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House vacation rentals in Woodland Park

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Top-rated house rentals in Woodland Park

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A warm living area features wooden flooring and large windows providing views of the outdoors. A stone wood stove stands prominently, accompanied by a comfortable seating arrangement. Decor includes rustic elements, with a coffee table at the center, enhancing the inviting ambiance.

Home in Woodland Park

4.88 out of 5 average rating, 139 reviews

Bear Paw-Family/Pet friendly/private/HOT TUB!

Nestled among aspen and pine trees, a quiet retreat from the hustle and bustle of the big city, we bring you Bear Paw Haven! This Mountain charm home has 3 bedrooms, 3 bathrooms, and can sleep up to 10-11 guests. The living rooms have two queen-size sofa beds. You will be in a beautiful suburb but feel like you’re all the way up in the mountains. Do you want that cabin that feels like an escape? This is the home for you. The hot tub is hot and ready! We do the best we can to disinfect our home

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.

Home in Woodland Park

4.93 out of 5 average rating, 165 reviews

Little Woody's Hideaway-(4)DownTown,HotTub,pets

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 at the hideaway 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.

Home in Woodland Park

4.97 out of 5 average rating, 120 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

A bright dining area is framed by large landscape windows, offering views of snow-covered mountains and trees. A sturdy wooden table with light-colored chairs is positioned near the windows, complemented by vibrant potted plants. A telescope is visible nearby, enhancing the space's connection to nature.

Home in Cascade-Chipita Park

4.88 out of 5 average rating, 107 reviews

Romantic Home w/ Hot Tub, Mt. Views & Art

Winnemucca Heights embodies a quiet, romantic getaway in the heart of America. Inspired by my own world travels, this unique rental gives way to remarkable views, eclectic artwork & cozy reading nooks. Ready to experience the snow-capped rockies from your private hot-tub, nestled in a canopy of untouched stars? Whether it be hiking in Pike Nat'l Forest, listening to live music in the funky town of Manitou, or struck speechless by Garden of the Gods... The mountains are calling; welcome home.

Top guest favorite

Home in Woodland Park

5 out of 5 average rating, 236 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

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

4.92 out of 5 average rating, 103 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!

A private outdoor patio is furnished with Adirondack chairs arranged around a fire pit table. The dark exterior of the house is accented by warm wood details, and the space is surrounded by lush greenery, offering a peaceful atmosphere for gatherings.

Home in Colorado Springs

4.98 out of 5 average rating, 176 reviews

Casita Noir | King Bed, Private Patio w/ Fire Pit

Casita Noir is a private house with high end furnishings, perfect for your next trip. Near Downtown and I25. Walkable to Prospect Lake / Memorial Park (Labor Day Lift Off), Hillside Garden for concerts / weddings, and Switchback Roasters. Custom built construction with thoughtful touches to enhance your stay. You'll wake up well rested in our very comfortable king size bed, make yourself an espresso or tea to enjoy in front of the fireplace, and at the end of the day relax on the patio.

Top guest favorite

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.

4.99 out of 5 average rating, 191 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.

A covered outdoor seating area features two comfortable chairs and a wooden table, centered around a fire pit. The surrounding trees create a serene atmosphere, and distant mountain views are visible beyond the railing, highlighted by warm string lights overhead.

Home in Woodland Park

4.97 out of 5 average rating, 193 reviews

Mountain View, Hot tub, 3 acres, Sleeps 11

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

A cozy hot tub is set against a warm wooden wall, adorned with a circular sign reading 'The Bungalow at Rockies Ranch.' Soft lights hang overhead, creating a relaxed ambiance. A bottle of wine and two glasses rest on the ledge beside the bubbling water.

Home in Cascade-Chipita Park

4.92 out of 5 average rating, 110 reviews

The Bungalow at Rockies Ranch

Welcome to our cozy basement basecamp. Get ready to dive into the tiny home vibes with a 2-person hot tub, kitchenette, smart TV, and a foldout sofa bed for relaxation and efficiency! Ideal for travelers passing through or lovebirds looking for a snug spot to hunker down. PLEASE NOTE: If you choose to book, you will be in a 8'x10' (main room) studio and sleeping on a pull out sofa bed! Consider it glamping! Please take this into consideration before making your vacation decision.

Top guest favorite

The spacious deck features outdoor seating with two chairs next to a hot tub. A large shade sail offers cooling cover, while a Colorado flag adds a pop of color. Scenic views of surrounding trees and landscape are visible in the background.

Home in Florissant

4.99 out of 5 average rating, 113 reviews

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!

An open concept living area features a comfortable gray sofa facing a wooden coffee table. Bright light flows in through arched windows, illuminating the modern kitchen in the background. A work desk with a chair is positioned nearby, and decorative wall art complements the space.

Home in Woodland Park

4.9 out of 5 average rating, 113 reviews

The Downtown Nugget - pet friendly, huge yard

Centrally located in downtown Woodland Park, yet in a quiet neighborhood, The Downtown Nugget is the smart choice for your lodging needs when visiting the Colorado Rockies. Easy access year round and a short walk to shops, restaurants and bars on our downtown strip makes this place a favorite when planning your trip. Your furry friends could tag along as we are sure they will love the large fenced-in backyard. Just let us know you plan to bring them before booking.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Hotels

Stylish accommodations with great services and amenities

Popular amenities for Woodland Park house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

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

5 out of 5 average rating, 27 reviews

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

An outdoor area showcases a heated pool with illuminated blue lighting, surrounded by a spacious wooden deck. A hot tub is adjacent, along with seating areas and a firepit, creating an inviting environment for relaxation and gatherings.

Home in Colorado Springs

5 out of 5 average rating, 15 reviews

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

A serene outdoor space features a sparkling pool surrounded by lush greenery. Comfortable lounge chairs are arranged nearby, offering a spot to relax. A hot tub sits adjacent to the pool, with flower beds adding a touch of color to the landscape.

Home in Colorado Springs

5 out of 5 average rating, 3 reviews

*Broadmoor Serenity Sleeps 8

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.

Home in Woodland Park

4.88 out of 5 average rating, 124 reviews

Sunshine Mountain , experience true Colorado!

Top guest favorite

A semi-inground pool is surrounded by a wooden deck, featuring comfortable seating and a patio heater. Vibrant umbrellas provide shade, while decorative flowers add color. The pool's clear blue water invites relaxation during warmer months.

Home in Monument

5 out of 5 average rating, 18 reviews

Spacious, Mountain Views, Heated Pool, & Sunroom!

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.

Home in Colorado Springs

4.96 out of 5 average rating, 28 reviews

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

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 Colorado Springs

5 out of 5 average rating, 131 reviews

Staycation

Home in Colorado Springs

4.78 out of 5 average rating, 23 reviews

Indoor 44 ft heated pool 6BR 4BA retreat sleeps 20

Weekly house rentals

Top guest favorite

The exterior of the charming A-frame cabin is illuminated under a starry night sky. Large windows offer glimpses of the inviting interior, while warm lights accentuate the structure's features. A deck with seating invites relaxation amidst the serene mountain surroundings.

Home in Florissant

5 out of 5 average rating, 13 reviews

The Timber Triangle | Theater | Hot Tub | Views

Top guest favorite

The exterior of the home glows under a starlit sky, with string lights adding warmth to the outdoor living space. A cozy fire pit is surrounded by Adirondack chairs, inviting relaxation amidst the surrounding natural beauty.

Home in Cripple Creek

5 out of 5 average rating, 13 reviews

Golden Heights | Sauna | Peak Views | Hot Tub

A spacious deck offers a relaxing seating area with comfortable cushions. Scenic views of mountains and a lake are visible beyond the wooden railing, framed by trees and open landscapes. The clear sky enhances the serene atmosphere of the space.

Home in Woodland Park

4.92 out of 5 average rating, 73 reviews

Modern Western - Lake, Spacious, Family

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

4.92 out of 5 average rating, 25 reviews

The Aspen Ridge Stargazer

A spacious living area features high wood-beamed ceilings and large windows offering expansive views of the surrounding landscape. A large stone fireplace serves as a focal point, complemented by comfortable seating arrangements. Rustic furniture adds warmth to the inviting atmosphere.

Home in Florissant

4.97 out of 5 average rating, 31 reviews

Star Canyon Lodge

Top guest favorite

An outdoor seating area features a glass-topped table with a fire pit at the center. Comfortable sofas are arranged around the table, with forest views visible through the railing. Tall pine trees provide a natural backdrop to the serene setting.

Home in Woodland Park

5 out of 5 average rating, 40 reviews

Mountain View-EV Charger-Walk to town—Licensed

A modern mountain home is showcased with a large deck featuring multiple dining chairs and tables. The exterior features large windows that provide ample natural light, while surrounding pine trees and slopes hint at the tranquil setting and nearby snow.

4.97 out of 5 average rating, 32 reviews

New Home~Family Friendly~Starlink

Top guest favorite

An outdoor gathering area features four red chairs arranged around a square firepit. The serene landscape includes trees and rolling hills, with distant mountains visible in the background under a twilight sky.

Home in Woodland Park

4.95 out of 5 average rating, 85 reviews

Colorado Cutie HOT TUB w/ views! 1 bdrm, slps 6

Private house rentals

A serene view of a tranquil pond surrounded by lush greenery and tall pine trees. The villa is positioned on a gentle slope, showcasing its spacious structure amidst the natural landscape under a cloudy sky.

Home in Woodland Park

4.94 out of 5 average rating, 50 reviews

Luxurious wildlife preserve, fish, explore, dream

A newly built custom home is nestled among trees and rolling hills, showcasing a spacious exterior with a stone and stucco facade. Mountains are visible in the background, while the softly lit evening sky creates a serene atmosphere.

Home in Woodland Park

5 out of 5 average rating, 67 reviews

Hot Tub & Views of Pikes Peak at Summit Lodge!

An aerial view showcases a custom-built house nestled among trees, emphasizing the privacy and natural surroundings. The spacious deck extends from the back of the house, inviting outdoor relaxation. The landscape is filled with greenery, highlighting a peaceful retreat in a mountainous setting.

4.86 out of 5 average rating, 22 reviews

Quiet Retreat in the Aspens

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.

Home in Woodland Park

4.84 out of 5 average rating, 82 reviews

Mountain Sanctuary - Family Retreat

A bright living area showcases large, angled picture windows offering views of the snow-covered trees outside. A stone fireplace complements the contemporary decor, while a rustic wooden table with seating for four is positioned nearby. Black curtains frame the windows, adding a touch of warmth.

Home in Woodland Park

4.96 out of 5 average rating, 71 reviews

- Cozy Cabin Getaway -

Top guest favorite

An inviting wooden hot tub is positioned against a backdrop of rolling mountains under a cloudy sky. The water reflects the surrounding landscape, creating a serene atmosphere perfect for relaxation while enjoying the scenic views.

Home in Cripple Creek

5 out of 5 average rating, 26 reviews

Panoramic Off-Grid Yurt/Mtn Views

Top guest favorite

The mountain lodge is nestled among lush green trees, with a dramatic backdrop of the Rocky Mountains. The sky is partly cloudy, allowing sunlight to illuminate the scene. The property's deck extends toward the forest, blending modern architecture with the natural surroundings.

Home in Cascade-Chipita Park

5 out of 5 average rating, 53 reviews

Private Magical Forest, King Master STE, 2 Decks

Top guest favorite

The exterior of a modern home is depicted, framed by tall trees and surrounded by natural landscaping. The structure features a light grey siding with a stepped entrance and multiple windows, allowing natural light to fill the interior.

Home in Florissant

5 out of 5 average rating, 56 reviews

Fox Den | Modern Mountain Home

Quick stats about house rentals in Woodland Park

Total rentals
70 properties
Nightly prices starting at
G$2,092 GYD before taxes and fees
Total number of reviews
3.6K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace

Destinations to explore