Book Holiday Homes in Fairplay

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Featured Holiday Homes in Fairplay

Romantic Private Space for Couple's Getaway w/Hot Tub

Romantic Private Space for Couple's Getaway w/Hot Tub

Buena Vista CO
Located in Buena Vista, this vacation home is on the waterfront, within a 5-minute drive of Arkansas River and Arkansas Headwaters Recreation Area.
Opens in a new windowRomantic Private Space for Couple's Getaway w/Hot Tub
Spacious with private hot tub and King size beds and en-suites

Spacious with private hot tub and King size beds and en-suites

Silverthorne CO
With a stay at this vacation home in Silverthorne (Wildernest), you'll be within a 5-minute drive of Blue River and Outlets at Silverthorne.
Opens in a new windowSpacious with private hot tub and King size beds and en-suites
Spacious Retreat + Loft. Gas Fireplace Modern Style. 5-Min Walk to Town! CH05

Spacious Retreat + Loft. Gas Fireplace Modern Style. 5-Min Walk to Town! CH05

Breckenridge CO
Located in Breckenridge (Peak 9), this vacation home is within a 15-minute walk of Breckenridge Ski Resort and Main Street.
Opens in a new windowSpacious Retreat + Loft. Gas Fireplace Modern Style. 5-Min Walk to Town! CH05
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RATES REDUCED! Dogs Welcome! Stunning Views & Unbeatable Location! MainC

RATES REDUCED! Dogs Welcome! Stunning Views & Unbeatable Location! MainC

Breckenridge CO
The price is AU$683 per night from 27 May to 28 May
AU$683
27 May - 28 May
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Breckenridge, steps from Main Street and 9 minutes by foot from Breckenridge Ski Resort.
Opens in a new windowRATES REDUCED! Dogs Welcome! Stunning Views & Unbeatable Location! MainC
Just Walk Inn Townhome: Stroll To Main St, Gondola

Just Walk Inn Townhome: Stroll To Main St, Gondola

Breckenridge CO
With a stay at this vacation home in Breckenridge (Historic District), you'll be a 4-minute walk from Main Street and 6 minutes by foot from Breckenridge Ski ...
Opens in a new windowJust Walk Inn Townhome: Stroll To Main St, Gondola
Super Ski Pad - Ski in, Ski Out, Walk to Town.

Super Ski Pad - Ski in, Ski Out, Walk to Town.

Breckenridge CO
The price is AU$574 per night from 20 June to 21 June
AU$574
20 June - 21 June
includes taxes & fees
A stay at this vacation home places you in the heart of Breckenridge, within a 15-minute walk of Breckenridge Ski Resort and Main Street.
Opens in a new windowSuper Ski Pad - Ski in, Ski Out, Walk to Town.
The Fox Den is the perfect cabin for a couples get away near Breckenridge CO.

The Fox Den is the perfect cabin for a couples get away near Breckenridge CO.

Alma CO
Located in Alma, this vacation home is on a river, within a 15-minute drive of Alma Town Park & Disc Golf Course and Alma's Historic Ladies Aid Hall.
Opens in a new windowThe Fox Den is the perfect cabin for a couples get away near Breckenridge CO.
Ski-in/Ski-Out Retreat with Elevator; Free Local Shuttle

Ski-in/Ski-Out Retreat with Elevator; Free Local Shuttle

Breckenridge CO
Located in Breckenridge (Peak 8), this vacation home is within a 15-minute walk of Breckenridge Ski Resort and Main Street.
Opens in a new windowSki-in/Ski-Out Retreat with Elevator; Free Local Shuttle
Log cabin, walking distance to town.  STR-049

Log cabin, walking distance to town. STR-049

Buena Vista CO
The price is AU$463 per night from 27 May to 28 May
AU$463
27 May - 28 May
includes taxes & fees
A stay at this vacation home places you in the heart of Buena Vista, within a 5-minute drive of Buena Vista Heritage Museum and Buena Vista River Park.
Opens in a new windowLog cabin, walking distance to town. STR-049
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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
3172 Holiday Homes
Lowest Price
AU$173
Highest Price
AU$683
Popular accommodation
Romantic Private Space for Couple's Getaway w/Hot Tub, Spacious with private hot tub and King size beds and en-suites, Spacious Retreat + Loft. Gas Fireplace Modern Style. 5-Min Walk to Town! CH05, RATES REDUCED! Dogs Welcome! Stunning Views & Unbeatable Location! MainC, Just Walk Inn Townhome: Stroll To Main St, Gondola, Super Ski Pad - Ski in, Ski Out, Walk to Town., The Fox Den is the perfect cabin for a couples get away near Breckenridge CO., Ski-in/Ski-Out Retreat with Elevator; Free Local Shuttle, Log cabin, walking distance to town. STR-049

Top trending hotels in Fairplay

The Hand Hotel Bed & Breakfast

The Hand Hotel Bed & Breakfast

2 out of 5
531 Front St Fairplay CO
The price is AU$173 per night from 25 May to 26 May
AU$173
25 May - 26 May
includes taxes & fees
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.
Opens in a new windowThe Hand Hotel Bed & Breakfast
Charming Log Cabin Near Ski Slopes & Dining w/ Hot Tub • Pet Friendly • Dogs OK

Charming Log Cabin Near Ski Slopes & Dining w/ Hot Tub • Pet Friendly • Dogs OK

Fairplay CO
With a stay at this cabin in Fairplay, you'll be in the mountains, and 30.1 mi (48.5 km) from Breckenridge Ski Resort and 25.8 mi (41.5 km) from Main ...
Opens in a new windowCharming Log Cabin Near Ski Slopes & Dining w/ Hot Tub • Pet Friendly • Dogs OK
Hyatt Vacation Club at The Ranahan

Hyatt Vacation Club at The Ranahan

4 out of 5
557 Stan Miller Dr Breckenridge CO
Fully refundable
The price is AU$263 per night from 31 May to 1 June
AU$263
31 May - 1 June
includes taxes & fees
With a stay at Hyatt Vacation Club at The Ranahan in Breckenridge (Northside Breck), you'll be a 2-minute drive from Breckenridge Golf Club and 6 minutes from ...
Opens in a new windowHyatt Vacation Club at The Ranahan
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Village at Breckenridge, A Vail Resorts Property

Village at Breckenridge, A Vail Resorts Property

3 out of 5
535 S Park Avenue Breckenridge CO
Fully refundableReserve now, pay when you stay
The price is AU$234 per night from 21 June to 22 June
AU$234
21 June - 22 June
includes taxes & fees
With a stay at Village at Breckenridge, A Vail Resorts Property in Breckenridge (Historic District), you'll be a 3-minute walk from Main Street and 5 minutes ...
Opens in a new windowVillage at Breckenridge, A Vail Resorts Property
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See all available properties in Fairplay
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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.

Top Picks

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^Subject to availability and chosen travel dates.