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Oakland Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
49 rentals in Oakland.
Cozy house close to Mammoth Cave and the bowling crowd, vacation rental in Oakland
Cozy house close to Mammoth Cave and the bowling crowd, vacation rental in Oakland
Cozy house close to Mammoth Cave and the bowling crowd, vacation rental in Oakland

Cozy house close to Mammoth Cave and the bowling crowd

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Nonna’s Place - Pole Barn Dwelling Near Mammoth Cave, vacation rental in Oakland
Nonna’s Place - Pole Barn Dwelling Near Mammoth Cave, vacation rental in Oakland
Nonna’s Place - Pole Barn Dwelling Near Mammoth Cave, vacation rental in Oakland

Nonna’s Place - Pole Barn Dwelling Near Mammoth Cave

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Double D acres near Mammoth Cave and Bowling Green, vacation rental in Oakland
Double D acres near Mammoth Cave and Bowling Green, vacation rental in Oakland
Double D acres near Mammoth Cave and Bowling Green, vacation rental in Oakland

Double D acres near Mammoth Cave and Bowling Green

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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The following properties within 20 miles of Oakland match all your filters:
Bluegrass Vineyard B&B, nestled next to the vineyard and winery, vacation rental in Oakland
Bluegrass Vineyard B&B, nestled next to the vineyard and winery, vacation rental in Oakland
Bluegrass Vineyard B&B, nestled next to the vineyard and winery, vacation rental in Oakland

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Cozy cabin getaway - Country setting - pond with walking trail, vacation rental in Oakland
Cozy cabin getaway - Country setting - pond with walking trail, vacation rental in Oakland
Cozy cabin getaway - Country setting - pond with walking trail, vacation rental in Oakland

Cozy cabin getaway - Country setting - pond with walking trail

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Updated Apt: 1 Mi to Western Kentucky University!, vacation rental in Oakland
Updated Apt: 1 Mi to Western Kentucky University!, vacation rental in Oakland
Updated Apt: 1 Mi to Western Kentucky University!, vacation rental in Oakland

Updated Apt: 1 Mi to Western Kentucky University!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Family Game Fun - Walk to Downtown, vacation rental in Oakland
Family Game Fun - Walk to Downtown, vacation rental in Oakland
Family Game Fun - Walk to Downtown, vacation rental in Oakland

Family Game Fun - Walk to Downtown

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Pet-Friendly Brownsville Retreat w/ Porch!, vacation rental in Oakland
Pet-Friendly Brownsville Retreat w/ Porch!, vacation rental in Oakland
Pet-Friendly Brownsville Retreat w/ Porch!, vacation rental in Oakland

Pet-Friendly Brownsville Retreat w/ Porch!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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DowntownBrowntown, vacation rental in Oakland
DowntownBrowntown, vacation rental in Oakland
DowntownBrowntown, vacation rental in Oakland

DowntownBrowntown

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Very clean & private, vacation rental in Oakland
Very clean & private, vacation rental in Oakland
Very clean & private, vacation rental in Oakland

Very clean & private

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Charming Smiths Grove Home Near Cave Tours!, vacation rental in Oakland
Charming Smiths Grove Home Near Cave Tours!, vacation rental in Oakland
Charming Smiths Grove Home Near Cave Tours!, vacation rental in Oakland

Charming Smiths Grove Home Near Cave Tours!

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Quiet Apartment, vacation rental in Oakland
Quiet Apartment, vacation rental in Oakland
Quiet Apartment, vacation rental in Oakland

Quiet Apartment

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Bungalow In The River Bend, vacation rental in Oakland
Bungalow In The River Bend, vacation rental in Oakland
Bungalow In The River Bend, vacation rental in Oakland

Bungalow In The River Bend

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Affiliated with FlipKey
Red Door On Riverview, vacation rental in Oakland
Red Door On Riverview, vacation rental in Oakland
Red Door On Riverview, vacation rental in Oakland

Red Door On Riverview

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Bowling Green Farmhouse 10 Mi to Mammoth Cave, vacation rental in Oakland
Bowling Green Farmhouse 10 Mi to Mammoth Cave, vacation rental in Oakland
Bowling Green Farmhouse 10 Mi to Mammoth Cave, vacation rental in Oakland

Bowling Green Farmhouse 10 Mi to Mammoth Cave

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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East Main - Historical Home, Recently Renovated, vacation rental in Oakland
East Main - Historical Home, Recently Renovated, vacation rental in Oakland
East Main - Historical Home, Recently Renovated, vacation rental in Oakland

East Main - Historical Home, Recently Renovated

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Cozy House with lots of charm!, vacation rental in Oakland
Cozy House with lots of charm!, vacation rental in Oakland
Cozy House with lots of charm!, vacation rental in Oakland

Cozy House with lots of charm!

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Bowling Green House w/ Shared Pool!, vacation rental in Oakland
Bowling Green House w/ Shared Pool!, vacation rental in Oakland
Bowling Green House w/ Shared Pool!, vacation rental in Oakland

Bowling Green House w/ Shared Pool!

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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Large Log cabin on a Horse Ranch close to MammothCaves,Corvettes,WKU,BeechBend, vacation rental in Oakland
Large Log cabin on a Horse Ranch close to MammothCaves,Corvettes,WKU,BeechBend, vacation rental in Oakland
Large Log cabin on a Horse Ranch close to MammothCaves,Corvettes,WKU,BeechBend, vacation rental in Oakland

Large Log cabin on a Horse Ranch close to MammothCaves,Corvettes,WKU,BeechBend

Rental Home
3 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
More info
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Entire House Family-Pets-Friendly Close to i65., vacation rental in Oakland
Entire House Family-Pets-Friendly Close to i65., vacation rental in Oakland
Entire House Family-Pets-Friendly Close to i65., vacation rental in Oakland

Entire House Family-Pets-Friendly Close to i65.

Rental Home
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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The Plum Springs House-cozy family sized pet friendly home w/fenced yard., vacation rental in Oakland
The Plum Springs House-cozy family sized pet friendly home w/fenced yard., vacation rental in Oakland
The Plum Springs House-cozy family sized pet friendly home w/fenced yard., vacation rental in Oakland

The Plum Springs House-cozy family sized pet friendly home w/fenced yard.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
More info
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BG's Blue Beach Resort- 4BR/3BA, vacation rental in Oakland
BG's Blue Beach Resort- 4BR/3BA, vacation rental in Oakland
BG's Blue Beach Resort- 4BR/3BA, vacation rental in Oakland

BG's Blue Beach Resort- 4BR/3BA

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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SUADA-Superior ADA Cabin, vacation rental in Oakland
SUADA-Superior ADA Cabin, vacation rental in Oakland
SUADA-Superior ADA Cabin, vacation rental in Oakland

SUADA-Superior ADA Cabin

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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BG Convenient Brooke, vacation rental in Oakland
BG Convenient Brooke, vacation rental in Oakland
BG Convenient Brooke, vacation rental in Oakland

BG Convenient Brooke

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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LOCAB-Log Cabin, vacation rental in Oakland
LOCAB-Log Cabin, vacation rental in Oakland
LOCAB-Log Cabin, vacation rental in Oakland

LOCAB-Log Cabin

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Wanderlust: Here for your outdoor adventure, vacation rental in Oakland
Wanderlust: Here for your outdoor adventure, vacation rental in Oakland
Wanderlust: Here for your outdoor adventure, vacation rental in Oakland

Wanderlust: Here for your outdoor adventure

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Brownsville Studio Cottage - Walk to Mammoth Cave!, vacation rental in Oakland
Brownsville Studio Cottage - Walk to Mammoth Cave!, vacation rental in Oakland
Brownsville Studio Cottage - Walk to Mammoth Cave!, vacation rental in Oakland

Brownsville Studio Cottage - Walk to Mammoth Cave!

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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SUCAB-Supreme Cabin, vacation rental in Oakland
SUCAB-Supreme Cabin, vacation rental in Oakland
SUCAB-Supreme Cabin, vacation rental in Oakland

SUCAB-Supreme Cabin

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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JUCAB-Junior Cabin, vacation rental in Oakland
JUCAB-Junior Cabin, vacation rental in Oakland
JUCAB-Junior Cabin, vacation rental in Oakland

JUCAB-Junior Cabin

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Pet Friendly �Home Near the Heart of Bowling Green, vacation rental in Oakland
Pet Friendly �Home Near the Heart of Bowling Green, vacation rental in Oakland
Pet Friendly �Home Near the Heart of Bowling Green, vacation rental in Oakland

Pet Friendly �Home Near the Heart of Bowling Green

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The Historic 1893 Reed - Dossey House Bed & Breakfast, vacation rental in Oakland
The Historic 1893 Reed - Dossey House Bed & Breakfast, vacation rental in Oakland
The Historic 1893 Reed - Dossey House Bed & Breakfast, vacation rental in Oakland

The Historic 1893 Reed - Dossey House Bed & Breakfast

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Modern Home Near Downtown and WKU, vacation rental in Oakland
Modern Home Near Downtown and WKU, vacation rental in Oakland
Modern Home Near Downtown and WKU, vacation rental in Oakland

Modern Home Near Downtown and WKU

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The Maple Retreat at Park Mammoth, vacation rental in Oakland
The Maple Retreat at Park Mammoth, vacation rental in Oakland
The Maple Retreat at Park Mammoth, vacation rental in Oakland

The Maple Retreat at Park Mammoth

Cabin
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Affiliated with FlipKey
The Chipley Room BGKY, vacation rental in Oakland
The Chipley Room BGKY, vacation rental in Oakland
The Chipley Room BGKY, vacation rental in Oakland

The Chipley Room BGKY

Rental Home
2 bedrooms
3 bathrooms
Sleeps 3
Match: Sleeps
More info
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Spacious Executive Suite Downtown Bowling Green, vacation rental in Oakland
Spacious Executive Suite Downtown Bowling Green, vacation rental in Oakland
Spacious Executive Suite Downtown Bowling Green, vacation rental in Oakland

Spacious Executive Suite Downtown Bowling Green

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Vette City Stingray - Condo w/King Bed, vacation rental in Oakland
Vette City Stingray - Condo w/King Bed, vacation rental in Oakland
Vette City Stingray - Condo w/King Bed, vacation rental in Oakland

Vette City Stingray - Condo w/King Bed

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Brownsville Vacation Rental Near National Park!, vacation rental in Oakland
Brownsville Vacation Rental Near National Park!, vacation rental in Oakland
Brownsville Vacation Rental Near National Park!, vacation rental in Oakland

Brownsville Vacation Rental Near National Park!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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BG's City Chic Condo - King Bed!, vacation rental in Oakland
BG's City Chic Condo - King Bed!, vacation rental in Oakland
BG's City Chic Condo - King Bed!, vacation rental in Oakland

BG's City Chic Condo - King Bed!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Bluegrass Getaway Suite Downtown Bowling Green!, vacation rental in Oakland
Bluegrass Getaway Suite Downtown Bowling Green!, vacation rental in Oakland
Bluegrass Getaway Suite Downtown Bowling Green!, vacation rental in Oakland

Bluegrass Getaway Suite Downtown Bowling Green!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Bowling Green Apartment in the Heart of Town!, vacation rental in Oakland
Bowling Green Apartment in the Heart of Town!, vacation rental in Oakland
Bowling Green Apartment in the Heart of Town!, vacation rental in Oakland

Bowling Green Apartment in the Heart of Town!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Vette City retreat convenient to Mammoth Caves, Beech Bend, NCM, WKU., vacation rental in Oakland
Vette City retreat convenient to Mammoth Caves, Beech Bend, NCM, WKU., vacation rental in Oakland
Vette City retreat convenient to Mammoth Caves, Beech Bend, NCM, WKU., vacation rental in Oakland

Vette City retreat convenient to Mammoth Caves, Beech Bend, NCM, WKU.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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C a s i t a C a f e, vacation rental in Oakland
C a s i t a C a f e, vacation rental in Oakland
C a s i t a C a f e, vacation rental in Oakland

C a s i t a C a f e

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Remodeled split-level home with southern charm. Pet-Friendly!, vacation rental in Oakland
Remodeled split-level home with southern charm. Pet-Friendly!, vacation rental in Oakland
Remodeled split-level home with southern charm. Pet-Friendly!, vacation rental in Oakland

Remodeled split-level home with southern charm. Pet-Friendly!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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The Grey Estate - 4BR/2BA, vacation rental in Oakland
The Grey Estate - 4BR/2BA, vacation rental in Oakland
The Grey Estate - 4BR/2BA, vacation rental in Oakland

The Grey Estate - 4BR/2BA

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Entire house for you located in Bowling Green, KY close to The Corvette Museum, vacation rental in Oakland
Entire house for you located in Bowling Green, KY close to The Corvette Museum, vacation rental in Oakland
Entire house for you located in Bowling Green, KY close to The Corvette Museum, vacation rental in Oakland

Entire house for you located in Bowling Green, KY close to The Corvette Museum

Rental Home
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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Affiliated with FlipKey
LARGE HOME, vacation rental in Oakland
LARGE HOME, vacation rental in Oakland
LARGE HOME, vacation rental in Oakland

LARGE HOME

Rental Home
5 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
More info
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Whispering Waters Rustic Retreat, vacation rental in Oakland
Whispering Waters Rustic Retreat, vacation rental in Oakland
Whispering Waters Rustic Retreat, vacation rental in Oakland

Whispering Waters Rustic Retreat

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Industrial Modern House for Sleep + Play, vacation rental in Oakland
Industrial Modern House for Sleep + Play, vacation rental in Oakland
Industrial Modern House for Sleep + Play, vacation rental in Oakland

Industrial Modern House for Sleep + Play

Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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The Best Rental House in Bowling Green, vacation rental in Oakland
The Best Rental House in Bowling Green, vacation rental in Oakland
The Best Rental House in Bowling Green, vacation rental in Oakland

The Best Rental House in Bowling Green

Rental Home
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
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Showing results 1-49 of 49
Frequently Asked Questions about Oakland