold season.

Home in Briargate

Minutes away USAFA, shopping, parks & restaurants.

A modern kitchen and dining area is presented, featuring sleek white cabinets and a textured stone backsplash. A dining table for six is set with blue plates and glassware. In the background, an open living area includes a comfortable seating arrangement with bright yellow curtains framing the windows.

4.91 out of 5 average rating, 227 reviews

Modern, In the Heart of Old Colorado City!

A single-story home is depicted with a welcoming front porch. A neatly fenced yard surrounds the property, featuring vibrant greenery and mulch landscaping. The main entrance is framed by two windows, providing natural light, while a pathway leads from the sidewalk to the front door.

4.91 out of 5 average rating, 278 reviews

Sienna Corner House | 2 BR/1 BA | in heart of OCC

A bright bedroom features a spacious bed adorned with a floral-patterned comforter. Natural light enters through two windows, illuminating the wood-toned furniture and a ceiling fan. A small bedside lamp and a chair are positioned near the dresser, enhancing the room's functionality.

4.96 out of 5 average rating, 160 reviews

Twobedroomcentrallylocatedkingbed

A cozy outdoor seating area is set on a wooden deck, featuring a round black table surrounded by four chairs with orange cushions. A fire pit sits nearby, offering warmth and ambiance. Lush trees and a wooden fence create a private and inviting atmosphere.

4.91 out of 5 average rating, 234 reviews

Spacious home walkable to Old Colorado City

A spacious living area features two brown leather chairs and a wooden coffee table with a decorative plant. Beyond, a dining table with chairs is positioned near a staircase, which is framed by a light-colored railing. Natural light enters through nearby windows.

4.99 out of 5 average rating, 100 reviews

Downtown Home Smart Car Plugin - 1 block from CC

A spacious dining area features a dark wooden table surrounded by six chairs. Light fixtures hang above, casting soft illumination. A decorative shelf on the wall holds small jars, while a large window allows natural light to brighten the room.

4.97 out of 5 average rating, 109 reviews

Private Retreat for Friends & Family

Show all

Other great vacation rentals in Woodland Park

Home in Green Mountain Falls

A hot tub is situated on a balcony, surrounded by lush trees and overlooking a mountainous landscape. The water is bubbling gently, and blue skies with scattered clouds provide a bright backdrop.

4.92 out of 5 average rating, 149 reviews

Pet friendly Newly remodeled Mountain get-a-way!

4.95 out of 5 average rating, 130 reviews

Lake & Mountain views, Hot tub, 6 acres, Sleeps 11

A two-story house is shown, featuring a combination of brick and siding on the exterior. The front entrance displays a wooden door, while the driveway leads to a spacious garage. Lush green grass surrounds the home, complemented by trees offering shade.

4.84 out of 5 average rating, 37 reviews

Cozy home away from home!

4.77 out of 5 average rating, 144 reviews

An intricately carved ice castle stands majestically with clear, crystalline walls and colorful flags fluttering atop. The surrounding brick buildings are visible in the background, highlighting the contrast between the ice structure and the architecture. Decorative elements indicate a festive atmosphere.

Cabin in Cripple Creek

Quiet Mountain Comfort 5 Bedrooms

5 out of 5 average rating, 22 reviews

Relaxing Home away from home, 7 BR/8 Beds/Sleeps14

4.94 out of 5 average rating, 145 reviews

A large wrap-around deck features a sectional outdoor sofa arranged around a coffee table, with scenic mountain views in the background. A propane grill is positioned nearby, and a welcome sign is displayed on the wall, showcasing the inviting nature of the space.

Cabin in Cripple Creek

Monarch Landing, A Cozy Cabin w/360 Mountain Views

Home in Cascade-Chipita Park

4.81 out of 5 average rating, 52 reviews

Hot Tub | Game Room | Wood Fireplace

A cabin with a green metal roof is framed by tall trees, set on a natural dirt area. The entrance features a covered porch with wooden steps leading to the front door. Surrounding greenery enhances the appeal of this mountain retreat.