Vacation rentals in San Isabel

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Top-rated vacation rentals in San Isabel

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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, 147 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
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, 262 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 favorite
A rustic-style cabin is nestled among tall trees, featuring a welcoming porch and a sloped roof. The gravel driveway leads to the home, surrounded by a natural landscape of greenery and pine needles, creating a serene atmosphere.
Home in Rye
5 out of 5 average rating, 34 reviews

Cabin on the Creek with Fireplace and Game Room

You have the complete home to yourself, 3 BR's, 1 Bath, a kitchen with basic tools to cook your meals, a gas fireplace, a game room (pool table, foosball, table tennis, darts, treadmill), an extensive library with Old West books, history of the area books, children's books, survival books, organic gardening books, Christian books, maps, board games and cards, and a fenced-in yard for small children, washer and dryer, etc. Remodeled and designed by our Interior Designer daughter from Chicago.

Guest favorite
A scenic view showcases a vast field bordered by green grass, with a fenced area in the foreground. In the distance, a red barn contrasts against the lush greenery of surrounding trees and mountains, creating a serene natural landscape.
Guesthouse in Rye
4.94 out of 5 average rating, 86 reviews

Vista Grande

Cozy Spacious Cabin with fully furnished kitchen, deck with grill, central air and heat. Located in the mountains between Rye and San Isabel, on Scenic Byway 165, within a mile of Millset trailhead and Camp Jackson YMCA. Short drive to Lake Beckwith, Lake Isabel, Hollydot golf course, numerous hiking trails, variety of cafes, restaurants, shops and Bishop’s Castle. Only 30 minutes from Pueblo. Mostly warm sunny days and cool nights in summer. Breathtaking views and easy access year around.

Top guest favorite
Earthen home in Crestone
4.97 out of 5 average rating, 135 reviews

Blue Hobbit Home | Infrared Sauna | Fire Pit

Welcome to the new Blue Hobbit Home! This is the smaller unit of a "duplexed" property. This is an earth-integrated retreat nestled among 14k foot mountains and beneath some of the world's starriest skies. Designed to accommodate 4 guests, our property offers an infrared sauna, a fire pit, and modern comforts. We're an hour drive from the Great Sand Dunes National Park. Pets welcome. Be mindful that guests from the adjacent unit may be present on the property. Where healing meets elegance.

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
4.78 out of 5 average rating, 167 reviews

CrestDomes: Stargazers Paradise

Welcome to CrestDomes, our stunning glamping domes nestled in nature! Experience something truly special with not just 1, 2, but 3 beautifully designed domes each available for rent. Skylight: The skylight allowed intense sunlight to heat the dome during the day. In prioritizing your comfort, we’ve made the thoughtful decision to permanently cover the skylight since July 2025. Each dome is thoughtfully appointed with modern amenities ensuring comfort with breathtaking mountain views.

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, 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 favorite
The exterior of a charming blue house is surrounded by greenery, featuring a large covered porch with seating. A fenced yard is visible, and mountains can be seen in the background under a clear sky. The driveway is gravel, leading up to the home.
Home in Beulah Valley
4.92 out of 5 average rating, 71 reviews

In Town, Fenced Yard, Mountain Veiws

-1-min walk to General Store, 5 mins to café -Pet friendly with fully fenced backyard -Cozy king-size bedroom and mountain views -Charming second bedroom with 3 twin beds -Open-plan living, dining, and full kitchen -55" Samsung Frame TV and electric fireplace -Family friendly with space to relax, play, and explore -Minimal signage — just one for the septic tank -Near Wet Mountains, forest trails, and Bishop Castle -Peaceful setting with fresh mountain air and starry skies

Top guest favorite
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.

Guest favorite
A cozy outdoor seating area is featured, with a small glass table set beside a decorative lantern and a cup of coffee. Lush green grass stretches across the landscape, framed by distant mountains under a partly cloudy sky. A small evergreen plant adds to the natural setting.
Cottage in Rye
4.93 out of 5 average rating, 134 reviews

Photographers Retreat

This property is nestled in Greenhorn valley, right under the shadow of the mountain. Seeing wild deer, turkeys, foxes and other wildlife native to the mountain wilderness is a daily occurrence. Our simple but charming cottage provides the perfect jumping point to a vast array of trails, lakes, and points of interest. You can bring your dogs per request(No cats) as there is huge fenced dog yard. A photographers dream and a nature lovers retreat.

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, 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 favorite
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.

Popular amenities for San Isabel vacation rentals

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