Cortland Holiday Rentals

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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov

Holiday Rentals in Cortland

Our top choices for Cortland holiday rentals

Cabin in the woods. Minutes to Pymatuning Lake.
Exterior

Cabin in the woods. Minutes to Pymatuning Lake.

9.8 out of 10, Exceptional, (37)
"Perfect setting to relax and unwind. Took walks in the beautiful woods and field. Enjoyed a pretty sunset. The dogs loved running and exploring."
The price is AU$224
includes taxes & fees
1 Sept - 2 Sept
Cabin in the woods. Minutes to Pymatuning Lake.
3-bedroom cabin in country setting with AC, WiFi, 15-20 min. to local wineries.
Dining

3-bedroom cabin in country setting with AC, WiFi, 15-20 min. to local wineries.

10.0 out of 10, Exceptional, (12)
"Wonderful cabin and owners. Easily a 5/5 with lots of things to do near by"
The price is AU$345
includes taxes & fees
2 Sept - 3 Sept
3-bedroom cabin in country setting with AC, WiFi, 15-20 min. to local wineries.
White Brick Inn in Pymatuning National Park
Property grounds

White Brick Inn in Pymatuning National Park

9.8 out of 10, Exceptional, (127)
"The bed was so very comfortable. Nice decor and very spacious."
The price is AU$205
includes taxes & fees
3 Sept - 4 Sept
White Brick Inn in Pymatuning National Park
Lakeside living awaits at beautiful Lake Milton, OH with dock across the street
Outdoor dining

Lakeside living awaits at beautiful Lake Milton, OH with dock across the street

10.0 out of 10, Exceptional, (144)
"Had a good time. A bit pricy for the property"
Lakeside living awaits at beautiful Lake Milton, OH with dock across the street
Cozy Lake House near Pymatuning Lake
Exterior

Cozy Lake House near Pymatuning Lake

9.4 out of 10, Exceptional, (36)
"Loved staying at this place! Will definitely stay here again. The place in person was nicer than the pictures show. No complaints at all! "
The price is AU$397
includes taxes & fees
2 Sept - 3 Sept
Cozy Lake House near Pymatuning Lake
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."
The price is AU$335
includes taxes & fees
7 Sept - 8 Sept
Beautiful Home at 446 Frank & Fourth
Keepsake by the Lake - Newly renovated 1 bedroom cozy cottage
Fridge, microwave, oven, stovetop

Keepsake by the Lake - Newly renovated 1 bedroom cozy cottage

2.0 star property
10.0 out of 10, Exceptional, (14)
"Property has everything you could possibly need for a weekend getaway"
The price is AU$290
includes taxes & fees
6 Sept - 7 Sept
Keepsake by the Lake - Newly renovated 1 bedroom cozy cottage
Oasis at Avalon Lakes - Hot Tub - Gas Fire Pit - Outdoor livingroom w/gas fire
Outdoor spa tub

Oasis at Avalon Lakes - Hot Tub - Gas Fire Pit - Outdoor livingroom w/gas fire

10.0 out of 10, Exceptional, (29)
"Great home away from home. Absolutely loved the neighborhood. The house had everything we needed. Even enjoyed an afternoon of cornhole. "
Oasis at Avalon Lakes - Hot Tub - Gas Fire Pit - Outdoor livingroom w/gas fire
Sunset cottage complete w/large deck, fire pit and mins away from public beach
Property grounds

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

9.2 out of 10, Wonderful, (67)
"We had a great weekend visit. Close to the winery and other great lake activities. We just wanted quiet and decompression and that is what we just what we did. The hot tub was a nice touch and loved the cozy patio."
Sunset cottage complete w/large deck, fire pit and mins away from public beach
Cozy (heated/AC) clean cabin near Ohio side Pymatuning Lake
Exterior

Cozy (heated/AC) clean cabin near Ohio side Pymatuning Lake

9.8 out of 10, Exceptional, (72)
"We enjoyed our short stay and will likely book it again"
Cozy (heated/AC) clean cabin near Ohio side Pymatuning Lake
Cheerful 2 Bedroom Cottage with Hot Tub near Lake
Property grounds

Cheerful 2 Bedroom Cottage with Hot Tub near Lake

9.6 out of 10, Exceptional, (30)
"This was the perfect weekend getaway and just what we needed."
Cheerful 2 Bedroom Cottage with Hot Tub near Lake
Lake Time Cottage Lake Milton OH: Wifi, Smart TVs, gas fire pit, lake toys,
Fridge, microwave, oven, stovetop

Lake Time Cottage Lake Milton OH: Wifi, Smart TVs, gas fire pit, lake toys,

10.0 out of 10, Exceptional, (25)
"It was wonderful! Can’t wait to go back again!"
Lake Time Cottage Lake Milton OH: Wifi, Smart TVs, gas fire pit, lake toys,
Experience Tranquility and Charm at the Perfect Getaway above Gatehouse Winery!
Fridge, microwave, oven, stovetop

Experience Tranquility and Charm at the Perfect Getaway above Gatehouse Winery!

2.0 star property
9.6 out of 10, Exceptional, (4)
"Food, Fun, and a great place to stay"
The price is AU$661
includes taxes & fees
28 Sept - 29 Sept
Experience Tranquility and Charm at the Perfect Getaway above Gatehouse Winery!
Minutes from Pymatuning, Cabin by the Pond
Living area

Minutes from Pymatuning, Cabin by the Pond

9.8 out of 10, Exceptional, (45)
"This little cabin was exactly what we were looking for. It was beautiful and relaxing and really the perfect place to enjoy nature. It was clean and the beds were comfortable. I highly recommend enjoying a fire outside in the fire pit and enjoying the peace and quiet. Would stay again in a heartbeat! "
The price is AU$239
includes taxes & fees
2 Sept - 3 Sept
Minutes from Pymatuning, Cabin by the Pond
Exclusively Pymatuning Tiny Home w hot tub
Fridge, microwave, oven, stovetop

Exclusively Pymatuning Tiny Home w hot tub

9.4 out of 10, Exceptional, (20)
"Very clean and quiet. Has a lot of personal touches. Easy to get to and has a boat ramp down the street"
Exclusively Pymatuning Tiny Home w hot tub
Pymatuning Lake Log Home
Fridge, microwave, oven, stovetop

Pymatuning Lake Log Home

2.0 star property
10.0 out of 10, Exceptional, (7)
"We loved our stay at pymatuning Lake Log home! So well appointed and a great attention to details. I loved that I didn’t have to bring all of my kitchen utensils etc. with me. This cabin had everything, all I had to do was relax! The fenced in yard was awesome and perfect for our little dog. Well decorated and beautiful inside and out, I felt like home during our stay. Well done!"
Pymatuning Lake Log Home
Loft Unplugged w/ Outdoor Space in Amish Country!
Game room

Loft Unplugged w/ Outdoor Space in Amish Country!

9.4 out of 10, Exceptional, (33)
"This was exactly what we needed over the holiday weekend! Thank you!!"
Loft Unplugged w/ Outdoor Space in Amish Country!
Forever spring cabin
Exterior

Forever spring cabin

10.0 out of 10, Exceptional, (219)
"Our second time here and as good as the first. Very quiet and cozy. Would recommend."
Forever spring cabin
Farmhouse, hot tub, sleeps 12
Fridge, microwave, oven, stovetop

Farmhouse, hot tub, sleeps 12

9.6 out of 10, Exceptional, (14)
"Our family enjoyed the beautiful property. It was the perfect fit for our family. "
Farmhouse, hot tub, sleeps 12
Lake Milton Ohio, Lakefront Vacation Rental, 4 Bedrooms, 3 Bath, Private Dock
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (138)
"Family Fun"
Lake Milton Ohio, Lakefront Vacation Rental, 4 Bedrooms, 3 Bath, Private Dock
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 Cortland Hotel Reviews

Find out more about Cortland

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, 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 favourite 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 depend 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 AU$205 per night. Entering your travel dates in the search wizard might find you 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. 

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?

Lakeside living awaits at beautiful Lake Milton, OH with dock across the street: This holiday home rental outside of Cortland is located on a lake, and has a garden, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Cortland?

While exploring the area, visit family-friendly sights like Putt-Putt & Batting Cages, or get outside and enjoy nature at Buhl Park. Other places in town to visit include Mosquito Lake State Park and Greene Eagle Winery.

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.