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Holiday houses in Custer County

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Top-rated holiday rentals in Custer County

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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

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

LocationValueBeach

4.96 out of 5 average rating, 340 reviews
Guest favourite
The front view of the Mountain Thistle Retreat showcases a charming Craftsman-style home with a red metal roof. Surrounded by a white picket fence, the property features multiple windows and a welcoming front door. Snow-capped mountains are visible in the background, framed by green trees.
Home in Westcliffe

Gorgeous Views of the Mountains & Night Sky

Mountain Thistle Retreat is everything you are looking for to get away from the hustle and bustle of city living, without sacrificing access to amenities. This beautiful 3 bedroom/2 bathroom home is located in the charming town of Westcliffe. Fully furnished, gorgeous views, fast wifi, garage parking, close proximity to shops and activities. So, come and relax, see the majestic mountains, breathe in the cool, clean air, and gaze at the Milky Way in one of the darkest night skies in the country.

ValueLocationKitchen

4.95 out of 5 average rating, 141 reviews
Top Guest favourite
A bright studio space is showcased, featuring a spacious sectional couch and a cozy armchair. The area includes a dining table with seating for four. Natural light floods through large windows, illuminating the neutral tones and artwork adorning the walls.
Apartment in Westcliffe

Ravens Sunny Days Studio Kitchen, Fire Pit/Grill

A 2nd floor private entrance for this bright modern studio filled with windows & original photography. French doors at the foot of a king bed open to the deck with your own private fire pit & grill. A large sectional, dish network, divided bathroom, kitchenette with cooktop, counter top oven, frig, microwave, dishes/cookware, coffee pot & washer/dryer. Private parking at our Ravens' Off Main location, a walkable four blocks to Main Street. A non-pet room, see spaces 9,10,11,& 12 for pet stays.

FamilyLocationKitchen

4.97 out of 5 average rating, 238 reviews
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

CrestDomes: Stargazers Paradise

✨ CRESTDOMES | A STAY ABOVE THE ORDINARY Wake up to mountain views. Spend the day exploring Colorado. Come home to your private dome, cozy up by the fire, and step outside beneath some of Colorado's darkest skies. Welcome to CrestDomes, a one-of-a-kind glamping experience in the high-desert mountains of Crestone, Colorado. With three beautifully designed private geodesic domes, you'll enjoy the feeling of being immersed in nature without giving up the comforts that make a getaway special.

FamilyValueGetting around

4.79 out of 5 average rating, 187 reviews
Top Guest favourite
Earthen home in Crestone

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.

LocationValueCleanliness

4.97 out of 5 average rating, 155 reviews
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

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.

ValueLocationLayout

5.0 out of 5 average rating, 124 reviews
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

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.

FamilyLocationSleep quality

4.99 out of 5 average rating, 505 reviews
Top Guest favourite
The exterior of a contemporary adobe-style home is highlighted, featuring large windows and a distinctive awning. A stone pathway leads to the entrance, surrounded by natural landscaping and rocky accents, with the backdrop of mountains and a clear blue sky enhancing the serene environment.
Home in Crestone

Casa Open Sky

This beautiful adobe-style house has it all. It is a spacious 3-bedroom with unparalled views of the San Luis Valley and the Sangre de Cristo Mountain Range. Enjoy your morning coffee on the deck, in the gazeb or the screened in porch with a creek close by. This home stays toasy warm in the winter with radiant floor heat and breezy and cool in the summer. Perfect for a trip to the Great San Dunes National Park, a Spiritual Retreat or a family gathering.

ValueFamilyCondition

5.0 out of 5 average rating, 103 reviews
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

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.

ValueFamilyDecor

4.96 out of 5 average rating, 317 reviews
Top Guest favourite
The kitchen space features modern wooden cabinetry with stainless steel appliances, including a refrigerator and oven. A round dining table is surrounded by barstools, while large windows allow natural light to fill the area, providing views of the outdoors.
Home in Silver Cliff

Red Hawk Retreat Silver Cliff -Westcliffe Area

Red Hawk Retreat is your year-round base camp for the endless adventures that the Wet Mountain Valley offers. Spend your sunny days exploring, hiking, or mountain biking. Enjoy your evenings resting and relaxing while taking in the amazing views of the Sangre De Cristo Mountain range from the patio (or from bed.) When the sun goes down, the night sky entertains with unparalleled views of the Milkyway.

ValueLocationSleep quality

4.98 out of 5 average rating, 155 reviews
Top Guest favourite
A two-story cabin is set among gentle sloping terrain and groves of pine trees. Floor-to-ceiling windows on the upper level offer expansive views. A wrap-around deck provides outdoor seating options, enhancing the connection with nature.
Home in Westcliffe

Matterhorn Vista

Your hardest decision while staying at Matterhorn Vista is which spot you will pick to sit and enjoy the sunrise or sunset while sipping your favorite beverage. Inside allows for a stunning view with floor to ceiling windows. The location offers solitude yet is only a short drive to town and to the trailheads. The cabin has Starlink for Wi-Fi. The Matterhorn Vista has been permitted by the county.

LocationValueLong stay

4.98 out of 5 average rating, 114 reviews
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

Dark Sky Retreat - Westcliffe Cabin

Cozy 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.

FamilyValueSkiing

4.97 out of 5 average rating, 208 reviews

Popular amenities for Custer County holiday rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Custer County

Top Guest favourite
Home in Crestone

Quiet Southwest-style 3 BR/2 BA home in Crestone

FamilyLocationHiking

4.98 out of 5 average rating, 203 reviews
Guest favourite
The exterior of a wood cabin is framed by lush pine trees, featuring a spacious deck that extends around the structure. Large windows reflect the warm hues of sunset, while the cabin's rustic brown facade complements the natural surroundings.
Cabin in Crestone

Beautiful Cabin in Woods with Breathtaking Views

ValueLocationLaundry

4.93 out of 5 average rating, 437 reviews
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

Private Stargazer home w/ HOT TUB & Rooftop Deck

LocationFamilyPets

4.98 out of 5 average rating, 164 reviews
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

Dark Sky Haus | A-Frame

ValueLocationAmenities

5.0 out of 5 average rating, 53 reviews
Top Guest favourite
Cabin in Westcliffe

Cozy Log Cabin Retreat in the Mountains

ValueFamilyGetting around

5.0 out of 5 average rating, 50 reviews
Top Guest favourite
Cabin in Westcliffe

Little Bird A Frame by Pike Homes| Retreat

LocationFamilyComfort

5.0 out of 5 average rating, 27 reviews
Top Guest favourite
A spacious ranch home is positioned amidst expansive grasslands, with towering mountains blanketed in snow in the background. The property is enclosed with a wooden fence, enhancing the sense of privacy and surrounding nature.
Farm in Westcliffe

Willow Wind Farm Alpaca Ranch

LocationFamilyBathroom

4.97 out of 5 average rating, 67 reviews
Top Guest favourite
A cozy living area is presented with a modern fireplace beneath a large flat-screen TV. Two brown leather chairs and a plush sofa are arranged around a dark wooden coffee table. Natural light fills the space, and decorative shelves display various items against a clean white wall.
Home in Westcliffe

The Westcliffe Suite

FamilyLocationHiking

5.0 out of 5 average rating, 25 reviews