House vacation rentals in Woodland Park

Find and book unique houses on Airbnb

Top-rated house rentals in Woodland Park

Guests agree: these houses are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

A modern kitchen features light cabinetry and stainless steel appliances. A central island provides additional countertop space, complemented by stylish pendant lighting overhead. A dining table with decorative blue flowers sets a welcoming tone, while sliding glass doors allow natural light to fill the room.

Home in Colorado Springs

4.82 out of 5 average rating, 204 reviews

Retro Rancher by UCCS, hiking & bike trails

Welcome to our Mountain Views ☆ retreat, Colorado Springs' most iconic family home. Here are some highlights: ▶︎ Private arcade & game room ▶︎ Hot tub ▶︎ In the basement, find a ping-pong table and a fun playhouse-style bed. Guests have the house and fenced in backyard. Main floor has three bedrooms and basement has a family area, ping pong, Enjoy bike paths starting within steps of the front door. Stroll to Palmer Park with its tall rock spires, steep cliffs, and Pikes Peak views STR permit 150

Guest favorite

A stylish living area is presented with a curved orange sofa adorned with decorative pillows. A round coffee table sits in front, and textured walls in soft green complement the space. An open doorway leads to a modern kitchen, enhancing the inviting feel.

Home in Colorado Springs

4.95 out of 5 average rating, 280 reviews

Wildflower Cottage | Fenced Yard | 1 mile D-Town

★ " What a beautiful cottage! A lot of effort was clearly made to make this space resonate homey comfort!" ☞ Pet friendly ☞ Fully fenced backyard w/ dog door ☞ Walk, Bike or Drive 1 mile downtown ☞ 5 mins walk → Memorial Hospital, USOTC, Memorial Park ☞ Fully fenced backyard ☞ Back patio dining, charcoal BBQ, hammock ☞ SmartTV ☞ 18 mins to Garden of the Gods, C/S Airport, Manitou ☞ Fully equipped kitchen ☞ Private parking Perfectly sized for 2 guests and a kiddo. Human and/or the furry kind!

Top guest favorite

The exterior of the duplex-style property is showcased, featuring a welcoming façade with a combination of decorative stone and warm-toned stucco. The front driveway leads to a spacious two-car garage, bordered by well-maintained landscaping and trees against a backdrop of a bright sky with scattered clouds.

Home in Colorado Springs

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.

Guest favorite

A welcoming entryway is displayed, featuring a staircase leading to the upper level. Light beige walls complement the wood staircase and railing. A textured rug lies on the floor, while a seating area with a patterned armchair adds comfort. Natural light enters through the front door.

Home in Manitou Springs

4.94 out of 5 average rating, 110 reviews

"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!

Superhost

A stone fire pit is surrounded by several lounge chairs on a sunlit patio. The area features lush landscaping and a turf putting green with expansive mountain views in the background under a clear blue sky.

Home in Monument

4.89 out of 5 average rating, 105 reviews

Falcon's Nest | hot tub/games/mins to USAFA&hiking

• AMAZING outdoor area with large saltwater HOT TUB, PUTTING GREEN, gas FIREPIT, LOUNGE chairs • 8 mins to AIRFORCE ACADEMY! • MOUNTAIN VIEWS • 2 master SUITES • PINGPONG, FOOSBALL, and many more games to enjoy with family and friends • Comfortable and bright living areas • 3 bright work spaces for your WORKATION • Easy access to main highway for sight-seeing/adventuring/hiking • High-speed WiFi connected to large TVs for streaming • Complete laundry room • Fenced-in yard for your pups!

Guest favorite

A modern living area features a sectional sofa adorned with patterned throw pillows. A small round coffee table sits nearby, complemented by a decorative plant. The open layout allows for easy flow into the kitchen, with wood accents enhancing the welcoming design.

Home in Monument

4.91 out of 5 average rating, 103 reviews

HOT TUB, Stunning Mountain views!

This charming, cozy retreat is the perfect getaway for families, couples or solo adventures. Enjoy the private hot tub, grill up a delicious meal on the spacious deck, or relax in the living room. The recently updated kitchen is fully equipped with everything you need to make a home-cooked meal. The comfortable bedrooms feature plush mattresses for a peaceful night's sleep. Don't miss out on this amazing opportunity to create unforgettable memories in the heart of the Rocky Mountains.

Superhost

The entrance of a renovated home is framed by a welcoming porch with a comfortable wooden bench. A low brick wall separates the porch from the garden, and a concrete walkway leads towards the front door. Surrounding greenery and wooden fencing enhance the outdoor area.

Home in Downtown Colorado Springs

4.82 out of 5 average rating, 462 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

Guest favorite

A charming yellow cottage features a welcoming front porch with a small table and two chairs. The landscaped yard is highlighted by stones and borders, while a wooden fence provides privacy. Nearby trees add to the serene outdoor setting.

Home in Colorado Springs

4.87 out of 5 average rating, 402 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

Top guest favorite

The exterior of a charming home is visible, featuring a welcoming front porch with wooden steps and a bench. Lush greenery surrounds the property, and the colorful façade blends harmoniously with the natural landscape.

Home in Old Colorado City

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

Guest favorite

The exterior of a spacious home is presented, featuring a combination of earthy tones and architectural details. A large driveway leads to a two-car garage, with green grass and trees framing the property, providing a welcoming entrance and a serene setting.

Home in Colorado Springs

4.87 out of 5 average rating, 263 reviews

2 King Masters! Mtn Views *Close To AF Academy

Beautiful Custom Colorado Springs Home On 3 Acres. 2 King Master Bedrooms - separate areas of the house. Gourmet Kitchen, Large Dining & Relaxing Private Patio. 12 Minutes To Air Force Academy, 25 Minutes To Garden Of The Gods, 45 Minutes To Denver. Just north of the Air Force Academy. We often have guests here that are going to weddings/events at the Flying Horse, Younger Ranch, Spruce Mountain and Larkspur. Xbox, Foosball, Movies and board games. You'll love it!

Guest favorite

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.

Home in Colorado Springs

4.97 out of 5 average rating, 108 reviews

Private Retreat for Friends & Family

Escape to our 4-bedroom retreat, ideal for family getaways or work stays. Enjoy a serene neighborhood, pet-friendly ambiance, a fenced backyard with a grill, a fully equipped kitchen, high-speed Wi-Fi, office space, and Roku TV with Netflix and Disney+. Free laundry, a backyard jungle gym, nearby dining and attractions, just 9 mins from COS airport, and hassle-free parking. Embrace comfort with a complete coffee maker area. Your ultimate stay is just a booking away!

Top guest favorite

The exterior of a spacious two-story house is shown, surrounded by a well-maintained yard. A wooden deck is visible at the back, leading to a scenic, panoramic mountain view. The surrounding landscape features trees with autumn foliage and houses in the distance.

Home in Colorado Springs

4.91 out of 5 average rating, 428 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