Holiday rentals with outdoor seating in Woodland Park

4.96 out of 5 average rating, 307 reviews

The exterior of a charming A-frame cabin features a sloped roof and a welcoming blue facade. A small porch is adorned with potted plants, while a pathway of stone slabs leads through landscaped greenery. Sunlight filters through surrounding trees, enhancing the inviting atmosphere.

Cabin in Palmer Lake

𓃲A-Frame on Palmer Lake𓃲 Firepit┃Foosball┃Grill

★Overlooking Palmer Lake, walkable to the downtown ★Location: 1 mi to Pinecrest Event Center, 20 mins to the Air Force Academy ★Outdoors: kayaking, paddle boarding, fishing, hiking ★YARD: Fenced in w/fire pit, grill, hammock, corn hole, ladder golf, yard dice ★FAMILY FRIENDLY: Pack n play, baby bath, high chair, baby monitors, toys! ★55" Smart TV w/ access to apps like Hulu + Netflix ★Fast Wifi ★Keyless Entry ★Comfortable beds ★Equipped kitchen w/waffle maker, blender + more! ★Free Colorado beer

Cabin in Cascade-Chipita Park

The cabin's exterior showcases rustic wood siding surrounded by lush trees and large boulders. A spacious deck equipped with string lights enhances the inviting ambiance. A picnic table and a gas grill are situated on the patio, offering a charming outdoor dining experience.

4.99 out of 5 average rating, 255 reviews

Cabin on Pikes Peak, Hot tub, Walk to Wine + Food

*Brand new nordic spa 6 person hot tub as of April 2026!* 2 bedroom, 2 bath historic cabin backs to wilderness. Enjoy amazing views of the surrounding trees and rocks. Located on Pikes Peak, Hidden Falls cabin is just 10 minutes from Manitou and Colorado Springs but it feels like a world away. Take in the views from your soak in the hot tub or under the outdoor shower. Walk to the Wines of Colorado for libations and food. The cabin is an ideal destination for a restful retreat, a romantic getawa

Superhost

An inviting outdoor patio is illuminated by string lights, featuring a stone fireplace surrounded by comfortable seating. The scene includes several dark wooden chairs arranged around a fire pit, with trees adorned by lights creating a cozy ambiance against the night sky.

Cabin in Lake George

4.93 out of 5 average rating, 164 reviews

Dark Sky Stargazing from Firepit, Mountain Views

☾ ✩ Dark Sky Zone: All exterior lighting is "Dark Sky Friendly," allowing for stunning views of the Milky Way in this designated Dark Sky area ☾ ✩ ✧Community Patio: Outdoor Stone Fireplace, Propane Fire pits & String Lights ✧Barrel Sauna ✧Grill ✧Game Hub: Corn hole + more! ✧LG Smart TV: Cable & Streaming Apps ✧Fully Stocked Kitchenette ✧BR w/ a Heated Toilet Seat ✧Minutes to Florissant Fossil Beds, 11 Mile Reservoir, Colorado Wolf and Wildlife Center + Mueller State Park. Walk to 11 Mi Canyon.

Cabin in Green Mountain Falls

A living area features a neutral-colored sofa adorned with patterned cushions, complemented by a wooden bench. A decorative coffee table sits in front, with subtle lighting provided by lamps. The kitchen area showcases modern cabinetry, while floral curtains frame large windows, inviting natural light.

4.9 out of 5 average rating, 148 reviews

Blue Sparrow’s Nest –Million Dollar Mountain Views

Blue Sparrow's Nest cabin is surrounded by whispering mountains, enchanting winds and grand views of the mountain peaks. It's home to gorgeous colorful birds that you will see during your stay. It's a fully renovated 2 - bedroom home with modern Luxe Interiors and 2 smart 85 inch SONY televisions. It comes with huge deck, large outdoor table set for 6. The sights and sounds surrounding this destination are experienced by few. With large deck and sound of nature can be enjoyed night and day.

4.98 out of 5 average rating, 394 reviews

An A-frame cabin exterior is visible at dusk, with a sloping black facade contrasting against the colorful sunset. A neatly stacked pile of firewood is situated in a circular holder on the deck, alongside a potted plant for a touch of greenery.

Cabin in Woodland Park

Romantic AFrame*Private Trail*Wood Fire*Stargazing

► Romantic A-frame retreat designed for couples and quiet getaways ► Backyard opens to over one million acres of national forest with a private trail leading to a private summit fire pit ► Outdoor fire pit for stargazing and peaceful evenings ► Thoughtfully designed by a boutique NYC interior design firm ► Well-equipped kitchen for cooking real meals ► Nest mattress with organic cotton sheets for deep sleep ► Easy access to hiking, skiing, gold-water fly fishing, scenic drives, and ATV rentals

Tiny home in Woodland Park

The exterior of a tiny house features a combination of green and wood paneling. Large windows allow ample natural light, while a welcoming door with steps leads inside. Gravel surrounds the house, enhancing the natural setting among surrounding trees.

4.93 out of 5 average rating, 600 reviews

Wabi Sabi Tiny House - No Cleaning Fees!

I designed and built this Tiny House a few years ago! As such, it's still an ongoing work in progress and so not quite as picturesque as the finished homes you may see on TV, but it's still fully functional, cozy, and homey. To sleep, you'll have the choice of a queen size loft bed (must climb narrow stairs to access) or a queen size (comfortable!) sofa bed on the ground floor. Located in Woodland Park, CO you have an AMAZING view of Pike's Peak and close proximity to so many adventures 🤗

4.97 out of 5 average rating, 234 reviews

The brightly colored cabin is illuminated by string lights, creating a warm ambiance at night. A patio area is visible, featuring outdoor seating that invites relaxation. The front door is framed by a welcoming entryway, accentuated by decorative shutters.

Cabin in Woodland Park

Farmhouse-In The Heart of Town-Dogs OK-Hot Tub!

Go back in time in a 1930's Farmhouse cabin near Pikes Peak. Great location, 2 blocks from downtown and new hot tub! Walk to coffee shops, restaurants & parks. Enjoy the outdoor fresh air, hiking & fishing. Short drive to Pikes Peak & many other must see sites! Fully stocked kitchen with fun retro appliances. Dog friendly with a fenced in backyard. Enjoy an evening around the outdoor fire pit or indulge in relaxation & enjoy the remote fireplace in the bedroom. WIFI, Smart TV's and plush bed.

A two-story, contemporary mountain retreat is surrounded by tall trees. The exterior features a black facade, large windows illuminated warmly, and a spacious deck with steps leading to the landscape. The sky presents a subtle gradient of pink and blue hues at dusk.

5 out of 5 average rating, 289 reviews

Views, views, VIEWS! I Hot tub I Peaceful 3 acres

🏔️ THIS IS THE REAL DEAL. Come Experience Authentic Colorado Mountain Living 📍 Located just 1 mile from Catamount Recreation Area, a HIDDEN GEM w/ hiking trails & water activities 🌄 CLOSE-RANGE Pikes Peak views right from the property! 🛁 BRAND NEW Arctic Spa hot tub for the ultimate in mountain luxury – soak under the stars! 🛍️ Minutes to downtown Woodland Park for dining, groceries & more ✈️ 1.5 hrs to Denver International Airport (DIA) 🌲 Peaceful forest setting to unplug & reconnect!

Cabin in Cascade-Chipita Park

An aerial view showcases a relaxing outdoor space featuring a hot tub beside a shallow creek. A small bridge crosses the creek, while a fire pit and seating area are positioned nearby among lush greenery, creating a serene retreat atmosphere.

4.97 out of 5 average rating, 155 reviews

Creekside Cowboy Cabin with 360° Mountain Views

Welcome to the Creekside Cowboy Cabin, an outdoor creek side retreat. Experience an authentic cowboy cabin where you can escape city life. Kick off your boots and relax by the creek, soaking in the beauty of Colorado's Rocky Mountains! Nestled in Pike National Forest, there is access to hiking, biking, ATV trails, and reservoirs, with stunning 360° mountain views. Pet, family, group, and business traveler friendly! 20 minutes to Downtown Colorado Springs and located in the heart of nature!

Cabin in Cascade-Chipita Park

4.99 out of 5 average rating, 249 reviews

Serene Riverside Cabin: Hot Tub, Fire Pit, Patio

With a river in the backyard next to the private hot tub and massive gas fire pit for all of your party, what more could you need?! If you love watching local wildlife cross over a creek on a luxurious back patio that’s perfect for all seasons, then you should book here. Enjoy the full amenities of a kitchen stocked with a curator’s touch, heated towel rack, remote control gas fireplace, gas grill, 2023 top-to-bottom remodel. Book RiverHouse North, by Forest & Peak Retreats, today!

An open concept kitchen and living area is displayed, featuring a large island with light granite countertops. Natural light floods in through tall windows, illuminating the space. The warm wood beams and ceiling fans add a welcoming touch to the modern decor.

4.91 out of 5 average rating, 128 reviews

The Downtown Nugget | Pikes Peak Base | BL 330900

The Downtown Nugget | Chef’s Kitchen & Pikes Peak Views Experience a refined mountain escape at The Downtown Nugget. Perfectly positioned in the heart of Woodland Park, this Modern Zen basecamp offers the ultimate blend of serenity and convenience. Why Stay Here: • Accessible: Garden-level entry with a walk-in shower and grab bars. • Pet-Friendly: Fully fenced yard with $0 pet fees. • Prime Location: Walk to downtown Woodland Park shops and dining.

4.86 out of 5 average rating, 221 reviews

A comfortable seating area features a pair of brown leather sofas positioned around a low black metal table, with decorative pillows and a small plant on the table. A light-colored area rug is laid over warm wooden flooring, and a small lamp stands nearby.

Cabin in Woodland Park

Pine & Pond ☆ Newly Renovated Woodland Park Cabin!

Nestled in the cozy mountains outside of Pikes Peak, this earthen home comes well-equipped with 4 bedrooms, 6 beds and 2 bathrooms for your luxurious getaway. King bed, tons of games, and child friendly amenities await! Brand New Hot Tub just installed with gorgeous views!! The home has fantastic access to Garden of the Gods, downtown Woodland Park and all of the hiking, fishing and exploring that you're looking for. Come for the retreat you deserve!

Popular amenities for outdoor seating rentals in Woodland Park

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.94 out of 5 average rating, 544 reviews

A spacious hot tub sits in the foreground, set against a backdrop of a charming home bordered by a landscaped yard. The inviting exterior features large windows and a staircase leading to the entrance. Warm evening light highlights the surrounding trees and patio area.

Home in Colorado Springs

☀Hot Tub with Mtn Views☀ Fire pit┃Fire Place┃Grill

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.

4.97 out of 5 average rating, 161 reviews

Purple Mountain Chalet, Views, Hot Tub, Game Room

A spacious living area features a ceiling fan and large sectional sofa arranged around a coffee table. The floor is wood-like, complemented by an area rug. Natural light enters through multiple windows, and an adjacent dining area is visible in the background.

4.86 out of 5 average rating, 114 reviews

Mountain Sanctuary - Family Retreat

4.96 out of 5 average rating, 138 reviews

A hot tub is positioned outdoors on a wooden deck, overlooking a serene forested area. Steam rises gently from the bubbling water, surrounded by snow-dusted trees and a clear blue sky. The space is designed for relaxation and enjoying nature.

Home in Florissant

HOT TUB!~Game Room~Family Fun~Pet's Free~Starlink

Superhost

An outdoor deck area is furnished with comfortable seating and a glass-top table. The surrounding lush landscape features a spacious fenced-in yard and tall trees, offering a serene setting for relaxation and enjoyment.

Home in Green Mountain Falls

4.91 out of 5 average rating, 263 reviews

Beautiful mountain getaway with hot tub!

Home in Cascade-Chipita Park

The exterior of a charming mountain property is showcased, featuring a well-maintained entrance with a light-colored door surrounded by a stone path. Tall trees and autumn foliage provide a natural backdrop, enhancing the inviting atmosphere of the cabin.

4.91 out of 5 average rating, 164 reviews

Peaceful Mountain Getaway Surrounded by Nature

4.99 out of 5 average rating, 175 reviews

Home in Divide

Family Mountain Retreat! Hot Tub-Wildlife!

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.

4.92 out of 5 average rating, 148 reviews

Pikes Peak BrightStar Boutique

Apartment rentals with outdoor seating

Flat in Garden of the Gods

4.83 out of 5 average rating, 208 reviews

Charming basement apartment in perfect location!

4.92 out of 5 average rating, 273 reviews

A bright living area is furnished with a green sofa and a white slipcovered couch. A wooden coffee table sits in front. A dining table is positioned near a window, allowing natural light to illuminate the space. Decorative plates and a world map adorn the wall.

Flat in Colorado Springs

Quite spacious Apt w/Game Table, Pool, Bball court

Flat in Downtown Colorado Springs

A queen-sized bed with an ornate wooden headboard is positioned in the center of the room, adorned with floral bedding. Bedside tables with lamps sit on either side, and a framed landscape painting is displayed on the wall. A doorway leads to another room, enhancing the open feel.

4.96 out of 5 average rating, 207 reviews

Golden Suite, 1BR, downtown/CC

5 out of 5 average rating, 587 reviews

A bright and airy dining area features large glass doors opening to a scenic balcony. Two bar stools are positioned at a wooden counter, offering views of the surrounding trees and neighborhood. Natural light enhances the warm tones of the interior.

Flat in Colorado Springs

The Hillside Hideout

4.96 out of 5 average rating, 248 reviews

The living room features two comfortable sofas, one in a warm brown hue and the other in a light grey. French doors open to the deck, allowing natural light and views of the surrounding area. A granite kitchen countertop is visible in the foreground, adorned with a bowl of fruit.

Flat in Manitou Springs

Heart of Manitou Springs. 2nd Floor West apartment

Flat in Old Colorado City

A covered porch offers expansive views of the surrounding mountains and greenery. Two lounge chairs are positioned on a vibrant blue patterned rug, creating a serene outdoor space to relax and enjoy the scenery.

4.95 out of 5 average rating, 806 reviews

Downtown Old Colorado City with Panoramic Views

4.95 out of 5 average rating, 432 reviews

A private hot tub is positioned in the backyard, illuminated in soft purple light. The surrounding area features decorative string lights in nearby trees, enhancing the ambiance. A wooden fence provides privacy, while stone pathways connect to the inviting outdoor space.

Flat in Colorado Springs

✦The Vintage Tudor✦ Firepit┃TVs┃Hot tub┃Downtown

4.88 out of 5 average rating, 153 reviews

Flat in Manitou Springs

The Hobbit Hole at Mooney’s Place

Apartment rentals with outdoor seating

Apartment in Manitou Springs

The image captures a private balcony with ornate railings, offering views of lush mountains and trees. French doors open to the patio, allowing natural light to flood in, while the vibrant greenery contrasts with the buildings below.

4.95 out of 5 average rating, 78 reviews

The Owl's Nest @ Manitou: Mtn Views on Main Street

A bright living area features a blend of comfortable seating and natural light. The adjacent bedroom showcases a spacious bed with neutral-toned bedding. A well-equipped kitchen is visible, highlighting modern appliances, while a private balcony offers scenic views of the surroundings.

4.88 out of 5 average rating, 150 reviews

⁂ Peaceful Hideaway - 2 BR, 1 Bath, Sleeps 4 ⁂

A modern kitchen is equipped with essential appliances, including a refrigerator and stove. A sleek breakfast bar with two stools offers casual seating. Natural light enters through a nearby window, illuminating the space. White cabinetry and warm wooden countertops create a bright atmosphere.

4.85 out of 5 average rating, 320 reviews

Comfortable / Cozy / Near Downtown

4.94 out of 5 average rating, 18 reviews

Quiet Modern Mountain Retreat close to everything!

A spacious dining area is highlighted by a large wooden table set with placemats. In the background, a cozy living space includes a television mounted above a stone fireplace and comfortable seating, blending warmth and functionality.

4.96 out of 5 average rating, 132 reviews

Minutes from Everything |Spa |Grill |Views |King

A traditional wooden snooker table occupies the center of the room, featuring a green cloth surface and a cue stick resting beside a white ball. Warm wooden floors complement a light yellow wall, while a large artwork is displayed in the background.

5 out of 5 average rating, 6 reviews

Mountain billiard luxury apartment.

An airy kitchen and dining area showcases a modern design with a round wooden dining table and two blue chairs. Stainless steel appliances are present, including a refrigerator and microwave. A stacked washer and dryer unit is visible, contributing to the apartment's functionality.