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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Oakland holiday homes

A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a sink.

1. 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, (185 reviews)
"Great place near Mammoth Cave"
United States
Richard R.
The price is £181
includes taxes & fees
14 Oct - 15 Oct
Bluegrass Vineyard B&B, nestled next to the vineyard and winery
A modern kitchen with grey cabinets, a coffee machine, and a built-in oven.

2. Hunts Bend: Feel the Season Change|5-Acre Retreat

Hunts Bend: Feel the Season Change|5-Acre Retreat
Bowling Green
10.0 out of 10, Exceptional, (13 reviews)
"The host was responsive, the home was clean & invting. We loved the location as well!"
United States
johnnie l.
The price is £252
includes taxes & fees
13 Oct - 14 Oct
Hunts Bend: Feel the Season Change|5-Acre Retreat
A kitchen with a blue wall, a brick backsplash, a stainless steel sink, a microwave, and a hanging light fixture.

3. Quiet Apartment

Quiet Apartment
Brownsville
9.8 out of 10, Exceptional, (46 reviews)
"Quiet, clean apartment. Very comfortable and responsive host."
United States
Cheryl K.
The price is £143
includes taxes & fees
8 Oct - 9 Oct
Quiet Apartment
A living room with a sofa, armchair, and a coffee table. There are two framed pictures on the wall, a lamp on a side table, and a window with blinds.

4. Very clean & private

Very clean & private
Bowling Green
9.8 out of 10, Exceptional, (169 reviews)
"Everything about this home was excellent. "
United States
Sandra B.
The price is £135
includes taxes & fees
8 Oct - 9 Oct
Very clean & private
A modern kitchen with dark wooden cabinets, stainless steel appliances, and a granite countertop.

5. Cozy home on shady lot, minutes to Beech Bend, WKU, Corvette museum, hospitals

Cozy home on shady lot, minutes to Beech Bend, WKU, Corvette museum, hospitals
Bowling Green
10.0 out of 10, Exceptional, (11 reviews)
"This place is amazing! We felt completely at home and Jerri and Pat were amazing hosts! It was clean with modern decor and amenities. They truly thought of everything from the forgotten home essentials, games, and so much more. My girls loved the snack basket! The location was so close to all the tourist sites. We would definitely come back and stay"
United States
Jennifer U.
The price is £206
includes taxes & fees
11 Oct - 12 Oct
Cozy home on shady lot, minutes to Beech Bend, WKU, Corvette museum, hospitals
A kitchen with granite countertops, wooden cabinets, a window, and a coffee maker.

6. Beautiful Bungalow in the Heart of BG. By WKU Campus. Close to Mammoth Cave.

Beautiful Bungalow in the Heart of BG. By WKU Campus. Close to Mammoth Cave.
Bowling Green
8.0 out of 10, Very good, (14 reviews)
"Places clean as described. Had a great time."
United States
Jonathan G.
The price is £155
includes taxes & fees
12 Oct - 13 Oct
Beautiful Bungalow in the Heart of BG. By WKU Campus. Close to Mammoth Cave.
A bedroom with a bed, two nightstands, a dresser, a fireplace, and two wall-mounted windows with wreaths.

7. Blue Belle: Storybook Spring Escape - Cozy 2BR

Blue Belle: Storybook Spring Escape - Cozy 2BR
Bowling Green
9.8 out of 10, Exceptional, (15 reviews)
"Our second time staying here and again it was a very welcoming, convenient place to stay with ample amenities, We visited family nearby and enjoyed the easy walk downtown and pleasant walks around the neighborhood."
United States
Laura W.
The price is £335
includes taxes & fees
7 Nov - 8 Nov
Blue Belle: Storybook Spring Escape - Cozy 2BR
A wooden deck with a white table set with white ceramic cups and a sugar container. A white vase with flowers is on the left, and a blue and green striped pillow is on the right.

8. Entire House Family-Pets-Friendly Close to i65.

Entire House Family-Pets-Friendly Close to i65.
Bowling Green
9.0 out of 10, Wonderful, (32 reviews)
"Great location for an extended family trip to Mammoth Caves!"
United States
Erin M.
The price is £306
includes taxes & fees
11 Oct - 12 Oct
Entire House Family-Pets-Friendly Close to i65.
A gazebo with a fire pit, wooden benches, and string lights against a sunset backdrop.

9. 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, (22 reviews)
"Great property close to Mammoth Cave. Host was great and we had everything we needed for a great weekend."
United States
Cheryl Y.
The price is £274
includes taxes & fees
8 Oct - 9 Oct
The Mammoth Cave House, 3BR, 2 bath with 5 beds and VERY near Mammoth Cave
A single-story house with a front porch, a garage, and a well-maintained lawn.

10. 2 BR Beautiful new home near Mammoth Cave.

2 BR Beautiful new home near Mammoth Cave.
Cave City
9.8 out of 10, Exceptional, (98 reviews)
"The house was clean, welcoming, and we'll stocked for cooking. We loved our stay."
United States
celeif L.
The price is £125
includes taxes & fees
2 Nov - 3 Nov
2 BR Beautiful new home near Mammoth Cave.
A spacious living room with a fireplace, large windows, and a kitchen in the background.

11. Drakes Creek: Summer Fun For Everyone!

Drakes Creek: Summer Fun For Everyone!
Bowling Green
10.0 out of 10, Exceptional, (27 reviews)
"Beautiful, spotless home on a gorgeous wooded lot, minutes from everything Bowling Green has to offer. We had quick communication from owners, super easy check-in, and everything we needed for our stay. Would definitely rent again!"
United States
Anthony G.
The price is £404
includes taxes & fees
19 Oct - 20 Oct
Drakes Creek: Summer Fun For Everyone!
A modern kitchen with granite countertops, a dining area with a table and chairs, a living room with a sofa and a TV, and a ceiling fan.

12. Peaceful 2-bedroom home near Mammoth Cave.

Peaceful 2-bedroom home near Mammoth Cave.
Cave City
10.0 out of 10, Exceptional, (72 reviews)
"Great house and convenient to park. Lots of space to relax and was quiet."
United States
Theodore
The price is £122
includes taxes & fees
12 Oct - 13 Oct
Peaceful 2-bedroom home near Mammoth Cave.
A modern living room with a grey sofa, a ceiling fan, and a kitchen area with a fridge and sink.

13. Cozy, Clean Home for Family or Friends

Cozy, Clean Home for Family or Friends
Bowling Green
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful & spacious place - everything was great!"
United States
Lindsay S.
The price is £381
includes taxes & fees
20 Oct - 21 Oct
Cozy, Clean Home for Family or Friends
A modern kitchen with a central island, wooden cabinets, and a dining area with a brown leather couch and a chandelier.

14. 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, (97 reviews)
"It was the perfect spot for us to stay the one night!"
United States
Grace H.
The price is £122
includes taxes & fees
14 Oct - 15 Oct
Peaceful private 3 BR new home near Mammoth Cave.
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a dining table set with white plates and glasses.

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

Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.
Cave City
9.2 out of 10, Wonderful, (55 reviews)
"Clean rooms, nice beds, a bit older but has character. Once I was able to get in contact with owners communication was seamless. Easy check in and out. Super close to the caves which make this place worth it!"
United States
Justin
The price is £162
includes taxes & fees
11 Oct - 12 Oct
Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.
Living area

16. 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, (23 reviews)
"The location and size of this property was perfect for our stop to visit Mammoth Caves!"
United States
Curt B.
The price is £206
includes taxes & fees
9 Oct - 10 Oct
Charming 3-bedroom house "Cavern" with tons of amenities in Cave City.
A modern living room with a gray sectional sofa, a round coffee table, and a dining area with a wooden table and chairs.

17. Home in Mammoth Cave

Home in Mammoth Cave
Cave City
10.0 out of 10, Exceptional, (92 reviews)
"Amazing property and very responsive hosts. We have zero complaints."
United States
Kim
The price is £223
includes taxes & fees
15 Oct - 16 Oct
Home in Mammoth Cave
A single-story house with a dark gray exterior, white trim, and a dark roof.

18. Blueberry Cottage - Downtown Park City

Blueberry Cottage - Downtown Park City
Park City
10.0 out of 10, Exceptional, (12 reviews)
"Great stay. Cute homey house. Loved the little screened porch. Nice for morning coffee. Close to the expressway for quick on and off."
United States
Mary L.
The price is £304
includes taxes & fees
2 Nov - 3 Nov
Blueberry Cottage - Downtown Park City
Living area

19. Charming 2-bedroom cabin on Nolin Lake with WiFi, AC, fire pit

Charming 2-bedroom cabin on Nolin Lake with WiFi, AC, fire pit
Mammoth Cave
9.6 out of 10, Exceptional, (17 reviews)
"Great place close to mammoth National Park for a reasonable price."
United States
Tony
The price is £218
includes taxes & fees
12 Oct - 13 Oct
Charming 2-bedroom cabin on Nolin Lake with WiFi, AC, fire pit
A living room with a large flat-screen TV, a ceiling fan, and a sofa.

20. 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, (97 reviews)
"Extremely clean and close to Mammoth Cave National Park!"
United States
Emily
The price is £161
includes taxes & fees
3 Nov - 4 Nov
Peaceful private 3 bedroom & 2 bathroom new home near Mammoth Cave.
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

Days Inn by Wyndham Cave City

Days Inn by Wyndham Cave City

8/10 Good
"It was really close to food"
Christine 1-night trip
Posted 18 hours ago
Days Inn by Wyndham Cave City

Find out more about Oakland

Oakland Holiday Homes information

Number of reviews
1,083
Accommodation
216 Holiday Homes
Lowest Price
£122
Highest Price
£404