Vacation rentals in Westcliffe

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Top-rated vacation rentals in Westcliffe

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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, 578 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 favorite
A spacious bedroom features a plush bed adorned with a patterned blanket, complemented by two bedside lamps. A cozy seating area is visible, along with a small table set with dishes. Artworks decorate the walls, adding character to the serene environment.
Apartment in Westcliffe
4.94 out of 5 average rating, 194 reviews

Ravens Starry Nights 3rm Suite, w/Fire Pit & Grill

A 3 room suite plus private fenced patio w/propane fire pit & grill, surrounded by lush aspens, in a quieter darker area to enjoy the stars at night. Ravens' Off Main location is 4 walkable blocks to Main Street. Bathroom has double vanities, large shower, a huge soaking tub (no jets). Living room w/dish network, kitchenette with cooktop, microwave, refrigerator, washer/dryer, coffee maker, & countertop oven. Plenty of private parking. A non-pet room. see spaces 9,10,11,& 12 for pet stays.

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
4.97 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 favorite
An aerial view reveals a cozy cabin surrounded by trees, featuring a rooftop deck and outdoor seating area. Flagstone pathways connect different sections, while a fire pit is located on the spacious patio, enhancing the serene, natural surroundings.
Shipping container in Crestone
4.98 out of 5 average rating, 117 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 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, 108 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.

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, 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 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, 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.

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, 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
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, 149 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 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, 438 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 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, 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 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, 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 vacation rentals

When is the best time to visit Westcliffe?

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Avg. priceG$17,783 GYDG$17,155 GYDG$16,737 GYDG$17,155 GYDG$21,339 GYDG$23,641 GYDG$20,084 GYDG$18,201 GYDG$18,411 GYDG$19,666 GYDG$16,737 GYDG$19,666 GYD
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Frequently Asked Questions

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

    Yes! Work meets play with ease at over 20 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 vacation rentals in Westcliffe

  • Total vacation rentals

    Explore 30 vacation rentals in Westcliffe

  • Nightly prices starting at

    Westcliffe vacation rentals start at G$12,553 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,090 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

    10 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

  • 5 Average rating

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

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