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Top Holiday Rentals in Oakland

The Maple Retreat at Park Mammoth

3.0 star property
10.0 out of 10, Exceptional, (10)
"This place was awesome and a place to go to get away from the hustle of life for a weekend. It was restful, peaceful and quiet all!! We do recommend this place!"
The price is £236
includes taxes & fees
17 Aug - 18 Aug
The Maple Retreat at Park Mammoth

Peaceful private 3 BR new home near Mammoth Cave.

9.8 out of 10, Exceptional, (15)
"We enjoyed our stay. House was easy to find with a great location close to Mammoth Cave and Cave City. Had everything we needed and grocery stores close by. Check in and checkout were easy and host was quick to respond to questions. Great stay, thanks!"
The price is £136
includes taxes & fees
20 Aug - 21 Aug
Peaceful private 3 BR new home near Mammoth Cave.

Gorgeous New Cabin with 75 Acres!Trails, Waterfalls and Amazing Rock Formations!

2.0 star property
10.0 out of 10, Exceptional, (16)
"Very nice property "
The price is £382
includes taxes & fees
11 Aug - 12 Aug
Gorgeous New Cabin with 75 Acres!Trails, Waterfalls and Amazing Rock Formations!

2 BR Beautiful new home near Mammoth Cave.

9.2 out of 10, Wonderful, (24)
"The place was great and very comfortable. We hope to stay here again when we are in the area."
The price is £113
includes taxes & fees
12 Aug - 13 Aug
2 BR Beautiful new home near Mammoth Cave.

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

8.8 out of 10, Excellent, (16)
"Clean, nice home perfectly located close to Mammoth cave and all activities in the area. Kitchen had everything needed to prepare simple meals. Loved the board games for the evenings and rainy day with the kids. Made us feel right at home."
The price is £147
includes taxes & fees
11 Aug - 12 Aug
Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.

Mammoth Cave Cabin, Hot Tub, professionally designed 18 hole disc golf course

2.0 star property
9.6 out of 10, Exceptional, (10)
"Had a wonderful stay, enjoyed grilling and using the hot tub. "
Mammoth Cave Cabin, Hot Tub, professionally designed 18 hole disc golf course

Hiking,Caves,Waterfalls and Amazing RockFormations

10.0 out of 10, Exceptional, (53)
"This place was perfect for us! We loved the cabin, the property and the courtesy of the host! We definitely recommend this place to anyone who loves hiking and the outdoors!"
Hiking,Caves,Waterfalls and Amazing RockFormations

Cozy Cottage Close To Mammoth Cave. Boat Ramp, Master Suite, Pergola. Serene.

9.4 out of 10, Exceptional, (44)
"Wonderful little placeWe had a great time there We will be going back"
The price is £174
includes taxes & fees
27 Aug - 28 Aug
Cozy Cottage Close To Mammoth Cave. Boat Ramp, Master Suite, Pergola. Serene.

Happy Hills 🙂It’s a three bedroom one bath cabin with a side patio and garage

9.6 out of 10, Exceptional, (22)
"Comfortable cabin with plenty of space."
Happy Hills 🙂It’s a three bedroom one bath cabin with a side patio and garage

Glamping Tent at Noble Pine Campground

9.8 out of 10, Exceptional, (23)
"I booked this property for a last minute getaway and am so glad I stumbled upon Noble Pines. From the glamping tent, to the farm animals, to the hospitality of the host, every aspect of the weekend was perfect. Would definitely recommend a stay here!"
The price is £168
includes taxes & fees
11 Aug - 12 Aug
Glamping Tent at Noble Pine Campground

Robins Nest nestled on Nolin Lake! Boat parking onsite & close to the boat ramp!

10.0 out of 10, Exceptional, (160)
"We enjoyed the wonderful accommodations, great proximity to Mammoth Cave, a bonfire, and a porch to visit and grill dinner! "
Robins Nest nestled on Nolin Lake! Boat parking onsite & close to the boat ramp!

Beautiful Relaxing House w a private lake joining the Mammoth Cave National Park

10.0 out of 10, Exceptional, (46)
"We loved everything about it. Being surrounded by nature and a downshift in life pace was just what we needed! Amazing property!"
The price is £478
includes taxes & fees
12 Aug - 13 Aug
Beautiful Relaxing House w a private lake joining the Mammoth Cave National Park

Lakeside Dreams - House Located On Beautiful Nolin Lake In Mammoth Cave, KY

9.6 out of 10, Exceptional, (220)
"Our family was very pleased with our stay. We would definetly refer the home to our friends."
Lakeside Dreams - House Located On Beautiful Nolin Lake In Mammoth Cave, KY

A Kentucky Cottage - Charming Cottage One Mile From Mammoth Cave National Park

10.0 out of 10, Exceptional, (4)
"Darling clean cabin centrally located. Would definitely stay again!"
The price is £292
includes taxes & fees
11 Aug - 12 Aug
A Kentucky Cottage - Charming Cottage One Mile From Mammoth Cave National Park

Nolin Lake Water Front Home 30 Minutes from Mammoth Cave

9.6 out of 10, Exceptional, (154)
"This home was perfect for our yearly family getaway. We had kids ranging from 0-10, each family had their own space. We loved the lakeview. Only downfall was most things to do were 35mins or more away."
Nolin Lake Water Front Home 30 Minutes from Mammoth Cave

Blue Holler’s back entrance is 2 driveways down. Mammoth cave and Nolin near

9.8 out of 10, Exceptional, (38)
"This was a great place to stay while wheeling Blue Holler. "
Blue Holler’s back entrance is 2 driveways down. Mammoth cave and Nolin near

Family Vaca walk path to Barren River Lake. Kayak/Canoes/dock

9.6 out of 10, Exceptional, (90)
"Nice weekend with family. The house was great."
Family Vaca walk path to Barren River Lake. Kayak/Canoes/dock

LITTLE BEAR COVE—Cozy 1-bedroom cabin with WiFi, AC in charming Mammoth Cave

9.6 out of 10, Exceptional, (7)
The price is £153
includes taxes & fees
11 Aug - 12 Aug
LITTLE BEAR COVE—Cozy 1-bedroom cabin with WiFi, AC in charming Mammoth Cave

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

9.8 out of 10, Exceptional, (153)
"Great place to keep coming back to as the hosts treat you like family and share life on the farm with you freely! If your family enjoys animals and hikes in the woods it’s a great place to rest and unplug!"
The price is £149
includes taxes & fees
11 Aug - 12 Aug
Peace And Quiet Of Country Living Yet Close To Modern Convenience.

Lakeside Paradise on Nolin Lake

9.6 out of 10, Exceptional, (132)
"Our family had a wonderful time at this rental. Away from it all, but still close enough for fuel and other basic necessities."
Lakeside Paradise on Nolin Lake
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

Frequently asked questions

Can I find holiday rentals in Oakland?

Yes, there are holiday rentals close to the most popular sights in Oakland, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Oakland has to offer?

Charming 2-bedroom bungalow with WiFi, AC in serene Cave City. : This holiday home rental outside of Oakland has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

What can I see and do in Oakland?

While exploring the area, visit family-friendly sights like Beech Bend Park, or get outside and enjoy nature at Mammoth Cave National Park. National Corvette Museum and NCM Motorsports Park are a couple of places you'll find in the wider area.

What are holiday rentals like in Oakland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oakland. Holiday rentals feature extras like kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for family gatherings.