Search Vacation Homes in Fairplay

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Fairplay vacation homes

☆ Luxurious Tiny House ☆ Rocky Mountain Getaway

Fairplay
9.8 out of 10, Exceptional, (44)
"It was the perfect tiny home for a quick hiking trip! "
United States
Vivian H.
The price is AED 578
AED 1,010 total
includes taxes & fees
6 Jan - 7 January 2026
☆ Luxurious Tiny House ☆ Rocky Mountain Getaway

Magic Getaway in the Mountains of Fairplay, CO

Fairplay
10.0 out of 10, Exceptional, (51)
"It was an ideal getaway. Owners are very responsive, the place is clean, and with great views. "
United States
Ara M.
Magic Getaway in the Mountains of Fairplay, CO

Cozy Family Cabin with Hot Tub & Stunning Views - 24 miles to Breckenridge!

Valley of the Sun
9.2 out of 10, Wonderful, (10)
"We as a small family with dogs enjoyed our stay very much. The home was just as seen by n the Vrbo photos. The owners were excellent with communication! We’d love to stay again in soon!"
United States
Chanell B.
Cozy Family Cabin with Hot Tub & Stunning Views - 24 miles to Breckenridge!

Winter Escape: Family-Friendly Chalet on Ski Trails

2.0 star property
Valley of the Sun
10.0 out of 10, Exceptional, (3)
"Great location and plenty of room for 3 couples. Clean and well equipped with everything you need. Quiet location where you can hike right from the house. Dog friendly too! Very much enjoyed our stay and would stay there again"
United States
Julie S.
The price is AED 1,656
AED 3,145 total
includes taxes & fees
30 Dec - 31 Dec
Winter Escape: Family-Friendly Chalet on Ski Trails

High Castle Cabin

2.0 star property
Fairplay
The price is AED 1,216
AED 2,495 total
includes taxes & fees
7 Jan - 8 January 2026
High Castle Cabin

Incredible Mountain Getaway Hot Tub, Pool Table, Hot Springs, Moose sightings

Fairplay
10.0 out of 10, Exceptional, (50)
"Had a wonderful time getting away from the texas heat and enjoying the mountain air, love the secluded location of the cabin"
United States
Gerardo f.
Incredible Mountain Getaway Hot Tub, Pool Table, Hot Springs, Moose sightings

The Mountain Gem Chalet / Hot Tub • Luxe Log Retreat

Valley of the Sun
The price is AED 1,384
AED 3,104 total
includes taxes & fees
10 Dec - 11 Dec
The Mountain Gem Chalet / Hot Tub • Luxe Log Retreat

Moose Rock Reserve - LUX, Hot tub, Sauna, Views

Valley of the Sun
8.0 out of 10, Very Good, (1)
"This is a great house in a great location. Beautiful views and private. We enjoyed our stay. Few things need attention: no hair dryers and no ice machine.(both stated they had under amenities). Misleading, not really a 5 bedroom. The bunk room has a door that opens to a storage room where they have added a bed. Probably fine for a family with children but not when there are 5 couples like we had. Like I stated great home just a few changes. "
United States
Heather O.
The price is AED 1,702
AED 3,503 total
includes taxes & fees
10 Dec - 11 Dec
Moose Rock Reserve - LUX, Hot tub, Sauna, Views

Moose Sightings, Hot Tub, Pool Table, Views, Hot Springs, 16mi to Breckenridge

Fairplay
10.0 out of 10, Exceptional, (2)
"We had such an amazing stay. The hosts have made sure everything is easy to figure out. They have items on hand in case you forgot anything. It was an excellent weekend. "
United States
Kyle D.
Moose Sightings, Hot Tub, Pool Table, Views, Hot Springs, 16mi to Breckenridge

Cozy Dog-Friendly Cabin in Leadville – Near Skiing, Hiking & Downtown

Leadville
8.4 out of 10, Very Good, (70)
"The house is cozy and well stocked. It's location is close to Turquoise Lake where we spend our time. I loved the firepit and having a bed to sleep on was excellent! "
United States
Janet
The price is AED 242
AED 543 total
includes taxes & fees
10 Dec - 11 Dec
Cozy Dog-Friendly Cabin in Leadville – Near Skiing, Hiking & Downtown

Alpine Vista! Walk to Downtown South Main in BV!

Buena Vista
9.2 out of 10, Wonderful, (27)
"This place was perf"
United States
Beverly F.
Alpine Vista! Walk to Downtown South Main in BV!

1301 Adams Ave - Silverthorne

2.0 star property
Silverthorne
10.0 out of 10, Exceptional, (2)
"Wonderful stay! Property is spacious, clean, modern and beautifully kept and staged. Furnishing is beautiful and comfortable with all the necessary amenities. Host was helpful and responsive. Location is beautiful with great views and scenery. Plenty retail and dining options around. We stayed for one night with early check-in. Definitely recommend and we can’t wait to back! "
United States
Vicky
The price is AED 498
AED 2,006 total
includes taxes & fees
10 Dec - 11 Dec
1301 Adams Ave - Silverthorne

Dog Friendly w/ Incredible Views STR #007504

2.0 star property
Buena Vista
10.0 out of 10, Exceptional, (2)
"Beautiful property, and great hosts! Defintely would stay again!"
United States
Valle F.
The price is AED 591
AED 1,242 total
includes taxes & fees
10 Dec - 11 Dec
Dog Friendly w/ Incredible Views STR #007504

1BR 1 block from Main Street in Downtown Leadville

2.0 star property
Leadville
10.0 out of 10, Exceptional, (13)
"Lovely stay"
United States
Dean M.
The price is AED 430
AED 976 total
includes taxes & fees
15 Dec - 16 Dec
1BR 1 block from Main Street in Downtown Leadville

Tiny House Scarlett - Pet Friendly

Leadville
9.4 out of 10, Exceptional, (21)
"My time house, Scarlett, was perfect. Has everything I needed and was equipped with all of the essentials. It was super clean and everything worked as advertised. Great location with easy access to everything downtown Leadville and all of the trails. "
United States
Tina O.
The price is AED 411
AED 796 total
includes taxes & fees
10 Dec - 11 Dec
Tiny House Scarlett - Pet Friendly

Gateway Mountain Lodge by Keystone Resort

3.0 star property
Mountain House
7.6 out of 10, Good, (105)
"Resort was perfect. Pool and hot tub was excellent. Room was large and comfortable. Bed was plush and the room had a recliner and sofa."
United States
Cecil
The price is AED 601
AED 793 total
includes taxes & fees
17 Dec - 18 Dec
Gateway Mountain Lodge by Keystone Resort

Affordable 2BR - Near Mainstreet - Harrison Ave

Leadville
9.2 out of 10, Wonderful, (14)
"Was a good place to stay for a few days of hiking "
United States
JAMES S.
The price is AED 544
AED 1,202 total
includes taxes & fees
10 Dec - 11 Dec
Affordable 2BR - Near Mainstreet - Harrison Ave

Charming 2BR - Mountain Views, Walk to Main St

Leadville
8.8 out of 10, Excellent, (15)
"Towels were rough and beds a little uncomfortable, but everything else was amazing, and we would definitely stay again."
United States
Jason
The price is AED 485
AED 1,279 total
includes taxes & fees
10 Dec - 11 Dec
Charming 2BR - Mountain Views, Walk to Main St

Hot Tub, 1 Block Off Main St, Fire Place, Pets OK!

Leadville
9.6 out of 10, Exceptional, (36)
"Great property for a couple with a dog!"
United States
Anthony L.
The price is AED 426
AED 964 total
includes taxes & fees
10 Dec - 11 Dec
Hot Tub, 1 Block Off Main St, Fire Place, Pets OK!

Cozy Keystone Townhome w/ Private Deck, Scenic Views & Shared Hot Tub

2.0 star property
East Keystone
9.4 out of 10, Exceptional, (6)
"Great stay with family. The host was responsive and reachable. Well maintained and comfortable to stay."
United States
Premkumar
The price is AED 584
AED 1,718 total
includes taxes & fees
17 Dec - 18 Dec
Cozy Keystone Townhome w/ Private Deck, Scenic Views & Shared Hot Tub
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Fairplay Hotel Reviews