Vacation rentals in Hillside

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Top-rated vacation rentals in Hillside

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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, 586 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, 285 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 homes 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 favourite

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.

Guest favourite

The exterior of a modern two-story house is displayed, featuring a welcoming porch with white railings and large windows. A pathway of stone pavers leads to the front door. The house is surrounded by a gravel yard and a backdrop of open fields under a cloudy sky.

Home in Moffat

4.94 out of 5 average rating, 354 reviews

San Luis Valley/Crestone Casita - Modern Luxury!

Spectacular mountain views! Nestled near the base of several 14,000 ft peaks, this small house is everything you need and more. Open floor plan with vaulted ceilings make the space feel huge. Central location makes for an excellent base camp for all your outdoor adventures. 50 miles~49 minutes to the Great Sand Dunes, near hot springs, alligator farm, and several trail heads. After a long day enjoy the outdoor firepit, or curl up on the oversized couch and watch your favorite movies on Netflix.

Guest favourite

A bright studio space is showcased, featuring a spacious sectional couch and a cozy armchair. The area includes a dining table with seating for four. Natural light floods through large windows, illuminating the neutral tones and artwork adorning the walls.

Apartment in Westcliffe

4.96 out of 5 average rating, 213 reviews

Ravens Sunny Days Studio w/deck, fire pit/grill

A 2nd floor private entrance for this bright modern studio filled with windows & original photography. French doors at the foot of a king bed open to the deck with your own private fire pit & grill. A large sectional, dish network, divided bathroom, kitchenette with cooktop, counter top oven, frig, microwave, dishes/cookware, coffee pot & washer/dryer. Private parking at our Ravens' Off Main location, a walkable four blocks to Main Street. A non-pet room, see spaces 9,10,11,& 12 for pet stays.

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, 101 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 favourite

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, 151 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 favourite

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 favourite

Earth homes in Crestone

4.96 out of 5 average rating, 98 reviews

Blue Hobbit Home | Infrared Sauna | Fire Pit

Welcome to the new Blue Hobbit Home! This is the smaller unit of a "duplexed" property. This is an earth-integrated retreat nestled among 14k foot mountains and beneath some of the world's starriest skies. Designed to accommodate 4 guests, our property offers an infrared sauna, a fire pit, and modern comforts. We're an hour drive from the Great Sand Dunes National Park. Pets welcome. Be mindful that guests from the adjacent unit may be present on the property. Where healing meets elegance.

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, 188 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.

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.