Cortland Holiday Rentals

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Holiday Rentals in Cortland

Conveniently located 2 bedroom home only minutes from hiking and state park fun!
10.0 out of 10, Exceptional, (72)
"Great host, great location, very clean."
The price is NZ$278
per night
1 Jul - 2 Jul
Conveniently located 2 bedroom home only minutes from hiking and state park fun!
White Brick Inn in Pymatuning National Park
9.8 out of 10, Exceptional, (97)
"Very nice property and host was super nice..Would definitely go back!"
The price is NZ$216
per night
16 Jul - 17 Jul
White Brick Inn in Pymatuning National Park
Lakeside living awaits at beautiful Lake Milton, OH with dock across the street
10.0 out of 10, Exceptional, (111)
"We Loved the house. Your flowers on the front porch were beautiful. The separate living room and family room worked perfect for us. The girls took to the family room and loved the bean bag chairs. The kitchen was clean!! Really clean!! The bathroom was well stocked. The beds were clean and comfortable. We didn't get to use the fire area, it looked really nice. The host,April, was very easy to work with and checked to make sure everything was okay after check in. We would stay again if ever in...
Lakeside living awaits at beautiful Lake Milton, OH with dock across the street
Cabin in the woods. Minutes to Pymatuning Lake.
10.0 out of 10, Exceptional, (16)
"Maggie was very nice. We could not access our cabin by car so they provided a gator to ride back there. Some mud splashing on the drive, not too bad. More rustic than we were expecting. That might have been our fault though. No wifi, no TV. Low lighting. They had a nice radio station on when we arrived and we left it on the whole time. We brought our dog. Absolutely no grass anywhere around the cabin so she would not go pee. Limit your flushes so water tank does not run out of water. Beds are...
The price is NZ$253
per night
26 Jun - 27 Jun
Cabin in the woods. Minutes to Pymatuning Lake.
Minutes from Pymatuning, Cabin by the Pond
10.0 out of 10, Exceptional, (20)
"We had the best time! Owner Maggie went above and beyond! So private yet close to everything you needed! Thank you and we will for sure be back!! Plus our dog had a blast!!"
The price is NZ$270
per night
8 Jul - 9 Jul
Minutes from Pymatuning, Cabin by the Pond
Cozy Lake House near Pymatuning Lake
10.0 out of 10, Exceptional, (6)
"Very very nice but very very expensive for seniors on a fixed budget"
The price is NZ$444
per night
9 Jul - 10 Jul
Cozy Lake House near Pymatuning Lake
Forever spring cabin
10.0 out of 10, Exceptional, (198)
"Was a much needed trip, absolutely gorgeous cabin! It was so peaceful and quiet!"
Forever spring cabin
Sunset cottage complete w/large deck, fire pit and mins away from public beach
9.2 out of 10, Wonderful, (41)
"Our 2 families with 5 teenagers loved this cozy cottage! It was the perfect central location as we spent a long weekend hiking and disc golfing around Ohio. The back yard and patio would have been perfect if it were a little warmer! Just what we needed!"
Sunset cottage complete w/large deck, fire pit and mins away from public beach
Woodland Oasis Cabin Apartment
10.0 out of 10, Exceptional, (10)
"5 to 10 minutes off of the interstate, comfortable little one bedroom upstairs apartment that feels very warm and lived in. Air conditioning was great on a hot summer day."
The price is NZ$190
per night
26 Jun - 27 Jun
Woodland Oasis Cabin Apartment
Blue Shutters Inn
10.0 out of 10, Exceptional, (8)
"My two children and I stayed at the Blue Shutters Inn when we visited Ohio to bury my parent’s ashes at the Ohio Western Reserve National Cemetery. I have relatives in Austintown and this was the perfect location. The Inn was so very cozy and comfortable for us and gave us a great base of operations. The beds are comfortable, the kitchen is convenient, it was great to have the W/D and ironing board, and the living room was perfect for gathering and conversation. I would highly recommend this...
The price is NZ$245
per night
27 Jun - 28 Jun
Blue Shutters Inn
THE SANDPIPER COTTAGE at Lake Milton- LOCATION, HOT TUB, DOCK, KAYAKS & MASSAGE!
10.0 out of 10, Exceptional, (64)
"We had a very nice stay at the Sandpiper Cottage. The host was very easy to communicate with and very sweet, and makes a delightful breakfast! Cute cottage, beautiful lake community and a fun atmosphere at Castaway Craigs! We enjoyed kayaking around the lake. Cant wait for our return."
THE SANDPIPER COTTAGE at Lake Milton- LOCATION, HOT TUB, DOCK, KAYAKS & MASSAGE!
Cozy Farm Apartment
9.2 out of 10, Wonderful, (39)
"A great, secluded getaway for the weekend! In a central area for Nelson Kennedy Ledges and Mosquito Lake. Clean and had everything we needed."
Cozy Farm Apartment
Cozy (heated/AC) clean cabin near Ohio side Pymatuning Lake
9.6 out of 10, Exceptional, (60)
"The quite area "
The price is NZ$373
per night
30 Jun - 1 Jul
Cozy (heated/AC) clean cabin near Ohio side Pymatuning Lake
The Railroad Ranch Station 2
9.8 out of 10, Exceptional, (14)
"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 NZ$418
per night
28 Jun - 29 Jun
The Railroad Ranch Station 2
Entire two bedroom house peaceful and quiet
9.2 out of 10, Wonderful, (19)
"This house was the perfect stop, it felt like visiting my parent's home."
The price is NZ$214
per night
30 Jun - 1 Jul
Entire two bedroom house peaceful and quiet
Rustic Western Getaway
8.0 out of 10, Very good, (19)
"I stayed here a couple nights when I was traveling for a seminar. The property was quiet with a private entrance (separate from the main house). I had no issues during my stay."
The price is NZ$183
per night
26 Jun - 27 Jun
Rustic Western Getaway
Lake Time Cottage Lake Milton OH. Canoe, paddle board, bikes, near boat ramp
10.0 out of 10, Exceptional, (10)
"Very nice property with all the amenities. Close proximity to the lake. We hope to return in warmer weather and take advantage of the water and recreational activities. Christine made sure to have a waiver available however we decided not to use canoe or bikes. Clean cozy cottage"
Lake Time Cottage Lake Milton OH. Canoe, paddle board, bikes, near boat ramp
The Wildflower - Private cabin in wooded setting
10.0 out of 10, Exceptional, (23)
"We spent 4 nights at this lovely cottage. Such a beautiful location, you can sit on the porch and listen to the horse and buggies ride by. Stunning yard, covered front porch with a swing and back covered porch. The yard has a pergola, another swing and fire pit. Everything you need to relax and decompress from the madness. We love to ride or bikes on the Western Reserve bike path and the Maple Highland Trail. The location is only minutes from either path which is where we spent most of our...
The Wildflower - Private cabin in wooded setting
Jamestown Retreat w/ Hot Tub - Walk to Lake!
10.0 out of 10, Exceptional, (15)
"We come 2 times a year and luv it truly a hidden gem"
Jamestown Retreat w/ Hot Tub - Walk to Lake!
Lake Milton Ohio, Lakefront Vacation Rental, 4 Bedrooms, 3 Bath, Private Dock
9.6 out of 10, Exceptional, (117)
"House was very comfortable and had all needed for a pleasant stay including a beautiful view of water!"
Lake Milton Ohio, Lakefront Vacation Rental, 4 Bedrooms, 3 Bath, Private Dock
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See all available properties in Cortland
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 Cortland you may be interested in

Quality Inn Austintown - Youngstown West
2.5 star property
7.4 out of 10, Good, (719)
"It was clean and nice. It just wasn’t like the pictures in our room the jetted tub was old and had some stains and the access panel for the plumbing was banged up. The breakfast was just waffles, cereal and beagles. "
The price is NZ$142
per night
26 Jun - 27 Jun
Quality Inn Austintown - Youngstown West
Wingate by Wyndham Youngstown/Austintown
2.5 star property
8.2 out of 10, Very good, (431)
"Better than expected. Staff were super nice, and although property/room are getting a little outdated I would highly recommend this property all things considered."
The price is NZ$158
per night
21 Jul - 22 Jul
Wingate by Wyndham Youngstown/Austintown
Best Western Plus Boardman Inn & Suites
2.5 star property
9.2 out of 10, Wonderful, (999)
"Very clean "
The price is NZ$234
per night
26 Jun - 27 Jun
Best Western Plus Boardman Inn & Suites
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cortland holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cortland. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Cortland. Seeing all the best attractions is bound to make you fall in love with Cortland. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Cortland short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Cortland?

Yes, there are holiday rentals close to the most popular sights in Cortland, 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 Cortland has to offer?

Cozy Lake House near Pymatuning Lake: This holiday home rental outside of Cortland is located on a lake, and offers a BBQ, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What can I see and do in Cortland?

While exploring the area, visit family-friendly sights like T.J. Haaland & Company, or get outside and enjoy nature at Mosquito Lake State Park. In the wider area, you’ll find Greene Eagle Winery and Avalon Golf and Country Club.

What are holiday rentals like in Cortland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cortland. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for family trips or small group gatherings.

Recent reviews of Cortland properties
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