Holiday houses 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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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, 150 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, 264 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 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.

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, 129 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
A wooden deck with a pergola is featured, surrounded by vibrant pink flowers and smooth stones. A bicycle in soft pink leans against the railing, complementing the natural setting of the property.
Cottage in Cañon City
4.89 out of 5 average rating, 628 reviews

River Bluff Cottage

French doors open on to a deck overlooking a pond and back yard. This studio is attached to our home, but has a private entrance, fully stocked kitchen and bath. It feels like you are in the country but only minutes from town, the Arkansas River, and trails. A great place to stay while whitewater rafting the Royal Gorge, mtn biking, climbing, or just want to take in a meal downtown and relax on the private deck. The studio offers a queen size bed and a small couch that folds out into a bed.

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, 153 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
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
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 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 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 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.

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.
Guesthouse in Westcliffe
4.99 out of 5 average rating, 478 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.

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, 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.

Popular amenities for San Isabel holiday rentals

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