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Hillside Holiday Homes

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    Don't let other travellers get your favourite Hillside area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 23 Rentals in Hillside
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    Hillside Colorado Cottages - Cottage 3B: Knack for Nature - Pet Friendly1 / 24
    (48)Excellent
    Hillside
    3 Bedrooms, 1 Bathroom, Sleeps 2 Quick View
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    Hillside Colorado Cottages - Cottage 1: Splendid Vista - Pet Free1 / 18
    (6)Excellent
    Hillside
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Hillside Colorado Cottages - Cottage 4: Hillside House - Pet Free1 / 22
    (2)Excellent
    Hillside
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    The following rentals are within 40 kilometres of Hillside.
    Soaring Eagle:3bd house,mountain views, hot tub1 / 52
    (10)Excellent
    Canon City
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • Wi-Fi
    • Balcony
    • Central Heating
    • Mountain Views
    • Cable/satellite TV
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 October 2017
    If you like nice nature, isolation and hot tub this comfortable house is perfect.Just don't forget to fill your gas tank in canon city before reaching it...
    Reviewed 10 August 2017
    We had a wonderful stay! Absolutely beautiful! The owners (Joyce and Michael) were great! I definitely recommend to anyone. Donna
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    About this property
    Summary: 80-acre get-away, nestled in the southern Rocky Mountains, with spectacular views of the Sangre de Cristo mountains from the deck. Fireplace. 7-person hot tub. House rental without breakfast, but access to a fully furnished kitchen and additional sleeping in loft. A maximum of 8 people...
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    Canon City, Colorado 81212
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1st Class Family Vacation in CO's 'Banana Belt'1 / 26
    (2)Excellent
    Canon City
    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
    • Grill
    • Mountain Views
    • Cable/satellite TV
    • Internet Access
    • Patio
    • Balcony
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 July 2018
    The house was amazing. Lots of stuff to do at the house itself. From Cornhole to pool and air hockey. Beautiful views from every window. We saw deer and lots of humming birds...
    Reviewed 11 July 2018
    We stayed at Cotopaxi, Colorado in a beautiful home opened up to us by Lori & Blair Decker. We enjoyed everything from The Royal Gorge to river rafting in the Arkansas River...
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    About this property
    Our big, loving vacation home is nestled in the Arkansas River Valley of Colorado, often referred to as the 'Banana Belt of the Rockies'. This unique, inviting area, stretching only 160 miles from Leadville to Pueblo, experiences warmer, dryer weather than the surrounding regions, delivering even...
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    Canon City, Colorado 81223
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 16
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    Soaring Eagle-Tipi (Teepee)1 / 31
    (1)Excellent
    Canon City
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Mountain Views
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 August 2018
    Wow! A lot of work and effort has gone into making this not only a beautiful place to stay, but very comfortable as well. The beds were very comfy as well as the blankets. We...
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    About this property
    Serene, majestic, and private location in southern Rocky Mountains on 40 secluded acres at 9,000 feet elevation. This setting is for those who love nature, peace, quiet, and outdoor beauty along with a chance to truly connect with those you bring with you to share this experience. Location has...
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    Canon City, Colorado 81212
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Music Meadows Home on the Range1 / 20
    (4)Excellent
    Westcliffe
    3 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Patio
    • Wi-Fi
    • Parking
    • Central Heating
    • Mountain Views
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 July 2018
    Adult children and grandchildren all loved the beautiful setting, as well as the access to horseback riding and fishing on the ranch site. Also, the availability of white water...
    Reviewed 14 October 2017
    If you want to stay where you have a beautiful view of the Mountains, and can ride horses everyday if you want to, this is a great place to do it. Elin and Rhoda were wonderful...
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    About this property
    Music Meadows Ranch is your Home on the Range in Southern Colorado. Your three night stay includes a Range Ride 101 for two. The quiet is only complimented by the sounds of nature. The stream flowing through the yard, the birds singing, the breeze moving through the leaves of the giant...
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    Westcliffe, Colorado 81252
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 11
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    Breathtaking Sangre De Cristo View!1 / 4
    (7)Very good
    Westcliffe
    2 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Grill
    • Washer
    • Mountain Views
    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 September 2016
    Very nice cabin with an awesome view. Our family enjoyed it a lot and it was close to town so that was a plus for meeting up with other family members.Dana
    Reviewed 11 August 2014
    We contacted the owner, Matt, on a very short notice to see if the cabin was available to rent for three days. He very promptly replied and told us how to set up and pay him...
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    About this property
    Located across the Wet Mountain Valley from Crestone Peak and Needle, your view of the Rockies stretches 130 miles from the Spanish Peaks to Mt Princeton. Watch a sunset over the Sangres and see the stars pop out of the crystal black sky. Ease inside to the comfy sectional by a crackling fire....
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    Westcliffe, Colorado 81252
    Cabin Holiday Rental - 2 Bedrooms, 2 Bathrooms, Sleeps 9
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    Westcliffe
    1 Bedroom, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • Balcony
    • Mountain Views
    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This comfortable and cozy mountain cabin settled in the pines is the perfect getaway for the couple looking for some alone time or the family looking for a retreat space for everyone. The loft is equipped with two bunk beds to sleep up to 4 people. There is a pull out sofa in the living room right...
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    Location Information
    Westcliffe, Colorado 81252
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 8
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    Howard
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Central Heating
    • Washer
    • Mountain Views
    • Housekeeping Included
    • DVD Player
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Description ​Private and tranquil, the Haley House Bed and Breakfast offers a quiet setting with soothing views of ​the 12,000’ peaks of the Twin Sisters in Sangre de Cristo mountain range. Haley House is located ​within walking distance of the Arkansas River and the San Isabel National Forest....
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    Location Information
    Howard, Colorado 81233
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Royal Gorge River Ranch: Perfect Location For Outdoor Adventures1 / 13
    (3)Very good
    Canon City
    6 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Mountain Views
    • Waterfront
    • Air Conditioning
    • Washer
    • Patio
    • DVD Player
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 August 2015
    Large, spacious and comfortable. Tons of fun attractions (rafting, zip lining, trains, prison tours, the bridge, helicopter rides, horseback riding, etc) really close. In fact...
    Reviewed 10 August 2015
    Great location, took advantage of RG rafting and zipping discount having rented the property. 1000s of stars while in the hot tub at night and we enjoyed the fire pit several...
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    About this property
    Royal Gorge River Ranch ~ Weddings, Corporate Retreats, Whitewater Rafting, Skiing, ATVing, Hunting & Much More. 6 bedrooms, 4 bathrooms, sleeps 16+ Welcome to the Royal Gorge River Ranch. Luxury accommodations on the river banks of the Arkansas River, America's most popular white water rafting...
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    Location Information
    Canon City, Colorado 81212
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 16
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    Coll House Bed & Breakfast1 / 11
    (20)Excellent
    Crestone
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 June 2017
    We couldn't have picked a better place to stay. Every little detail thought out for a very comfortable relaxing stay. Very close to town and anything you want to do. The food...
    Reviewed 29 March 2017
    We loved Marcia and her delightful home! We will definitely use this b&b again. SO QUIET and so delightful with the array of birds flitting around. Marcia is such a...
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    About this property
    Nestled at the feet of three 14,000 ft. peaks in the Sangre De Cristo Mountains, Crestone offers a great retreat. This 2600 sq. ft. home has spectacular mountain views as well as sweeping vistas of the San Luis Valley. We have 2 studio rooms with mini kitchenettes, tables, closets. Outdoor...
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    Location Information
    Crestone, Colorado 81131
    Private Room - 2 Bedrooms, 2 Bathrooms, Sleeps 2
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    The Beetch House Retreat Cabin1 / 11
    (17)Excellent
    Crestone
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Wi-Fi
    • Outdoor Dining Area
    • Parking
    • Grill
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 June 2017
    This property is a small straw bale house with a loft for sleeping. The venue is excellent and the owner, Kai Beetch, is friendly and eager to make your stay pleasurable and...
    Reviewed 11 September 2016
    The Beetch house was a perfect getaway near Crestone. Kai was immensely helpful and informative. When we checked in she gave us a little orientation on the house as well as the...
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    About this property
    The Beetch House is a cozy 900 s.f. strawbale home set in the beautiful foothills of the Sangre de Cristo mountains in Crestone, Colorado. Strawbale walls mean warmth in the winter and coolness in the summer. Thoughtfully furnished for guest comfort. Layout: Ground level includes full kitchen,...
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    Location Information
    Crestone, Colorado 81131
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Delightful Dome1 / 13
    (1)Excellent
    Crestone
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Wi-Fi
    • Central Heating
    • Private Garden
    • Parking
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 September 2018
    We went to Crestone to visit Kiara Perkins' beautiful, sacred garden and labyrinth which is only about 1/2 mile away from the dome. We chose the "Delightful Dome" for...
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    About this property
    Delightful dome with mountain views, backing greenbelt and open retreat land. Open living/dining area with spiral staircase leading to loft for yoga, meditation, etc. Fully equipped open-shelf kitchen with gas range and appliances. Washer/dryer, Wi-Fi, and reasonable cell service (AT&T and...
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    Crestone, Colorado 81131
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Enchanted Forest Accommodations: Queen Studio1 / 12
    (2)Average
    Crestone
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Terrace
    • Wi-Fi
    • Patio
    • Central Heating
    • Parking
    • Balcony
    • Housekeeping Included
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 June 2017
    There are so many things I loved about this place but unfortunately, they were offset by some things that I liked, well, not so much. I loved the grounds, the house, the custom...
    Reviewed 5 March 2017
    We stayed because it was near the Buddhist celebration we went to in Crestone. Clients that left the day before broke the modem and possibly the microwave--it popped &amp...
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    About this property
    Enchanted Forest accommodations are perfect for small group retreats, family gatherings, weddings, celebrations, Sacred Ceremonies or simply private individual get-a-ways. A magically enchanting and tranquil setting, it offers stunning panoramic views of the San Luis Valley below and the Sangre de...
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    Location Information
    Crestone, Colorado 81131
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Royal Gorge Valley Ranch: Perfect Location For Outdoor Adventures1 / 12
    (3)Excellent
    Canon City
    6 Bedrooms, 5 Bathrooms, Sleeps 20 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Patio
    • Grill
    • Washer
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 August 2018
    My extended family booked this cabin for 5 days / 4 nights and could not have been happier with the accommodations. We had 17 people total and this location was superb! The...
    Reviewed 17 June 2014
    Everything was great! The location is close to Canon City but feels extremely remote. Beautiful place and views.
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    About this property
    Welcome to the Royal Gorge Valley Ranch. Luxury accommodations over looking the Sangre De Cristo Mountain range and the Royal Gorge plateau. This is America's most #1 white water rafting destination! Just one hour from Ski Monarch with winter shuttles included! Includes access to world famous...
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    Location Information
    Canon City, Colorado 81212
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 20
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    Westcliffe
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Patio
    • Central Heating
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the privacy of the Lamp Post Lodge Apartment for your next family or small group getaway. This two-bedroom, two-bathroom apartment is attached, but completely private & segregated from the Main Lamp Post Lodge Facility. This newly furnished private apartment includes a full kitchen,...
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    Location Information
    Westcliffe, Colorado 81252
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Exquisite 3BD/2BA Custom Home with Amazing Views!1 / 11
    (1)Very good
    Crestone
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Patio
    • Washer
    • Balcony
    • Grill
    • Parking
    • Mountain Views
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 January 2018
    The home is quite lovely. The kitchen is wonderful. The iron-work is beautiful. I enjoyed the upstairs deck. Clea was very friendly.
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    About this property
    This beautiful home sits on approximately 2.5 secluded acres with extraordinary views of both the Sangre de Cristo mountains and the San Luis Valley. The beautifully landscaped and fully enclosed courtyards, pond with waterfall & gardens create a luxurious ambiance all around the property. The...
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    Location Information
    Crestone, Colorado 81131
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Canon City
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Step back in time by renting our latest restored vintage mobile home with all new plumbing, updated electrical, vintage furniture and full 50s style. Our small vintage mobile home park is located between Canon City and Florence, Colorado within driving distance of dining, outdoor adventures and...
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    Location Information
    Canon City, Colorado 81212
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Canon City
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
    • Grill
    • Wi-Fi
    • Washer
    • Secure Parking
    • Air Conditioning
    • Patio
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Parkdale Ranch is a 4 bedroom, 3 bath, 1 level southwest style vacation rental with a laid back atmosphere. The Parkdale Ranch vacation rental is perfect for smaller groups or families looking for a fun place to stay. A large dining room overlooking the Arkansas River, comfy living room, a...
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    Location Information
    Canon City, Colorado 81212
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Cotopaxi
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Mountain Views
    • Washer
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience green living at this secluded 4-bedroom, 2.5-bathroom vacation rental cabin in Cotopaxi. Located on a private, gated ranch, minutes from top-notch fly-fishing and rafting, this home for 12 offers 360-degree views of the majestic Sangre de Cristo Mountains. As you luxuriate in this...
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    Location Information
    Cotopaxi, Colorado 81223
    Cabin Holiday Rental - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Canon City
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
    • Balcony
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Covering a total area of 600 sq. ft, our charming cottage makes an ideal stay for small families. Besides spacious bedroom and immaculate bathroom, the vacation rental is blended with kitchen having state-of-the-art culinary appliances, such as microwave, oven, refrigerator, stove, toaster and...
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    Location Information
    Canon City, Colorado 81212
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Silver Cliff
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Central Heating
    • Washer
    • Mountain Views
    • Wi-Fi
    • Terrace
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape the bustle of daily life and stay at this secluded Westcliffe home on 5 acres of mountain landscape. The 4-bedroom, 3-bathroom vacation rental house features 3 decks and miles of solitude for 8 guests to explore. Outdoor adventures await with hiking in the Wet or Sangre de Cristo Mountains,...
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    Location Information
    Silver Cliff, Colorado 81252
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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