Vacation rentals in San Isabel

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Top-rated vacation rentals in San Isabel

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

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Top 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
A wooden deck furnished with a round table and four black metal chairs is shown. The table is set on a polished wooden surface, surrounded by scenic views of rolling hills and pine trees, with patches of snow visible on the ground.
Home in Westcliffe
4.98 out of 5 average rating, 171 reviews

Peaceful with views and endless star gazing

Nestled at the base of Mt Tyndall off a main county road, this home has easy access and a marked road. It is a 7 min drive to town. Great views of the Wet Mountains off the spacious deck, while grilling. Ample hiking as well as BLM access. The interior of the home provides a cozy setting with great views. The main living area includes a TV, Wi-Fi and a cell phone booster. The home is 2bd and comfortably sleeps 4. The large master has a queen size bed with 2 twins in the second bedroom.

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.

Top guest favorite
Earthen home in Crestone
4.97 out of 5 average rating, 132 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
Dome in Crestone
4.8 out of 5 average rating, 121 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 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, 120 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
Home in Beulah Valley
4.91 out of 5 average rating, 67 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, 40 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
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, 41 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 work station or comfortable base camp for your outdoor adventures. ***AWD or 4WD required November - March.***

Top guest favorite
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.

Guest favorite
A deck area is shown with two folding chairs positioned around a small side table. The view overlooks a grassy landscape under a cloudy sky with potential rain, highlighted by distant hills and vehicles visible in the background.
Cabin in Colorado City
5 out of 5 average rating, 18 reviews

Lake View Lure

Like fishing? 0.5 miles to Beckwith Reservoir 16 miles to San Isabel Lake 30 miles to Lathrop State Park 33 miles to Pueblo Lake State Park This simple cabin is central to amazing lake fishing in Southern Colorado. Enjoy all the comforts of home with quick access to your Colorado fishing adventure.

Popular amenities for San Isabel vacation rentals

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