Discover Your Perfect Fairplay Vacation Homes

Best Vacation Homes in Fairplay

10.0
Exceptional
(93 Reviews)
1400 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Fireplace/Heating
  • Kitchen
  • Parking
R3,383/Night For 7 Nights R23,684
10.0
Exceptional
(5 Reviews)
1453.13 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Pet Friendly
  • Parking
R4,433/Night For 7 Nights R31,034
New
1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R11,378/Night For 7 Nights R79,651
10.0
Exceptional
(52 Reviews)
900 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R5,065/Night For 7 Nights R35,450
10.0
Exceptional
(2 Reviews)
1657.64 ft² 7 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
R5,776/Night For 7 Nights R40,434
10.0
Exceptional
(37 Reviews)
1100 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R5,111/Night For 7 Nights R35,784
10.0
Exceptional
(32 Reviews)
1700 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R4,042/Night For 7 Nights R28,300
10.0
Exceptional
(24 Reviews)
1250 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R6,747/Night For 7 Nights R47,234

Fairplay Luxury Rentals

10.0
Exceptional
(1 Review)
3315 ft² 12 Guests 4 Bedrooms 4 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • Pet Friendly
  • Kitchen
R18,164/Night For 7 Nights R127,151
New
1797.57 ft² 10 Guests 1 Bedroom 2 Bathrooms
Free Cancellation House
  • Hot Tub
  • Internet
  • Child Friendly
R18,061/Night For 7 Nights R126,435
New
10763.91 ft² 10 Guests 1 Bedroom 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Balcony/Terrace
  • View
R17,739/Night For 7 Nights R124,168
New
4294.8 ft² 15 Guests 5 Bedrooms 5 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • View
  • Parking
R16,984/Night For 7 Nights R118,885
New
5069.8 ft² 12 Guests 5 Bedrooms 6 Bathrooms
House
  • Hot Tub
  • Fireplace/Heating
  • Parking
R16,217/Night For 7 Nights R113,518
8.0
Excellent
(1 Review)
3886 ft² 12 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Spa
  • Fireplace/Heating
  • Balcony/Terrace
R15,896/Night For 7 Nights R111,268
10.0
Exceptional
(12 Reviews)
4300 ft² 15 Guests 5 Bedrooms 4 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R14,860/Night For 7 Nights R104,018
10.0
Exceptional
(29 Reviews)
4000 ft² 14 Guests 6 Bedrooms 3 Bathrooms
Family Friendly Ski Chalet
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R14,512/Night For 7 Nights R101,584

Fairplay Pet Friendly Vacation Rentals

10.0
Exceptional
(7 Reviews)
834 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R3,624/Night For 7 Nights R25,367
10.0
Exceptional
(1 Review)
2400.35 ft² 6 Guests 4 Bedrooms 4 Bathrooms
Free Cancellation Ski Chalet
  • Skiing
  • Pet Friendly
  • Parking
R7,197/Night For 7 Nights R50,384
New
1 Bedroom 1 Bathroom
Family Friendly Cottage
  • Spa
  • Fireplace/Heating
  • Pet Friendly
R9,296/Night For 7 Nights R65,067
10.0
Exceptional
(6 Reviews)
744 ft² 3 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R4,846/Night For 7 Nights R33,917
10.0
Exceptional
(1 Review)
1926.74 ft² 6 Guests 1 Bedroom 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Skiing
  • Fireplace/Heating
R5,700/Night For 7 Nights R39,900
10.0
Exceptional
(4 Reviews)
1400 ft² 5 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R7,695/Night For 7 Nights R53,867
10.0
Exceptional
(3 Reviews)
1000 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R1,881/Night For 7 Nights R13,167
10.0
Exceptional
(2 Reviews)
1250 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R7,970/Night For 7 Nights R55,784

Fairplay Large Vacation Homes

New
2808 ft² 12 Guests 4 Bedrooms 3 Bathrooms
Family Friendly Ski Chalet
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R9,174/Night For 7 Nights R64,217
10.0
Exceptional
(1 Review)
4004.17 ft² 10 Guests 4 Bedrooms 4 Bathrooms
House
  • Hot Tub
  • Skiing
  • Fireplace/Heating
R13,550/Night For 7 Nights R94,851
9.6
Exceptional
(13 Reviews)
3983 ft² 10 Guests 5 Bedrooms 4 Bathrooms
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R10,560/Night For 7 Nights R73,917
New
10 Guests 3 Bedrooms 3 Bathrooms
Family Friendly Cabin
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R7,683/Night For 7 Nights R53,784
10.0
Exceptional
(1 Review)
4294.8 ft² 12 Guests 6 Bedrooms 4 Bathrooms
Free Cancellation House
  • Hot Tub
  • Fireplace/Heating
  • Pet Friendly
R10,589/Night For 7 Nights R74,117
New
12 Guests 5 Bedrooms 3 Bathrooms
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R4,745/Night For 7 Nights R33,217
10.0
Exceptional
(117 Reviews)
3200 ft² 10 Guests 4 Bedrooms 3 Bathrooms
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
R10,936/Night For 7 Nights R76,551
10.0
Exceptional
(51 Reviews)
4150 ft² 18 Guests 5 Bedrooms 3 Bathrooms
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
R10,892/Night For 7 Nights R76,251

Why Choose Rent By Owner for your Fairplay Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Fairplay

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here ensures you experience the area's natural beauty and outdoor activities at their best, making your stay in this destination truly memorable.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, this destination experiences its peak travel season, attracting visitors looking to enjoy outdoor activities and scenic views. Expect lively atmospheres and fully booked vacation rentals.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 45°F to 55°F
winter
Winter (December to February)

The area becomes a popular winter escape, drawing snow enthusiasts and holiday travelers alike. Booking your vacation rental early ensures you find the perfect spot amidst high demand during these months.

Average Temperature Daytime: 20°F to 35°F - Nighttime: 0°F to 15°F

Off-Season Highlights

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Spring (March to May)

As the region transitions from winter to summer, fewer visitors come here, making it an ideal time to enjoy quieter vacation rentals and explore at a relaxed pace. The landscape begins to bloom, adding to its charm.

Average Temperature Daytime: 50°F to 65°F - Nighttime: 25°F to 40°F
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Fall (September to November)

Autumn brings cooler weather and scenic foliage, offering a peaceful retreat when demand for vacation rentals drops. It’s a great season for those seeking tranquility and natural beauty in the area.

Average Temperature Daytime: 55°F to 65°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Fairplay

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor grilling with a private barbecue area to make the most of warm sunny days.
  • Take advantage of scenic hiking trails accessible right from your property, perfect for exploring the surrounding wilderness.
  • Relax in a spacious backyard or patio area designed for outdoor gatherings and family fun.
  • Utilize nearby fishing opportunities in local rivers or lakes to unwind amidst nature.
  • Benefit from access to outdoor fire pits for cozy evenings under the stars.
  • Experience beautiful mountain views from your outdoor seating or porch area.
  • Participate in outdoor activities such as kayaking or paddleboarding in nearby waterways, ideal for adventure enthusiasts.
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Family Activities

  • Hiking and Nature Trails: Explore the scenic trails around Fairplay, offering families an opportunity to enjoy outdoor adventures amid the stunning mountain scenery.
  • Fishing in Local Streams: Spend quality time casting lines in the nearby streams, where both beginners and experienced anglers can enjoy a peaceful day of fishing.
  • Historic Downtown Fairplay: Discover charming shops and local eateries in the historic district, perfect for family outings that combine culture and leisure.
  • Wildlife Viewing and Bird Watching: Experience the area's rich wildlife through guided or self-guided tours, an engaging activity suitable for all ages here in this mountain region.
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Adult Activities

  • Hiking in the Pike National Forest: Explore scenic trails that offer breathtaking views and a chance to immerse yourself in the natural beauty of the region.
  • Fishing at Spinney Mountain Reservoir: Enjoy relaxing days casting for trout and bass in this popular local spot, perfect for outdoor enthusiasts staying nearby.
  • Wildlife Viewing in the Region: Observe diverse species in their natural habitat while taking a leisurely drive or walk through protected areas close to your vacation rental.
  • Historical Tours of Fairplay: Discover the area's rich heritage with guided visits that delve into local history and the development of this charming destination.

Fairplay Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Outdoor Activities: Book your outdoor adventures early to secure the best access to trails and scenic spots that showcase the natural beauty of this area.
  • Explore Local Cuisine and Shops: Take time to visit local eateries and shops in the region to immerse yourself in the authentic charm and support small businesses.
  • Choose a Prime Location for Your Stay: Select vacation rentals in central or scenic areas to maximize your convenience and enjoy breathtaking views during your visit.
  • Check Seasonal Events and Festivals: Align your trip with local events happening here to experience the vibrant community atmosphere and unique regional traditions.

Transportation Options

  • Fairplay Transit Center: This hub offers convenient bus services connecting to nearby cities and attractions within the region, making local travel straightforward.
  • Rental Car Services: Local agencies provide a range of vehicles suitable for exploring the area at your own pace, ideal for reaching scenic spots and outdoor adventures.
  • Shuttle Services: Specialized shuttles operate between popular destinations and accommodations, offering a hassle-free way to navigate here without the need for personal transportation.
  • Private Taxis and Ride-Sharing: Ride-sharing options are readily available, allowing you to travel comfortably and efficiently around this destination whenever needed.

Local Customs Options

  • Respect for the Old West Heritage: Locally, you’ll find a strong appreciation for Fairplay’s historic roots, often reflected in community events and preserved architecture.
  • Wildlife Observation Etiquette: When exploring here, it’s customary to maintain a respectful distance from the region’s plentiful wildlife, ensuring their safety and your enjoyment.
  • Local Craftsmanship Celebrations: Participating in or supporting regional craft fairs is common, showcasing the area’s rich artisanal traditions.
  • Mountain Conservation Practices: Visitors are encouraged to follow sustainable outdoor practices, helping preserve the natural beauty that makes this destination unique.

Frequently Asked Questions About Fairplay?

2. Which vacation homes in Fairplay are best for families?

If you are looking for a family-friendly vacation home in Fairplay, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Fairplay:

3. How many Rentbyowner vacation rentals are available in Fairplay?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 579 in the Fairplay area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Fairplay. 

4. What is the cancellation policy for vacation rentals in Fairplay, Colorado?

Cancellation policies vary depending on the owner and listing details. To understand the specific terms, please review the cancellation policy outlined in your booking or contact the property owner directly.

5. Are there any additional fees when booking a vacation rental in this area?

Additional fees such as cleaning charges, service fees, or local taxes may apply. These will be detailed during the booking process, and you should review them before confirming your reservation.

6. How do I ensure my stay in a Fairplay vacation rental is secure and reliable?

Choose listings with verified reviews and detailed host profiles. Using the platform's secure payment system also helps ensure your reservation is protected and trustworthy.

7. Can I find pet-friendly vacation rentals in the region?

Many properties accommodate pets, but it's essential to check the individual listing for pet policies and any additional fees. Contact the host for clarification if needed.

8. What amenities are typically available in vacation rentals around here?

Amenities vary by property, but common features include Wi-Fi, kitchens, parking, and outdoor spaces. Specific amenities are listed on each property page, so review them carefully before booking.

Fairplay Top Rated Vacation Rentals

9.6
Exceptional
(5 Reviews)
1600 ft² 6 Guests 3 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Hot Tub
  • Fireplace/Heating
  • Pool
R4,054/Night For 7 Nights R28,384
7.0
Very Good
(1 Review)
1603.82 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
R2,483/Night For 7 Nights R17,384
10.0
Exceptional
(11 Reviews)
1894 ft² 6 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R4,008/Night For 7 Nights R28,050
10.0
Exceptional
(4 Reviews)
1300 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R3,625/Night For 7 Nights R25,367
5.0
Average
(4 Reviews)
12 Guests 4 Bedrooms 4 Bathrooms
Family Friendly House
  • Private Pool
  • Hot Tub
  • Spa
R12,092/Night For 7 Nights R84,651
5.0
Average
(4 Reviews)
2300 ft² 10 Guests 4 Bedrooms 3 Bathrooms
Family Friendly Cabin
  • Pool
  • Balcony/Terrace
  • Kitchen
R3,833/Night For 7 Nights R26,834
4.0
Average
(2 Reviews)
14 Guests 5 Bedrooms 4 Bathrooms
Family Friendly Cabin
  • Private Pool
  • Hot Tub
  • Pool
R11,667/Night For 7 Nights R81,668
New
12 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Spa
  • Fireplace/Heating
  • Pool
R3,662/Night For 7 Nights R25,634