Oakland Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Oakland

Exterior detail
Apartment on the Park

Apartment in Zelienople

9.8 out of 10, Exceptional, (112)
"Everything was great!"
United States
Christian
The price is ￥10,856
￥15,493 total
includes taxes & fees
Dec 6 - Dec 7
Apartment on the Park
Microwave, oven, stovetop
Charming Cape Cod just minutes from YSU!

Vacation Home in Youngstown

8.8 out of 10, Excellent, (3)
"The good - Was a quiet area, massive TV in LR, they provided coffee and filters, bed was comfortable. Bad - Smelled like cigarettes, bedroom tv remote did not work (even with new batteries). Not a great area. Lower class rental for sure."
United States
Brad
Charming Cape Cod just minutes from YSU!
Fridge, microwave, oven, stovetop
Stien Oasis: Heated Indoor Pool Oasis With Theater, Bar&Tennis Court.

Vacation Home in Canfield

10.0 out of 10, Exceptional, (12)
"Best place ive ever been everything was perfection"
United States
Capone H.
The price is ￥139,432
￥218,517 total
includes taxes & fees
Dec 9 - Dec 10
Stien Oasis: Heated Indoor Pool Oasis With Theater, Bar&Tennis Court.
Property grounds
Sarah's Place, Grove City

Vacation Home in Grove City

10.0 out of 10, Exceptional, (4)
"This place was perfect! Exactly as advertised. Very clean and well stocked. "
United States
Jill G.
The price is ￥16,749
￥21,879 total
includes taxes & fees
Dec 8 - Dec 9
Sarah's Place, Grove City
Outdoor dining
Royal Garden Cottage

Vacation Home in New Brighton

10.0 out of 10, Exceptional, (4)
"Very quiet neighborhood and adorable home."
United States
Diane B.
The price is ￥16,609
￥33,413 total
includes taxes & fees
Dec 7 - Dec 8
Royal Garden Cottage
Outdoor dining
Beauty Near Mill Creek Park at Bears Den

Vacation Home in Youngstown

9.6 out of 10, Exceptional, (20)
"Communication was excellent, very nice place and great location"
United States
David K.
Beauty Near Mill Creek Park at Bears Den
Fridge, microwave, oven, stovetop
Wayside Getaway with cozy patio & private hot tub!

Vacation Home in Columbiana

10.0 out of 10, Exceptional, (6)
"Jason is very easy to work with, from booking to check out it was a breeze. This is our second time staying here while our granddaughter competes in the barrel racing youth championships at Garwood Arena. Would definitely recommend!"
United States
Cheryl C.
Wayside Getaway with cozy patio & private hot tub!
Fridge, microwave, oven, stovetop
Beautiful Home at 446 Frank & Fourth

Vacation Home in Sharon

8.8 out of 10, Excellent, (23)
"The home is in a quiet neighborhood. We only stayed for a short visit but everything was very nice and clean. "
United States
Katelyn
The price is ￥13,538
￥34,302 total
includes taxes & fees
Dec 8 - Dec 9
Beautiful Home at 446 Frank & Fourth
Outdoor dining
Neshannock Creekside Log Cabin, Rental Headline

Vacation Home in Wilmington Township

10.0 out of 10, Exceptional, (14)
"Had a relaxing weekend in this cozy cabin. Definitely recommend! "
United States
Amy S.
Neshannock Creekside Log Cabin, Rental Headline
2 bedrooms, WiFi, bed sheets
Charming 2-bedroom bungalow with AC, WiFi,washer and dryer, ON THE CREEK.

Vacation Home in Ellwood City

9.6 out of 10, Exceptional, (11)
"Great place and the owners were extremely helpful ."
United States
Ronald S.
Charming 2-bedroom bungalow with AC, WiFi,washer and dryer, ON THE CREEK.
Fridge, microwave, oven, stovetop
The Nantucket Nook @ Pine Lake

Vacation Home in North Lima

10.0 out of 10, Exceptional, (1)
"Nice extra touches by the owner. "
United States
Steven T.
The price is ￥18,144
￥40,984 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Nantucket Nook @ Pine Lake
Apartment (1 Bedroom) | Interior
Cozy Youngstown Apartment w/ Central A/C + Heating

Apartment in Poland

2.5 star property
10.0 out of 10, Exceptional, (1)
"It was close to everything i needed and yet peaceful"
United States
Ray
Cozy Youngstown Apartment w/ Central A/C + Heating
Fridge, microwave, oven, stovetop
Lake Cottage Year Round Swim Spa Serene Escape Between Pittsburgh and Cleveland

Vacation Home in Petersburg

10.0 out of 10, Exceptional, (37)
"Great EscapeRelaxing "
United States
Joel W.
Lake Cottage Year Round Swim Spa Serene Escape Between Pittsburgh and Cleveland
TV, books
Welcoming Home in Youngstown w/ Private Backyard!

Vacation Home in Youngstown

9.8 out of 10, Exceptional, (13)
"We had a very nice stay"
United States
Robert G.
Welcoming Home in Youngstown w/ Private Backyard!
3 bedrooms, desk, iron/ironing board, WiFi
Slippery Rock Cabin on the Creek. Close to McConnell’s Mill & Moraine St. Parks.

Cabin in New Castle

10.0 out of 10, Exceptional, (27)
"This was our 4th time staying at the Slippery Rock Cabin since finding it through Vrbo in 2023, with 2 more future trips planned... If you're considering a stay here, I hope that speaks volumes!! Anita is THE best hostess I've had the pleasure to stay with, and this beautiful property is thoughtfully and well stocked for a great stay!"
United States
Jennifer G.
Slippery Rock Cabin on the Creek. Close to McConnell’s Mill & Moraine St. Parks.
Fridge, microwave, oven, stovetop
Apt 3 Comfortable and Convenient

Apartment in Masury

8.6 out of 10, Excellent, (4)
"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 "
United States
Marjorie R.
The price is ￥14,888
￥33,653 total
includes taxes & fees
Dec 15 - Dec 16
Apt 3 Comfortable and Convenient
Fridge, microwave, oven, stovetop
Cozy Volant Ranch With Lakeview

Vacation Home in Volant

9.8 out of 10, Exceptional, (17)
"Stayed for a memorial service in the area and this home was lovely. Worked perfectly for a comfortable home base for our family of three.Was so nice to have a home to be in. Lovely, peaceful and calm.Thank you for an amazing stay."
United States
Jackie M.
The price is ￥20,936
￥35,791 total
includes taxes & fees
Dec 17 - Dec 18
Cozy Volant Ranch With Lakeview
Exterior
Private Cottage minutes from Moraine State Park and McConnell's Mill State Park.

Vacation Home in Portersville

9.0 out of 10, Wonderful, (34)
"We had a wonderful stay. Nice kitchen, comfortable beds, relaxing porch, nice little office area."
United States
Richard J.
Private Cottage minutes from Moraine State Park and McConnell's Mill State Park.
Microwave, oven, stovetop
Boardman Basecamp: Work & Play!

Vacation Home in Youngstown

2.0 star property
Boardman Basecamp: Work & Play!
Property grounds
Breckenridge Suites #4 - Deluxe Queen Suite with Separate Living Room

Apartment in Grove City

10.0 out of 10, Exceptional, (5)
The price is ￥10,856
￥22,051 total
includes taxes & fees
Dec 7 - Dec 8
Breckenridge Suites #4 - Deluxe Queen Suite with Separate Living Room
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

Hampton Inn Youngstown/Boardman

Hampton Inn Youngstown/Boardman

10/10 Excellent
"Clean rooms, nice room and bathroom size! "
Niki 1-night trip
Posted 9 hours ago
Hampton Inn Youngstown/Boardman

Find out more about Oakland

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Look no further and take a look at our great range of rental properties in Oakland!

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?

Charming Cape Cod just minutes from YSU!: Visitors like this Oakland vacation home rental. It is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities like a stovetop and a microwave can make your vacation run smoothly.

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 Moraine State Park. In the larger area, you’ll find Scottish Rite Cathedral and Westminster College.

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.