Vacation rentals in Westcliffe

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Westcliffe

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

%{current} / %{total}1 / 1
Top guest favorite
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, 601 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 favorite
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
4.98 out of 5 average rating, 122 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.

Guest favorite
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, 213 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 favorite
The cottage features a striking green metal roof and warm earthy exterior. Large windows invite natural light, providing views of the surrounding nature. The welcoming entrance is framed by stone accents and native landscaping, with a charming bench positioned nearby for relaxation.
Cottage in Westcliffe
4.99 out of 5 average rating, 103 reviews

Secluded cottage close to town & lake-Deer & Stars

Blue Pine Haven (BPH) is a secluded cottage, offering adult guests a unique retreat to unwind. The 3-acre property sits at 9k ft and although tucked away in the woods, its minutes from town. Breathtaking mountain views are steps away for memorable sunrise/sunset experiences. Visit with deer, listen to owls, and stargaze. Hiking, hot springs, shopping, sightseeing & more for day trips. High Speed WiFi. Note- Host has anaphylaxis and is unable to host animals. Max occupancy - 4. See House Rules.

Top guest favorite
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, 163 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.

Top guest favorite
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, 156 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.

Guest favorite
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
4.79 out of 5 average rating, 151 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.

Superhost
A geodesic dome sits in the foreground, its smooth surface contrasting with the rugged mountain range in the background. The night sky is filled with stars, while the snow-capped peaks are illuminated by the moonlight, enhancing the serene landscape.
Dome in Crestone
4.77 out of 5 average rating, 145 reviews

CrestDomes: Stargazers Paradise

Welcome to CrestDomes, our stunning glamping domes nestled in nature! Experience something truly special with not just 1, but 3 beautifully designed domes each available for rent. Each dome is thoughtfully appointed with modern amenities ensuring comfort with breathtaking mountain views in this serene setting. Skylight: The skylight allowed intense sunlight to heat the dome during the day. In prioritizing your comfort, we’ve made the thoughtful decision to cover the skylight.

Top guest favorite
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, 115 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 favorite
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, 460 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 favorite
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, 297 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 favorite
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, 142 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.

Popular amenities for Westcliffe vacation rentals

When is the best time to visit Westcliffe?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price€ 73€ 71€ 69€ 71€ 88€ 97€ 95€ 101€ 89€ 88€ 88€ 86
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.

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 € 60 per night before taxes and fees

  • Verified guest reviews

    Over 3,330 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Westcliffe vacation rentals include wi-fi 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!

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