Oakland Vacation Rentals

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Our top choices for Oakland vacation rentals

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

Cozy Cottage Close To Mammoth Cave. Boat Ramp, Master Suite, Pergola. Serene.
Cub Run
9.4 out of 10, Exceptional, (59 reviews)
"Wonderful stay"
United States
Magdalena F.
$186 nightly
The price is $205
Jan 25 - Jan 26
Total with taxes and fees
Cozy Cottage Close To Mammoth Cave. Boat Ramp, Master Suite, Pergola. Serene.

Lovely 2- Bedroom Condo located in the heart of BG

Lovely 2- Bedroom Condo located in the heart of BG
Bowling Green
9.4 out of 10, Exceptional, (13 reviews)
"Very nice comfortable stay. "
United States
Keith p.
$155 nightly
The price is $176
Jan 26 - Jan 27
Total with taxes and fees
Lovely 2- Bedroom Condo located in the heart of BG

Picasso Palace

Picasso Palace
College Hill Historic District
10.0 out of 10, Exceptional, (4 reviews)
"Great location. Huge living room. Cold AC. Very easy to check in and walk to WKU"
United States
Casey M.
$116 nightly
The price is $132
Jan 25 - Jan 26
Total with taxes and fees
Picasso Palace

Comfortable/cozy apartment BGKY

Comfortable/cozy apartment BGKY
Bowling Green
8.4 out of 10, Very Good, (5 reviews)
"We only stayed one night, but it was a great location and easy to find. If I’m in the area again will try to book again."
United States
Noah S.
$145 nightly
The price is $164
Jan 26 - Jan 27
Total with taxes and fees
Comfortable/cozy apartment BGKY

The Blue Nest: Downtown, WKU, Hospital & Garage

The Blue Nest: Downtown, WKU, Hospital & Garage
Bowling Green
10.0 out of 10, Exceptional, (3 reviews)
"Nice location to everything you.wpuld need. "
United States
LeAnn P.
$206 nightly
The price is $234
Jan 25 - Jan 26
Total with taxes and fees
The Blue Nest: Downtown, WKU, Hospital & Garage

King bed in Tulip Glamping Aframe at Noble Pine Campground

King bed in Tulip Glamping Aframe at Noble Pine Campground
Mammoth Cave
9.2 out of 10, Wonderful, (24 reviews)
"Cozy, warm, clean. Comfy bed, beautiful location. "
United States
Lindsay
$149 nightly
The price is $164
Jan 23 - Jan 24
Total with taxes and fees
King bed in Tulip Glamping Aframe at Noble Pine Campground

NEW LISTING! Dickinson Room by Main Street Bed & Breakfast

NEW LISTING! Dickinson Room by Main Street Bed & Breakfast
2.0 star property
Glasgow
10.0 out of 10, Exceptional, (1 review)
"Beautiful,, clean, accomadating and friendly. Great place to relax after hours of driving. They have a very sweet dog and we are looking forward to breakfast before we get on our way."
United States
Mahina P.
$148 nightly
The price is $163
Jan 25 - Jan 26
Total with taxes and fees
NEW LISTING! Dickinson Room by Main Street Bed & Breakfast

Nolin Cabin Experience w/ Hot Tub

Nolin Cabin Experience w/ Hot Tub
Grayson County
9.8 out of 10, Exceptional, (23 reviews)
"Clean, host was very helpful and accommodating. Deck was huge, hotub and firepit were great. Cabin felt secluded. 3 kids aged 10-16 loved having their own room separate from parents building to sleep in. Would recommend and would love to return in future."
United Kingdom
Joey S.
$274 nightly
The price is $287
Jan 25 - Jan 26
Total with taxes and fees
Nolin Cabin Experience w/ Hot Tub

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, (63 reviews)
"The cabin was really nice and well taken care of."
United States
Josh L.
$196 nightly
The price is $216
Jan 25 - Jan 26
Total with taxes and fees
Tiny Home Cabin @ Nolin Lake Close to Mammoth Cave. Couple's Retreat w/ Hot Tub

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

Gorgeous New Cabin with 70Acres!Trails, Waterfalls and Amazing Rock Formations!
2.0 star property
Cub Run
10.0 out of 10, Exceptional, (20 reviews)
"Super great place to stay!"
United States
Jamie F.
$377 nightly
The price is $416
Jan 23 - Jan 24
Total with taxes and fees
Gorgeous New Cabin with 70Acres!Trails, Waterfalls and Amazing Rock Formations!

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, (163 reviews)
"beautiful area on 200 acres to explore, would definitely do it again"
United States
jalen r.
$157 nightly
The price is $168
Jan 25 - Jan 26
Total with taxes and fees
Peace And Quiet Of Country Living Yet Close To Modern Convenience.

2 BR Beautiful new home near Mammoth Cave.

2 BR Beautiful new home near Mammoth Cave.
Cave City
9.6 out of 10, Exceptional, (51 reviews)
"It was so close to the national park which was great for us"
United States
Morgan I.
$126 nightly
The price is $139
Jan 23 - Jan 24
Total with taxes and fees
2 BR Beautiful new home near Mammoth Cave.

Bluegrass Getaway Suite Downtown Bowling Green!

Bluegrass Getaway Suite Downtown Bowling Green!
Bowling Green
9.2 out of 10, Wonderful, (35 reviews)
"Just what we needed. Great stay "
United States
Kristin S.
Bluegrass Getaway Suite Downtown Bowling Green!

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, (47 reviews)
"Great space for us and our two kids, clean, and had everything we needed. Enjoyed sitting on the porch watching the stars!"
United States
Sara U.
$135 nightly
The price is $149
Jan 26 - Jan 27
Total with taxes and fees
Peaceful private 3 BR new home near Mammoth Cave.

Peaceful 2-bedroom home near Mammoth Cave.

Peaceful 2-bedroom home near Mammoth Cave.
Cave City
10.0 out of 10, Exceptional, (24 reviews)
"Good stay, communication good, gave great recommendations on local attractions. "
United States
Anonymous traveler
$130 nightly
The price is $143
Jan 25 - Jan 26
Total with taxes and fees
Peaceful 2-bedroom home near Mammoth Cave.

Cozy 1-bedroom cabin with WiFi, AC in charming Mammoth Cave

Cozy 1-bedroom cabin with WiFi, AC in charming Mammoth Cave
Mammoth Cave
9.6 out of 10, Exceptional, (24 reviews)
"We absolutely loved our stay. It was quiet and beautiful!"
United States
Elana T.
$190 nightly
The price is $209
Jan 23 - Jan 24
Total with taxes and fees
Cozy 1-bedroom cabin with WiFi, AC in charming Mammoth Cave

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, (18 reviews)
"Lovely place!"
United States
R
$161 nightly
The price is $176
Jan 23 - Jan 24
Total with taxes and fees
Peaceful Quiet Cozy Tiny Home W/Country Views. 20 min. to Downtown Bowling Green

Spacious Executive Suite Downtown Bowling Green

Spacious Executive Suite Downtown Bowling Green
Bowling Green
9.6 out of 10, Exceptional, (33 reviews)
"Great apartment! Pet friendly and everyone we encountered was extremely nice. "
United States
Amanda C.
Spacious Executive Suite Downtown Bowling Green

Quiet Apartment

Quiet Apartment
Brownsville
9.8 out of 10, Exceptional, (36 reviews)
"Very clean and conveniently located. "
United States
Karen J.
$169 nightly
The price is $186
Jan 23 - Jan 24
Total with taxes and fees
Quiet Apartment

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

Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.
Cave City
9.0 out of 10, Wonderful, (31 reviews)
"It was a great place for a quick stay. "
United States
Sarah B.
$210 nightly
The price is $233
Jan 23 - Jan 24
Total with taxes and fees
Charming 2-bedroom bungalow with WiFi, AC in serene Cave City.
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

Find out more about Oakland

Everything you need to know about Oakland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oakland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oakland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oakland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oakland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oakland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $139 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oakland rentals

At Expedia, we put the best Oakland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oakland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oakland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oakland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Peaceful private 3 BR new home near Mammoth Cave.: This vacation home rental outside of Oakland offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable 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.

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 Fountain Square 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.