Book Holiday Homes in Oil Springs

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Featured Holiday Homes in Oil Springs

Hidden Acres Escape: A Bluegrass Retreat

Hidden Acres Escape: A Bluegrass Retreat

Blaine
With a stay at this vacation home in Blaine, you'll be 15.3 mi (24.7 km) from Eagle Ridge Golf Course and 16 mi (25.7 km) from Paintsville Lake.
Hidden Acres Escape: A Bluegrass Retreat
Luxury Estate nestled atop stunning mountaintop golf course!

Luxury Estate nestled atop stunning mountaintop golf course!

2 out of 5
Prestonsburg
Located in Prestonsburg, this vacation home is a 2-minute drive from StoneCrest Golf Course and 7 minutes from Jenny Wiley State Resort Park.
Luxury Estate nestled atop stunning mountaintop golf course!
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!

'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!

Hagerhill
Located in Hagerhill, this vacation home is a 4-minute drive from Preston Park and 5 minutes from Fresenius Medical Care.
'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!
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On 220 Acres: Home w/ Trails in West Liberty!

On 220 Acres: Home w/ Trails in West Liberty!

West Liberty
With a stay at this vacation home in West Liberty, you'll be within a 15-minute drive of West Liberty River Park and Pleasant Valley Country Club.
On 220 Acres: Home w/ Trails in West Liberty!
Private Suite on Eastern Kentucky Farm with Indoor Pickleball Court

Private Suite on Eastern Kentucky Farm with Indoor Pickleball Court

West Liberty
The price is AU$192 per night from 12 Aug to 13 Aug
AU$192
12 Aug - 13 Aug
includes taxes & fees
Located in West Liberty, this vacation home is on a river, within a 10-minute drive of West Liberty River Park and Pleasant Valley Country Club.
Private Suite on Eastern Kentucky Farm with Indoor Pickleball Court
Cozy Home in Heart of Prestonsburg

Cozy Home in Heart of Prestonsburg

Prestonsburg
The price is AU$272 per night from 19 Aug to 20 Aug
AU$272
19 Aug - 20 Aug
includes taxes & fees
A stay at this vacation home places you in the heart of Prestonsburg, within a 5-minute drive of Samuel May House and Archer Park.
Cozy Home in Heart of Prestonsburg
Near Scenic Parks: Convenient Home in Prestonsburg

Near Scenic Parks: Convenient Home in Prestonsburg

Prestonsburg
When you stay at this vacation home in Prestonsburg, you'll be in the mountains, within a 5-minute drive of Samuel May House and Archer Park.
Near Scenic Parks: Convenient Home in Prestonsburg
Downtown Paintsville Vacation Rental!

Downtown Paintsville Vacation Rental!

Paintsville
Located in Paintsville, this vacation home is in a rural location, within a 15-minute walk of Mayo Mansion and Johnson County Public Library.
Downtown Paintsville Vacation Rental!
Cheerful Three Bedroom Residential Home

Cheerful Three Bedroom Residential Home

Van Lear
The price is AU$631 per night from 12 Aug to 13 Aug
AU$631
12 Aug - 13 Aug
includes taxes & fees
This vacation home is 2.7 mi (4.4 km) from Paintsville Golf Course and 3.1 mi (5 km) from Loretta Lynn's Home.
Cheerful Three Bedroom Residential Home
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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.

Oil Springs 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 Oil Springs vacation homes are the perfect way for you to wing it.

Holiday houses in Oil Springs 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 Oil Springs 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 Oil Springs adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Oil Springs 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 Oil Springs 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.

Oil Springs Holiday Homes essential information

Accommodation
9 Holiday Homes
Lowest Price
AU$109
Highest Price
AU$631
Popular accommodation
Hidden Acres Escape: A Bluegrass Retreat, Luxury Estate nestled atop stunning mountaintop golf course!, 'Homeplace' w/ Yard - 10 Mi to Jenny Wiley!, On 220 Acres: Home w/ Trails in West Liberty!, Private Suite on Eastern Kentucky Farm with Indoor Pickleball Court, Cozy Home in Heart of Prestonsburg, Near Scenic Parks: Convenient Home in Prestonsburg, Downtown Paintsville Vacation Rental!, Cheerful Three Bedroom Residential Home

Top trending hotels in Oil Springs

Days Inn by Wyndham Paintsville

Days Inn by Wyndham Paintsville

2 out of 5
512 S Mayo Trail, Paintsville, KY
Fully refundableReserve now, pay when you stay
The price is AU$109 per night from 3 Sept to 4 Sept
AU$109
3 Sept - 4 Sept
includes taxes & fees
With a stay at Days Inn by Wyndham Paintsville in Paintsville, you'll be in the mountains, just a 3-minute walk from Preston Park and 10 minutes by foot from ...
Days Inn by Wyndham Paintsville
Ramada Hotel & Conference Center by Wyndham Paintsville

Ramada Hotel & Conference Center by Wyndham Paintsville

2.5 out of 5
624 James Trimble Blvd, Hwy 321 & James Trimble Blvd, Paintsville, KY
Fully refundableReserve now, pay when you stay
The price is AU$187 per night from 7 Sept to 8 Sept
AU$187
7 Sept - 8 Sept
includes taxes & fees
With a stay at Ramada Hotel & Conference Center by Wyndham Paintsville in Paintsville, you'll be within a 5-minute walk of Paintsville ARH Hospital and Fresenius ...
Ramada Hotel & Conference Center by Wyndham Paintsville
Magnuson Hotel West Liberty

Magnuson Hotel West Liberty

2.5 out of 5
1613 West Main, West Liberty, KY
Fully refundableReserve now, pay when you stay
The price is AU$125 per night from 12 Aug to 13 Aug
AU$125
12 Aug - 13 Aug
includes taxes & fees
With a stay at Magnuson Hotel West Liberty in West Liberty, you'll be 9.9 mi (15.9 km) from Cave Run Lake and 26.6 mi (42.9 km) from Morehead State ...
Magnuson Hotel West Liberty
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Comfort Suites Prestonsburg West

Comfort Suites Prestonsburg West

2.5 out of 5
51 Hal Rogers Dr, Prestonsburg, KY
Fully refundableReserve now, pay when you stay
The price is AU$191 per night from 22 Aug to 23 Aug
AU$191
22 Aug - 23 Aug
includes taxes & fees
A stay at Comfort Suites Prestonsburg West places you in the heart of Prestonsburg, steps from Mountain Arts Center and a 2-minute drive from Archer Park.
Comfort Suites Prestonsburg West
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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.

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^Subject to availability and chosen travel dates.