Book Holiday Homes in Fairplay

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Fairplay

Marriott's Mountain Valley Lodge at Breckenridge

Marriott's Mountain Valley Lodge at Breckenridge

3.5 out of 5
655 Columbine Drive, Breckenridge, CO
The price is AU$843 per night from 25 Feb to 26 Feb
AU$843
includes taxes & fees
25 Feb - 26 Feb
Located in Breckenridge (Peak 9), Marriott's Mountain Valley Lodge at Breckenridge is within a 10-minute walk of Breckenridge Ski Resort and Main Street.
Marriott's Mountain Valley Lodge at Breckenridge
Gateway Mountain Lodge by Keystone Resort

Gateway Mountain Lodge by Keystone Resort

3 out of 5
23100 US-6, Keystone, CO
The price is AU$317 per night from 25 Feb to 26 Feb
AU$317
includes taxes & fees
25 Feb - 26 Feb
Located in Keystone (Mountain House), Gateway Mountain Lodge by Keystone Resort is within a 15-minute walk of River Run Gondola Ski Lift and Keystone Ski ...
Gateway Mountain Lodge by Keystone Resort
3 Stories, Pet Friendly, Spacious Backyard + Private Hot Tub, Modern Finishes

3 Stories, Pet Friendly, Spacious Backyard + Private Hot Tub, Modern Finishes

Frisco
The price is AU$1,047 per night from 5 Mar to 6 Mar
AU$1,047
includes taxes & fees
5 Mar - 6 Mar
With a stay at this vacation home in Frisco, you'll be in the mountains, within a 10-minute drive of Copper Mountain Ski Resort and Main Street.
3 Stories, Pet Friendly, Spacious Backyard + Private Hot Tub, Modern Finishes
Save an average of 15% on thousands of hotels when you're signed in
New Townhome in Silverthorne, Rooftop Deck w/ Private Hot Tub, Two-Car Garage

New Townhome in Silverthorne, Rooftop Deck w/ Private Hot Tub, Two-Car Garage

Silverthorne
When you stay at this vacation home in Silverthorne, you'll be in the mountains, within a 15-minute drive of Keystone Ski Resort and Copper Mountain Ski ...
New Townhome in Silverthorne, Rooftop Deck w/ Private Hot Tub, Two-Car Garage
Breck Townhome w/ Balcony: Walk to Ski Lifts!

Breck Townhome w/ Balcony: Walk to Ski Lifts!

Breckenridge
With a stay at this vacation home in Breckenridge (Peak 8), you'll be a 3-minute walk from Breckenridge Ski Resort and 6 minutes by foot from Main Street.
Breck Townhome w/ Balcony: Walk to Ski Lifts!
Wildwood Lodge Downtown Condos with Hot Tub

Wildwood Lodge Downtown Condos with Hot Tub

3 out of 5
120 Sawmill Dr, Breckenridge, CO
Located in Breckenridge (Peak 8), Wildwood Lodge Downtown Condos with Hot Tub is within a 10-minute walk of Breckenridge Ski Resort and Main Street.
Wildwood Lodge Downtown Condos with Hot Tub
Stand-Alone Mountain Home, Private Hot Tub, Spacious Decks, Near Golf Course

Stand-Alone Mountain Home, Private Hot Tub, Spacious Decks, Near Golf Course

Keystone
With a stay at this vacation home in Keystone (West Keystone), you'll be within a 15-minute drive of Keystone Ski Resort and Arapahoe Basin Ski Area.
Stand-Alone Mountain Home, Private Hot Tub, Spacious Decks, Near Golf Course
Cozy Cottage right on Main Street! 1 Min walk to Gondola!

Cozy Cottage right on Main Street! 1 Min walk to Gondola!

Breckenridge
A stay at this vacation home places you in the heart of Breckenridge, steps from Breckenridge Ski Resort and Main Street.
Cozy Cottage right on Main Street! 1 Min walk to Gondola!
Historic Breck Cabin w/ Hot Tub: Walk to Main St!

Historic Breck Cabin w/ Hot Tub: Walk to Main St!

Breckenridge
With a stay at this vacation home in Breckenridge (Historic District), you'll be steps from Main Street and 7 minutes by foot from Breckenridge Ski Resort.
Historic Breck Cabin w/ Hot Tub: Walk to Main St!
Don't see what you're looking for?
See all available properties in Fairplay
View all properties
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.

Fairplay Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Fairplay vacation homes are the perfect way for you to wing it.

Holiday houses in Fairplay let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Fairplay in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Fairplay adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Fairplay with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Fairplay vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Fairplay Holiday Homes essential information

Accommodation
3062 Holiday Homes
Lowest Price
AU$209
Highest Price
AU$1,047
Popular accommodation
Marriott's Mountain Valley Lodge at Breckenridge, Gateway Mountain Lodge by Keystone Resort, 3 Stories, Pet Friendly, Spacious Backyard + Private Hot Tub, Modern Finishes, New Townhome in Silverthorne, Rooftop Deck w/ Private Hot Tub, Two-Car Garage, Breck Townhome w/ Balcony: Walk to Ski Lifts!, Wildwood Lodge Downtown Condos with Hot Tub, Stand-Alone Mountain Home, Private Hot Tub, Spacious Decks, Near Golf Course, Cozy Cottage right on Main Street! 1 Min walk to Gondola!, Historic Breck Cabin w/ Hot Tub: Walk to Main St!

Top trending hotels in Fairplay

A Riverside Inn Travelodge by Wyndham

A Riverside Inn Travelodge by Wyndham

2 out of 5
249 Hwy 285, Fairplay, CO
Fully refundableReserve now, pay when you stay
The price is AU$226 per night from 1 Mar to 2 Mar
AU$226
includes taxes & fees
1 Mar - 2 Mar
When you stay at A Riverside Inn Travelodge by Wyndham in Fairplay, you'll be near ski lifts and within a 5-minute drive of South Park City Museum.
A Riverside Inn Travelodge by Wyndham
The Hand Hotel Bed & Breakfast

The Hand Hotel Bed & Breakfast

2 out of 5
531 Front St, Fairplay, CO
The price is AU$209 per night from 23 Feb to 24 Feb
AU$209
includes taxes & fees
23 Feb - 24 Feb
When you stay at The Hand Hotel Bed & Breakfast in Fairplay, you'll be on the beach and 3 minutes by foot from South Park City Museum.
The Hand Hotel Bed & Breakfast
La Quinta Inn & Suites by Wyndham Silverthorne - Summit Co

La Quinta Inn & Suites by Wyndham Silverthorne - Summit Co

2.5 out of 5
560 Silverthorne Lane, Silverthorne, CO
Fully refundableReserve now, pay when you stay
The price is AU$252 per night from 25 Feb to 26 Feb
AU$252
includes taxes & fees
25 Feb - 26 Feb
Located in Silverthorne, La Quinta Inn & Suites by Wyndham Silverthorne - Summit Co is in the mountains, within a 15-minute walk of Outlets at Silverthorne and ...
La Quinta Inn & Suites by Wyndham Silverthorne - Summit Co
Save an average of 15% on thousands of hotels when you're signed in
Hotel Alpenrock Breckenridge, Curio Collection by Hilton

Hotel Alpenrock Breckenridge, Curio Collection by Hilton

4 out of 5
550 Village Road, Breckenridge, CO
The price is AU$557 per night from 25 Mar to 26 Mar
AU$557
includes taxes & fees
25 Mar - 26 Mar
Located in Breckenridge (Peak 9), Hotel Alpenrock Breckenridge, Curio Collection by Hilton is within a 5-minute walk of Breckenridge Ski Resort and Quicksilver ...
Hotel Alpenrock Breckenridge, Curio Collection by Hilton
Don't see what you're looking for?
See all available properties in Fairplay
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.