Holiday rentals in Hillside

4.95 out of 5 average rating, 137 reviews

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

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.

ValueFamilyComfort

4.97 out of 5 average rating, 333 reviews

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

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

FamilyValueHiking

4.92 out of 5 average rating, 102 reviews

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

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.

FamilyValueOutdoor spaces

5.0 out of 5 average rating, 25 reviews

Cabin in Cotopaxi

Cosmo Valley in Cotopaxi

Property sits on 2 acres in a quiet neighborhood. Privacy will not be an issue. Tucked into the Colorado mountains, this inviting getaway offers a calm, comfortable place to recharge. Perfect for slowing down, enjoying nature, and escaping the noise of everyday life. very close to the Royal Gorge bridge and Arkansas river. Canyon city is just down the hill with all the amenities of a modern society. Local activities include fly fishing, Whitewater Rafting, bicycling, even helicopter tours!

FamilyValueIndoor spaces

A serene sleeping area features a spacious bed dressed in white bedding. Natural light floods the room through four windows, highlighting wooden accents and a soft, neutral rug. A bedside table with a lamp and a rocking chair add functional elements to the cozy space.

5.0 out of 5 average rating, 48 reviews

Wilderness Cabin

Escape to the forest! This remote, off-grid cabin is nestled deep in national forest. Perfect for 2 guests + 1 well-behaved pet. Surrounded by hiking trails, a stream, and a peaceful pond, it’s a glamping-style retreat for those craving true solitude. 4WD is required to access the rugged road. Not ideal for frequent trips in and out—come to unplug, explore, and connect with nature. No nearby towns, just trees, trails, and tranquility. Enjoy the nearby Rainbow Trail or Brush Creek Lakes.

LocationConditionOutdoor spaces

4.97 out of 5 average rating, 66 reviews

A spacious ranch home is positioned amidst expansive grasslands, with towering mountains blanketed in snow in the background. The property is enclosed with a wooden fence, enhancing the sense of privacy and surrounding nature.

Ranch in Westcliffe

Willow Wind Farm Alpaca Ranch

You’ll treasure your time in this stunning place. Enjoy the majestic beauty of the Mountains and all they have to offer while experiencing a true working ranch with over 120 alpacas and 20 sheep. 3 bedrooms (2K 1Q) with 3 additional twins available in 2 additional rooms. Settle into a gorgeous living space surrounded by large panoramic windows with one of the best views in the valley. The PLANTS are REAL! The whole space is a real experience. Peace, Quiet, Beauty, Well appointed.

LocationFamilyWalkability

Guest house in Westcliffe

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.

4.99 out of 5 average rating, 494 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.

LocationFamilyParking

The exterior of the cabin is shown, surrounded by lush greenery and towering trees. A spacious porch extends across the front, furnished with seating and a grill. The wooden structure features large windows that invite natural light, creating a seamless connection with the outdoor environment.

4.96 out of 5 average rating, 98 reviews

Creekside Cabin in the woods

This magical cabin is tucked away in a beautiful forest of pine and aspen trees, next to the Willow Creek that flows year-round. This property backs to open space and miles of National Forest in the Sangre De Cristo Wildernest. Enjoy private, non-motorized access (only 1/2 mile) to The Rainbow Trail for miles of hiking and biking opportunities. Peace and tranquility can be found at 8900 feet in this beautifully crafted cabin, located just 9 miles from Westcliffe, CO.

LocationFamilyQuiet

5.0 out of 5 average rating, 12 reviews

Aerial view of a spacious property featuring a main residence with a green roof, surrounded by expansive green fields. A smaller building is visible nearby, along with a dirt driveway leading to the home. The background displays distant mountains under a partly cloudy sky.

Home in Westcliffe

Mountain Majesty Retreat

Located at the base of the Sangre De Cristo mountain range and surrounded by lush hayfields. The home is just five minutes outside of the town of Westcliffe, providing easy access to restaurants, coffee shops, shopping, and more! There are multiple trailheads along the mountain range for hiking or four wheeling. If you prefer the water, Lake Deweese is located north of town (15 minute drive). The property is centrally located for all of your needs!

FamilyLocationIndoor spaces

A stunning log cabin is illuminated against a twilight sky, showcasing its intricate architecture. Surrounded by tall aspen trees, the large front deck offers a welcoming space for outdoor relaxation, while warm light spills from the windows, enhancing the cozy ambiance.

4.98 out of 5 average rating, 88 reviews

A Creek Runs Through It Luxury Log Home WOW VIEWS!

⭐ 5-Star Location – A True Hallmark Movie Setting! This upscale rustic luxury log home is tucked in the aspens at the base of the majestic Sangre de Cristo Mountains, offering direct access to the Rainbow Trail and breathtaking mountain views. The perfect blend of comfort and nature with strong WiFi, serene creeks, a peaceful pond, and an expansive wrap-around deck designed for relaxing, grilling, and soaking up the scenery.

FamilyLocationNearby

The log cabin is surrounded by lush greenery, with multiple trees framing the exterior. A deck with seating is visible, inviting relaxation amidst nature. A stream runs nearby, adding to the tranquil setting and enhancing the cabin's connection to the natural landscape.

4.9 out of 5 average rating, 49 reviews

Spacious log cabin, on 35 acres, with hot tub

Breathtaking log cabin on 35 private, aspen filled acres. The property has a brand new hot tub, sun room, ping pong table, loads of board games, one mile of beautiful trails, multiple streams and views of three mountain peaks. Endless night sky viewing. Reliable, fast WiFi. Close to national forest and 15 minutes from the adorable town of Westcliffe. Furnished in rustic, cabin decor. Come experience a slice of heaven.

FamilyValueView