Holiday rentals in Hillside

4.98 out of 5 average rating, 546 reviews

Chalet in Westcliffe

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!🍄🤩

4.96 out of 5 average rating, 254 reviews

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

4.96 out of 5 average rating, 121 reviews

Flat in Westcliffe

Ravens Fun Bunkhouse with Fire Pit/Grill & Patio

Perfect for small groups, families, or a couple wanting a fun place to stay, includes large outdoor seating area w/propane fire pit & grill. Custom built solid wood bunk bed (king/queen) plus pullout allows for up to 6. Has microwave, counter top oven, coffee maker & frig, spacious couch, large TV & Dish. Bathroom has 2 showers, 2 sinks, utility sink, & stackable washer/dryer. 4 walkable blocks to Main Street. Plenty of parking in private lot. Non-pet room, see spaces 9,10,11,& 12 for pet stay.

4.95 out of 5 average rating, 320 reviews

Home in Moffat

San Luis Valley/Crestone Casita - Modern Luxury

Spectacular mountain views! Nestled near the base of several 14,000 ft peaks, this small house is everything you need and more. Open floor plan with vaulted ceilings make the space feel huge. Central location makes for an excellent base camp for all your outdoor adventures. 50 miles~49 minutes to the Great Sand Dunes, near hot springs, alligator farm, and several trail heads. After a long day enjoy the outdoor firepit, or curl up on the oversized couch and watch your favorite movies on Netflix.

4.98 out of 5 average rating, 130 reviews

Incredible Views, Updated Home+AC

The perfect spot to soak in the glorious mountain views from the house and porch. The Living Room, Bunk Room and Mountain Room all have large windows directly facing the Mountain Range. The Porch spans the length of the house with comfortable seating to sit, relax and watch the world go by! It is a very short walk to town and The Bluff Park which is on the West end of Main Street. The house is newly remodeled and updated with all new furnishings to make it feel just like home during your stay!

4.95 out of 5 average rating, 268 reviews

Apartment in Westcliffe

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.

5 out of 5 average rating, 116 reviews

Home in Moffat

Big Valley Bastion: Views, Baby Goats, Peace

The Bastion is a spacious craftsman timber frame home with wood burning stove located on 40 acres, minutes from Joyful Journey and Valley View hot springs. Goat friends await at this modern & cozy ranchette. The home well-situated for exploring the hidden gems and natural wonders scattered across this valley. Listing is for a private, 2 bed 1 bath home with kitchen, living room, and large garage as well as access to parts of the land. Host lives on property, in a nearby detached casita.

4.9 out of 5 average rating, 544 reviews

Cottage in Cañon City

River Bluff Cottage

French doors open on to a deck overlooking a pond and back yard. This studio is attached to our home, but has a private entrance, fully stocked kitchen and bath. It feels like you are in the country but only minutes from town, the Arkansas River, and trails. A great place to stay while whitewater rafting the Royal Gorge, mtn biking, climbing, or just want to take in a meal downtown and relax on the private deck. The studio offers a queen size bed and a small couch that folds out into a bed.

Guest suite in Cañon City

4.96 out of 5 average rating, 162 reviews

Riverside cottage on the bluff with amazing views

Every amenity has been provided for you to relax and get away from it all here at the unique and tranquil River Divine Cottage perched on a high bluff overlooking the Arkansas River and Riverwalk in beautiful Cañon City, Colorado. Enjoy shopping and dining in the historic downtown. Go whitewater raft, fish, mountain bike, rock climb, hike, or hunt on the many trails and public lands nearby. Minutes from the famous Royal Gorge Bridge/Train Route. Gorgeous big sky, river, and mountain views.

4.89 out of 5 average rating, 152 reviews

Townhouse in Hillside

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!

4.95 out of 5 average rating, 201 reviews

Bungalow in Crestone

Historic Downtown Crestone

Welcome! We made our historic house into a duplex to provide privacy for both ourselves and our guests. The bnb enjoys the covered porch, and front door entry to a private living space. The bnb includes a comfy den, open kitchen, two dining areas, two queen size bedrooms, and full bath. As hosts, we use a side entry, and keep to our own adjoining and quietly walled off areas of the house. Our residence includes its own kitchen, bath and living spaces, so the bnb is all yours!

Guest house in Westcliffe

4.99 out of 5 average rating, 396 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.

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4.98 out of 5 average rating, 53 reviews

Cabin in Westcliffe

Storybook Cabin High in the Sangres

ThomasRating, 5 stars9 months ago

Cabin was cozy and very comfortable to stay in. Rocky was great with a first day tour and even a trail recommendation. I'll tell you, it's hard to beat the views from every exit or standing point at the cabin. Westcliffe is exactly what you would expect from a mountain village, friendly and easy. Definitely recommend Peregrine Coffee in the village. Plenty of place to hike within an hour or less. Road, while unpaved, is easy to drive on, though I wouldn't recommend it with anything less than an SUV. If we make it back to Colorado, we would stay here again.

4.99 out of 5 average rating, 72 reviews

Entire Home. Gorgeous Mountain Views

MichaelRating, 5 stars3 weeks ago

The house was perfect for our family to stay in. It was clean and comfortable, everything worked great, the layout was very nice, and the area was beautiful, we had an awesome time during our stay. Thank you!!

4.94 out of 5 average rating, 33 reviews

Spring & Summer Availability! Heart of downtown.

TeriRating, 5 stars3 weeks ago

Great location! We were able to walk to everything in town. Very clean and comfortable. Thanks for sharing your place with us.

5 out of 5 average rating, 14 reviews

Cabin in Crestone

Cozy and stylish retreat studio

TaylorRating, 5 starstoday

We stayed one night passing through the area. The instructions to get in were very clear and easy to follow, everything was labeled that we would need, and there were recommendations and helpful tips left for us. It was a cozy, very cute little cottage in the garden. It was exactly as described and photographed. I appreciated the communication and that everything was to be expected. We ate at Bliss Cafe, a local recommendation, and had yummy curry bowls for dinner. We got to watch hummingbirds in the garden and wildlife in the area in the evening. The mountains were beautiful too! It is a little off the main road, but plenty to do within 30 minutes of the house.

Cabin in Westcliffe

5 out of 5 average rating, 3 reviews

Cozy Log Cabin Retreat in the Mountains

CarlaRating, 5 stars2 weeks ago

The house was very nice would recommend it for sure.

4.92 out of 5 average rating, 13 reviews

Mountain Lakehouse. Views!

DaleRating, 5 stars1 month ago

"Thank you for providing such a pleasant and comfortable stay. We really appreciated the amenities and the overall experience." Thank You! Danielle :)