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Holiday rentals in San Isabel

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Top-rated holiday rentals in San Isabel

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

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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
4.97 out of 5 average rating, 319 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
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 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, 257 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
A single-story home is set within a gravel landscape adorned with native plants and stone decorations. A blue sky with scattered clouds creates a bright atmosphere. The front porch features decorative elements, enhancing the rural charm of the property.
Home in Florence
4.96 out of 5 average rating, 127 reviews

Quiet Rural Home with a View of America's Mountain

Rural country setting on 4 acres but only a 5 minute drive to shopping and restaurants in nearby Florence. Beautiful views of Pikes Peak & Wet mountains. Plenty of free parking. Great outdoor activities nearby like the Royal Gorge, zip lining, Arkansas river rafting, mountain biking, rock climbing, and the Canon City River Walk. There's even a local ski resort, Monarch Mountain, to check out on your winter visit! Or just come relax on the deck and enjoy the view. Base rate includes 2 guests

Guest favourite
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
4.8 out of 5 average rating, 152 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 favourite
Guest house in Beulah Valley
4.93 out of 5 average rating, 76 reviews

Marsh Meadows - Guest house on the Creek

Welcome to Marsh Meadows! You’ll have an entire guest house to yourself that has its own private bathroom and kitchenette. With gorgeous views of nature and the peaceful sounds of a running creek, come relax for a day, a weekend or longer! We have neighbors but they’re hidden by green gorgeous trees so you’ll feel as if you’re surrounded by just nature. There’s a lot of surrounding trails and we’re twenty minutes from Pueblo if you forgot or need anything. 1 Queen bed w/ bonus air mattress

Superhost
Two geodesic domes are illuminated softly against a night sky filled with stars. One dome's interior glow contrasts with the darkness outside, creating a serene atmosphere. The gentle outline of the other dome blends with the surrounding landscape, enhancing the tranquil setting.
Dome in Crestone
4.8 out of 5 average rating, 122 reviews

CrestDomes: Moonlight Milky Way

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 favourite
A cozy sitting area is defined by warm wood-paneled walls, featuring a comfortable brown sofa adorned with decorative pillows. A glass coffee table sits atop a textured rug, with a wood stove and a small desk with a television positioned against the wall.
Guest house in Penrose
4.94 out of 5 average rating, 111 reviews

Hat Stretcher Ranch Cabin

Experience real Western ranch life in a cozy cabin at Hat Stretcher Ranch. Breathtaking views of the Rocky Mountains await you from the porch of this very private cabin. A true working Tennessee Walking Horse ranch, we offer bird's eye views of the barn activities, beautiful horses grazing and requisite cattle dogs. Guests can hike over 150 acres and enjoy Beaver Creek flowing through the ranch. Grab your boots and come experience this little slice of Western paradise!

Guest favourite
The exterior of a suite is set within a lush garden, featuring well-maintained grass and colorful flowers. A sliding glass door leads into the suite, while trees and mountains are visible in the background, adding to the tranquil outdoor setting.
Home in Crestone
4.97 out of 5 average rating, 106 reviews

The Crestone Casitas: Little House Suite #2

The Crestone Casitas are beautifully decorated private luxury suites; each featuring a full bathroom with bathtub and shower, full kitchen with dining area, small living area with a fireplace, couch and coffee table. This suite features two separate entrances into the suite, one with easy access to parking, and the other a sliding glass door opening into a private patio overlooking the beautiful gardens. Wireless internet, coffee and tea are complimentary for our guests.

Top guest favourite
A serene outdoor scene features a hammock positioned between trees, set against a vibrant sunset sky with shades of orange and purple. Lush grass and shrubs surround the area, creating a peaceful retreat amidst nature.
Home in Crestone
4.98 out of 5 average rating, 211 reviews

Beautiful straw bale home

Beautiful, peaceful, unique home with all the modern amenities. Strawbale home on 5 acres with no visible neighbors. Six minutes from the town of Crestone. Perfect for a family vacation, romantic getaway or retreat time. The kitchen has everthing you need to make meals at home. Pets are welcome with a small pet fee. Fenced in back yard for your families convenience.

Top guest favourite
The exterior view showcases Terra Cottage, featuring a sage green facade and large windows that provide mountain scenery. A flagstone pathway leads to the entrance, surrounded by a desert landscape with rocky terrain and sparse vegetation. Snow-capped mountains rise in the background beneath a partly cloudy sky.
Earthen home in Crestone
4.93 out of 5 average rating, 273 reviews

Private Cozy Earthship

Escape to Terra Cottage, a unique, pet-friendly Earthship on a 5-acre desert oasis. This eco-friendly, off-grid home comfortably fits 2-4 guests. Renovated in 2022, it features a full kitchen, dedicated workspace with WiFi, and stunning mountain views. Experience serene desert living just 10 minutes from Crestone. Perfect for a romantic getaway or a solo retreat.

Top guest favourite
A spacious living area features large windows that frame unobstructed views of the mountain range. A river-rock fireplace is centered against a stone wall, complemented by a wooden shelf above. Comfortable seating is arranged around a coffee table, with a television nearby.
Cabin in Westcliffe
4.96 out of 5 average rating, 190 reviews

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 San Isabel holiday rentals

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