Holiday rentals in Hillside

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Top-rated holiday rentals in Hillside

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Top guest favourite
The red A-Frame cabin is set in a snowy landscape, with a large deck visible in front. The sky is bright blue, and snow blankets the ground, creating a serene winter scene. Pine trees are scattered in the background, with distant hills on the horizon.
Chalet in Westcliffe
4.98 out of 5 average rating, 580 reviews

Off-Grid Dark Skies A-Frame Cabin 8400' in CO Mtns

Relax & reconnect with nature in our off-grid, 100% solar & wind powered A-Frame cabin set 8,400' high in the beautiful foothills of the Wet Mountains! Enjoy awe-inspiring night skies, dramatic sunrises/sunsets, & quiet not found in the city. Retreat in the uniqueness of our A-Frame cabin w/ a loft, queen size bed, full bath w/ claw foot tub, full kitchen, & large deck for stargazing/yoga/chill time. Unplug from life's craziness to relax & enjoy! P.S. We're 21+ cannabis/mushroom friendly!🍄🤩

Top guest favourite
An adobe-style home is partially obscured by lush, green trees in a natural setting. The mountains rise majestically in the background, while large south-facing windows reflect the surrounding landscape, suggesting a tranquil atmosphere.
Home in Crestone
4.96 out of 5 average rating, 277 reviews

Quiet mountain retreat in a solar adobe home

Nestled at the base of the Sangre de Cristo Mountains in southern Colorado is a simple and elegant adobe-style solar home that is sure to calm your mind and warm your heart. The house sits on 3-1/2 acres of pinon and juniper trees and offers stunning valley and mountain views - all surrounded by deep sense of quiet. Due to the absence of city lights and the high elevation of Crestone, the stars are exceptionally bright in the night sky. The house features a full kitchen and two separate bedrooms

Top guest favourite
The tiny house is illuminated at night, showcasing its wooden exterior and large windows. A fire pit with chairs surrounds it, while string lights add a cozy ambiance. Snow blankets the ground, indicating the serene mountain setting.
Tiny home in Cotopaxi
4.98 out of 5 average rating, 130 reviews

Spruce Mountain Getaway

For those seeking solitude………you know who you are…. Toast marshmallows and watch the stars in our high altitude, low light pollution mountain paradise gem. Privately nestled in a tall pine and aspen forest. At 9,300 ft, the summers are cool, the wildflowers are plentiful and the stars are bright. Very private, very quiet. Sip your coffee on the deck and maybe the local moose, elk or deer will pay you a visit. Wildlife you won’t miss- mosquitoes. Enjoy your stay in our mosquito-less mountain.

Top guest favourite
An aerial view reveals a cozy cabin surrounded by trees, featuring a rooftop deck and outdoor seating area. Flagstone pathways connect different sections, while a fire pit is located on the spacious patio, enhancing the serene, natural surroundings.
Shipping container in Crestone
4.98 out of 5 average rating, 118 reviews

Private Stargazer home w/ HOT TUB & Rooftop Deck

Imagine a cabin with a wood hot tub + king bed. On a street with no neighbors in an undiscovered mountain town at the base of stunning 14,000’ mountains. A stocked kitchen to cook meals, outdoor dining in the courtyard. Natural light pouring in the house all day. The most vibrant sunsets you’ve ever seen, at night stars wrap around you like never before and a roof top deck to enjoy natures show. Enjoy the evening by 1 of the fireplaces with a movie, listening to vinyl records or the fire crackle

Top guest favourite
A modern ranch cabin is nestled amidst tall grasses, illuminated by the warm glow of the setting sun. The screened-in porch extends from the structure, framed by mountains in the distance under a vibrant sky.
Cabin in Westcliffe
5 out of 5 average rating, 110 reviews

Three Peaks Ranch

Escape to this stunning modern ranch cabin nestled at the base of three 14ers with breathtaking mountain views in all directions. Enjoy the luxurious furnishings inside and out, plus vaulted ceilings, a large fireplace, and a screened-in porch. With several trailheads within walking distance, you'll have easy access to hundreds of miles of trails for hiking, snowshoeing, and horseback riding. Fish in crystal-clear lakes, spot wildlife, and stargaze under the Milky Way in our dark sky community.

Guest favourite
A spacious living area features a large wooden dining table and benches, complemented by a cozy rug. A custom-built bunk showcases a king bed on the bottom and a queen bed on top. Decorative artwork adorns the walls, enhancing the retro theme.
Flat in Westcliffe
4.96 out of 5 average rating, 131 reviews

Ravens Fun Bunkhouse with Fire Pit/Grill & Patio

Perfect for small groups, families, or a couple wanting a fun place to stay, includes large outdoor seating area w/propane fire pit & grill. Custom built solid wood bunk bed (king/queen) plus pullout allows for up to 6. Has microwave, counter top oven, coffee maker & frig, spacious couch, large TV & Dish. Bathroom has 2 showers, 2 sinks, utility sink, & stackable washer/dryer. 4 walkable blocks to Main Street. Plenty of parking in private lot. Non-pet room, see spaces 9,10,11,& 12 for pet stay.

Top guest favourite
Mountains are partially obscured by clouds, with snow-capped peaks visible in the background. A mix of green trees and autumn foliage contributes to the vibrant scenery, while a dirt path leads through bushes in the foreground. A vehicle is parked nearby, blending into the natural landscape.
Home in Crestone
4.99 out of 5 average rating, 216 reviews

Creekside Magic- The Wake Up Cabin

Take it easy at this unique and tranquil getaway. Perfect for meditation retreats, solitary or small group, writing retreats, forest bathing, and other nature inspired and creative endeavors. Also ideal for memorable family vacations. Close to the Tashi Gomang Stupa, The Great Sand Dunes, hot springs, and more. A beautiful 40 minute round trip walk to the ziggurat from the front door. Let go and enjoy the creeks wise ways and all the wild loving energy of towering trees and spirit animals.

Top guest favourite
A spacious porch features comfortable seating arranged for relaxation and enjoyment of mountain views. The railing borders the area, and large windows allow natural light to fill the space. The backdrop showcases an expansive lawn and distant mountain range under a colorful sky.
Home in Westcliffe
4.99 out of 5 average rating, 153 reviews

Incredible Views, Updated Home+AC

Wake up to sweeping mountain views in this beautifully remodeled valley retreat. Enjoy your morning coffee or evening wine on the expansive porch and watch as the sun paints the skies over the Sangre De Cristos. This is a dark sky community and is also perfect for stargazing! Inside, unwind in thoughtfully curated comfort with stylish, cozy furnishings. A short walk to nearby shopping, dining and groceries provides convenience for your mountain getaway in the heart of the Colorado Rockies.

Top guest favourite
A spacious living area features a large bay window with mountain views. Two comfortable chairs are arranged beside a low table, while built-in cabinetry provides storage. Soft carpeting and light-colored walls create a relaxed ambiance, complemented by natural light filtering through sheer curtains.
Guest suite in Cañon City
4.97 out of 5 average rating, 186 reviews

Riverside cottage on the bluff with amazing views

Every amenity has been provided for you to relax and get away from it all here at the unique and tranquil River Divine Cottage perched on a high bluff overlooking the Arkansas River and Riverwalk in beautiful Cañon City, Colorado. Enjoy shopping and dining in the historic downtown. Go whitewater raft, fish, mountain bike, rock climb, hike, or hunt on the many trails and public lands nearby. Minutes from the famous Royal Gorge Bridge/Train Route. Gorgeous big sky, river, and mountain views.

Guest favourite
A modern bedroom features a spacious bed with neutral bedding, complemented by a wooden stool and textured rug. The room is illuminated by soft wall sconces, and natural light streams in from a nearby window with white curtains, enhancing the airy ambiance.
Townhouse in Hillside
4.9 out of 5 average rating, 154 reviews

Solitude & Sunshine Cottage - near Westcliffe, CO

Well-appointed clean, modern rustic duplex cottage - 375 sq. ft with kitchen - ideal for 2. Gorgeous mountain views from bed, kitchen & reading chairs. Best lodging around! Stargaze the night away, or watch the sunrise from 2 Adirondack chairs right outside the cottage. Located in great proximity to the Arkansas River, Westcliffe/Silver Cliff, Crestone 14'ers, Royal Gorge, Canon City, Texas Creek, & Salida. Don't forget to book a star party at Smokey Jack Observatory in Westcliffe!

Superhost
A geodesic dome sits in the foreground, its smooth surface contrasting with the rugged mountain range in the background. The night sky is filled with stars, while the snow-capped peaks are illuminated by the moonlight, enhancing the serene landscape.
Dome in Crestone
4.79 out of 5 average rating, 126 reviews

CrestDomes: Stargazers Paradise

Welcome to CrestDomes, our stunning glamping domes nestled in nature! Experience something truly special with not just 1, but 3 beautifully designed domes each available for rent. Each dome is thoughtfully appointed with modern amenities ensuring comfort with breathtaking mountain views in this serene setting. Skylight Update: The skylight allowed intense sunlight to heat the dome during the day. In prioritizing your comfort, we’ve made the thoughtful decision to cover the skylight.

Top guest favourite
An open living space reveals a modern design with high ceilings and abundant natural light. A spacious leather sofa faces a flat-screen TV, while a dining area features a large wooden table. A staircase leads to the loft above, enhancing the home's airy atmosphere.
Home in Crestone
4.99 out of 5 average rating, 155 reviews

Modern Home: "Gorgeous design, breathtaking views"

New home offers gorgeous space, stunning views, surrounded by nature. This home seamlessly blends modern elegance with a remote mountain retreat. The perfect place for sanctuary, peace, and fresh air. This is the larger side of a "duplexed" property with an adjoining guest suite. The two sides can be combined if you want more space and privacy. Note: This property is not a fit for loud groups, it is in a quiet neighborhood. Please see rules about strict quiet hours.

Popular amenities for Hillside holiday rentals

  1. Airbnb
  2. United States
  3. Colorado
  4. Fremont County
  5. Hillside