Vacation rentals in Hillside

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Top-rated vacation rentals in Hillside

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Top guest favorite
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, 585 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 favorite
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, 284 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 favorite
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, 132 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.

Guest favorite
A cozy bedroom features two beds with deep red bedding. Textiles and artwork decorate the walls, complemented by wooden accents. A guitar hangs nearby, while large windows bring in natural light, revealing views of surrounding trees.
Home in Crestone
4.91 out of 5 average rating, 215 reviews

Earth Knack Garden House: A unique, artful home.

Lovely, rustic, and unique little home. Great for 2. Surrounded by trees, gardens, year round creek running thru property; an oasis in this high valley desert. Come enjoy nature! Sunny, plant filled bedroom has 2 beds: 1 double, 1 single. Open floor plan bathroom between the bedroom and kitchen. Fun Cowboy theme entry sitting room with antique wood stove. Woodsy seating areas and creek side sitting spots available to all. Upgraded Wifi available. Solar in floor and ceramic wall panel heat.

Top guest favorite
A peaceful cabin is pictured amidst a snow-dusted landscape, with a natural wood hot tub visible nearby. Surrounding boulders and evergreen trees frame the scene, while majestic mountains rise in the background under a bright blue sky.
Shipping container in Crestone
4.98 out of 5 average rating, 125 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 favorite
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, 111 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.

Top guest favorite
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, 223 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.

Superhost
A modern kitchen area is visible with a black and white color scheme, featuring a coffee maker and turquoise kitchenware. A dining table with four place settings sits adjacent to a comfortable seating area with a gray sofa. Large windows provide light and views of the surrounding trees.
Cabin in Hillside
4.92 out of 5 average rating, 100 reviews

Splendid Vista Cottage near Westcliffe, CO

Fresh, clean, modern stand alone cottage with queen-over-queen bunk beds, sleeping 4 total guests. 425 sq.ft studio cottage with efficiency kitchen, living & dining area - mountain views from all corners of the cottage. Full bathroom with tub & shower. Family-friendly unit. No pets allowed. Please enter the total number of guests (adults + children) when reserving. Consider booking additional cottages on this property if you are traveling as a group - 5 cottages sleep a total of 10 people.

Top guest favorite
The craftsman home is set against a dramatic sky filled with clouds, showcasing hues of orange and gray. A red car is parked on the gravel path leading to the entrance, framed by expansive green fields and distant mountains.
Home in Moffat
5 out of 5 average rating, 149 reviews

Big Valley Bastion: Views, Goats, Peace

The Bastion is a spacious craftsman timber frame home with wood burning stove located on 40 acres, minutes from Joyful Journey and Valley View hot springs. Goat friends await at this modern & cozy ranchette. The home well-situated for exploring the hidden gems and natural wonders scattered across this valley. Listing is for a private, 2 bed 1 bath home with kitchen, living room, and large garage as well as access to parts of the land. Host lives on property, in a nearby detached casita.

Guest favorite
A wooden deck with a pergola is featured, surrounded by vibrant pink flowers and smooth stones. A bicycle in soft pink leans against the railing, complementing the natural setting of the property.
Cottage in Cañon City
4.9 out of 5 average rating, 585 reviews

River Bluff Cottage

French doors open on to a deck overlooking a pond and back yard. This studio is attached to our home, but has a private entrance, fully stocked kitchen and bath. It feels like you are in the country but only minutes from town, the Arkansas River, and trails. A great place to stay while whitewater rafting the Royal Gorge, mtn biking, climbing, or just want to take in a meal downtown and relax on the private deck. The studio offers a queen size bed and a small couch that folds out into a bed.

Top guest favorite
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.

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, 135 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.

Popular amenities for Hillside vacation rentals

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