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, 598 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!🍄🤩

Guest favorite
A living area features two comfortable sofas adorned with a variety of decorative pillows. A rustic wooden coffee table sits on a patterned rug, with warm tones enhancing the inviting atmosphere. Artwork depicting natural scenes is displayed on the walls, complementing the room's cozy feel.
Apartment in Westcliffe
4.95 out of 5 average rating, 165 reviews

Ravens' Aspen Breeze Suite Kitchen Fire Pit/Grill

At our Ravens' Off Main Location in a quieter darker part of town, a walkable 4 blocks to Main St. A three room suite includes your own propane fire pit sitting area & grill under the Aspens for stargazing. A gorgeous Aspen king bedroom set, queen memory foam pullout in the living room, bathroom with tub/shower, kitchen area in the living room with cooktop, countertop oven for cooking, as well as washer/ dryer, dishes, microwave, coffee pot. A non-pet room, see spaces 9,10,11,& 12 for pet stays

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, 291 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
4.99 out of 5 average rating, 138 reviews

Peaceful and Quiet ~ 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 favorite
The front view of the Mountain Thistle Retreat showcases a charming Craftsman-style home with a red metal roof. Surrounded by a white picket fence, the property features multiple windows and a welcoming front door. Snow-capped mountains are visible in the background, framed by green trees.
Home in Westcliffe
4.98 out of 5 average rating, 122 reviews

Gorgeous Views of the Mountains & Night Sky

Mountain Thistle Retreat is everything you are looking for to get away from the hustle and bustle of city living, without sacrificing access to amenities. This beautiful 3 bedroom/2 bathroom home is located in the charming town of Westcliffe. Fully furnished, gorgeous views, fast wifi, garage parking, close proximity to shops and activities. So, come and relax, see the majestic mountains, breathe in the cool, clean air, and gaze at the Milky Way in one of the darkest night skies in the country.

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, 232 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 favorite
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 favorite
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, 161 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 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, 162 reviews

Big Valley Bastion: Baby Goats, Hot Springs, Views

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.

Top guest favorite
The rustic cabin, framed by natural landscapes, features a welcoming wooden facade with red accents. Plant pots with colorful flowers line the entrance, and a stone pathway leads towards the door, inviting guests to explore the serene surroundings.
Cabin in Crestone
4.96 out of 5 average rating, 246 reviews

Cozy stargazers cabin w/ HOT TUB & wood stove

The cabin is in a quiet and secluded part of Crestone that is amazing for sunrises over the Sangre De Cristo mountains sunsets off the front porch across the San Luis Valley, and stargazing. Includes a well stocked kitchen, split wood for the wood stove, fenced back yard, and cedar wood hot tub. Pet friendly (NO FEES)! Great access to Great Sand Dunes National Park, hot springs, hiking, 14ers, spiritual centers, Alligator Farm, and UFO tower. A short drive to downtown Crestone!

Top guest favorite
A Southwestern style stucco home is situated amidst natural landscaping, featuring earthy tones and architectural details. The entrance includes a central arched doorway, flanked by large windows and decorative elements. Stone pathways lead towards the entrance, surrounded by native vegetation.
Home in Crestone
4.91 out of 5 average rating, 133 reviews

Al Fresco Retreat: SW Style Home on 1.5 Acres

Beautiful, secluded 3 BR Santa Fe style stucco home in Crestone's Baca Grande. Just steps from Cottonwood Creek and the National Forest and minutes from Crestone, 3 hot springs, and Great Sand Dunes National Park. 3 spacious bedrooms and 2 living areas provide ample space for groups. Share home cooked meals in the gourmet kitchen and light-filled dining area or the beautiful courtyard. Relax in this special setting and enjoy the unique and spiritual beauty of the San Luis Valley!

Top guest favorite
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, 458 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 convection 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