
Holiday rentals in Hillside
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Hillside
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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

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

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.

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!

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.

Colorado mountain cabin
Bring the whole family to this cabin home! Nestled on 5 acres of serene, wooded land with stunning views of the Sangre de Cristo Mountain Range. Ideal for nature lovers: rock outcroppings, scenic hiking trails, star gazing at the Milky Way. Quiet and calm with fresh mtn air. Hummingbirds in the summer, deer and turkey . 4 person hot tub Horseshoe pit , exercise room for adults. Heated patio, picnic table large BBQ grill. Split system ac units in master bedroom, living room, and kitchen

Three Peaks Ranch
Escape and unwind in this stunning modern ranch cabin at the base of three iconic 14ers, surrounded by panoramic mountain views. Inside, enjoy upscale furnishings, vaulted ceilings, a cozy fireplace, and a screened-in porch. Walk to trailheads for hiking, snowshoeing, and horseback riding. Step outside to see and pet highland cattle, horses, and miniature donkeys. Fish alpine lakes, spot wildlife, and stargaze beneath brilliant dark skies in Westcliffe's Dark Sky community.

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.

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.

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!

The ONLY lodging on the rim of the Royal Gorge
Watch a sunset over the surrounding mountain ranges. Wake up to an amazing sunrise then head to the Royal Gorge Bridge & Park with your included general admission tickets. Rent the entire Bighorn Mountain Top Lodge, a 1,500-square-foot house positioned high above the Arkansas River featuring • three bedrooms • two newly remodeled baths • fully appointed kitchen • open dining area • fireplace lounge • secluded outdoor patio
Popular amenities for Hillside holiday rentals
Other great holiday rentals in Hillside

The Sunset Barndo

Storybook Cabin High in the Sangres

Spacious log cabin, on 35 acres, with hot tub

Willow Wind Farm Alpaca Ranch

Secluded Cabin Retreat: 41 Acres Near Royal Gorge

Whispering Pines retreat property, mountain views!

"Live4theRiv" is a premier riverfront property!!

The Hobbit Home | Hot Tub | 2 Saunas | 2 Fire Pits
Destinations to explore
- Denver Holiday rentals
- Colorado Springs Holiday rentals
- Albuquerque Holiday rentals
- Breckenridge Holiday rentals
- Santa Fe Holiday rentals
- Estes Park Holiday rentals
- Amarillo Holiday rentals
- Steamboat Springs Holiday rentals
- Boulder Holiday rentals
- Moab Holiday rentals
- Vail Holiday rentals
- Aspen Holiday rentals





