Holiday rentals in Westcliffe

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!🍄🤩

4.97 out of 5 average rating, 103 reviews

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.

5 out of 5 average rating, 102 reviews

Three Peaks Ranch

Escape to this stunning modern ranch cabin nestled at the base of three 14ers with breathtaking mountain views in all directions. Enjoy the luxurious furnishings inside and out, plus vaulted ceilings, a large fireplace, and a screened-in porch. With several trailheads within walking distance, you'll have easy access to hundreds of miles of trails for hiking, snowshoeing, and horseback riding. Fish in crystal-clear lakes, spot wildlife, and stargaze under the Milky Way in our dark sky community.

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.

4.98 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!

4.98 out of 5 average rating, 134 reviews

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.

4.95 out of 5 average rating, 266 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.

Superhost

4.81 out of 5 average rating, 140 reviews

Cliff-side Home on 10+ Private Acres,Insane Views!

Casa Del Barranco (House on a Cliff) is the quintessential description of this Santa Fe-style home. Located on 10+ private acres, it sits on a small bluff overlooking a scenic, rocky ravine w/ seasonal creek meandering thru the walls of the ravine. The 2200 sq ft home is situated to take advantage of unparalleled views of the Sangre de Cristo Mtns. We purchased this home & plan to reno one day...we are excited for guests to use as-is for now. It’s an artist haven & has many unique features.

Guest house in Westcliffe

4.99 out of 5 average rating, 394 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.

4.96 out of 5 average rating, 285 reviews

Cottage in Westcliffe

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.

Home in Town of Silver Cliff

4.98 out of 5 average rating, 128 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.

4.96 out of 5 average rating, 144 reviews

Breathtaking Sangre de Cristo view!

Looking for Mountains, The Milky Way, and Meteor Showers? This house has it all. Unbelievable views of the Sangre de Cristo Mountain Range and the Wet Mountains! From the Spanish Peaks to Mt. Princeton, you can see 7 of Colorado’s 14ers from the couch! Completely unobstructed views of the Milky Way and the night sky surround the home.

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Other great holiday rentals in Westcliffe

4.98 out of 5 average rating, 53 reviews

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.

4.94 out of 5 average rating, 33 reviews

Spring & Summer Availability! Heart of downtown.

TeriRating, 5 stars2 weeks ago

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

Guest house in Cañon City

4.94 out of 5 average rating, 52 reviews

Windy Ridge Shanti Cabin

AnnaRating, 5 stars2 weeks ago

What a wonderful host and beautiful, cute and scerene retreat! Very cute little one room place - great for one night. Had all I needed and was comfortable with great views. Chatted with the host as I was leaving - very warm and friendly. Recommend staying here! 😀

4.96 out of 5 average rating, 70 reviews

Constellation Cabin, peaceful, relaxing, & modern

KellumRating, 5 stars2 weeks ago

Wonderful stay with my partner for my 28th birthday. The photos and descriptions were very accurate and Sara’s instructions made it very easy to find and get checked in. We completed the 1000 piece puzzle and got big into bird watching. There were so many different species and it was so peaceful listening to all of them without the noise of traffic or hustle and bustle of the city. The patio furniture was perfect for an afternoon nap and the umbrella worked flawlessly to allow for reading. All amenities provided worked to our level of expectation and we have no complaints about our stay. The water was hot and usable, just maybe don’t expect to take a 15-20min shower. The home was a short (beautiful) drive from town, and there were lots of cute shops and restaurants to visit. The ice cream shop had the best milkshakes and we found a bunch of trinkets to bring home. Just 10 minutes from town is a huge reservoir that we’d like to go back and explore more of! Thank you for the hospitality!

4.95 out of 5 average rating, 44 reviews

Cabin in Beulah Valley

"Shavano" Our Cabin in the woods

TroyRating, 5 stars2 months ago

This beautiful cabin with stunning views perched just outside of Beulah Valley provided the perfect location for a respite and mountain getaway. The staggering views of the valley and Greenhorns were breathtaking. The layout of the deck and thoughtfulness of the placement to take advantage of the terrain, sunlight and views puts it to the front of our favored mountain destinations. Its location provides for tranquility and quiet while allowing for close proximity for hiking on and from the property as well as other desired destinations such as Pueblo Mountain Park, San Isabel Lake and Bishop's Castle. Let’s just say this place checks all the boxes.

4.97 out of 5 average rating, 36 reviews

Ranch in Westcliffe

Willow Wind Farm Alpaca Ranch

KellyRating, 5 stars1 week ago

Annie’s beautiful, cozy home on a working alpaca ranch was an amazing stay for our family. We were in Westcliffe for a memorial- and the space was exactly what we needed. Peaceful, stunning views with everything we needed. Her place is about a 7 minute drive to town. Annie also gave our entire family (about 15 of us) a tour of the ranch and alpacas/animals which was a highlight. This is a gem of a place!