Holiday Homes in Oakland

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Featured Holiday Homes in Oakland

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

9.8 out of 10, Exceptional, (30)
"Awesome stay, the house is super clean and cozy, we had a wonderful stay and highly recommend it"
The price is AU$274
includes taxes & fees
1 Dec - 2 Dec
Peaceful private 3 bedroom & 2 bathroom new home near Mammoth Cave.

Beautiful Lakefront Home with lake access!

9.6 out of 10, Exceptional, (172)
"Wonderful host, immediate response when texted. Clean and beautiful property that was everything I could have asked for"
Beautiful Lakefront Home with lake access!

Luxury 2BR Townhouse near WKU & Mammoth Cave!

9.6 out of 10, Exceptional, (32)
"Have stayed here before and will return on our next visit. Great location very reasonably prices"
The price is AU$438
includes taxes & fees
2 Dec - 3 Dec
Luxury 2BR Townhouse near WKU & Mammoth Cave!

Entire House Family-Pets-Friendly Close to i65.

9.4 out of 10, Exceptional, (19)
"House is fine and furnished everything we needed. However, there was No living area downstairs with a TV for the group to enjoy watching TV (ballgames and such) only in in a room upstairs that has 2 sofa beds that we needed for sleeping too. House is dated and needs some small repairs but those repairs did not hamper our stay. Beds are as follows since I found VRBO description confusing. I queen in bedroom downstairs 2 queens in another bedroom downstairs Two twin beds ina very small bedroom...
The price is AU$633
includes taxes & fees
16 Dec - 17 Dec
Entire House Family-Pets-Friendly Close to i65.

Home in Mammoth Cave

10.0 out of 10, Exceptional, (43)
"This is the second time I've stayed at this home. I was by myself this time and felt very safe and comfortable. Definitely will stay here again! "
Home in Mammoth Cave

Charming Cave City Vacation Rental w/ Fire Pit!

10.0 out of 10, Exceptional, (26)
"Very close to Mammoth Cave. Quiet residential area. "
Charming Cave City Vacation Rental w/ Fire Pit!

Hiking,Caves,Waterfalls and Amazing RockFormations

10.0 out of 10, Exceptional, (42)
"This place is a true gem! We enjoyed hiking the picturesque forest trails and breathtaking stargazing in the lovely fall weather. Wishing we had at least one more night in this majestic loft, which has everything you need for perfect relaxation!✨"
Hiking,Caves,Waterfalls and Amazing RockFormations

Year-round 3BR/2BA Lake front - Nolin State Park (1mile) -Mammoth Cave (30min)

9.8 out of 10, Exceptional, (140)
"The view was incredible. It was so peaceful and quite. We sat outside our last night and just visited and listened to the rain."
Year-round 3BR/2BA Lake front - Nolin State Park (1mile) -Mammoth Cave (30min)

Lakeside Paradise on Nolin Lake

9.6 out of 10, Exceptional, (123)
"Great location. Adorable house. Beautiful view! We saw deer every day, caught some fish, and saw a bald eagle fly over. We were a group of 4 adults and 2 pre teens. The house was the perfect size. Only negatives were that there was no table to eat at other than outside which would have been fine if it hadn’t been 90 and super humid :). Also, showered are small. A bigger framed person may have trouble maneuvering. Other than. That it was absolutely wonderful!"
Lakeside Paradise on Nolin Lake

Sunrise Ridge is close to Blue Holler, Mammoth Cave and Nolin Lake!

9.6 out of 10, Exceptional, (30)
"This house is very spacious. The 6 of us never felt that we were in each others ways. The beds were very comfortable. The foosball table is in good shape. We enjoyed the fire pit out back. I one wish we had brought some sharp knives to help with food prep. There are not many restaurants nearby."
Sunrise Ridge is close to Blue Holler, Mammoth Cave and Nolin Lake!

Very clean & private

9.8 out of 10, Exceptional, (133)
"It was such a wonderful stay! We enjoyed our stay very much and will definitely we back! Hosts were vwry accomodating and responsive! "
The price is AU$273
includes taxes & fees
2 Dec - 3 Dec
Very clean & private

Mammoth Cave; Nolin Lake State Park; Nolin River Lake; Green River; Wax Marina

10.0 out of 10, Exceptional, (37)
"We had a great 3 day stay at this Cub Run house. It was cozy, cute, and very clean. The kids loved the ping pong table and availability of so many well kept games and activities. The house and kitchen were well equipped making meal time easy. Beds were comfortable and cozy. We enjoyed evening fires in the fire pit and the quiet area. The boys were excited to see deer in the backyard and explore! Quick trip to Mammoth Cave National Park and Nolin Lake State Park. The host provided information...
Mammoth Cave; Nolin Lake State Park; Nolin River Lake; Green River; Wax Marina

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

10.0 out of 10, Exceptional, (30)
"Loved our stay here- and wish we could have stayed longer. Very very clean and well decorated. Seamless check-in and checkout process. Highly recommend! "
The price is AU$448
includes taxes & fees
1 Dec - 2 Dec
Chillin Time is a cozy pet friendly home 6 miles from Mammoth cave!

Spacious Bowling Green Retreat!

9.4 out of 10, Exceptional, (22)
"Highly pleased "
The price is AU$405
includes taxes & fees
2 Dec - 3 Dec
Spacious Bowling Green Retreat!

Mammoth Cave Getaway

9.8 out of 10, Exceptional, (12)
"Location of home is very close to Mammoth Cave. Pictures accurate of home/property. Beds were very comfortable. Had everything we needed for our stay. Only thing,which no one has control over, was it must have been “lady bug season”. Owners offered to have them vacuumed up but we just took care of it ourselves. "
Mammoth Cave Getaway

Chic Home Away From Home!

6.0 out of 10, (2)
"Great location for our three day car show event at Beech Bend Race Way Park. Very close to shopping for for what we needed during our stay. The house had everything we needed to cook and dine each night. An older house with modern conveniences, felt right at home."
Chic Home Away From Home!

Cozy Cabin Retreat-WKU-Corvette Plant-Work Travel-Mammoth Cave-Travel Sports

10.0 out of 10, Exceptional, (4)
"We had a race at the Corvette Museum Track. Excellent location. Close to the track. We were able to cook dinners, spread out, relax and watch football when not at the track. "
Cozy Cabin Retreat-WKU-Corvette Plant-Work Travel-Mammoth Cave-Travel Sports

POLLY'S PARADISE... Close to caves and lakes. NO cleaning fee! Beautiful!

10.0 out of 10, Exceptional, (11)
"My husband and I enjoyed our weekend stay! Very cute home, which was very close to many things to do. Host communication was great. "
POLLY'S PARADISE... Close to caves and lakes. NO cleaning fee! Beautiful!

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

10.0 out of 10, Exceptional, (1)
"Had a great time close to the caves and a short walk to town. Host was very helpful. Thanks Tyler and Graham for the hospitality."
The price is AU$259
includes taxes & fees
1 Dec - 2 Dec
Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.

2 BR Beautiful new home near Mammoth Cave.

9.6 out of 10, Exceptional, (5)
"The property and location was perfect. There was plenty of yard for the dogs. The beds were comfortable. There's a very nice restaurant near by. Everyone we met were friendly. We would choose to stay again."
The price is AU$252
includes taxes & fees
3 Dec - 4 Dec
2 BR Beautiful 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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Other property types in Oakland

Tiny Home Cabin @ Nolin Lake Close to Mammoth Cave. Couple's Retreat w/ Hot Tub

9.4 out of 10, Exceptional, (39)
"The cabin Is exactly as stated. We enjoyed and used the cozy kitchen every morning and night. Each day we spent adventuring the area. At night we used the charcoal grill. Then, after dinner we relaxed in the hot tub. The climb up to the loft was interesting, yet managable. We would come back again in a heartbeat. "
The price is AU$319
includes taxes & fees
17 Dec - 18 Dec
Tiny Home Cabin @ Nolin Lake Close to Mammoth Cave. Couple's Retreat w/ Hot Tub

Beautiful Lakefront Home with lake access!

9.6 out of 10, Exceptional, (172)
"Wonderful host, immediate response when texted. Clean and beautiful property that was everything I could have asked for"
Beautiful Lakefront Home with lake access!

Peace And Quiet Of Country Living Yet Close To Modern Convenience.

9.8 out of 10, Exceptional, (145)
"David is an amazing host, super friendly and quick with responses. The property was super clean and there is a bunch of things to do and explore. Unfortunately we didn't have the time. Next time!"
The price is AU$299
includes taxes & fees
2 Dec - 3 Dec
Peace And Quiet Of Country Living Yet Close To Modern Convenience.
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.