Search Vacation Homes in Oakland

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Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
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Jan 9 - Jan 11
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Feb 6 - Feb 8

Our top choices for Oakland vacation homes

Interior
Peaceful 2-bedroom home near Mammoth Cave.

Peaceful 2-bedroom home near Mammoth Cave.

Peaceful 2-bedroom home near Mammoth Cave.
Cave City
10.0 out of 10, Exceptional, (21)
"Good stay, communication good, gave great recommendations on local attractions. "
United States
Anonymous traveler
$116 nightly
The price is $128
Dec 11 - Dec 12
Total with taxes and fees
Peaceful 2-bedroom home near Mammoth Cave.
Private kitchen
Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.

Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.

Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.
Cave City
9.0 out of 10, Wonderful, (29)
"It was a great place for a quick stay. "
United States
Sarah B.
$173 nightly
The price is $193
Dec 11 - Dec 12
Total with taxes and fees
Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.
Fridge, microwave, oven, stovetop
Hunts Bend Private Getaway!

Hunts Bend Private Getaway!

Hunts Bend Private Getaway!
Bowling Green
10.0 out of 10, Exceptional, (8)
"A wonderful property in a great location!"
United States
Lance M.
$268 nightly
The price is $292
Dec 16 - Dec 17
Total with taxes and fees
Hunts Bend Private Getaway!
Exterior
2 BR Beautiful new home near Mammoth Cave.

2 BR Beautiful new home near Mammoth Cave.

2 BR Beautiful new home near Mammoth Cave.
Cave City
9.6 out of 10, Exceptional, (45)
"It was so close to the national park which was great for us"
United States
Morgan I.
$116 nightly
The price is $128
Dec 11 - Dec 12
Total with taxes and fees
2 BR Beautiful new home near Mammoth Cave.
Interior
Peaceful private 3 BR new home near Mammoth Cave.

Peaceful private 3 BR new home near Mammoth Cave.

Peaceful private 3 BR new home near Mammoth Cave.
Cave City
9.8 out of 10, Exceptional, (37)
"Great place to stay after touring the caves. "
United States
Matt D.
$125 nightly
The price is $138
Dec 15 - Dec 16
Total with taxes and fees
Peaceful private 3 BR new home near Mammoth Cave.
Smart TV, offices
Charming 3-bedroom house "Cavern" with tons of amenities in Cave City.

Charming 3-bedroom house "Cavern" with tons of amenities in Cave City.

Charming 3-bedroom house "Cavern" with tons of amenities in Cave City.
Cave City
9.6 out of 10, Exceptional, (16)
"This was a perfect house for our family to stay in. Clean and well kept. We would definitely stay here again. "
United States
Anonymous traveler
$227 nightly
The price is $253
Dec 11 - Dec 12
Total with taxes and fees
Charming 3-bedroom house "Cavern" with tons of amenities in Cave City.
Smart TV, music library
Hot Tub and Fire Pit near Mammoth Cave National Park- Pet Friendly

Hot Tub and Fire Pit near Mammoth Cave National Park- Pet Friendly

Hot Tub and Fire Pit near Mammoth Cave National Park- Pet Friendly
Cave City
9.6 out of 10, Exceptional, (9)
"We stayed in this lovely rental so we could visit Mammoth Cave National Park. The home was clean and welcoming: the host even supplied dog treats and bowls for our dogs. We very much enjoyed the space and we had everything that we needed to be comfortable for our long weekend stay!"
United States
Kristi J.
$275 nightly
The price is $306
Jan 5 - Jan 6, 2026
Total with taxes and fees
Hot Tub and Fire Pit near Mammoth Cave National Park- Pet Friendly
Smart TV
Peaceful private 3 bedroom & 2 bathroom new home near Mammoth Cave.

Peaceful private 3 bedroom & 2 bathroom new home near Mammoth Cave.

Peaceful private 3 bedroom & 2 bathroom new home near Mammoth Cave.
Cave City
9.8 out of 10, Exceptional, (60)
"Thank you ,this place is amazing, so clean and peaceful we loved our stay, we'll be back again thank you Jason"
United States
Rach A.
$128 nightly
The price is $141
Dec 18 - Dec 19
Total with taxes and fees
Peaceful private 3 bedroom & 2 bathroom new home near Mammoth Cave.
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Quiet Apartment

Quiet Apartment

Quiet Apartment
Brownsville
9.8 out of 10, Exceptional, (36)
"My husband and I stayed here one night while visiting Mammoth Cave and it perfectly suited our needs. The property was quiet, the bed was comfortable and it was reasonably close to Mammoth Cave National Park. We would stay here again if we ever return to the area."
United States
Caitlin W.
$169 nightly
The price is $186
Dec 11 - Dec 12
Total with taxes and fees
Quiet Apartment
Property grounds
Country setting with mature trees, large deck. Game/Rec room, Fire Pit and Grill

Country setting with mature trees, large deck. Game/Rec room, Fire Pit and Grill

Country setting with mature trees, large deck. Game/Rec room, Fire Pit and Grill
Austin
10.0 out of 10, Exceptional, (16)
"Lovely stay on a beautiful property!"
United States
Christine G.
$211 nightly
The price is $233
Dec 14 - Dec 15
Total with taxes and fees
Country setting with mature trees, large deck. Game/Rec room, Fire Pit and Grill
2 bedrooms, iron/ironing board, free WiFi, bed sheets
The Blue Belle: Downtown, WKU, Hospital & Parks

The Blue Belle: Downtown, WKU, Hospital & Parks

The Blue Belle: Downtown, WKU, Hospital & Parks
Bowling Green
9.2 out of 10, Wonderful, (5)
"Great location and wonderful hospitality!"
United States
William J.
$243 nightly
The price is $275
Dec 14 - Dec 15
Total with taxes and fees
The Blue Belle: Downtown, WKU, Hospital & Parks
Fridge, microwave, oven, stovetop
The Destination at Night Horse

The Destination at Night Horse

The Destination at Night Horse
Bowling Green
9.8 out of 10, Exceptional, (17)
"Good stay"
United States
Patricia K.
$363 nightly
The price is $421
Dec 16 - Dec 17
Total with taxes and fees
The Destination at Night Horse
Exterior
Mammoth Cave-Game Room-Buc-ee’s-Mint Casino-6 Beds-Stocked- wifi-StockedFirepit!

Mammoth Cave-Game Room-Buc-ee’s-Mint Casino-6 Beds-Stocked- wifi-StockedFirepit!

Mammoth Cave-Game Room-Buc-ee’s-Mint Casino-6 Beds-Stocked- wifi-StockedFirepit!
Bowling Green
10.0 out of 10, Exceptional, (66)
"We loved staying at this house! So much history! Everything was perfect "
United States
Stacey W.
$223 nightly
The price is $243
Jan 4 - Jan 5, 2026
Total with taxes and fees
Mammoth Cave-Game Room-Buc-ee’s-Mint Casino-6 Beds-Stocked- wifi-StockedFirepit!
Dining
Nonna’s Place - Pole Barn Dwelling Near Mammoth Cave

Nonna’s Place - Pole Barn Dwelling Near Mammoth Cave

Nonna’s Place - Pole Barn Dwelling Near Mammoth Cave
Oakland
10.0 out of 10, Exceptional, (64)
"Great location, close to wonderful attractions."
United States
Anonymous traveler
$211 nightly
The price is $230
Dec 21 - Dec 22
Total with taxes and fees
Nonna’s Place - Pole Barn Dwelling Near Mammoth Cave
Fridge, microwave, oven, stovetop
Bluegrass Vineyard B&B, nestled next to the vineyard and winery

Bluegrass Vineyard B&B, nestled next to the vineyard and winery

Bluegrass Vineyard B&B, nestled next to the vineyard and winery
Smiths Grove
10.0 out of 10, Exceptional, (153)
"Nice sized house, plenty of room. Enjoyed the wine room."
United States
Aaran E.
$215 nightly
The price is $234
Dec 11 - Dec 12
Total with taxes and fees
Bluegrass Vineyard B&B, nestled next to the vineyard and winery
Interior
Chillin Time is a cozy pet friendly home 6 miles from Mammoth cave!

Chillin Time is a cozy pet friendly home 6 miles from Mammoth cave!

Chillin Time is a cozy pet friendly home 6 miles from Mammoth cave!
Cave City
10.0 out of 10, Exceptional, (37)
"Great stay & good location to many activities & Mammouth cave. Although wasn't able to find any utensils for the grill. "
United States
RONDA N.
$259 nightly
The price is $288
Dec 11 - Dec 12
Total with taxes and fees
Chillin Time is a cozy pet friendly home 6 miles from Mammoth cave!
Property grounds
The Mammoth Cave House, 3BR, 2 bath with 5 beds and VERY near Mammoth Cave

The Mammoth Cave House, 3BR, 2 bath with 5 beds and VERY near Mammoth Cave

The Mammoth Cave House, 3BR, 2 bath with 5 beds and VERY near Mammoth Cave
Brownsville
10.0 out of 10, Exceptional, (7)
"The property was beautiful and clean and had thoughtful additions like a high chair, play pin, basket ball for playing outside, and plenty of svds books and board games. Great place to stay and very close to mammoth cave visitor center."
United States
Chasidy P.
$309 nightly
The price is $340
Dec 11 - Dec 12
Total with taxes and fees
The Mammoth Cave House, 3BR, 2 bath with 5 beds and VERY near Mammoth Cave
Smart TV, Netflix, Hulu, streaming services
Very clean & private

Very clean & private

Very clean & private
Bowling Green
9.8 out of 10, Exceptional, (153)
"Clean, quiet, and surprisingly private."
United States
Travis H.
$155 nightly
The price is $176
Dec 11 - Dec 12
Total with taxes and fees
Very clean & private
Smart TV, fireplace, video games, DVD player
The Caldwell-MountainVibes at Barren River Lake

The Caldwell-MountainVibes at Barren River Lake

The Caldwell-MountainVibes at Barren River Lake
Scottsville
10.0 out of 10, Exceptional, (17)
"Great and easy communication with owners, very clean home, perfect for our weekend getaway "
United States
Kels T.
$340 nightly
The price is $364
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Caldwell-MountainVibes at Barren River Lake
Dining
Charming KY Stay

Charming KY Stay

Charming KY Stay
Bowling Green
10.0 out of 10, Exceptional, (2)
"We enjoyed our stay at this property. The home was clean and well-equipped with all of the amenities we needed. The location was perfect, offering easy access to local attractions and restaurants."
United States
Jennifer H.
$286 nightly
The price is $324
Dec 15 - Dec 16
Total with taxes and fees
Charming KY Stay
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 Oakland Hotel Reviews

Drury Inn & Suites Bowling Green

Drury Inn & Suites Bowling Green

10/10 Excellent
"Staff was wonderful! Very impressed with all the amenities! Will be staying a Drury in the future! "
Amanda 1-night trip
Posted 2 days ago
Drury Inn & Suites Bowling Green

Find out more about Oakland

Oakland Vacation Homes information

Number of reviews
793
Accommodation
188 Vacation Homes
Lowest Price
$128
Highest Price
$421

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