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Our top choices for Fairplay cottages

9.6 out of 10, Exceptional, (27)
"We had a wonderful one-night stay here! The home was comfy and clean. Would absolutely stay here again and recommend to others. "
United States
Allison D.
$174 nightly
The price is $186
Jan 4 - Jan 5, 2026
Total with taxes and fees
☆ Magical Gypsy Wagon ☆ Unique Mountain Getaway
3.0 star property
$777 nightly
The price is $831
Jan 1 - Jan 2, 2026
Total with taxes and fees
5 Acres of Scenic Beauty! Large Fairplay Log Home

Cottage in Bailey

Little Bit of Paradise
9.8 out of 10, Exceptional, (73)
"Very cozy, clean, little cabin!"
United States
Carrie
$200 nightly
The price is $212
Jan 1 - Jan 2, 2026
Total with taxes and fees
Little Bit of Paradise
4.0 star property
281 Sally Circle by Summit County Mountain Retreats
2.0 star property
$371 nightly
The price is $429
Dec 23 - Dec 24
Total with taxes and fees
The Mountain Clubhouse-Your Cozy Cabin Stay
3.0 star property
$503 nightly
The price is $565
Jan 7 - Jan 8, 2026
Total with taxes and fees
5 Mi to Breckenridge Ski Resort: Cozy Wood Cabin!
10.0 out of 10, Exceptional, (70)
"Very friendly and attentive management team helped make a wonderful vacation for our family!"
United States
Lorien B.
$662 nightly
The price is $739
Jan 12 - Jan 13, 2026
Total with taxes and fees
Modern Cottage🏡3 Blocks to Main🚠4 minutes to Gondola♨️Hot Tub🐶Pets🤑$0 Cleaning fee

Cottage in Wildernest

94 Ryan Gulch Road
3.0 star property
$2,972 nightly
The price is $3,268
Dec 27 - Dec 28
Total with taxes and fees
94 Ryan Gulch Road
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Fairplay Hotel Reviews

Find out more about Fairplay

Fairplay Cottages information

Number of reviews
170
Accommodation
338 Cottages
Lowest Price
$186
Highest Price
$3,268

Frequently asked questions

Why book your cottage in Fairplay with Expedia?
Expedia has some wonderful cottages in Fairplay, so get ready for an unforgettable vacay on nature's doorstep. If you have a budget in mind, choose how much you'd like to spend and the preferred star rating of your property. Or, make your way to the filters to search for cottages with a hot tub or free WiFi. We'll help you find the perfect pad whatever your plans or bank balance.
How can I find cheap cottages in Fairplay?
Expedia can help you track down cheap cottages in Fairplay. To find your dream stay in a couple of quick clicks, simply use our handy filter tool to refine your search by budget, star rating and amenities.
What is there to do in Fairplay near my cottage?
The most practical travel accessory is a well-planned itinerary. South Park City Museum is a great place to kick off your adventures in Fairplay.

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