Holiday rentals in San Isabel

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Top-rated holiday rentals in San Isabel

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Top guest favourite
An A-Frame cabin with a vibrant red exterior features large windows and a welcoming deck. A striped umbrella extends over the deck, which is surrounded by green grass and nature. The backdrop includes rolling hills and a partly cloudy blue sky, enhancing the serene atmosphere.
Chalet in Westcliffe
4.98 out of 5 average rating, 612 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, 304 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
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, 142 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

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, 153 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. 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 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, 118 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 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, 467 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 favourite
The cozy cabin is illuminated by warm light against a dark night sky filled with stars. Its A-frame structure features large windows, providing views of the surrounding landscape. Snow blankets the ground, enhancing the serene atmosphere. The distant mountains are visible in the background.
Cabin in Mosca
4.98 out of 5 average rating, 108 reviews

Dunes Rest: Offline is the New Luxury

Expansive views welcome you to this cozy getaway, nestled at the edge of the San Luis Valley. Dunes Rest is perfectly positioned to enjoy unparalleled views of Great Sand Dunes National Park and the surrounding Sangre de Cristo mountain range. Located just four miles from the park entrance, this cabin is ready for those who seek adventure as well as some downtime to sip a favorite beverage and enjoy the changing light on the landscape right from the deck.

Guest favourite
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, 132 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 favourite
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 favourite
A spacious lodge is perched above a deep canyon, showcasing a wooden deck that extends towards the landscape. Expansive mountain ranges are visible in the distance under a clear blue sky, emphasizing the serene and remote setting of the accommodation.
Home in Cañon City
4.95 out of 5 average rating, 351 reviews

The ONLY lodging on the rim of the Royal Gorge

Watch a sunset over the surrounding mountain ranges. Wake up to an amazing sunrise then head to the Royal Gorge Bridge & Park with your included general admission tickets. Rent the entire Bighorn Mountain Top Lodge, a 1,500-square-foot house positioned high above the Arkansas River featuring • three bedrooms • two newly remodeled baths • fully appointed kitchen • open dining area • fireplace lounge • secluded outdoor patio

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, 189 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.

Guest favourite
The kitchen area features custom green cabinetry with a modern design, complemented by a striking black and white patterned backsplash. A stainless-steel gas stove and oven are positioned beside a farmhouse sink. Light streams in through large windows, enhancing the spacious feel of the area.
Tiny home in Rye
4.89 out of 5 average rating, 209 reviews

(tiny) Lady Blue!

This 220sq foot custom made tiny house sits on a 22' trailer in the quaint community of Rye, Colorado. Located at the base of the San Isabel National Forest, this has everything you need in a cozy space that feels larger than you'd think! Come check out tiny house living!

Popular amenities for San Isabel holiday rentals

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