Oakland Holiday Rentals

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Holiday Rentals in Oakland

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

Mammoth Cave
9.6 out of 10, Exceptional, (19)
"My husband and I really enjoyed our stay. We would absolutely book this again. "
United States
Carla V.
The price is NZ$376
includes taxes & fees
17 Nov - 18 Nov
Cozy 1-bedroom cabin with WiFi, AC in charming Mammoth Cave

Peaceful private 3 bedroom & 2 bathroom new home near Mammoth Cave.

Cave City
9.8 out of 10, Exceptional, (59)
"Great little place to stay near Mammoth Cave!"
United States
Kirstin S.
The price is NZ$307
includes taxes & fees
2 Dec - 3 Dec
Peaceful private 3 bedroom & 2 bathroom new home near Mammoth Cave.

Peaceful private 3 BR new home near Mammoth Cave.

Cave City
9.8 out of 10, Exceptional, (35)
"Great place to stay after touring the caves. "
United States
Matt D.
The price is NZ$278
includes taxes & fees
17 Nov - 18 Nov
Peaceful private 3 BR new home near Mammoth Cave.

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

Mammoth Cave
9.8 out of 10, Exceptional, (169)
"Had a lovely, relaxing short stay at the Robin's Nest. Accommodations were fantastic, neighborhood was quiet and peaceful... overall a great experience!"
United States
Amy B.
Robins Nest nestled on Nolin Lake! Boat parking onsite & close to the boat ramp!

Cozy Cabin Retreat w/ Hot Tub & Disc Golf — Minutes from Mammoth Cave

2.0 star property
Mammoth Cave
9.8 out of 10, Exceptional, (15)
"Very pleased with our stay. Will book again if we ever need to stay nearby."
United States
Arif
Cozy Cabin Retreat w/ Hot Tub & Disc Golf — Minutes from Mammoth Cave

Group Gather 3 Level Cabin overlooking lake, game, private hot tub, w/d, 2 decks

Scottsville
9.8 out of 10, Exceptional, (239)
"Great house and location! Super clean and well stocked with kitchen goods!!!"
United States
Christine C.
Group Gather 3 Level Cabin overlooking lake, game, private hot tub, w/d, 2 decks

Cozy Tiny Home at Traveler's Cellar Winery in Rockfield with Vineyard views.

Rockfield
10.0 out of 10, Exceptional, (12)
"This tiny house was a treat - LOVED our stay!! Easy to find, check-in was easy, all amenities included, peaceful setting, too much to describe. Many attractions within a short drive. I would highly recommend this location to anyone in the area."
United States
Shelly H.
The price is NZ$329
includes taxes & fees
21 Nov - 22 Nov
Cozy Tiny Home at Traveler's Cellar Winery in Rockfield with Vineyard views.

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

Cub Run
9.4 out of 10, Exceptional, (56)
"really cute cozy cabin on a hill. perfect if you just want to relax all day or get out and sight see all the beauty in the area"
United States
Isabella V.
The price is NZ$413
includes taxes & fees
23 Nov - 24 Nov
Cozy Cottage Close To Mammoth Cave. Boat Ramp, Master Suite, Pergola. Serene.

The Maple Retreat at Park Mammoth

3.0 star property
Park City
9.8 out of 10, Exceptional, (13)
"Excellent location. Just minutes from Mammoth National Park. We were able to go back and forth to take breaks easily. Super clean and has everything you need to make meals. Laundry on site was very helpful to clean our clothes after hiking, cave tours and kayaking. You have privacy yet you are located close to everything (fast food/Walmart, etc. 15 minutes away). "
United States
Katy
The price is NZ$424
includes taxes & fees
17 Nov - 18 Nov
The Maple Retreat at Park Mammoth

Cozy Cabin with hot tub, just minutes from Nolin lake and Mammoth Cave park!

2.0 star property
Leitchfield
10.0 out of 10, Exceptional, (3)
"Absolutely perfect! Exceeded expectations completely. I’ve stayed in a lot of rentals and this one is my favorite. I celebrated my birthday with a girls trip and was so sad Mammoth Cave was closed due to government shutdown but that didn’t matter the house made up for it all. Host are extremely accommodating and had everything we needed and didn’t think of. I am already looking at dates to come back to this location. "
United States
Lindsey E.
Cozy Cabin with hot tub, just minutes from Nolin lake and Mammoth Cave park!

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

Mammoth Cave
9.6 out of 10, Exceptional, (225)
"We had a wonderful stay enjoyed our family reunion"
United States
Iris L.
Lakeside Dreams - House Located On Beautiful Nolin Lake In Mammoth Cave, KY

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

Mammoth Cave
10.0 out of 10, Exceptional, (52)
"Property was great and exactly as described! "
United States
Rhonda L.
The price is NZ$1,128
includes taxes & fees
17 Nov - 18 Nov
Beautiful Relaxing House w a private lake joining the Mammoth Cave National Park

2 BR Beautiful new home near Mammoth Cave.

Cave City
9.6 out of 10, Exceptional, (41)
"Very nice place to stay! Close to everything and very homey. Will definitely come back when in the area again! "
United States
Josie S.
The price is NZ$251
includes taxes & fees
17 Nov - 18 Nov
2 BR Beautiful new home near Mammoth Cave.

Nolin Lake Water Front Home 30 Minutes from Mammoth Cave

Bee Springs
9.6 out of 10, Exceptional, (159)
"Truly loved our time here. Plenty of spaces for everyone to have their space when it was needed. Having a fenced outside area for our dogs was an amazing bonus, too.The views off the decks were gorgeous. The home was incredibly cozy and had everything we needed."
United States
Melanie C.
Nolin Lake Water Front Home 30 Minutes from Mammoth Cave

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

Smiths Grove
10.0 out of 10, Exceptional, (150)
"This was a great place to stay with friends while visiting Mammoth Cave Park. After hiking we enjoyed coming back to the lovely house and sitting on the patio. We enjoyed wine tasting at the winery. "
United States
Bill K.
The price is NZ$420
includes taxes & fees
17 Nov - 18 Nov
Bluegrass Vineyard B&B, nestled next to the vineyard and winery

log home Only 10 min from Mammoth Cave Nat Park

3.0 star property
Park City
10.0 out of 10, Exceptional, (38)
"Perfect place to stay for our family trip to Mammoth Cave. "
United States
Taylor D.
log home Only 10 min from Mammoth Cave Nat Park

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

Cub Run
9.0 out of 10, Wonderful, (58)
"Very nice place to stay for a couple and for a weekend! Perfect distance from Mammoth Cave!"
United States
Isaac R.
The price is NZ$365
includes taxes & fees
18 Nov - 19 Nov
Tiny Home Cabin @ Nolin Lake Close to Mammoth Cave. Couple's Retreat w/ Hot Tub

Living Relaxed - Brand New Home - Lake Property - Backs Up To Mammoth Cave Land

Mammoth Cave
10.0 out of 10, Exceptional, (9)
"Nice place to stay whene visiting mammuts caves "
United States
Dominik S.
Living Relaxed - Brand New Home - Lake Property - Backs Up To Mammoth Cave Land

IDA'S COTTAGE... Close to caves and lakes. Beautiful decor... Simply the best!

Glasgow
10.0 out of 10, Exceptional, (22)
"Great place to stay!"
United States
Jeanie V.
IDA'S COTTAGE... Close to caves and lakes. Beautiful decor... Simply the best!

Cozy Waterfront Lake Home on Nolin Lake & Close to Mammoth Cave

Mammoth Cave
10.0 out of 10, Exceptional, (69)
"We all love it there.. "
United States
Danielle B.
Cozy Waterfront Lake Home on Nolin Lake & Close to Mammoth Cave
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oakland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oakland holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oakland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakland holiday rentals we have selected for you start as low as NZ$251 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oakland rentals

At Expedia, we put the best Oakland holiday 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 holiday.

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 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?

Group Gather 3 Level Cabin overlooking lake, game, private hot tub, w/d, 2 decks: This holiday home rental outside of Oakland is located on the waterfront, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, an arcade/games room and 1 hot tub so that you can immerse yourself in your holiday.

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 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.