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Smoking Allowed Holiday Rentals in Colorado Springs

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    Travellers to Colorado Springs are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    24 Matching Rentals in Colorado SpringsView all 203 rentals
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    Charming Colorado Springs House by Broadmoor Hotel1 / 24
    (3)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    NEW! Captain Jack's Cottage in Cheyenne Canon 2 Blocks from Broandmoor Hotel.1 / 30
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    5 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Terrace
    • Balcony
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your picture-perfect family retreat begins at this 5-bedroom, 2-bath vacation rental home which sleeps 14 in Colorado Springs. Built in 1894, this beautifully remodeled home is situated in a historic neighborhood near downtown. The kids will love both the yards - especially the one with the...
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    Location Information
    Colorado Springs, El Paso County 80903
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 14
    6 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy Colorado's 300+ days of beautiful sunshine from this 6-bedroom, 3.5-bathroom vacation rental home. Perfect for larger families or friends traveling together, this spacious Colorado Springs home can accommodate up to 15 guests. Whether you're hiking nature trails, interacting with giraffe's at...
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    Colorado Springs, El Paso County 80920
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 15
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Mountain Views
    • Balcony
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Terrace
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience Colorado at its finest from this 4-bedroom, 2.5-bathroom Colorado Springs vacation rental home, which sleeps 10. With a gourmet kitchen, private patio, and all the comforts of home, this is the perfect choice for families or close friends traveling together. Situated less than a mile...
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    Colorado Springs, El Paso County 80906
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    1000 sqft Downtown 2 Bedroom suite w/ private yard1 / 27
    (2)Average
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
    • Central Heating
    • Washer
    • Grill
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 April 2018
    Everything they claim in the description of this property was truthful. I have traveled extensively and stayed in many nice places and this tops the list. I took the...
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    About this property
    Overview Location, Amenities, Hospitality. This 1000 sqft 2-bed suite has them all. Built in 1896, this updated cozy suite is stocked to make your perfect home away from home. It has high-speed internet, fenced yard, washer/dryer, fully stocked kitchen, etc. Located convenient quiet neighborhood,...
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    Location Information
    Colorado Springs, El Paso County 80905
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    ‘Cucharras Cottage’ in Central Colorado Springs!1 / 24
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Soak in the majesty of the Southern Rocky Mountains when you stay at this cozy Colorado Springs Victorian vacation rental home. The newly renovated interior boasts 3 bedrooms and 2 bathrooms for 6 guests to stay in comfort. Greet the mountains each morning from the spacious front porch before...
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    Location Information
    Colorado Springs, El Paso County 80904
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Cozy Colorado Springs Home on Mountain Stream!1 / 25
    (1)Average
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Waterfront
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 July 2017
    The location of this property was perfect. Walking distance to the Broadmoor and easy drive to many other Colorado Springs sights. We were surprised there was no tv, but wifi...
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    About this property
    Plan your getaway to ‘Creek Side,’ a 3-bedroom, 1-bathroom vacation rental house which sleeps 4 in Colorado Springs. This romantic mountain retreat has a prime spot right on Cheyenne Canyon Creek for those who crave nature while also being minutes away from city attractions. Whether you explore...
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    Location Information
    Colorado Springs, El Paso County 80906
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 4
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
    • Washer
    • DVD Player
    • Balcony
    • Grill
    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Moving? PCS-ing? Extended business? TDY? Feel comfortable in this new, modern home. It’s roomy, bright, and happy. Kid- and pet- friendly. Extended stay only (1 month minimum). Up to 2 non-aggressive cats/dogs allowed. Exceptions may be made on case-by-case basis at additional cost. One time...
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    Location Information
    Colorado Springs, El Paso County 80923
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Patio
    • Skiing: Property Is In A Ski Resort
    • Central Heating
    • Wi-Fi
    • Mountain Views
    • Cable/satellite TV
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay in the middle of all the action during your visit to Colorado Springs! This 4-bedroom, 2-bathroom vacation rental house in Colorado Springs is centrally located near amazing dining, shopping, and outdoor activities in the city and surrounding towns. Nine travelers can spend their days...
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    Location Information
    Colorado Springs, El Paso County 80904
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Plan your next retreat to 'The Dixie Lee,' a historic 2-bedroom, 1-bath vacation rental carriage house which sleeps 5 in Colorado Springs. This 1,200-square-foot home boasts a private yard with a deck where you’ll love spending downtime sipping a refreshing beverage. Located just blocks from...
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    Location Information
    Colorado Springs, El Paso County 80903
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Patio
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find a peaceful escape at this spacious ranch-style 4-bed, 3-bath Colorado Springs vacation rental home that sleeps 8! You’ll feel right at home the second you step into 3,200 square feet of open-concept, high-end living space. Relax on the wraparound private deck that backs up to the golf course...
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    Location Information
    Colorado Springs, El Paso County 80922
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Wi-Fi
    • Washer
    • Patio
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Explore Colorado Springs from an ideal, central location at this 2-bedroom, 1-bath vacation rental home which sleeps 4. The Victorian cottage-style property with antique, period-focused furnishings overlooks downtown in the Westside neighborhood. Enjoy easy access to walking and biking trails,...
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    Location Information
    Colorado Springs, El Paso County 80905
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Patio
    • Cable/satellite TV
    • Mountain Views
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find comfort and charm in Colorado Springs when you book this 3-bedroom, 2-bathroom vacation rental home that sleeps 6. Boasting nearly 1,600 square feet of living space, this home provides plenty of newly renovated wiggle room for family and friends to enjoy. Admire the Rocky Mountains from every...
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    Location Information
    Colorado Springs, El Paso County 80905
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Central Heating
    • Washer
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This sweet retreat is located on a quiet street just 1/2 mile away from Old Colorado City and 10 minutes away from downtown Colorado Springs. Completely remodeled, the 2-bedroom, 1-bath home features brand new appliances and a lovely outdoor living space complete with a gas fire pit. Six guests...
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    Location Information
    Colorado Springs, El Paso County 80904
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Explore the best of what Colorado Springs has to offer while staying at this cozy 3-bed, 1.5-bath vacation rental. This home sits in a perfect location for outdoorsy guests, providing easy access to Garden of the Gods and Pikes Peak. Walk down the street to The Broadmoor to discover its shops,...
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    Location Information
    Colorado Springs, El Paso County 80906
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Central Heating
    • Wi-Fi
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    No matter what brought you to Colorado Springs, this 2-bedroom, 1-bathroom vacation rental is sure to make you feel right at home. Located less than 3 miles from downtown, a short drive from the mountains and minutes from several hospitals, this property offers an unbeatable combination of comfort...
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    Location Information
    Colorado Springs, El Paso County 80907
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Patio
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you're looking for timeless charm and modern conveniences, you'll find it at this Colorado Springs vacation rental house! Affectionately referred to as 'Windsor Blue,' this property is completely unique and quintessentially Colorado - with a beautifully appointed interior and outdoor living area...
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    Location Information
    Colorado Springs, El Paso County 80907
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Wi-Fi
    • Mountain Views
    • Central Heating
    • Balcony
    • Terrace
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Head down to Colorado Springs for a fun-filled getaway, perfect for a couple! This vacation rental home, with 1 bedroom and 1 bathroom, guarantees a relaxing experience. Located within walking distance to downtown Colorado Springs and 15 miles from the US Air Force Academy, the property makes it...
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    Location Information
    Colorado Springs, El Paso County 80903
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Live like a local in the heart of the city when you stay at this Colorado Springs vacation rental house! No detail has been spared at this picture-perfect property, with colorful decor, modern amenities, a cozy backyard, and all the essentials it takes to make this 1-bedroom, 1-bathroom bungalow...
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    Colorado Springs, El Paso County 80903
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Patio
    • Mountain Views
    • Cable/satellite TV
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax and unwind in the quaint 'Little House,' nestled in a quiet neighborhood 2 miles from downtown Colorado Springs. Perfect for time with the family or long weekends with friends, this 2-bedroom, 2-bath vacation rental home sleeps 4. Visit Garden of the Gods, Pikes Peak, and Seven Falls for a...
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    Location Information
    Colorado Springs, El Paso County 80906
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Mountain Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Plan your next Front Range getaway to this warm and welcoming Old Colorado City home and explore Colorado Springs! Boasting a tastefully furnished interior with a full kitchen, top-notch furnishings, and a fantastic outdoor entertainment area with a hammock, dining area, and grill, this inviting...
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    Location Information
    Colorado Springs, El Paso County 80904
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your Colorado Springs retreat awaits at this cozy 2-bedroom, 1-bath vacation rental apartment. With sleeping arrangements for 6 guests, this is a comfortable home base for a family or group of friends. Centrally located, this apartment places you within 6 minutes from downtown with plenty of...
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    Location Information
    Colorado Springs, El Paso County 80905
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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