Vacation Homes in Oakland, KY
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Vacation Homes in Oakland

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

Peaceful 2-bedroom home near Mammoth Cave.

The Bunkhouse @Dragonfly Ranch is made to make you feel like home away from home

Lakefront home near Mammoth Cave

Blue Holler’s back entrance is 2 driveways down, near Mammoth Cave and Nolin Lk

Spacious 3-bedroom house near Nolin Lake/Mammoth Cave, WiFi, Grill, Fire Pit!

Blueberry Cottage - Downtown Park City

2 BR Beautiful new home near Mammoth Cave.

Bluegrass Vineyard B&B, nestled next to the vineyard and winery

Beautiful Bungalow in the Heart of BG. By WKU Campus. Close to Mammoth Cave.

LAKEFRONT, Gameroom, remodeled, large deck on Nolin lake with dock!
Top hotels in Oakland

Everhome Suites Bowling Green by Choice Hotels
Find the Best Vacation Homes in Oakland
Why book a vacation home in Oakland?
Vacation homes in Oakland make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.
How much is a vacation home in Oakland?
Private Oakland rental homes range between $63 - $429 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.
What are the cancellation and flexibility options on Travelocity?
To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.
What amenities should I look out for in a vacation home?
There are some exciting amenities available in Oakland vacation home rentals. You might look for Oakland rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room.
Vacation rentals in Oakland offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.
When is the best time to rent a vacation home in Oakland?
You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.
Why book a vacation home with Travelocity?
Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Oakland. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Oakland hotels and vacation homes that best suit your stay. We also have deals for flights, and Oakland car rentals. You’ll save even more when you bundle your items into a Oakland vacation package!
How many vacation homes are available to book in Oakland?
There are 213 rental homes in Oakland. Enter your travel dates to check availability.
How do I find the best price for a vacation home in Oakland?
Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.
Oakland Vacation Homes essential information
Accommodation | 213 Vacation Homes |
|---|---|
Lowest Price | $63 |
Highest Price | $429 |
Popular accommodation | Charming 2-bedroom bungalow with WiFi, AC in serene Cave City. , Peaceful 2-bedroom home near Mammoth Cave., The Bunkhouse @Dragonfly Ranch is made to make you feel like home away from home, Lakefront home near Mammoth Cave, Blue Holler’s back entrance is 2 driveways down, near Mammoth Cave and Nolin Lk, Spacious 3-bedroom house near Nolin Lake/Mammoth Cave, WiFi, Grill, Fire Pit!, Blueberry Cottage - Downtown Park City, 2 BR Beautiful new home near Mammoth Cave., Bluegrass Vineyard B&B, nestled next to the vineyard and winery, Beautiful Bungalow in the Heart of BG. By WKU Campus. Close to Mammoth Cave. , LAKEFRONT, Gameroom, remodeled, large deck on Nolin lake with dock!, Lakefront 4BR/2BA Cabin - Sleeps 10 --> Pets Stay Free <-- |
More ways to wander Oakland
Explore More Ways to Travel with Travelocity
- Hotels near Western Kentucky University
- Hotels near Southern Kentucky Performing Arts Center
- Motels in Smiths Grove
- Hotels in Smiths Grove
- Aparthotels in Smiths Grove
- Cabins in Smiths Grove
- Bedandbreakfast in Smiths Grove
- Apartments in Smiths Grove
- Hotels near Sloan Convention Center
- Hotels in Scottsville
- Hotels in Plum Springs
- Hotels in Park City
- Condos in Park City
- Cabins in Park City
- Bedandbreakfast in Park City
- Apartments in Park City
- Hotels near Nolin Lake State Park
- Hotels near NCM Motorsports Park
- Hotels near National Corvette Museum
- Hotels near Mammoth Cave National Park
- Motels in Mammoth Cave
- Cabins in Mammoth Cave
- Bedandbreakfast in Mammoth Cave
- Hotels near Lost River Cave
- Hotels near Kentucky Downs
- Hotels near Kentucky Down Under Adventure Zoo
- Privatevacationhomes in Glasgow
- Hotels in Glasgow
- Hotels in Franklin
- Hotels near Ephram White Park
- Hotels in Elizabethtown
- Aparthotels in Edmonson County
- Bedandbreakfast in Edmonson County
- Hotels near Cedar Sink Trail
- Hotels in Cave City
- Hot Tub in Cave City
- Cabins in Cave City
- Bedandbreakfast in Cave City
- Motels in Brownsville
- Hotels in Brownsville
- The Lodge at Mammoth Cave
- Apartments in Brownsville
- Treehouses in Bowling Green
- Caravanparks in Bowling Green
- Privatevacationhomes in Bowling Green
- Motels in Bowling Green
- Hotels in Bowling Green
- Waterpark in Bowling Green
- VetteCity Hotel
- The Hotel Sync
- Spa in Bowling Green
- Sleep Inn Bowling Green North
- Romantic in Bowling Green
- Pet Friendly in Bowling Green
- Luxury in Bowling Green
- InTown Suites Extended Stay Bowling Green
- Smoking in Bowling Green
- Kitchenette in Bowling Green
- Indoor Pool in Bowling Green
- Hot Tub in Bowling Green
- Free Breakfast in Bowling Green
- Bar in Bowling Green
- Balcony in Bowling Green
- Pool in Bowling Green
- Suites in Bowling Green
- Family Friendly in Bowling Green
- Drury Inn & Suites Bowling Green
- Country Inn & Suites by Radisson Bowling Green KY
- Comfort Suites Bowling Green Southeast
- Budget in Bowling Green
- Barren River Lake State Resort Park
- Adults Only in Bowling Green
- Aparthotels in Bowling Green
- Cabins in Bowling Green
- Bedandbreakfast in Bowling Green
- Hotels near Bowling Green Ballpark
- Apartments in Bowling Green
- Agritourism in Bowling Green
- Hotels near Beech Bend Park
- Cabins in Bee Spring
- Hotels near Barren River Lake State Resort Park
- Hotels near Barren River Lake
- Cabins in Alvaton
- 5 Star Hotels in Bowling Green






