Holiday rentals in Westcliffe

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Top-rated holiday rentals in Westcliffe

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

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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, 585 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, 283 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, 119 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 peaceful cabin is pictured amidst a snow-dusted landscape, with a natural wood hot tub visible nearby. Surrounding boulders and evergreen trees frame the scene, while majestic mountains rise in the background under a bright blue sky.
Shipping container in Crestone
4.98 out of 5 average rating, 125 reviews

Private Stargazer home w/ HOT TUB & Rooftop Deck

Imagine a cabin with a wood hot tub + king bed. On a street with no neighbors in an undiscovered mountain town at the base of stunning 14,000’ mountains. A stocked kitchen to cook meals, outdoor dining in the courtyard. Natural light pouring in the house all day. The most vibrant sunsets you’ve ever seen, at night stars wrap around you like never before and a roof top deck to enjoy natures show. Enjoy the evening by 1 of the fireplaces with a movie, listening to vinyl records or the fire crackle

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, 212 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
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, 102 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 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, 222 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, 155 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 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.

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
4.8 out of 5 average rating, 133 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 Update: 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 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, 447 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.

Popular amenities for Westcliffe holiday rentals

When is the best time to visit Westcliffe?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price₹7,653₹7,383₹7,203₹7,383₹9,184₹10,174₹9,904₹10,535₹9,364₹8,464₹7,203₹8,464
Avg. temp-8°C-4°C2°C6°C11°C16°C19°C17°C13°C7°C-1°C-8°C

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Westcliffe?

    Yes! Work meets play with ease at over 10 vacation rentals in Westcliffe featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Westcliffe?

    Four-legged friends are welcome in Westcliffe. Choose from more than 10 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in apartment rentals in Westcliffe?

    Experience the best of Westcliffe with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Westcliffe have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Westcliffe. Enjoy a tailored experience with all the comforts you desire.

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 ₹5,402 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!

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