
Vacation rentals in Westcliffe
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Quick stats about vacation rentals in Westcliffe

Total vacation rentals
Explore 30 vacation rentals in Westcliffe

Nightly prices starting at
Westcliffe vacation rentals start at $98 CAD per night before taxes and fees

Verified guest reviews
Over 3,650 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 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.

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!🍄🤩

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.

Ravens BlueSkies 5rm Suite on Main Kitchen dogs ok
The Blue Skies Suite at the Westside lodging location is the newest remodel addition to the Ravens Lodging Group. This spacious five room suite features a full kitchen, washer/dryer, fun electric fireplace, and welcomes your well behaved pets. Right downtown on Main Street, this space is perfect for those who want to be right in the middle of what downtown has to offer. Includes a private parking space for NON-oversized vehicles ( large vehicle need to street park) Pet stays read other details

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.

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.

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.

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.

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.

Spacious log cabin, on 35 acres, with hot tub
Breathtaking log cabin on 35 private, aspen filled acres. The property has a brand new hot tub, sun room, ping pong table, loads of board games, one mile of beautiful trails, multiple streams and views of three mountain peaks. Endless night sky viewing. Reliable, fast WiFi. Close to national forest and 15 minutes from the adorable town of Westcliffe. Furnished in rustic, cabin decor. Come experience a slice of heaven.

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.

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.

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
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When is the best time to visit Westcliffe?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $112 CAD | $100 CAD | $126 CAD | $109 CAD | $118 CAD | $149 CAD | $154 CAD | $164 CAD | $146 CAD | $143 CAD | $143 CAD | $140 CAD |
| Avg. temp | -8 °C | -4 °C | 2 °C | 6 °C | 11 °C | 16 °C | 19 °C | 17 °C | 13 °C | 7 °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.
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