Vacation rentals in Hillside

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Top-rated vacation rentals in Hillside

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Guest favorite

Chalet in Westcliffe

4.98 out of 5 average rating, 474 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!🍄🤩

Nov 5 – 12

G$36,165 GYD per night

Guest favorite

Home in Westcliffe

4.96 out of 5 average rating, 120 reviews

Mystically peaceful guest house w/ Observatory; Gr

A retired architect's 3-bedroom GUEST house with: > Views of Sangre de Cristos and Wet Mountains > Secluded meditation room > European-styled Labyrinth > Greenhouse (Stay on concrete.) > Private observatory tour and the option of an asltrophotograpy experience, described below. Relaxing setting on 440 acres w/ abundant wildlife & surrounding mountains & hills. Just 12 miles north of Westcliffe off Copper Gulch Road. It's a great home base for families wanting to explore the W

Jun 22 – 29

G$46,920 GYD per night

Guest favorite

Home in Crestone

4.98 out of 5 average rating, 172 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

Sep 12 – 19

G$34,451 GYD per night

Guest favorite

Apartment in Westcliffe

4.97 out of 5 average rating, 167 reviews

Boutique Hotel “Sunny”Studio w/deck & fire pit

A spacious second floor luxury studio, perfect for two (A small third could fit on the couch) Bright, full of morning light & includes your own private deck for star gazing. An over-sized sectional to stretch out, spacious king bed, roomy divided bathroom, & huge closet. The kitchenette has large toaster oven, 3/4 frig, microwave, coffee pot & outdoor grill to make longer stays more comfortable. Decorated in soothing modern yet comfortable colors & original artworks, a true home away from home!

Dec 1 – 8

G$24,234 GYD per night

Guest favorite

Condo in Westcliffe

4.95 out of 5 average rating, 212 reviews

Gary's Glamping Alternative, Luxury Townhouse

Gary's Glamping Alternative has self check in to the high end luxury Townhouse. Just a short walk from downtown Westcliffe in the heart of the Wet Mountain Valley. A recently remodeled luxury retreat with amazing views and extraordinary amenities. From the incredible patio ready for outdoor dining, to luxury linens. It’s all here to make your stay memorable. A short drive to hiking, fishing, rafting and numerous other outdoor opportunities. Truly a luxurious place for fun or just to get away.

Aug 15 – 22

G$23,138 GYD per night

Superhost

Townhouse in Hillside

4.89 out of 5 average rating, 148 reviews

Solitude & Sunshine Cottage - near Westcliffe, CO

Well-appointed clean, modern rustic duplex cottage - 375 sq. ft with kitchen - ideal for 2. Gorgeous mountain views from bed, kitchen & reading chairs. Best lodging around! Stargaze the night away, or watch the sunrise from 2 Adirondack chairs right outside the cottage. Located in great proximity to the Arkansas River, Westcliffe/Silver Cliff, Crestone 14'ers, Royal Gorge, Canon City, Texas Creek, & Salida. Don't forget to book a star party at Smokey Jack Observatory in Westcliffe!

Dec 6 – 13

G$38,626 GYD per night

Guest favorite

Guest suite in Cañon City

4.94 out of 5 average rating, 589 reviews

Birdhouse Garden

Time to cuddle up in this warm and cozy ‘’Birdhouse Garden"! Comfortable for two. Right in the middle of a quiet neighborhood. Private entrance. Children and pet friendly. Queen Bed, plus an inflatable mattress if you need an additional bed .Private bath with shower. Smallfridge, microwave, Keurig coffee maker…kitchenette with table and chairs. . Internet and CableTV. Plenty of street parking. Fenced private yard and patio. No smoking inside or out on this property.

Oct 4 – 11

G$14,721 GYD per night

Guest favorite

Guesthouse in Westcliffe

4.98 out of 5 average rating, 318 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.

Apr 25 – May 2

G$15,838 GYD per night

Guest favorite

Cottage in Westcliffe

4.96 out of 5 average rating, 256 reviews

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.

Aug 19 – 26

G$25,190 GYD per night

Guest favorite

Home in Silver Cliff

4.99 out of 5 average rating, 101 reviews

Red Hawk Retreat Silver Cliff

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.

Jan 2 – 9

G$34,473 GYD per night

Guest favorite

Earthen home in Penrose

4.99 out of 5 average rating, 120 reviews

Off Grid, Secluded Straw Bale Home in Canyon

Get back to nature by going off the grid at Beaver Valley Ranch where you can escape from your daily grind and unplug in a unique straw bale home. Open concept with amazing view, gas fireplace, one bedroom with king size bed, one bathroom. Decorated with eclectic items merging old and new. Located in a beautiful canyon with soaring cliffs, towering bluffs and Beaver Creek running through cottonwoods.

Sep 24 – Oct 1

G$26,068 GYD per night

Guest favorite

Home in Coaldale

4.99 out of 5 average rating, 153 reviews

Sangre de Cristo Mountain home

Beautiful mountain home on 40 secluded acres in the rolling hills, located between the Royal Gorge and Salida. Whitewater rafting and Gold Medal fishing are two miles away. There are about three miles of trails on the property and the Arkansas River is minutes away. Because of enhanced cleaning procedures, we are changing to minimum 4 day bookings.

Nov 14 – 21

G$35,714 GYD per night