Holiday rentals in Westcliffe

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Top-rated holiday rentals in Westcliffe

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Top guest favourite
The red A-Frame cabin is set in a snowy landscape, with a large deck visible in front. The sky is bright blue, and snow blankets the ground, creating a serene winter scene. Pine trees are scattered in the background, with distant hills on the horizon.
Chalet in Westcliffe
4.98 out of 5 average rating, 579 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!🍄🤩

Top guest favourite
An adobe-style home is partially obscured by lush, green trees in a natural setting. The mountains rise majestically in the background, while large south-facing windows reflect the surrounding landscape, suggesting a tranquil atmosphere.
Home in Crestone
4.96 out of 5 average rating, 277 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

Top guest favourite
The front view of the Mountain Thistle Retreat showcases a charming Craftsman-style home with a red metal roof. Surrounded by a white picket fence, the property features multiple windows and a welcoming front door. Snow-capped mountains are visible in the background, framed by green trees.
Home in Westcliffe
4.97 out of 5 average rating, 118 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.

Top guest favourite
A modern ranch cabin is nestled amidst tall grasses, illuminated by the warm glow of the setting sun. The screened-in porch extends from the structure, framed by mountains in the distance under a vibrant sky.
Cabin in Westcliffe
5 out of 5 average rating, 110 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.

Guest favourite
A bright studio space is showcased, featuring a spacious sectional couch and a cozy armchair. The area includes a dining table with seating for four. Natural light floods through large windows, illuminating the neutral tones and artwork adorning the walls.
Flat in Westcliffe
4.96 out of 5 average rating, 208 reviews

Ravens Sunny Days Studio w/deck, 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.

Top guest favourite
Mountains are partially obscured by clouds, with snow-capped peaks visible in the background. A mix of green trees and autumn foliage contributes to the vibrant scenery, while a dirt path leads through bushes in the foreground. A vehicle is parked nearby, blending into the natural landscape.
Home in Crestone
4.99 out of 5 average rating, 215 reviews

Creekside Magic- The Wake Up Cabin

Take it easy at this unique and tranquil getaway. Perfect for meditation retreats, solitary or small group, writing retreats, forest bathing, and other nature inspired and creative endeavors. Also ideal for memorable family vacations. Close to the Tashi Gomang Stupa, The Great Sand Dunes, hot springs, and more. A beautiful 40 minute round trip walk to the ziggurat from the front door. Let go and enjoy the creeks wise ways and all the wild loving energy of towering trees and spirit animals.

Top guest favourite
An open kitchen and dining area is revealed, featuring a large wooden table surrounded by metal chairs. Light streams through multiple windows, enhancing the warm wood tones of the cabinetry and floors. A door leads outside, contributing to the spacious feel of the room.
Home in Westcliffe
4.98 out of 5 average rating, 151 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.

Guest favourite
A wooden deck with a pergola is featured, surrounded by vibrant pink flowers and smooth stones. A bicycle in soft pink leans against the railing, complementing the natural setting of the property.
Cottage in Cañon City
4.89 out of 5 average rating, 577 reviews

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.

Top guest favourite
A spacious porch features comfortable seating arranged for relaxation and enjoyment of mountain views. The railing borders the area, and large windows allow natural light to fill the space. The backdrop showcases an expansive lawn and distant mountain range under a colorful sky.
Home in Westcliffe
4.99 out of 5 average rating, 153 reviews

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.

Top guest favourite
A charming cottage is nestled among vibrant greenery and wildflowers, surrounded by tall, leafy trees. Sunlight filters through the foliage, creating a serene atmosphere. The exterior features blue accents, and several planters hang near the entrance, adding to the inviting appearance of the cottage.
Guest house in Westcliffe
4.99 out of 5 average rating, 439 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.

Top guest favourite
The exterior of the Bunkhouse displays a welcoming entrance with a red front door and a sign labeled 'Welcome to Bunkhouse.' Colorful flower pots adorn the porch, accompanied by vibrant greenery and a stone pathway, complemented by a clear blue sky above.
Cottage in Westcliffe
4.96 out of 5 average rating, 296 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.

Top guest favourite
The kitchen space features modern wooden cabinetry with stainless steel appliances, including a refrigerator and oven. A round dining table is surrounded by barstools, while large windows allow natural light to fill the area, providing views of the outdoors.
Home in Town of Silver Cliff
4.98 out of 5 average rating, 140 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.

Popular amenities for Westcliffe holiday rentals

When is the best time to visit Westcliffe?

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Avg. price$110 SGD$106 SGD$103 SGD$106 SGD$132 SGD$146 SGD$124 SGD$113 SGD$114 SGD$122 SGD$103 SGD$122 SGD
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Quick stats about holiday rentals in Westcliffe

  • Total holiday rentals

    Explore 30 holiday rentals in Westcliffe

  • Nightly prices starting at

    Westcliffe holiday rentals start at $78 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,090 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Westcliffe holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Westcliffe rentals

  • 5 Average rating

    Westcliffe stays are highly rated by guests – averaging 5 out of 5!

  1. Airbnb
  2. United States
  3. Colorado
  4. Custer County
  5. Westcliffe