House holiday rentals in Woodland Park

A spacious deck area is furnished with comfortable seating, including a cozy sectional and armchairs. A table sits at the center, with the surrounding view showcasing a forested landscape and distant mountains under a softly lit sky.

4.95 out of 5 average rating, 187 reviews

✔️Clean★Quiet Home★King Bed★Hot Tub★Scenic Views✔️

Stay in our Newly Built Family Home ✔ 4,800 sq ft Home, Perfect for Longer Stays & Families ✔ Professionally Cleaned & Sanitized ✔ 6-person Hot Tub, Gas Fire Pit & deck with Mountain Views ✔ King Size Bed 🗲Fast WiFi - Ideal for Working Remotely ✔ Fully Equipped Kitchen Upstairs, Kitchenette Downstairs ✔ In-Suite Washer & Dryer ✔ Theater Room with Complementary Netflix on all TVs ✔ 15 Minutes from USAF Academy We know you'll love your stay. Book today to reserve our beautiful home in the woods!

A dining area is featured, with a wooden table and four chairs set against a stone fireplace. A cozy atmosphere is created by warm lighting and natural wood accents. The kitchenette can be seen in the background, providing easy access to meal preparation.

4.89 out of 5 average rating, 472 reviews

Springs Hideaway 2 BR Spacious suite

Welcome to our lower-level Airbnb retreat! Nestled in a quiet area near most popular attractions, this space offers two bedrooms: one with a full-size bunk bed, the other with a cozy queen bed. Enjoy modern amenities like a washer/dryer, fully equipped kitchenette, and dining area. We have private entry and digital lock for easy check-in/out. Checkin at 4:00 pm, check-out at 11:00 am. We observe quiet time from 10:00 pm to 6:00 am, ensuring a peaceful stay. The kitchen is ready for your needs!

A charming cottage is nestled among lush greenery and vibrant flowers, showcasing a brick exterior that complements the natural surroundings. Large windows invite ample sunlight, and a private entrance is visible. Mature trees provide shade, enhancing the tranquil ambiance of the garden path leading to the home.

4.89 out of 5 average rating, 508 reviews

SunGarden Nook - Clean, Private, Relaxing

Close to AAF, CC, downtown, great trails in the foothills, and within walking distance of UCCS, you're close while away! Nestled in the historic Cragmor Village Neighborhood, this cottage is a newly remodeled, wooded retreat in the middle of the city, with majestic views of Pikes Peak. Surrounded by a developing garden, it is a peaceful and comfy spot to recoup. The SunGarden Nook is one of two private apartments in the cottage. Colorado Springs Short Term Rental Permit #A-STRP-24-1274.

The living area showcases a pair of comfortable gray sofas arranged around a coffee table. A large television displays a virtual fireplace, creating a cozy ambiance. A light fixture casts a warm glow, and a dining area with a wooden table provides additional seating.

4.92 out of 5 average rating, 179 reviews

Little Woody's Hideaway-(4)DownTown - 329662

License 329662. Cozy little 2 story home with 1 bedroom, 1 bath with a pull out sofa sleeper in the center of downtown Woodland Park. It has so much charm you will never want to leave! You have shops and restaurants a hop skip and jump away and the memorial park in your backyard and you can walk to almost EVERYTHING. You will enjoy the farmers market in the spring and summer that is a block away or sit outside and BBQ. Beautiful hikes are 5-20 mins away, we have a guide for all your adventures!

The image showcases a breathtaking view of snow-capped mountains under a soft glow, framed by trees in the foreground. The varying shades of green and the snow highlight the majestic peaks, creating a serene and tranquil landscape.

4.96 out of 5 average rating, 140 reviews

Purple Mountain Chalet, Views, Hot Tub, Game Room

Modern meets mountain in this gorgeous getaway. Amazing views of “Purple Mountains Majesty”, Pikes Peak, as referenced in the famous anthem. All VIEW pictures taken from the deck! Sledding, and snowshoeing/cross country skiing!! -HOT TUB ⇹ PLAY GROUND ⇹ GAME ROOM: Air Hockey, Ping Pong, Foosball, Pool Table, and Corn hole. ⇹ Luxury Shower: 6 heads & heated floors ⇹ Pleasant Outdoor indoor spaces w/ firepit. ⇹ Activities: See Guidebook, my pictures, or TripAdvsior. -Complimentary Snow removal

4.95 out of 5 average rating, 110 reviews

Pikes Peak View-modern-spacious-hot tub-Sleeps 8

Spectacular, private mountain getaway with an unbelievable view of Pikes Peak on 6-acres that combine open space, mountain views, and pine trees. The View from Woodland Park sits directly on the Centennial Trail. Situated in nature while only 3 miles to the heart of quaint Woodland Park and an picturesque 18-mile drive from Colorado Springs. Whether you want to relax at a private mountain retreat or stay conveniently in the heart of the southern range of the Rocky Mountains - it's perfect!

4.99 out of 5 average rating, 161 reviews

Family Mountain Retreat! Hot Tub-Wildlife!

Escape to our Blue Spruce Cabin atop 2.5 acres of pine and aspen forested mountainside looking up at Pikes Peak. Enjoy the views; the wildlife; soaking in the hot tub; sitting by the fireplace; all the board games; foosball; movie library. The Blue Spruce Cabin is a perfect getaway no matter what the season. You’ll have easy access to sites like Colorado Springs, Manitou Springs, Garden of the Gods, Air Force Academy, Historic Cripple Creek Royal Gorge, and more. A true Colorado Experience.

A firepit table is featured in the foreground, with a steaming mug resting on its surface. In the background, a scenic view of snow-covered mountains and a wooden fence can be seen under a partly cloudy sky.

4.91 out of 5 average rating, 126 reviews

Pikes Peak BrightStar Boutique!

Kick back and relax in this calm, stylish Boutique Tiny Home. Pikes Peak Brightstar Boutique is a unique one-of-a-kind Tiny Home with many creature comforts such as AC/Dual Heating system, internet connected TV, Washer/Dryer, vibrant lighting and a gorgeous loft with magnificent views of Pike Peak from the moment you wake up. The unit also features a spacious Tiny Home bathroom, stocked K-Cup Coffee maker and full kitchen to cook home cooked meals. Extremely cozy, quiet and entertaining!

The exterior view of the home features a stone fire pit surrounded by seating, with flames flickering warmly in the evening. Soft lighting highlights the structure, while tall trees stand in silhouette against a night sky.

5 out of 5 average rating, 227 reviews

Private Luxury Spa Retreat: Mtn View/Hot Tub/Sauna

Welcome to your luxurious mountain retreat at Eagle Ridge! The Living Room is a stunning 1400 sf newly renovated home situated in a gated 43-acre property with panoramic views of Pikes Peak that will take your breath away. With a magnificent 1200 sf patio and access to private walking trails, this space has everything you need for a peaceful and rejuvenating vacation or retreat -- a hotel penthouse experience on ground level. The hot tub is filled with fresh water for every guest.

4.97 out of 5 average rating, 202 reviews

Mntn & Forest View, Hot tub, 3 Acres & 3 Firepits

Relax with the whole family & friends at this peaceful home on 3 acres of land in the mountains! • Hot tub • Sleeps 11 • Pikes Peak Mountain views • 3 fire pits • FREE coffee (multiple machines) & tea • Hiking & off-road trails & rentals in town • Children’s playroom • 15 minutes to Pikes Peak Entrance • 25 mins to Cave of the Winds • 35 mins to Garden of the Gods • Board games • Soaking tub • Secluded outside of city limits, yet minutes to town • 45 minutes to CO Springs Airport

An outdoor patio area is highlighted by a wooden frame, providing shelter over a dining table and seating. A hot tub is situated nearby, surrounded by lush greenery and tall trees, creating a serene environment for relaxation.

4.88 out of 5 average rating, 132 reviews

Sunshine Mountain , experience true Colorado!

3 bed, 2 bath home in the shadow of Pike's Peak. Features a wheel chair ramp, 7.5 acres of shared property with wooded walking trails and an adults only swim spa patio area. The perfect spot to get away to a country setting but close to town. We have WIFI, 65" TV, soaking tub, new bedding, stocked kitchen/pantry, seasonal art studio, outdoor seating, gas grill/ fire pit & onsite parking. Base price is for 4 guests (Sleeps 8). For larger groups we also a RV site with hookups.

4.98 out of 5 average rating, 125 reviews

Home in Florissant

Pikes Peak A-Frame w/Hot Tub & Views

Welcome to "Pikes Peak A-Frame". This newly remodeled A-Frame home has everything you need for a relaxing getaway. Within a short drive, you'll find several attractions and outdoor adventures including state parks, hiking, fishing, rafting, and more. Ski resorts are ~1:45 minutes drive. After a full day of activities, enjoy the relaxing hot tub, prepare a delicious meal in the fully stocked kitchen, play games or watch a movie on the big screen with the whole family!

Popular amenities for Woodland Park house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

Home in Manitou Springs

4 Bedrm Home w/Seasonal Pool in Manitou Springs

5 out of 5 average rating, 33 reviews

A serene outdoor patio area features a table complemented by comfortable chairs, surrounded by lush greenery. A small waterfall pond is visible in the background, framed by tall trees and a clear sky, offering a peaceful natural setting.

Home in Larkspur

Forest Retreat, 2 floors, 3 bedrooms w/Hot Tub Spa

5 out of 5 average rating, 17 reviews

An outdoor heated pool is surrounded by a wooden deck, with stepped entry leading into inviting clear water. A covered seating area is visible, featuring bright red chairs and a lounge space under a shelter, with mountains in the background.

Home in Broadmoor

PR Pool/Slide/Hot Tub.10 min/Zoo,Broadmoor,7Falls

Two deer are spotted near a landscaped garden, surrounded by various plants and flowers. A decorative fence lines the garden, while a pathway curves through the green lawn. Wind chimes and a bird feeder are visible in the foreground, adding charm to the outdoor scene.

Home in Broadmoor

5 out of 5 average rating, 3 reviews

*Broadmoor Serenity Sleeps 8

An open living space showcases wooden cabinetry and a high ceiling with exposed beams. A spacious seating area includes a sectional couch and a coffee table. A dining table that seats six is visible, along with a wood-burning stove providing warmth.

4.91 out of 5 average rating, 85 reviews

Cheerful home w/pool & hot tub in quiet area

5 out of 5 average rating, 23 reviews

The exterior of a two-story home is displayed, showcasing a well-maintained backyard with a semi-inground heated pool surrounded by white lounge chairs. A deck with stairs leads to the entrance, while a sunroom is visible beneath the windows. Neatly trimmed greenery frames the area.

Home in Monument

Spacious, Mountain Views, Heated Pool, & Sunroom!

Home in Garden of the Gods

An indoor area features a spacious pool illuminated in blue, complemented by bright skylights above. A jacuzzi is positioned to one side, while a seating area with a sectional sofa and plush chairs is visible, offering a relaxed space for guests.

4.97 out of 5 average rating, 31 reviews

Indoor POOL, Hot Tub, Sauna! Garden of the Gods

5 out of 5 average rating, 135 reviews

The covered deck features a spacious seating area with comfortable furniture and a large outdoor kitchen equipped with a grill and a 36” griddle. A smart TV is mounted on the wall, and patio heaters are positioned for warmth. The pool and hot tub are visible in the background.

Home in Broadmoor

Staycation

Weekly house rentals

An outdoor space features a fire pit surrounded by several adirondack chairs on gravel. A private hot tub is visible in the background alongside a barbecue grill. String lights hang above, illuminating the scene as a pastel sunset colors the sky.

4.94 out of 5 average rating, 126 reviews

Hot Tub + Fire Pit + Grill | Long Stay Discounts

4.87 out of 5 average rating, 128 reviews

A covered patio area features a built-in grill, a rectangular table with seating for four, and a side table. The seating area is complemented by red and gray accents. A small patch of grass is visible beside the patio, along with a pathway made of pavers.

Home in Briargate

Spacious Lower Level of Private Home near USAFA!

The exterior of a modern two-story guest house is shown, featuring large windows and a combination of light and dark materials. The structure is situated amidst tall pine trees on a gravel driveway, with a single carport located beneath the upper level.

4.99 out of 5 average rating, 189 reviews

Private Guest House in the Forest

A cozy living area features a sectional sofa with a decorative pillow. Natural light enters through the large window with drapes, while a glass-top coffee table sits on a round rug. An electric fireplace and wall-mounted TV are mounted nearby.

4.98 out of 5 average rating, 299 reviews

•Clean & Cozy Cottage • Trail front

4.94 out of 5 average rating, 127 reviews

Natural light fills a spacious living area with large windows, showcasing greenery outside. A comfortable sofa adorned with blankets is complemented by two modern armchairs. A wooden dining table is set nearby, with decorative touches including a potted plant and a wall-mounted shelf.

Home in Monument

Secluded Chalet in the Pines Hot tub Wrapped porch

A private backyard oasis features a relaxed hot tub under a wooden pergola, surrounded by a wooden fence and landscaped with white gravel. Stairs lead up to the entryway of the home, illuminated by natural light.

4.98 out of 5 average rating, 359 reviews

Downtown Bungalow | Hot Tub | Pet Friendly | Patio

A vibrant swim spa is illuminated with colorful lights, reflecting off the water's surface. A nearby wooden deck features cozy seating with glowing lanterns, surrounded by lush greenery. A basketball hoop can be seen above the spa, adding a fun element to the outdoor space.

5 out of 5 average rating, 24 reviews

Rocky Mountain Oasis Mini-Resort 338900

Home in Cascade-Chipita Park

A cozy outdoor firepit is surrounded by a circular stone seating area, casting a warm glow against the snowy landscape. The inviting home is visible in the background, with soft lighting illuminating its exterior, while tall pine trees frame the scene under the evening sky.

4.88 out of 5 average rating, 58 reviews

Green Mt. Getaway / Hot Tub, Game Room, & Fire Pit

Private house rentals

Home in Cascade-Chipita Park

An aerial view captures a cluster of cozy cabins surrounded by a lush landscape of trees. A wide road runs parallel to the properties, contributing to a serene natural setting. The greenery enhances the tranquil atmosphere of the area.

5 out of 5 average rating, 10 reviews

Wooden cabin Modern vibes

5 out of 5 average rating, 15 reviews

Pike’s Peak Lookout - Hot Tub + VIEWS!

4.92 out of 5 average rating, 37 reviews

Quiet Retreat in the Aspens + Sledding Hill

A private balcony features a decorative wrought-iron loveseat, accompanied by a cozy blanket. Two white cups are placed on a colorful side table. Scenic views of trees and mountains are visible beyond the balcony's protective walls, creating a serene outdoor space.

4.94 out of 5 average rating, 17 reviews

The Woodland Burrow

4.96 out of 5 average rating, 27 reviews

Mini Mountain Retreat

An aerial view of a mountain cabin surrounded by lush trees, with a spacious wrap-around deck visible. The structure boasts a dark roof and is set against a backdrop of distant mountains and clear blue skies.

4.93 out of 5 average rating, 57 reviews

Ana-log Cabin: cozy retreat with mid-century hygge

4.96 out of 5 average rating, 48 reviews

The exterior of Aspen Ridge Stargazer features a modern cabin structure adorned with bistro lights. Large windows reflect the night sky and provide a glimpse of the welcoming interior. A cedar hot tub and a spacious deck invite relaxation in the serene outdoor setting.

Home in Cripple Creek

The Aspen Ridge Stargazer