Vacation rentals in Westcliffe

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Quick stats about vacation rentals in Westcliffe

  • Total vacation rentals

    Explore 40 vacation rentals in Westcliffe

  • Nightly prices starting at

    Westcliffe vacation rentals start at $85 CAD per night before taxes and fees

  • Verified guest reviews

    Over 3,660 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Westcliffe vacation rentals include wifi access

  • Popular amenities for guests

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

  • 4.9 Average rating

    Westcliffe stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated vacation rentals in Westcliffe

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
An A-Frame cabin with a vibrant red exterior features large windows and a welcoming deck. A striped umbrella extends over the deck, which is surrounded by green grass and nature. The backdrop includes rolling hills and a partly cloudy blue sky, enhancing the serene atmosphere.
Chalet in Westcliffe
4.98 out of 5 average rating, 623 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!🍄🤩

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.
Apartment in Westcliffe
4.96 out of 5 average rating, 225 reviews

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.

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
4.97 out of 5 average rating, 174 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
The rustic-style home is set against a backdrop of snow-capped mountains. Rocky terrain with scattered greenery leads to a serene vista that extends into the distance, showcasing the expansive natural landscape of the area.
Home in Westcliffe
4.8 out of 5 average rating, 153 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.

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, 121 reviews

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.

Top guest favourite
The A-frame structure is captured at sunset, displaying a distinct triangular silhouette against a backdrop of rolling mountains. Large windows reflect the warm hues of dusk, while a covered porch extends from the front, welcoming guests to an expansive, serene landscape.
Home in Westcliffe
5 out of 5 average rating, 43 reviews

Dark Sky Haus | A-Frame

Welcome to Dark Sky Haus, an off-grid luxury A-frame in Colorado's Wet Mountain Valley. Nestled on 35.5 private acres, your A-frame getaway offers stunning, uninterrupted views of the majestic Sangre de Cristo Mountains and unparalleled stargazing opportunities. Conveniently located 20 minutes south of Westcliffe, a charming mountain town, we invite you to immerse yourself in the beauty and adventure of Colorado's mountains, from the comfort of a cozy A-frame at 8,570 ft.

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.
Guesthouse in Westcliffe
4.99 out of 5 average rating, 478 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 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.

Top guest favourite
Cabin in Westcliffe
5 out of 5 average rating, 21 reviews

Little Bird A Frame by Pike Homes| Retreat

A Stylish Mountain Retreat with modern comforts and Adventure Access. Discover your Colorado escape in this beautifully designed modern A-Frame nestled just outside Westcliffe- A Dark Sky community. Where clean lines, breathtaking views, and open skies meet mountain serenity. Outdoors, the property is set up for adventure-complete with 2 Trailer Hookups, ample parking, and fire ring. After a day exploring the mountains unwind under the clear night sky.

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, 305 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, 144 reviews

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.

Top guest favourite
A two-story cabin is set among gentle sloping terrain and groves of pine trees. Floor-to-ceiling windows on the upper level offer expansive views. A wrap-around deck provides outdoor seating options, enhancing the connection with nature.
Home in Westcliffe
4.98 out of 5 average rating, 100 reviews

Matterhorn Vista

Your hardest decision while staying at Matterhorn Vista is which spot you will pick to sit and enjoy the sunrise or sunset while sipping your favorite beverage. Inside allows for a stunning view with floor to ceiling windows. The location offers solitude yet is only a short drive to town and to the trailheads. The cabin has Starlink for Wi-Fi. The Matterhorn Vista has been permitted by the county.

Top guest favourite
A spacious living area features large windows that frame unobstructed views of the mountain range. A river-rock fireplace is centered against a stone wall, complemented by a wooden shelf above. Comfortable seating is arranged around a coffee table, with a television nearby.
Cabin in Westcliffe
4.96 out of 5 average rating, 193 reviews

Dark Sky Retreat - Westcliffe Cabin

Cozy romantic cabin in Westcliffe, Colorado’s Wet Mountain Valley — minutes from the Rainbow Trail and Sangre de Cristo Mountains. Enjoy a towering 25-foot rock fireplace, dark-sky stargazing, wildlife viewing, and peaceful privacy. Pet-friendly with fast Wi-Fi — perfect for couples, hikers, and remote workers seeking adventure and serenity.

Popular amenities for Westcliffe vacation rentals

When is the best time to visit Westcliffe?

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Avg. temp-8 °C-4 °C2 °C6 °C11 °C16 °C19 °C17 °C13 °C7 °C-1 °C-8 °C

Frequently Asked Questions

  • What are the best places to stay in Westcliffe?

    You’ll find unique stays around Westcliffe, including rustic cabins, cozy homes, and accommodations that highlight mountain views or stargazing. The heart of town and the nearby Wet Mountain Valley are frequently suggested areas.

  • What are the best things to do in Westcliffe with kids?

    Kids can enjoy easy mountain hikes, visits to the town’s parks, or learning about ranch life and local wildlife. Attending family-friendly music events and stargazing are popular evening activities in Westcliffe.

  • What are some of the best things to do in Westcliffe?

    Explore mountain trails, visit the Smokey Jack Observatory for stargazing, or browse local shops and galleries. Westcliffe’s setting makes it a popular spot for photography, music events, and discovering ranch culture.

  • How is the weather in Westcliffe?

    Westcliffe has chilly winters, with temperatures from 1–35°F (-17–2°C), and warm, pleasant summers reaching 80–83°F (27–29°C). Evenings cool quickly year-round; occasional afternoon showers are common during summer.

  • When is the best time to visit Westcliffe?

    Late spring through early fall is often recommended for mild weather, wildflower displays, and outdoor festivals. Winter brings opportunities for snowshoeing and a quieter experience in the mountains.

  • What are the best places to visit in Westcliffe?

    Many visitors explore the town’s historic Main Street, the Smokey Jack Observatory, and nearby mountain trailheads. Art galleries and ranches around Westcliffe highlight the area’s creative and agricultural traditions.

  • What are some hiking trails in Westcliffe?

    You can explore the Rainbow Trail, which winds through forests and meadows, or try the accessible paths near Lake DeWeese. Some trails offer broad mountain vistas and are suitable for a variety of experience levels.

  • What are some family activities we can do in Westcliffe?

    Families often enjoy hiking trails suitable for kids, playing at community parks, and exploring small museums focused on local history. Stargazing together under Westcliffe’s dark skies is also a favorite activity.

  • What are some of the best day trip ideas from Westcliffe?

    Explore scenic drives through the Wet Mountain Valley, visit nearby ghost towns, or hike peaceful forest trails in the surrounding ranges. Wildlife watching and visits to local art studios are also frequently suggested.

  • Are there any pet friendly accommodations available in Westcliffe?

    Many accommodations in Westcliffe are pet friendly, with some providing fenced yards or nearby outdoor space. You’ll find that local trails and open areas make it convenient to explore with your pet.

  • What are some local tips for visiting Westcliffe?

    Locals suggest dressing in layers and drinking plenty of water due to the high elevation. Early mornings are often quieter for hiking, and clear nights can reveal exceptional stars if you step outside of main areas.

  • What is Westcliffe known for?

    Westcliffe is known for its dramatic mountain views, ranching heritage, and designation as a Dark Sky Community—making it a favorite for stargazing. Many visitors come for the peaceful setting and creative arts scene.

  • What are the best hidden gems to explore in Westcliffe?

    Explore small art galleries, historic buildings, or quiet trails just outside town for a more secluded experience. The town’s observatory is often recommended for unique stargazing opportunities under exceptionally dark skies.

  • What are the best foods to try in Westcliffe?

    Westcliffe has hearty mountain cuisine, with homemade pies, locally raised beef, and green chile dishes frequently suggested. Espresso drinks, bakery goods, and Southwestern-inspired specials are also popular throughout the area.

  • What should I bring for a trip to Westcliffe?

    Bring layers for changing weather, sturdy walking shoes for outdoor activities, and a sunhat or sunscreen for high-altitude sunshine. A light jacket is useful year-round, as evenings can be cool even in summer.

  • What is the nightlife in Westcliffe like?

    Westcliffe’s nightlife centers on cozy eateries, local bars, and venues with live music, often featuring folk, country, or bluegrass. The relaxed atmosphere invites conversation and enjoying local performers in a mountain setting.

  • What are the most popular events or festivals in Westcliffe?

    Westcliffe is known for lively events during summer, including regional music festivals, rodeos, and art fairs. Stargazing gatherings are also frequently suggested, as the town is recognized for its dark sky designation.

  • Are there family friendly vacation rentals in Westcliffe?

    Westcliffe has a range of family-friendly vacation rentals, including cabins, homes, and ranch-style stays. Many accommodations provide kitchens, outdoor spaces, and areas to relax together after exploring the region.

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