Search Holiday Rentals in Oakland

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Top Holiday Rentals in Oakland

Apartment on the Park
10.0 out of 10, Exceptional, 58 reviews
"The apartment was comfortable and cute. The hosts were charming and helpful. Downtown Zelienople is as close as you can get to Mayberry."
The price is €92
per night
27 Jun - 28 Jun
Apartment on the Park
Country Cottage get away w/ fire pit & breath-taking scenery
10.0 out of 10, Exceptional, 27 reviews
"The property and cabin has began to feel like a home away from home. Its proximity to the city and other towns is a major perk. Each time we have stayed we have explored more of the surrounding area and there is so much to see. The accommodations are everything you need."
The price is €174
per night
27 Jun - 28 Jun
Country Cottage get away w/ fire pit & breath-taking scenery
Lake Cottage with Year Round Swim Spa, Amenities, and Beautiful Views!
10.0 out of 10, Exceptional, 13 reviews
"The hot tub/pool was wonderful. If I could give one piece of criticism it would be to change the pool cover position. When the cover is open, it blocks the patio making it difficult to socialize with people on the patio while you are in the pool."
The price is €433
per night
11 Jul - 12 Jul
Lake Cottage with Year Round Swim Spa, Amenities, and Beautiful Views!
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The Railroad Ranch Station 2
9.8 out of 10, Exceptional, 14 reviews
"As soon as you walk in it is very comfortable and being greeted by ziggy is awesome!! Wayne is a very kind host and you know right away he cares about his properties and how his guests are comfortable. Thank you wayne. We will definitely be back again!!"
The price is €259
per night
30 Jun - 1 Jul
The Railroad Ranch Station 2
The Railroad Ranch - Station 3
9.6 out of 10, Exceptional, 5 reviews
"Wayne was a phenomenal host and the property was exactly as advertised!"
The Railroad Ranch - Station 3
Modern Getaway in Amish Country
10.0 out of 10, Exceptional, 44 reviews
"The apartment was more than perfect. Ten stars!! Clean, beautiful decor, quiet, conveniently located! So much to do in the area…we needed more time!"
The price is €215
per night
24 Jun - 25 Jun
Modern Getaway in Amish Country
Cozy Volant Ranch With Lakeview
10.0 out of 10, Exceptional, 5 reviews
"The view was the best part of this rental. Sitting under trees on a beautiful spring day relaxing was the best part of our stay! The bed was comfortable but the living room furniture wasn’t ideal. The view and host definitely made staying worth it! We’d come back!"
The price is €240
per night
27 Jun - 28 Jun
Cozy Volant Ranch With Lakeview
Woodland Oasis Cabin Apartment
10.0 out of 10, Exceptional, 9 reviews
"We enjoyed our stay. It was evident there was thought put in to making the apartment cozy and welcoming. We would stay there again. - one note. Almost all of the outlets were two-prong only so be aware of that when picking devices to take with you."
The price is €112
per night
20 Jun - 21 Jun
Woodland Oasis Cabin Apartment
Pet-Friendly Wheelchair Accessible Home w/ Yard!
8.8 out of 10, Excellent, 5 reviews
"We enjoyed our stay with extended family here. The kitchen was very well stocked and had most things we needed. Having everything all on one level was an added bonus for our 80 year old parents. The host was very friendly and communicative. Thanks again for everything!"
Pet-Friendly Wheelchair Accessible Home w/ Yard!
Slippery Rock Cabin on the Creek. Close to McConnell’s Mill & Moraine St. Parks.
10.0 out of 10, Exceptional, 11 reviews
"This property and what was provided, went over and above expectations. The thought put into every need for any season and weather was incredible."
Slippery Rock Cabin on the Creek. Close to McConnell’s Mill & Moraine St. Parks.
Welcoming Home in Youngstown w/ Private Backyard!
10.0 out of 10, Exceptional, 4 reviews
"Very clean loved the wood floors"
Welcoming Home in Youngstown w/ Private Backyard!
Private Cottage minutes from Moraine State Park and McConnell's Mill State Park.
10.0 out of 10, Exceptional, 3 reviews
"It was great location close enough to shopping and outside activities but also very secluded, lots of quite time on the deck."
Private Cottage minutes from Moraine State Park and McConnell's Mill State Park.
Luxurious Retreat with king master suite on the private 33 acres with two lakes
10.0 out of 10, Exceptional, 14 reviews
"The trip was perfect (except for the cloudy eclipse). Our family of 7 adults spent a long weekend enjoying all the home amenities, especially the hot tub, and watching a pair of nesting Canadian geese by the pond. It truly is a luxurious retreat!"
The price is €721
per night
24 Jun - 25 Jun
Luxurious Retreat with king master suite on the private 33 acres with two lakes
2 bedroom getaway in the heart of Mill Creek Park just a block from Newport Lake
10.0 out of 10, Exceptional, 10 reviews
"The home was so clean and just as described. It was spacious enough for our little family. The beds were comfortable. The kitchen had all of the necessary items needed. The hosts even put out snacks, which was so sweet! I had to work during our stay and the WiFi worked great! There was a desk perfect enough for me to set up my laptop, keyboard, mouse, and paperwork. The basement was spacious as well. We played pool and watched hockey games on the big screen from the large comfy couch in the...
2 bedroom getaway in the heart of Mill Creek Park just a block from Newport Lake
Centrally located in Downtown Grove City upscale 2 bedroom loft
10.0 out of 10, Exceptional, 1 review
"I was very impressed with this cute little downtown apartment right by the historic district (we walked to restaurants a number of times). It was extremely comfortable, beautifully decorated with all of the extras, like a 5 star hotel. We’ll be booking this one again! The owner was perfect in communication and very kind."
The price is €359
per night
24 Jun - 25 Jun
Centrally located in Downtown Grove City upscale 2 bedroom loft
Beautiful Home at 446 Frank & Fourth
8.4 out of 10, Very good, 6 reviews
"This property was just what we needed for our short stay in PA! I needed somewhere I could bring my dog as we were traveling with her and this place & host was so accommodating with allowing pets. The house was clean and easily accessible and the host Lincoln was very accommodating and responsive. My only qualm was a slight mildewy smell upon arrival which I expected with a house having a basement and it raining recently, especially from growing up up North, otherwise everything worked well for...
The price is €202
per night
27 Jun - 28 Jun
Beautiful Home at 446 Frank & Fourth
Welcoming Home in Youngstown w/ Private Backyard!
3.0 star property
Welcoming Home in Youngstown w/ Private Backyard!
Pet Friendly 3 bedroom 1 king,1 Queen,1 Full Bed Home
10.0 out of 10, Exceptional, 3 reviews
"Nicely located in a quiet neighborhood. Host thought of everything with lots of nice little touches. The fenced in backyard was perfect for our dogs. Couldn't ask for more."
Pet Friendly 3 bedroom 1 king,1 Queen,1 Full Bed Home
Cozy, Farmview Bungalow, with Central Location!
10.0 out of 10, Exceptional, 14 reviews
"The bungalo was the perfect weekend getaway and the host was very attentive with any concerns I had. One of the best I've stayed in!"
Cozy, Farmview Bungalow, with Central Location!
Charming Cape Cod - Walking Distance to GCC
10.0 out of 10, Exceptional, 32 reviews
"Wonderful home!! We loved our stay !"
The price is €201
per night
25 Jun - 26 Jun
Charming Cape Cod - Walking Distance to GCC
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See all available properties in Oakland
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.

Other types of properties in Oakland you may be interested in

Park Inn by Radisson Sharon
3.5 star property
6.8 out of 10, 838 reviews
"This Inn is a good value. The property is getting older and looking a bit run down. This Inn is in a nice location, near I-80 and also right on Pennsylvania Route 18, so it's easy to get into Hermitage and Sharon."
The price is €56
per night
20 Jun - 21 Jun
Park Inn by Radisson Sharon
Best Western Plus Boardman Inn & Suites
2.5 star property
9.2 out of 10, Wonderful, 999 reviews
"Clean and pretty quite staff are super friendly and helpful I’ve stayed here several times and will continue to do so "
The price is €133
per night
25 Jun - 26 Jun
Best Western Plus Boardman Inn & Suites
Super 8 by Wyndham Grove City
2.0 star property
8.2 out of 10, Very good, 597 reviews
"We moved to this property after checking into a different hotel that was horribly dirty and misrepresented. The owner here was very accommodating and the facility was very clean and quiet. The price was also very reasonable. I would definitely recommend this property to others."
The price is €63
per night
17 Jul - 18 Jul
Super 8 by Wyndham Grove 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.

Frequently asked questions

Can I find a holiday rental 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’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 McConnells Mill State Park. In the wider area, you’ll find Scottish Rite Cathedral and Westminster College.

What’s a holiday rental in Oakland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oakland. Holiday rentals provide amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for families.

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