Oakland Vacation Rentals

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Check prices for these dates

In two weeks
Sep 19 - Sep 21
In one month
Oct 3 - Oct 5
In two months
Oct 31 - Nov 2
In three months
Nov 28 - Nov 30

Vacation Rentals in Oakland

Our top choices for Oakland vacation rentals

Lake Cottage Year Round Swim Spa Serene Escape Between Pittsburgh and Cleveland
Fridge, microwave, oven, stovetop

Lake Cottage Year Round Swim Spa Serene Escape Between Pittsburgh and Cleveland

10.0 out of 10, Exceptional, (33)
"The property was beautiful. The beds were super comfy. We had a nice table to play board games on and the hot tub was lovely!"
Lake Cottage Year Round Swim Spa Serene Escape Between Pittsburgh and Cleveland
Apartment on the Park
Exterior detail

Apartment on the Park

9.8 out of 10, Exceptional, (98)
"Great location, was very clean, had everything one needed, a comfortable stay. "
$90 nightly
The price is $100
Sep 5 - Sep 6
Total with taxes and fees
Apartment on the Park
Private Cottage minutes from Moraine State Park and McConnell's Mill State Park.
Exterior

Private Cottage minutes from Moraine State Park and McConnell's Mill State Park.

9.4 out of 10, Exceptional, (27)
"This was a perfect location for us with our dogs. We were able to be close to the wedding venue, but also able to explore the two state parks."
Private Cottage minutes from Moraine State Park and McConnell's Mill State Park.
Beautiful Home at 446 Frank & Fourth
Fridge, microwave, oven, stovetop

Beautiful Home at 446 Frank & Fourth

9.0 out of 10, Wonderful, (19)
"Check in and check out was very easy. Communication was prompt. We would definitely stay at this property again . The house was clean and well maintained."
$196 nightly
The price is $217
Sep 7 - Sep 8
Total with taxes and fees
Beautiful Home at 446 Frank & Fourth
Stien Oasis: Heated Indoor Pool Oasis With Theater, Bar&Tennis Court.
Fridge, microwave, oven, stovetop

Stien Oasis: Heated Indoor Pool Oasis With Theater, Bar&Tennis Court.

10.0 out of 10, Exceptional, (12)
"Mi family and I had a great time there"
$1,535 nightly
The price is $1,588
Sep 9 - Sep 10
Total with taxes and fees
Stien Oasis: Heated Indoor Pool Oasis With Theater, Bar&Tennis Court.
Relax & Refresh while enjoying the Simple Life of Amish Country - A Safe Haven
Property grounds

Relax & Refresh while enjoying the Simple Life of Amish Country - A Safe Haven

10.0 out of 10, Exceptional, (65)
"It is a beautiful property! If you were vacationing in this area it would be perfect place to stay."
$199 nightly
The price is $220
Sep 24 - Sep 25
Total with taxes and fees
Relax & Refresh while enjoying the Simple Life of Amish Country - A Safe Haven
Private 100 Acre Wilderness Haven 2 minutes from the Grove City Premium Outlets
Dining

Private 100 Acre Wilderness Haven 2 minutes from the Grove City Premium Outlets

9.8 out of 10, Exceptional, (8)
"The cabin was is on a beautiful property. It was very clean and convenient for our golf weekend."
Private 100 Acre Wilderness Haven 2 minutes from the Grove City Premium Outlets
Cozy Volant Ranch With Lakeview
Fridge, microwave, oven, stovetop

Cozy Volant Ranch With Lakeview

9.6 out of 10, Exceptional, (15)
"The property is close to the location of the horse show we were involved in this weekend. Great place to lay your head and relax. "
$209 nightly
The price is $231
Sep 10 - Sep 11
Total with taxes and fees
Cozy Volant Ranch With Lakeview
Country Cottage get away w/ fire pit & breath-taking scenery
Property grounds

Country Cottage get away w/ fire pit & breath-taking scenery

10.0 out of 10, Exceptional, (41)
"I loved the setting, so relaxing and beautiful. We enjoyed the fire ring. I wish we could have stayed longer!"
$165 nightly
The price is $183
Sep 7 - Sep 8
Total with taxes and fees
Country Cottage get away w/ fire pit & breath-taking scenery
On 25 forested acres of nature!
Property grounds

On 25 forested acres of nature!

8.8 out of 10, Excellent, (5)
"We had a nice time. Secluded house in the woods. Upstairs tenant was nice. No problems. "
On 25 forested acres of nature!
Nate's Cabin at Water's Edge
Exterior

Nate's Cabin at Water's Edge

9.8 out of 10, Exceptional, (9)
"Gwen was very attentive to our needs. The cabin was gorgeous and the beds were very comfortable. Everything is provided inside even basic spices! (I love to cook and took advantage of cooking a meal in the nice kitchen)"
$336 nightly
The price is $356
Sep 7 - Sep 8
Total with taxes and fees
Nate's Cabin at Water's Edge
Welcoming Home in Youngstown w/ Private Backyard!
TV, books

Welcoming Home in Youngstown w/ Private Backyard!

9.8 out of 10, Exceptional, (11)
"Loved staying here, the home had everything we needed and was very clean and smelled amazing. Very comfortable stay."
Welcoming Home in Youngstown w/ Private Backyard!
Woodland Oasis Cabin Apartment
1 bedroom, iron/ironing board, free WiFi, bed sheets

Woodland Oasis Cabin Apartment

9.8 out of 10, Exceptional, (30)
"Owners are very nice and very responsive! Beds are comfy ! "
$101 nightly
The price is $101
Sep 8 - Sep 9
Total with taxes and fees
Woodland Oasis Cabin Apartment
Apt 3 Comfortable and Convenient
Fridge, microwave, oven, stovetop

Apt 3 Comfortable and Convenient

9.0 out of 10, Wonderful, (2)
"It was a very comfortable stay. It was convenient for the purpose of my trip. I will truly make this my favorite spot when I travel to Pennsylvania. Thank you "
$199 nightly
The price is $199
Sep 10 - Sep 11
Total with taxes and fees
Apt 3 Comfortable and Convenient
The Nantucket Nook @ Pine Lake
Fridge, microwave, oven, stovetop

The Nantucket Nook @ Pine Lake

$223 nightly
The price is $238
Sep 15 - Sep 16
Total with taxes and fees
The Nantucket Nook @ Pine Lake
Beauty Near Mill Creek Park at Bears Den
Outdoor dining

Beauty Near Mill Creek Park at Bears Den

9.8 out of 10, Exceptional, (17)
"The house was very clean and cozy in a nice quiet neighborhood. Enough space to accommodate our family. We would definitely recommend this place to anyone wanting to stay in the area. "
Beauty Near Mill Creek Park at Bears Den
1959 Mid-Century Retro Home on 5 acres
Terrace/patio

1959 Mid-Century Retro Home on 5 acres

9.8 out of 10, Exceptional, (7)
"We look forward to our spring fishing trip every year at this location…perfect for our trip! "
1959 Mid-Century Retro Home on 5 acres
Charming country duplex with WiFi and AC in peaceful Wampum.
Microwave, dishwasher

Charming country duplex with WiFi and AC in peaceful Wampum.

10.0 out of 10, Exceptional, (4)
"Very quiet and private"
Charming country duplex with WiFi and AC in peaceful Wampum.
Wfh-friendly Columbiana Vacation Rental w/ Deck!
Apartment (2 Bedrooms) | Interior

Wfh-friendly Columbiana Vacation Rental w/ Deck!

3.0 star property
"Great property! Lots of space, friendly host, and great location to Columbiana - especially if you’re going to Garwood"
Wfh-friendly Columbiana Vacation Rental w/ Deck!
Charming 2-bedroom bungalow with AC, WiFi,washer and dryer, ON THE CREEK.
2 bedrooms, WiFi, bed sheets

Charming 2-bedroom bungalow with AC, WiFi,washer and dryer, ON THE CREEK.

9.4 out of 10, Exceptional, (9)
"Such a relaxing time to sit under the covered porch and listen to nature. Beautiful property!"
Charming 2-bedroom bungalow with AC, WiFi,washer and dryer, ON THE CREEK.
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

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 $100 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Oakland?

Yes, we have vacation rentals close to top points of interest in Oakland, or you can select a more secluded option if you're looking for a relaxing stay.

What's the top vacation rental in Oakland?

Private Cottage minutes from Moraine State Park and McConnell's Mill State Park.: Visitors like this Oakland vacation home rental. It offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Oakland?

Explore the area and family-friendly sights such as Living Treasures Wild Animal Park, or get out into nature at a spot like Lakeview Beach. In the larger area, you’ll find Scottish Rite Cathedral and Lawrence County Fair.

What’s a vacation rental in Oakland like?

A vacation rental is a private property you can book for a couple of days or more in Oakland. Vacation rentals feature extras like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for small groups.