Holiday rentals in Hillside

Ravens Starry Nights Suite Kitchen Fire Pit/Grill

A 3 room suite plus private fenced patio w/propane fire pit & grill, surrounded by lush aspens, in a quieter darker area to enjoy the stars at night. Ravens' Off Main location is 4 walkable blocks to Main Street. Bathroom has double vanities, large shower, a huge soaking tub (no jets). Living room w/dish network, kitchenette with cooktop, microwave, refrigerator, washer/dryer, coffee maker, & countertop oven. Plenty of private parking. A non-pet room. see spaces 9,10,11,& 12 for pet stays.

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.

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 has anaphylaxis and is unable to host animals. Max occupancy - 4. See House Rules.

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.

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.

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.

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.

Hat Stretcher Ranch Cabin

Experience real Western ranch life in a cozy cabin at Hat Stretcher Ranch. Breathtaking views of the Rocky Mountains await you from the porch of this very private cabin. A true working Tennessee Walking Horse ranch, we offer bird's eye views of the barn activities, beautiful horses grazing and requisite cattle dogs. Guests can hike over 150 acres and enjoy Beaver Creek flowing through the ranch. Grab your boots and come experience this little slice of Western paradise!

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.

Bunkhouse in the Mountains

An 1890's 2 bedroom ranch house situated just 10 minutes south of historic Westcliffe and at the base of the beautiful Sangre De Cristo mountain range. This home is the perfect base camp for mountain climbing or sightseeing adventures or a quiet getaway. Enjoy the views of the sunrise, the Sanger de Cristo mountains and the unbelievably beautiful dark skies. This is a working ranch so you may encounter farm animals and ranch activity.

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

Skyview Terrace

Welcome to Skyview Terrace! Open and full of natural light, this third level studio suite features incredible views of the Sangre de Cristo Mountain Peaks and sweeping views of the San Luis Valley. Enjoy dark starry night skies on the deck by the warmth of the fire table and walk to the creek trail from the parking area in just a few minutes.