Vacation rentals in Oakland

4.94 out of 5 average rating, 53 reviews

Cottage in Scottsville

Quaint Family cottage-Lake view-1 mile to Bailey’s

MelissaRating, 5 stars1 month ago

Adorable cottage on the lake. My family loved it here and enjoyed the hot tub and fire pit. Home was clean and comfortable with all needed amenities. We visited Mammoth Cave and hiked local trails. Would stay again if we visit the area!

Vacation home in Clarkson

4.99 out of 5 average rating, 70 reviews

lux barndos near nolin lake and mammoth cave

BethanyRating, 5 stars2 weeks ago

This home was exactly what the doctor ordered. We have small children so the area in the middle of the homes was fantastic! The hot tub was hot and clean! The kids loved it! The lay out was amazing and the amenities were superb! We were so bummed we forgot our crockpot and surprised to find one already there!! The games for the kids were a nice find! I actually had no idea it was two houses separated by a relaxing middle grassy area with a fire pit. We were two families traveling together so it worked perfectly !

5 out of 5 average rating, 12 reviews

Cabin in Mammoth Cave

Mammoth Cave Cabin Rentals 9

EmmaRating, 5 stars1 month ago

I absolutely loved my stay in the cabins! We had a large group of 40+ and our needs were accommodated perfectly. The beautiful surroundings and trails were a great opportunity for group bonding. I HIGHLY recommend David and Dagmar’s cabin to groups both big and small.

4.98 out of 5 average rating, 141 reviews

Home in Mammoth Cave

Luxury Lakehouse at Mammoth Cave relaxing firepit

DaliaRating, 5 stars4 months ago

We had a great stay at the lake house. The views were beautiful and the house was very cozy. Alison was super responsive. Mammoth Cave was a short drive away. We visited Diamond cave and had a great time! I would definitely recommend Alison’s home!

4.89 out of 5 average rating, 167 reviews

Cabin in Leitchfield

Rough River Lake Vacation Rentals hot tub WIFI

MadisonRating, 5 stars5 months ago

This home was a great getaway! Beautiful patio with a great view and peaceful neighborhood. I used apple maps to get there and it does drop you a few houses before the actual cabin but if you keep going down the road the driveway is marked well and easy to find. Jerry and Loie were quick to respond with any need while our stay! They do only have direct tv so if you are a tv watcher bring your own fire stick or roku stick for streaming! The hot tub was very clean, nice and toasty for the chilly days! I definitely recommend this home if you are looking to get away from the hustle of bigger cities!

5 out of 5 average rating, 9 reviews

Cabin in Lucas

The Retreat at Eagles Landing - Barren River Lake

andrewRating, 5 stars1 month ago

Lora's place is probably the best place we have stayed in. We are a large family, and travel plenty for sporting events. The kids were enamored with the home, The upstairs loft loaded with 6 beds was brilliant. As the chef, I felt right at home in her wonderful kitchen, and my wife loved all of the space for the family to spread out. This place will always be our home if we are near by. We Love this unique home, and its well stocked cabinets. Plenty of towels, and the restaurants and walmart are only 15 minutes away. Stay here, you will love it!

5 out of 5 average rating, 3 reviews

Home in Allen County

"The Cottages" - Entire Duplex

KathyRating, 5 stars6 months ago

To say that the cottages were amazing is just not enough. The surroundings, the stay, the furnishings were simply perfect for my families stay for my daughters wedding weekend. We were all able to be close as the cottages are just a hundred yards or so from the main house. This enabled us to enjoy so much together. I would highly recommend staying at both places if you have a large family and want a great get a way. I cannot say enough about the host and their generosity. They made the weekend magical.

5 out of 5 average rating, 3 reviews

Home in Allen County

Lakeside Oasis at Bailey’s Point

TeresaRating, 5 stars5 months ago

Wonderful stay in a beautiful location! We thoroughly enjoyed our time at Cindy’s place. The house is decorated beautifully and it is oh so cozy and comfortable. My family loved playing games and there were many thoughtful touches such and s’mores supplies and a cute Christmas ornament. We would definitely recommend this place and would love to stay again!

4.87 out of 5 average rating, 126 reviews

Cabin in Falls of Rough

Waterfront Cabin with Hot Tub

SarahRating, 5 stars2 weeks ago

A very peaceful cabin! Was a great place to stay for our travels. Loved the hot tub! James was very proactive in informing us about the recent nationwide flooding that affected the outdoor space, so we didn’t get to use the fire pit but it was still a great space for our needs. It was an amazing cabin and we would definitely stay here again!

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Popular amenities for Oakland vacation rentals

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Other great vacation rentals in Oakland

4.76 out of 5 average rating, 17 reviews

Cottage in Glendale

Welcome to Casa de Glendale!

BrendaRating, 5 stars6 months ago

This Glendale home was homey and beautiful, and very clean! Everything was nicely decorated and comfortable. We loved that there was a back deck with different seating options, as well as a very nice covered front porch with more seating and a pretty swing. The yard was nicely maintained. There is a train track very close to the house, and we enjoyed that (reminded us of our childhood). Also, the house was insulated enough that the we did not even hear the trains if we were asleep. Madeline was very responsive if we had questions.

4.96 out of 5 average rating, 23 reviews

Home in Mammoth Cave

The Knoll at Brier Creek Meadows

AxelRating, 5 stars5 months ago

Really clean and awesome house! Will most definitely stay here again!

Farm stay in Bowling Green

4.91 out of 5 average rating, 387 reviews

Mammoth Cave/Beech Bend/NCM

BradRating, 5 stars5 days ago

Thanks for sharing this beautiful home. Great family time for us.

4.94 out of 5 average rating, 340 reviews

Home in Smiths Grove

Vineyard House At Bluegrass Vineyard & Winery

LindseyRating, 5 stars1 month ago

We absolutely loved our stay! It was perfect place to spend our wedding weekend - plenty of space, very clean, and very accommodating while the wedding party was there during the day. Overall, it was a great experience and would stay here again!

5 out of 5 average rating, 25 reviews

Home in Scottsville

Cabin On Barren

DanielRating, 5 stars7 months ago

This home on the river is absolutely stunning and had plenty of room for my family to relax after long days in the sun. All of the sleeping arrangements were great too. The two decks in the back of the house were an outstanding place to drink our morning coffee. The views and scenery were fantastic and even saw many deer walking within feet of the house. Wow what a place!!! Will definitely be booking again for next year.

Cottage in McDaniels

4.77 out of 5 average rating, 52 reviews

Roomy cottage walking distance to the Lake.

MadisonRating, 5 stars4 months ago

It was a wonderful cozy place I felt safe and at home

4.95 out of 5 average rating, 176 reviews

Cabin in Cub Run

Mammoth Cave - Nolin Lake

MeganRating, 5 stars2 weeks ago

Stayed with family for a fishing trip and cave touring. House was beautiful and clean, so many activities here to keep all the kiddos happy and entertained. And, A well stocked kitchen for meal preparing! Highly recommend!