Holiday rentals 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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Top guest favourite
The red A-Frame cabin is set in a snowy landscape, with a large deck visible in front. The sky is bright blue, and snow blankets the ground, creating a serene winter scene. Pine trees are scattered in the background, with distant hills on the horizon.
Chalet in Westcliffe
4.98 out of 5 average rating, 596 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, 290 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 serene bedroom showcases a plush king bed with decorative pillows against a neutral backdrop. Two bedside tables with lamps flank the bed, and a textured area rug complements the hardwood floor. Natural light filters through sheer curtains, enhancing the calming atmosphere.
Home in Pueblo
5 out of 5 average rating, 299 reviews

Clean Private Mid-Century Modern Park House Gem

Beautifully Renovated Park House for Leisure or Extended Stays. Immaculate Non Smoking Home with Modern and Vintage Charm. Located in a quiet neighborhood that combines privacy and a range of fantastic amenities to enhance your stay with an unbeatable location. House has a Large King Master Bedroom with Flat Screen Smart HD TV, Bathroom with Shower, Spacious Living Room with Flat Screen Smart HD TV, Private Office, Dining Room, Modern Kitchen, Laundry Room, 1 Car Garage for a Sm-Md size vehicle

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.
Flat in Westcliffe
4.96 out of 5 average rating, 213 reviews

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.

Top guest favourite
A cozy studio apartment showcases a seating area featuring a brown sofa bed and a round coffee table. The kitchenette is equipped with gray cabinetry, a microwave, and a refrigerator. Nearby, a dining table offers a workspace, with large windows allowing natural light to brighten the room.
Guest house in Florence
4.99 out of 5 average rating, 244 reviews

Cozy Hive

Located in Florence, the antique capital of Colorado, our little studio apartment has big personality. It's the perfect size for a couple or small family. You can warm breakfast in the kitchenette and enjoy eating outside on the private attached balcony. After a hard day of playing at our areas numerous attractions (hiking, mountain biking, white river rafting, Royal Gorge Tourist Train, and the Royal Gorge Bridge to name a few), a comfortable bed awaits you in a cozy home away from home.

Top guest favourite
An open kitchen and dining area is revealed, featuring a large wooden table surrounded by metal chairs. Light streams through multiple windows, enhancing the warm wood tones of the cabinetry and floors. A door leads outside, contributing to the spacious feel of the room.
Home in Westcliffe
4.98 out of 5 average rating, 160 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.

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, 593 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.

Top guest favourite
The interior of the tiny house features a queen bed with a light-colored quilt and pillows. A small loft is visible, alongside a sitting area with a loveseat and an ottoman. A kitchen nook with two stools, a smart TV, and an electric fireplace are present, providing a cozy atmosphere.
Guest suite in Pueblo West
4.99 out of 5 average rating, 208 reviews

Oasis Tiny House - Perfect for 1-2 people.

Quiet neighborhood located in Pueblo West. Sits real close to our house. This is a very small, but newly renovated tiny house! 12' x 16' one room, queen bed, nice size shower and toilet with barn door for privacy in bathroom. Sit-up bar with two stools, smart TV with electric fireplace in the corner gives it a touch of romance! Loveseat with ottoman. Small loft that kids could sleep in for short stays. Small coffee pot, under counter fridge, and nice size mirror over farm sink.

Superhost
A cozy living room features a plush red armchair and a modern gray sofa. Two large windows with dark curtains allow natural light to fill the space. A stylish lamp is positioned next to a small round table, enhancing the inviting atmosphere.
Flat in Pueblo
4.82 out of 5 average rating, 250 reviews

204 1/2 - Historic Apartment near Downtown

This spacious UPSTAIRS apartment is one of three highly rated Airbnb's in the "Historic Apartments Close to Downtown". The apartment is located within a block of antique stores, restaurants, and coffee shops. Still within walking distance is the Arkansas River Trail, the historic Union Street shopping district, and the Riverwalk. ***Note - for a week or longer stay, we require a cleaning fee of $45 per week. Please see 'The Space' for more description of our cleaning policy***

Guest favourite
The entrance of the cottage is highlighted by a wooden porch adorned with vibrant flowers. An American flag is displayed at the side, welcoming guests. Lush greenery surrounds the area, contributing to a serene outdoor atmosphere.
Cottage in Beulah Valley
4.93 out of 5 average rating, 354 reviews

Whispering Pines Cottage

Enjoy a relaxing stay in beautiful Beulah Valley. Cottage is located on 7 acres next to Squirrel Creek. Hike, cycle, and enjoy the surrounding areas of Westcliffe, Canon City, Florence & more! Start your day with coffee on the deck listening to bubbling stream, birds and chickens. A mini-farm adventure. Furry friends welcome (2 max). May not be left unattended. Air-conditioned /heated. Not suitable for hunters. Cottage close to main house, chickens and gardens.

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, 456 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 convection 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, 128 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