Holiday rentals with outdoor seating in Woodland Park

4.96 out of 5 average rating, 141 reviews

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

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.

5 out of 5 average rating, 250 reviews

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.

Home in Woodland Park

Views, views, VIEWS | 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

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, 563 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, 220 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.

Treehouse in Cascade-Chipita Park

The octagon-shaped treehouse is nestled among snow-covered pine trees, showcasing its dark green exterior. Snow blankets the ground and branches, creating a serene winter scene. Stairs leading up to the entrance are visible, surrounded by a natural winter landscape.

4.99 out of 5 average rating, 284 reviews

THE Treehouse, Panoramic Views, CoffeeBar, KINGBed

*If booking a stay for Oct.-May please carefully read winter info. Welcome to the Treehouse - the ultimate Colorado getaway. Perched high in the trees with panoramic views, you’ll never want to leave. This completely remodeled, octagon treehouse is just 15 minutes from most attractions in Colorado Springs and 5 minutes from the famous Pikes Peak Highway and gorgeous hiking trails - you are right in the middle of plenty to do while also being tucked away in your own little forest paradise.

4.92 out of 5 average rating, 113 reviews

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.

Home in Woodland Park

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!

4.98 out of 5 average rating, 355 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

Magic, Warm A-Frame: Nat'l Forest-Firepit+MtnViews

►Escape to a secluded a-frame amidst 1+ million acres of pristine national forest ►Hike a 1.5 mile private trail just out your back door ►Unwind by the crackling fire pit under a star-filled sky ►Designed by boutique NYC interior design firm ►Complimentary organic local coffee, beer, and healthy snacks ►Prepare gourmet meals in the chef's kitchen ►Stocked with: board games, puzzles, books, yoga mats, and more ►Cozy up next to the inviting wood-burning stove ►High-end mattress and bedding

Tiny home in Woodland Park

A cozy living room features a brown leather sofa and a handmade wooden table. Natural light floods the space through large windows, illuminating a relaxing nook with patterned poufs and a guitar hung on the wall. Outdoors, a porch with rocking chairs offers a view of the surrounding trees.

4.99 out of 5 average rating, 136 reviews

Sunny Treetop Tiny Home! Beautiful Pikes Peak View

Welcome to Treetop Tiny Home! My home is nestled in an adorable close knit Tiny Home community in the lovely town of Woodland Park, Colorado! Come and escape the hustle of this busy world, and enter into the peaceful tranquility of tiny home living... in the woods. Woodland Park is centrally located to some of the finest attractions Colorado has to offer: Just minutes to Rampart Reservoir, Pikes Peak, The North Pole, Cave of the Winds, and so many beautiful hikes! Insta @treetoptinyhome

4.97 out of 5 average rating, 214 reviews

A cozy cabin is nestled among towering trees, featuring a welcoming front porch with colorful chairs. A wood-burning stove chimney extends from the side, adding to the rustic charm. The surrounding area is open and natural, providing a serene setting for relaxation.

Cabin in Woodland Park

The Potlatch Cabin

This cozy mountain hideaway is all within an hours drive or less to Pikes Peak, hiking, fishing, Garden of the Gods, Seven Falls, snowshoeing, cross country skiing, ATV and snowmobile trails, Manitou Springs, breweries, coffee shops, shopping, wine tasting and more. Relax on the front porch and enjoy the wildlife or stars. Games and books available in the cabin or snuggle by the fireplace and watch movies on the large flat screen smart television. There are 3 steps down into bathroom.

5 out of 5 average rating, 208 reviews

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.

Home in Divide

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.

Tiny home in Woodland Park

The living area features a comfortable gray sofa paired with a distinctive black wingback chair. A decorative coffee table is centered on a soft area rug, while elegant light fixtures hang above. Natural light pours in through clerestory windows, enhancing the airy ambiance.

4.96 out of 5 average rating, 191 reviews

Charming Mountain Retreat with private HOT TUB

Welcome to Mini Maison, the coziest tiny home in Woodland Park! Whether you're looking to unwind and refresh or explore the natural beauty the area has to offer, our beautifully decorated home was curated with comfort and luxury in mind. We're located just 10 minutes from Pikes Peak, the most visited mountain in the USA. Garden of the Gods, Manitou Springs and Cave of the Winds are also nearby. Come enjoy the Colorado mountains, our private and peaceful retreat is waiting for you!

4.96 out of 5 average rating, 114 reviews

A modern kitchen space features a sleek white countertop with seating for six, beside a warm fireplace integrated into a black feature wall. A cozy brown armchair is positioned nearby, and ample natural light filters through the window, creating an inviting ambiance.

Cabin in Divide

Romantic Lakefront Cabin - Hot Tub-VIEWS!

Whether you’re a couple seeking a romantic escape or a small group looking for a relaxing retreat, our lakefront cabin offers the perfect blend of cozy charm and stunning mountain views. Unwind with serene lake vistas from the deck and take in breathtaking sunsets that light up the sky each evening—creating unforgettable moments together. Located just 45 minutes from Colorado Springs, the cabin is also near exciting attractions. Book NOW!

Popular amenities for Woodland Park outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.97 out of 5 average rating, 129 reviews

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.

Home in Woodland Park

Purple Mountain Chalet, Views, Hot Tub, Game Room

4.98 out of 5 average rating, 286 reviews

A bright seating area features large windows that offer mountain views. Two modern chairs, one in yellow and another in red, are positioned beside a small white table. A decorative plant sits on the table, with pendant lighting hanging from the wooden ceiling.

Home in Manitou Springs

Tree Retreat & Soaking Tub by Garden of the Gods

A private hot tub is positioned in a fenced yard, surrounded by green turf. Soft lighting from patio string lights and lanterns creates a serene evening atmosphere. Steam rises from the tub, indicating warmth and comfort.

4.99 out of 5 average rating, 183 reviews

Private Basement*HotTub*Washer+Dryer*Full Kitchen*

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, 181 reviews

Private Guest House in the Forest

4.98 out of 5 average rating, 116 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

A dining table is set with black dishes and sparkling glassware, positioned near a large sliding glass door. Outside, expansive views of Red Rock Canyon and lush greenery are visible, offering a serene outdoor setting. Natural light illuminates the space.

4.99 out of 5 average rating, 202 reviews

The Little House at RRCOS -Escape- Amazing views!

Home in Old Colorado City

A spacious outdoor deck is shaded by a large fabric canopy, featuring comfortable wicker seating and a grill. The surrounding area includes gravel landscaping with flower planters and a privacy fence, creating a cozy and inviting space for relaxation.

4.83 out of 5 average rating, 269 reviews

The Clubhouse

A bright bedroom features a spacious bed adorned with an orange quilt and various decorative pillows. Soft lighting comes from pendant fixtures, adding warmth. A window, partly covered by light curtains, allows natural light to fill the room, while a small bedside table complements the decor.

4.94 out of 5 average rating, 334 reviews

Wildflower Cottage | Fenced Yard | 1 mile D-Town

Apartment rentals with outdoor seating

5 out of 5 average rating, 356 reviews

A collage of charming farm animals is displayed, featuring a close-up of a dog, a pig beside a sunflower, a basket filled with eggs, a goat with kids, and a duck swimming peacefully in water. The background reveals scenic views of Pikes Peak.

Apartment in Briargate

URBAN FARM • KING BED • no cleaning fee/no chores

Apartment in Garden of the Gods

The dining area features a large live edge table with four metal chairs, illuminated by vintage-style light fixtures. An adjacent kitchen equipped with modern appliances, including a stove and countertop, is visible. Potted succulents decorate the table, adding a touch of greenery.

4.97 out of 5 average rating, 266 reviews

The Apartment Suite! Private Hot Tub w/ 🏔Mnt Views

Apartment in Colorado Springs

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.

4.91 out of 5 average rating, 231 reviews

Quite Spacious Apt w/ Game Table, Bball Court

Apartment in Old Colorado City

A spacious backyard features a fenced area with a children's climbing structure and outdoor dining space. Comfortable chairs are positioned around a grill, alongside a pebbled path leading through the yard, surrounded by greenery and trees.

4.93 out of 5 average rating, 499 reviews

★OCC Getaway★ Firepit, Grill, Backyard + Firestick

Apartment in Manitou Springs

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.

4.97 out of 5 average rating, 238 reviews

Heart of Manitou Springs. 2nd Floor West apartment

Apartment in Colorado Springs

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.

5 out of 5 average rating, 560 reviews

The Hillside Hideout

Apartment 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, 768 reviews

Downtown Old Colorado City with Panoramic Views

Apartment in Colorado Springs

A stylish living area features a modern kitchenette with granite countertops and custom faux brick paneling. A dining table with four chairs sits adjacent to a cozy seating area, which includes a light gray couch and a comfortable armchair, illuminated by natural light from the windows.

4.92 out of 5 average rating, 193 reviews

★Stylish★ remodeled studio near IvyWild/Downtown

Condo rentals with outdoor seating

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.

4.84 out of 5 average rating, 300 reviews

Comfortable / Cozy / Near Downtown

The living area is furnished with a comfortable couch, a wooden coffee table, and a large window revealing scenic views. The bedroom is subtly decorated with soft blue bedding and wall accents. An outdoor patio features a dining table, while the kitchen showcases modern appliances and wooden cabinetry.

4.91 out of 5 average rating, 228 reviews

"Retreat in the Springs: Private Condo + Kitchen"

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, 121 reviews

Hot Tub | King Bed | Walk to Trails | Downtown

5 out of 5 average rating, 6 reviews

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.

Condo in Broadmoor

Mountain billiard luxury apartment.

A modern kitchen features stainless steel appliances and natural marble countertops. Red and blue accents decorate the cabinetry, while a spacious island is accompanied by light-colored chairs. A dining table with wooden chairs is positioned nearby, and large windows allow natural light to fill the space.

4.97 out of 5 average rating, 342 reviews

Southwestern 2BDR Condo downtown COS Fire pit Deck

Superhost

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.

4.79 out of 5 average rating, 14 reviews

* Brand-New Downtown Studio Apt! W/D | Rainshower

Superhost

The open layout reveals a bright living space with a comfortable light-colored sofa, a patterned area rug, and a coffee table. A dining area with wooden chairs is visible nearby, and the kitchen features modern appliances, enhancing the functional design.

4.5 out of 5 average rating, 8 reviews

Cozy One Bedroom Condo