Cortland Holiday Rentals from €100: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Cortland has to offer?

Farmhouse, hot tub, sleeps 12 : This holiday home rental outside of Cortland is located in the city centre, and has a fireplace, a balcony and air conditioning 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. Make the most of Access to hot tub in this rental home to help you unwind.

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Holiday Rentals in Cortland

"The house was in a quiet area and very well cared for. The rooms were spacious and we had plenty of room for the family for our weekend Christmas. The owner was on site for the horses and was very helpful "

1 bedroom, iron/ironing board, free WiFi, bed sheets

"This was our 2nd stay at Ms. Kathryns property and we just love it! It has everything we need with the comforts of home while we're up here visiting family! Definitely recommend! "

includes taxes & fees

3 Mar - 4 Mar

"The house was great and had everything that we needed. Unfortunately, it was too cold to enjoy the fire pit or hot tub, but hopefully next time. Great little house and location."

"Property is in a nice quiet location in a no wake zone. House is very nice just needs a few items to make it excellent. Kitchen needs additional cooking utensils, outdoor grill needs replaced - burners only worked in a couple spots other than that we really enjoyed our stay and will definitely rent again. "

"there were a lot of things I liked about the rental, but also a number of things we didn't enjoy. the house is nice in general. when we came there was a digital welcome sign welcoming "Gabe and friends" (none of us is Gabe) and we were confused first and not sure we were at the right house. in the room there was an empty napkins paper box, - why could not you throw it away before we arrived? it was not very clean (a long ago dead fly at the window) if you want to cook, bring everything...

"Met the need for a family Christmas gathering!Overall a very spacious with more than ample room for 9 people. The kitchen was well appointed and met every need we had. Plenty of space for the kids to spread out in the basement and take advantage of bumper pool and video game. The bathrooms were clean and the hot water tank held out!! Overall would recommend John’s place again, and would be looking to check availability when the biggest amenity, the lake can be utilized."

"This was exactly what we needed over the holiday weekend! Thank you!!"

"All the comforts of home conveniently located for visiting family. The host is very accomodating even left the porch light on for us as we arrived after dark. We will definitely return. "

includes taxes & fees

26 Feb - 27 Feb

"The house was clean, easy to check into and was spacious. The beds were really soft and comfortable and the big seating area in the living room allowed us to congregate to talk and hangout. It was very well stocked with shampoo, body wash, paper towels, toliet paper, laundry soap, coffee, spices and almost anything else you could have wanted. There was plenty of parking for 4 - 6 cars behind the house. Our only mishap was we ended up being double booked on our last day and had another family...

"Our second time here and as good as the first. Very quiet and cozy. Would recommend."

"We had a perfect stay at the Stambaugh Farm. It had all the trimmings including a Christmas tree for the holiday! We got a blanket of snow right on time and my southern boys had a blast throwing it at each other in the yard. The historical charm beckons another time, but the rooms were amply warm and cozy. Our host went above and beyond. If you are visiting the area, do not hesitate to make this your home base. "

includes taxes & fees

21 Feb - 22 Feb

"The best thing about the stay was the location near the south end of Mill Creek Park. I really enjoyed walking around the wetlands."

includes taxes & fees

6 Mar - 7 Mar

"Loft was well decorated, clean and well stocked with supplies,utensils etc."

"We really enjoyed our stay at the cottage. The place was large enough for us to spend time together and to have personal space. Our host was extremely responsive to our communication and kind in her feedback. The s'mores fixings were a nice personal touch. I would definitely recommend the cottage to friends and family and would also return myself. Probably when the weather is better so we can enjoy outdoor activities."

"I needed 1 night in this general location with more than 1 bedroom. I planned to spent little time in the property beyond sleeping. This property met my needs and was as advertised (acceptable housing with a low-end cost). Walking distance to restaurants and Wi-Fi provided. I was worried about potential theft/damage to my vehicle as it was parked openly overnight, but it was fine. Property was clean and neat. For the price, I accept a few minor imperfections. I was surprised that the host fee...

includes taxes & fees

22 Feb - 23 Feb

5 bedrooms, iron/ironing board, free WiFi, bed sheets

"Team building, the house was great"

"The house is decorated wonderfully and the kitchen is well stocked (spices, paper plates, cookware, etc). The beds are really comfortable. We loved the outdoor fire pit as well as the indoor fireplace. It's a nice retreat for staying in Ohio with parks nearby. Owner is very responsive. Loved looking out the large windows at the autumn colors. There's a good air filtration system. The living room chairs/couch were soooo comfy to relax at night and watch the big TV. The water gets super hot,...

"Enjoyed our stay"

includes taxes & fees

23 Feb - 24 Feb

"This place was a wonderful stay. Overall it was a beautiful home and the VRBO hosts were great! "

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Other types of properties in Cortland you may be interested in

Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

"Overall great resort. The only negative that I would be aware of is that the resort seems to used by the community as well, especially the recreation center. Have a younger child who was really excited about the rec center especially being able to play pickleball. The courts were booked the entire time we were there with senior citizens from the local community. The pool also had senior citizens swimming laps. The rec center was also hosting a birthday party on a Sunday afternoon so again...

includes taxes & fees

23 Feb - 24 Feb

"The indoor pool area is pretty "

includes taxes & fees

23 Feb - 24 Feb

"Great time. Nice room and staff. Excellent restaurant. "

includes taxes & fees

23 Feb - 24 Feb

Find out more about Cortland

Everything you need to know about Cortland 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 Cortland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Cortland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cortland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cortland. 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 Cortland 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 Cortland holiday rentals we have selected for you start as low as €100 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cortland rentals

At Expedia, we put the best Cortland 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 Cortland 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 Cortland 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 Cortland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Cortland properties

5/5 Excellent

Great resort depending on the type of trip

"Overall great resort. The only negative that I would be aware of is that the resort seems to used by the community as well, especially the recreation center. Have a younger child who was really excited about the rec center especially being able to play pickleball. The courts were booked the entire time we were there with senior citizens from the local community. The pool also had senior citizens swimming laps. The rec center was also hosting a birthday party on a Sunday afternoon so again difficult to play any games, etc. Would highly recommend to couples or groups looking to get away for a couple days or the weekend. Families beware that your children could be disappointed. "

A verified traveller stayed at The Grand Resort

Posted 11 hours ago

DoubleTree by Hilton Youngstown Downtown

5/5 Excellent

Outstanding!

"We were there for the pro bowl riders show in February 2025. The entire staff from registration to restaurant to maid service to valet service was outstanding. The hotel was clean and a very nice experience. The hotel is centrally, located downtown within walking distance of various points of interest. And everywhere we went in Youngstown we were greeted with friendly faces. Bravo."

A verified traveller stayed at DoubleTree by Hilton Youngstown Downtown

Posted 6 days ago

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?

Farmhouse, hot tub, sleeps 12: This holiday home rental outside of Cortland is located in the city centre, and has a fireplace, a balcony and air conditioning 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. Make the most of Access to hot tub in this rental home to help you unwind.

What can I see and do in Cortland?

While exploring the area, visit family-friendly sights like OH WOW! The Roger & Gloria Jones Children's Center for Science & Technology, 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.

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Holiday Rentals in Cortland

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Check prices for these dates

Holiday Rentals in Cortland

Farmhouse, hot tub, sleeps 12

Farmhouse, hot tub, sleeps 12

Woodland Oasis Cabin Apartment

Woodland Oasis Cabin Apartment

Sunset cottage complete w/large deck, fire pit and mins away from public beach

Sunset cottage complete w/large deck, fire pit and mins away from public beach

Waterfront Home on Lake Milton: Dock, Hot Tub

Waterfront Home on Lake Milton: Dock, Hot Tub

Exclusively Pymatuning Tiny Home w hot tub

Exclusively Pymatuning Tiny Home w hot tub

Lake Milton Ohio, Lakefront Vacation Rental, 4 Bedrooms, 3 Bath, Private Dock

Lake Milton Ohio, Lakefront Vacation Rental, 4 Bedrooms, 3 Bath, Private Dock

Loft Unplugged w/ Outdoor Space in Amish Country!

Loft Unplugged w/ Outdoor Space in Amish Country!

Conveniently located 2 bedroom home only minutes from hiking and state park fun!

Conveniently located 2 bedroom home only minutes from hiking and state park fun!

Luxurious Historic Victorian

Luxurious Historic Victorian

Forever spring cabin

Forever spring cabin

Stambaugh Farmhouse Reduced rates for winter season

Stambaugh Farmhouse Reduced rates for winter season

Pet-Friendly Charming & Cozy 3-bedroom house AC & WiFi in pleasant Youngstown

Pet-Friendly Charming & Cozy 3-bedroom house AC & WiFi in pleasant Youngstown

New York Loft Vibes in Downtown Warren

New York Loft Vibes in Downtown Warren

Pymatuning Lake Cottage!

Pymatuning Lake Cottage!

Charming mobile home with WiFi, AC sleeps 6 . 7 mins from Pymatunning lake

Charming mobile home with WiFi, AC sleeps 6 . 7 mins from Pymatunning lake

Beautiful Home at 446 Frank & Fourth

Beautiful Home at 446 Frank & Fourth

The Urban Lake House: Near Avalon Grand Resort

The Urban Lake House: Near Avalon Grand Resort

Kinsman Cabin in the woods on 60 acres w/Hot Tub

Kinsman Cabin in the woods on 60 acres w/Hot Tub

White Brick Inn in Pymatuning National Park

White Brick Inn in Pymatuning National Park

House minutes from Pymatuning Lake!

House minutes from Pymatuning Lake!

Other types of properties in Cortland you may be interested in

The Grand Resort

The Grand Resort

Park Inn by Radisson Sharon

Park Inn by Radisson Sharon

DoubleTree by Hilton Youngstown Downtown

DoubleTree by Hilton Youngstown Downtown

Find out more about Cortland

Find out more about Cortland

Recent reviews of Cortland properties

Recent reviews of Cortland properties

The Grand Resort

Frequently asked questions