Vacation rentals in Hillside

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Top-rated vacation rentals in Hillside

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Top guest favourite
An A-Frame cabin with a vibrant red exterior features large windows and a welcoming deck. A striped umbrella extends over the deck, which is surrounded by green grass and nature. The backdrop includes rolling hills and a partly cloudy blue sky, enhancing the serene atmosphere.
Chalet in Westcliffe
4.98 out of 5 average rating, 613 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!đŸ„đŸ€©

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, 308 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
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, 143 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

Guest favourite
Apartment in Westcliffe
4.96 out of 5 average rating, 215 reviews

Ravens Sunny Days Studio Kitchen, 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.

Guest favourite
A two-story home is set against a backdrop of trees and mountains. The exterior features adobe-style walls, a front porch, and a garage. A rocky landscape with sparse vegetation surrounds the property, highlighting the natural setting.
Cabin in Crestone
4.95 out of 5 average rating, 148 reviews

Beautiful unique house with a taste of wilderness

This is a peaceful little getaway with a lot of options. The home is nestled in the trees right on the Willow Creek Greenbelt, with a trail, ancient trees, and babbling Willow creek. The greenbelt is accessed from the back of the lot. Amidst the beautiful juniper, piñon, and ponderosa pines on the lot are beautiful mountain views from the back yard and the house. It a perfect place to reconnect with nature. There is a steep staircase (with a sturdy hand rail) to the bedroom to be aware of.

Top guest favourite
Home in Crestone
4.99 out of 5 average rating, 249 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.

Guest favourite
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
An open kitchen and dining area is revealed, featuring a large wooden table surrounded by metal chairs. Light streams through multiple windows, enhancing the warm wood tones of the cabinetry and floors. A door leads outside, contributing to the spacious feel of the room.
Home in Westcliffe
4.98 out of 5 average rating, 169 reviews

Peaceful with views and endless star gazing

Nestled at the base of Mt Tyndall off a main county road, this home has easy access and a marked road. It is a 7 min drive to town. Great views of the Wet Mountains off the spacious deck, while grilling. Ample hiking as well as BLM access. The interior of the home provides a cozy setting with great views. The main living area includes a TV, Wi-Fi and a cell phone booster. The home is 2bd and comfortably sleeps 4. The large master has a queen size bed with 2 twins in the second bedroom.

Top guest favourite
The cottage features a striking green metal roof and warm earthy exterior. Large windows invite natural light, providing views of the surrounding nature. The welcoming entrance is framed by stone accents and native landscaping, with a charming bench positioned nearby for relaxation.
Cottage in Westcliffe
4.99 out of 5 average rating, 103 reviews

Secluded cottage close to town & lake-Deer & Stars

Blue Pine Haven (BPH) is a secluded cottage, offering adult guests a unique retreat to unwind. The 3-acre property sits at 9k ft and although tucked away in the woods, its minutes from town. Breathtaking mountain views are steps away for memorable sunrise/sunset experiences. Visit with deer, listen to owls, and stargaze. Hiking, hot springs, shopping, sightseeing & more for day trips. High Speed WiFi. Note: Host Anaphylaxis allergy warning - unable to host pets. Max Occupancy: 4 adults.

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
4.78 out of 5 average rating, 156 reviews

CrestDomes: Stargazers Paradise

Welcome to CrestDomes, our stunning glamping domes nestled in nature! Experience something truly special with not just 1, 2, 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: 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
A spacious living area is highlighted by a unique tongue-and-groove ceiling that features a central dome, allowing natural light to fill the room. A comfortable green sofa is positioned near the kitchen area, which includes wooden cabinetry and modern appliances.
Home in Salida
4.99 out of 5 average rating, 428 reviews

Mountaintop Custom Yurt near Salida & Monarch Ski

Welcome to our unique mountain retreat! This custom yurt is nestled directly between Salida and Monarch Mountain, making it a perfect base for your Colorado adventure. This 706 sq ft yurt boasts a full kitchen, bathroom with washer and dryer, and a separate bedroom under a beautiful tongue-in-groove ceiling that spirals up to reveal the dome, showcasing starry skies at night and ample natural light in the daytime. Enjoy a private outdoor space with wraparound deck & barrel sauna.

Top guest favourite
A charming cottage is nestled among vibrant greenery and wildflowers, surrounded by tall, leafy trees. Sunlight filters through the foliage, creating a serene atmosphere. The exterior features blue accents, and several planters hang near the entrance, adding to the inviting appearance of the cottage.
Guesthouse in Westcliffe
4.99 out of 5 average rating, 470 reviews

The Hidden Garden Cottage

Your stay is in a bright and airy studio apartment/cottage located in a shaded English style garden with places to sit and relax anytime of day, perfect for one or two people. Private off street parking for one vehicle. Convenient walking distance to Downtown Westcliffe. A mini kitchen with a induction hot plate, coffee maker, toaster and small refrigerator should you choose to cook in. Level one and level 2 EV charging is available...please bring your own cord.

Popular amenities for Hillside vacation rentals

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