Holiday rentals in San Isabel

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Top-rated holiday rentals in San Isabel

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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, 157 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

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, 331 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
Earthen home in Crestone
4.97 out of 5 average rating, 144 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
Cabin in Rye
4.65 out of 5 average rating, 106 reviews

Cabin Near San Isabel Lake & Bishop Castle

Located at 8,600 feet along scenic Highway 165 in the San Isabel National Forest, our cabin is a mountain getaway near Lake Isabel, Bishop Castle, hiking, fishing, kayaking, and countless outdoor adventures. Surrounded by nature, this is a place to experience mountain living and all that comes with it. Wildlife sightings are common and may include deer, wild turkeys, foxes, and bears. If you enjoy the outdoors and the beauty of Colorado’s high country, you’ll feel right at home here.

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
5.0 out of 5 average rating, 122 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
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
4.91 out of 5 average rating, 78 reviews

Heart of Beulah, Fenced Yard & Mountain Views

Welcome to a cosy mountain retreat in the heart of Beulah. Enjoy mountain views, peaceful evenings on the back porch, wildlife, and the charm of this little mountain community, with the local café and General Store just a short walk away. • 1-min walk to General Store, 5 mins to café • Pet friendly with fully fenced backyard • Charming second bedroom with 3 twin beds • Open-plan living, dining, and full kitchen • Peaceful setting with fresh mountain air and starry skies

Top guest favourite
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
5.0 out of 5 average rating, 48 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.

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, 489 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
Cabin in Westcliffe
5.0 out of 5 average rating, 45 reviews

Cozy Log Cabin Retreat in the Mountains

Welcome to your family-friendly mountain retreat! This delightful 3-bedroom log cabin offers the perfect blend of rustic charm and modern comfort. Nestled in a peaceful neighborhood just 15 minutes from Westcliffe, it’s a quiet haven with all the amenities you need to relax and unwind. Whether you’re seeking a quiet retreat or outdoor adventure, this cabin is the ideal getaway. Bring your family, reconnect with nature, and make memories that will last a lifetime!

Top guest favourite
Cabin in Westcliffe
5.0 out of 5 average rating, 24 reviews

Little Bird A Frame by Pike Homes| Retreat

A Stylish Mountain Retreat with modern comforts and Adventure Access. Discover your Colorado escape in this beautifully designed modern A-Frame nestled just outside Westcliffe- A Dark Sky community. Where clean lines, breathtaking views, and open skies meet mountain serenity. Outdoors, the property is set up for adventure-complete with 2 Trailer Hookups, ample parking, and fire ring. After a day exploring the mountains unwind under the clear night sky.

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, 135 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
A rustic cabin with a wooden exterior and a green metal roof is set against a clear blue sky. A spacious deck extends from the front, featuring several wooden seating areas. A black dog is seen in the yard, surrounded by expansive grasslands.
Cabin in Westcliffe
4.98 out of 5 average rating, 47 reviews

Sangre Cabin among the Stars

This off-grid cabin boasts a spectacular 360-degree view of the Sangre de Cristo and Wet Mountain ranges. With a rustic feel and modern amenities, the space feels like a cozy oasis. A mountain-facing desk, high-speed WiFi, and reliable cell service make this spot a great remote workspace, comfortable base camp for outdoor adventures, or a cozy nest for doing nothing at all! ***AWD or 4WD required November - March.***

Popular amenities for San Isabel holiday rentals