Oakland Vacation Rentals

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Check prices for these dates

In two weeks
Apr 10 - Apr 12
In two months
May 22 - May 24
In three months
Jun 19 - Jun 21
In four months
Jul 17 - Jul 19

Our top choices for Oakland vacation rentals

House (3 Bedrooms) | Interior

Charming Cave City Vacation Rental w/ Fire Pit!

Charming Cave City Vacation Rental w/ Fire Pit!
3.0 star property
Cave City
10.0 out of 10, Exceptional, (1 review)
"One of the BEST overnight stays we have ever experienced ! This place was EXCEPTIONAL !! "
United States
Tony
Charming Cave City Vacation Rental w/ Fire Pit!
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

Quiet Apartment

Quiet Apartment
Brownsville
9.8 out of 10, Exceptional, (37 reviews)
"The bed was so comfortable. "
United States
Paige H.
Quiet Apartment
Private kitchen

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, (33 reviews)
"It was a great place for a quick stay. "
United States
Sarah B.
Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.
Smart TV

Fabulous 2-bedroom cabin in charming Cub Run

Fabulous 2-bedroom cabin in charming Cub Run
Cub Run
10.0 out of 10, Exceptional, (21 reviews)
"This cabin was very well setup. The host responded quickly with a few of our questions we had. Overall, was very pleased. Had a great weekend of relaxation. "
United States
Jamie
Fabulous 2-bedroom cabin in charming Cub Run
Room, 1 Bedroom | Private kitchen | Fridge, coffee/tea maker

Greer Room 1 Bedroom by Main Street Bed & Breakfast

Greer Room 1 Bedroom by Main Street Bed & Breakfast
3.0 star property
Glasgow
Greer Room 1 Bedroom by Main Street Bed & Breakfast
Terrace/patio

Peaceful Quiet Cozy Tiny Home W/Country Views. 20 min. to Downtown Bowling Green

Peaceful Quiet Cozy Tiny Home W/Country Views. 20 min. to Downtown Bowling Green
Rockfield
10.0 out of 10, Exceptional, (22 reviews)
"Cute and cozy tiny home. Extremely clean and all the amenities we could have asked for. Will definitely stay again! "
United States
Amy C.
Peaceful Quiet Cozy Tiny Home W/Country Views. 20 min. to Downtown Bowling Green
Exterior

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

Peace And Quiet Of Country Living Yet Close To Modern Convenience.
Scottsville
9.8 out of 10, Exceptional, (164 reviews)
"Awesome place! Super clean has everything! "
United States
jake S.
Peace And Quiet Of Country Living Yet Close To Modern Convenience.
Property grounds

Nolin Cabin Experience w/ Hot Tub

Nolin Cabin Experience w/ Hot Tub
Grayson County
9.8 out of 10, Exceptional, (23 reviews)
"We thoroughly enjoyed, inside, and outside!"
United States
Kary R.
Nolin Cabin Experience w/ Hot Tub
Terrace/patio

10 Point Landing - 10 Point Landing Glamping with Queen Bed & Bath

10 Point Landing - 10 Point Landing Glamping with Queen Bed & Bath
Horse Cave
9.6 out of 10, Exceptional, (5 reviews)
"Everything was perfect for our first glamping experience. Host communicated well and all the instructions were exact. We would definitely stay again!!!"
United States
Kabira Y.
10 Point Landing - 10 Point Landing Glamping with Queen Bed & Bath
Outdoor dining

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

Cozy Cottage Close To Mammoth Cave. Boat Ramp, Master Suite, Pergola, Peaceful.
Cub Run
9.4 out of 10, Exceptional, (60 reviews)
"Wonderful stay"
United States
Magdalena F.
Cozy Cottage Close To Mammoth Cave. Boat Ramp, Master Suite, Pergola, Peaceful.
House (3 Bedrooms) | Interior

Kentucky Vacation Rental: Half-mi to Mammoth Cave!

Kentucky Vacation Rental: Half-mi to Mammoth Cave!
3.0 star property
Brownsville
10.0 out of 10, Exceptional, (3 reviews)
"This place was very nice. It was very modern inside and a quiet country setting outside. We loved having a fire pit and being so close to the park. We would definitely stay here again."
United States
Amber
Kentucky Vacation Rental: Half-mi to Mammoth Cave!
Terrace/patio

Merry Mammoth Cabin on 16 Acres with Hiking Trails and Direct Nolin Lake Access

Merry Mammoth Cabin on 16 Acres with Hiking Trails and Direct Nolin Lake Access
Mammoth Cave
Merry Mammoth Cabin on 16 Acres with Hiking Trails and Direct Nolin Lake Access
Terrace/patio

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

Tiny Home Cabin @ Nolin Lake Close to Mammoth Cave. Couple's Retreat w/ Hot Tub
Cub Run
9.0 out of 10, Wonderful, (67 reviews)
"Very responsive and accommodating host. Cabin was comfortable and everything worked great! "
United States
Anonymous traveler
Tiny Home Cabin @ Nolin Lake Close to Mammoth Cave. Couple's Retreat w/ Hot Tub
Interior

Gorgeous New Cabin with 70Acres!Trails, Waterfalls and Amazing Rock Formations!

Gorgeous New Cabin with 70Acres!Trails, Waterfalls and Amazing Rock Formations!
Cub Run
10.0 out of 10, Exceptional, (21 reviews)
"Super great place to stay!"
United States
Jamie F.
Gorgeous New Cabin with 70Acres!Trails, Waterfalls and Amazing Rock Formations!
1 bedroom, WiFi, bed sheets

Wanderlust: Here for your outdoor adventure

Wanderlust: Here for your outdoor adventure
Brownsville
9.6 out of 10, Exceptional, (27 reviews)
"Very cute very clean we really enjoyed our stay"
Canada
Carey F.
Wanderlust: Here for your outdoor adventure
Premium bedding, pillowtop beds, laptop workspace, free WiFi

The Maple Retreat at Park Mammoth

The Maple Retreat at Park Mammoth
3.0 star property
Park City
9.2 out of 10, Wonderful, (15 reviews)
"Wonderful property and ambiance. "
United States
neil
The Maple Retreat at Park Mammoth
Terrace/patio

Studio Within Walking Distance to Knicely Conference Center | Free Daily Breakfast!

Studio Within Walking Distance to Knicely Conference Center | Free Daily Breakfast!
Bowling Green
Studio Within Walking Distance to Knicely Conference Center | Free Daily Breakfast!
Smart TV, Netflix, Hulu, streaming services

Very clean & private

Very clean & private
Bowling Green
9.8 out of 10, Exceptional, (154 reviews)
"Nice host and convenient location. Very clean."
United States
Sara C.
Very clean & private
Interior

Peaceful 2-bedroom home near Mammoth Cave.

Peaceful 2-bedroom home near Mammoth Cave.
Cave City
10.0 out of 10, Exceptional, (31 reviews)
"Just Perfect, Clean Everything we needed,will definitely book again, Very Impressed."
United States
Terri L.
Peaceful 2-bedroom home near Mammoth Cave.
Smart TV, fireplace

The Cozy Nolin Cabin in Mammoth Cave, KY makes for the Perfect Lakefront Getaway

The Cozy Nolin Cabin in Mammoth Cave, KY makes for the Perfect Lakefront Getaway
Mammoth Cave
10.0 out of 10, Exceptional, (31 reviews)
"We loved everything about this cabin and hope to come back!"
United States
Lauren D.
The Cozy Nolin Cabin in Mammoth Cave, KY makes for the Perfect Lakefront Getaway
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

Everhome Suites Bowling Green

Everhome Suites Bowling Green

4/10 Poor
"Fire alarm on early in the morning"
Esther 5-night trip
Posted 7 hours ago
Everhome Suites Bowling Green

Find out more about Oakland

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Frequently asked questions

Can I find vacation rentals in Oakland?

Yes, we have vacation rentals near top local attractions in Oakland, or you can choose a more remote option if you're looking for relaxation.

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

Big Cabin on HorseRanch close to MammothCaves,Corvettes,WKU, BeechBend Buc-ees: This vacation home rental outside of Oakland is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 Ephram White Park. National Corvette Museum and NCM Motorsports Park are a couple of places you'll find in the larger area.

What are vacation rentals like in Oakland?

Vacation rentals are private properties you can stay in for a few days or a quick weekend in Oakland. Vacation rentals offer amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.