
Vacation rentals in Hillside
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Top-rated vacation rentals in Hillside
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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!🍄🤩

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.

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.

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.

Incredible Views, Updated Home+AC
Wake up to sweeping mountain views in this beautifully remodeled valley retreat. Enjoy your morning coffee or evening wine on the expansive porch and watch as the sun paints the skies over the Sangre De Cristos. This is a dark sky community and is also perfect for stargazing! Inside, unwind in thoughtfully curated comfort with stylish, cozy furnishings. A short walk to nearby shopping, dining and groceries provides convenience for your mountain getaway in the heart of the Colorado Rockies.

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.

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

Red Hawk Retreat Silver Cliff -Westcliffe Area
Red Hawk Retreat is your year-round base camp for the endless adventures that the Wet Mountain Valley offers. Spend your sunny days exploring, hiking, or mountain biking. Enjoy your evenings resting and relaxing while taking in the amazing views of the Sangre De Cristo Mountain range from the patio (or from bed.) When the sun goes down, the night sky entertains with unparalleled views of the Milkyway.
Popular amenities for Hillside vacation rentals
Other great vacation rentals in Hillside

The Sunset Barndo

Cozy and stylish retreat studio

Cozy Log Cabin Retreat in the Mountains

Stunning, Serene Retreat w/ Hot Tub & Epic Views

Cottonwood Ridge Cabin

Eagle Vista - free additional night

The Depot at Westcliffe

Hat Stretcher Ranch Cabin
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