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, (87)
"Perfect little home for our stay. Grocery store right across the street and gas station. Also next to police station. Some traffic noise during the day, but quiet at night. Furniture and beds very comfortable. Would definitely stay here again!"
The price is AU$266
includes taxes & fees
4 Dec - 5 Dec
Conveniently located 2 bedroom home only minutes from hiking and state park fun!

THE SANDPIPER COTTAGE at Lake Milton State Park "3 DOORS FROM THE SHORE"HOT TUB

10.0 out of 10, Exceptional, (75)
"Such a beautiful little getaway. We loved everything. The home and amenities were awesome and the hot tub was so clean and well taken care of. Loved it all and it was SO close to the lake. Perfection. "
THE SANDPIPER COTTAGE at Lake Milton State Park "3 DOORS FROM THE SHORE"HOT TUB

Minutes from Pymatuning, Cabin by the Pond

9.8 out of 10, Exceptional, (35)
"The overall experience was fantastic very quiet very cozy warm you can see plenty of stars right next to a pond great for a couple or just a getaway where you can unplug"
The price is AU$257
includes taxes & fees
24 Nov - 25 Nov
Minutes from Pymatuning, Cabin by the Pond

The Wildflower - Private cabin in wooded setting

10.0 out of 10, Exceptional, (30)
"We had the most relaxing and peaceful weekend at the Wildflower cabin. We would love to return!"
The Wildflower - Private cabin in wooded setting

Forever spring cabin

10.0 out of 10, Exceptional, (206)
"We thoroughly enjoyed staying at this pristinely kept cottage. Everything was perfect! From the front porch, to the whirlpool tub and an added bonus were the 2 cutest little pooches to meet and greet us and visited us each day and even joined me on my nature hike. Nice firepit a."
Forever spring cabin

Cozy Lake House near Pymatuning Lake

9.8 out of 10, Exceptional, (17)
"Very nice, well stocked, clean. Well water had an odor, but used bottled water and just quick showers. Just a suggestion to have wash clothes for showers and kitchen towels and wash clothes for kitchen. We had a very nice quiet stay and left rejuvenated when we left. "
The price is AU$420
includes taxes & fees
27 Nov - 28 Nov
Cozy Lake House near Pymatuning Lake

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

9.2 out of 10, Wonderful, (53)
"Pictures are 100% accurate "
Sunset cottage complete w/large deck, fire pit and mins away from public beach

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

9.8 out of 10, Exceptional, (68)
"The property owners were so helpful and accomindated our late arrival time. The cabin was stocked with all the necessities needed for our weekend. The property was nicely landscaped and the decor was impressive. It was a peaceful place to relax . The whole cabin was neat and clean.We will definitely return in the future . "
Cozy (heated/AC) clean cabin near Ohio side Pymatuning Lake

Beautiful Home at 446 Frank & Fourth

8.6 out of 10, Excellent, (11)
"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...
The price is AU$327
includes taxes & fees
24 Nov - 25 Nov
Beautiful Home at 446 Frank & Fourth

Entire two bedroom house peaceful and quiet

8.6 out of 10, Excellent, (23)
"The property was a bit overgrown. The tree in the front yard blocked the view of the house from the street. The steps going into the house are very steep first step about 10 inches made it a bit difficult for me with a bad knee. The back porch sitting area had a couple chairs and a table but, the tree next to it was overgrown and un able to use. I was in town for a wedding so for just sleeping two nights it was better than a hotel. I only mention these things so that maybe it was an oversight by...
The price is AU$204
includes taxes & fees
1 Dec - 2 Dec
Entire two bedroom house peaceful and quiet

White Brick Inn in Pymatuning National Park

9.8 out of 10, Exceptional, (109)
"A short weekend stay to soak up the fall foliage and tour the Gibson House (which was very cool). The WBI is a very special place. A wonderful stay as always. Thank you Monica and Angela. "
The price is AU$206
includes taxes & fees
25 Nov - 26 Nov
White Brick Inn in Pymatuning National Park

Charming Pymatuning Lake House Near Park & Beach

10.0 out of 10, Exceptional, (11)
"This house was everything we needed and much more. You had extra items for storing food, plenty of towels and blankets and other ammenities. You even had styrofoam coolers for trade in your basement. That may not seem like much but sure is great out-of-the-box thinking. Thank You!!!"
Charming Pymatuning Lake House Near Park & Beach

Camp Not Found - 3 Queen Bedrooms by the lake

8.0 out of 10, Very good, (12)
"Very enjoyable like the house was all by its self"
Camp Not Found - 3 Queen Bedrooms by the lake

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

10.0 out of 10, Exceptional, (128)
"Very enjoyable stay for the 3rd year. My daughter really liked the house and the lake living!"
Lakeside living awaits at beautiful Lake Milton, OH with dock across the street

Cabin in the woods. Minutes to Pymatuning Lake.

9.8 out of 10, Exceptional, (30)
"The cabin was great and the outdoor fire pit was excellent. We didn’t spend much time indoors because it was cold - right at the end of the season, the propane heater didn’t work and electricity was limited. So we sat around the fire all night and that was perfect. My friend was pickier than me and didn’t sleep well because of scratching critters at the bedroom’s door to the outside. I slept like a log because the interior room had no windows and it was blackout dark - perfect for me! I guess...
Cabin in the woods. Minutes to Pymatuning Lake.

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

10.0 out of 10, Exceptional, (23)
"Spacious, clean, and comfortable."
Oasis at Avalon Lakes - Hot Tub - Gas Fire Pit - Outdoor livingroom w/gas fire

Halfway between New York and Chicago

10.0 out of 10, Exceptional, (51)
"The house was everything they advertised. Very clean and well kept. All amenities were as advertised. The extra snacks and drinks provided were a nice touch. Beds were comfortable. Only complaint-tv remote did not work due to dead batteries with no replacements. But we made due with no issues! Would stay here again in a heart beat!"
The price is AU$391
includes taxes & fees
25 Nov - 26 Nov
Halfway between New York and Chicago

New York Loft Vibes in Downtown Warren

10.0 out of 10, Exceptional, (6)
"Loft was well decorated, clean and well stocked with supplies,utensils etc."
New York Loft Vibes in Downtown Warren

Woodland Oasis Cabin Apartment

10.0 out of 10, Exceptional, (16)
"Perfect little spot for a weekend getaway, this place had everything an apartment should and was a great, cozy, and quiet space! Would definitely stay here again in a heartbeat!"
The price is AU$148
includes taxes & fees
4 Dec - 5 Dec
Woodland Oasis Cabin Apartment

Exclusively Pymatuning Tiny Home w hot tub

10.0 out of 10, Exceptional, (6)
"grr"
Exclusively Pymatuning Tiny Home w hot tub
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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Other types of properties in Cortland you may be interested in

Wingate by Wyndham Youngstown/Austintown

2.5 star property
8.2 out of 10, Very good, (609)
"Wonderful breakfast and the lake across the street is gorgeous. Easy to walk to the park. Everything just quiet and safe. The staff is very friendly and helpful."
The price is AU$143
includes taxes & fees
1 Dec - 2 Dec
Wingate by Wyndham Youngstown/Austintown

Super 8 by Wyndham Youngstown/Austintown

2.0 star property
7.8 out of 10, Good, (564)
"Super 8 is right off Rt.80, clean, quick checkin/check out. Some highway noise. A fine overnight stay. Why are there screwdriver marks on the door/doorjamb at the lock on the room door?"
The price is AU$91
includes taxes & fees
8 Dec - 9 Dec
Super 8 by Wyndham Youngstown/Austintown

Holiday Inn Youngstown South, an IHG Hotel

3.0 star property
8.6 out of 10, Excellent, (547)
"Front desk had some difficulty finding our reservation but not their fault. Expedia had made an error and placed our reservation for the following night!! Luckily they had available rooms"
The price is AU$193
includes taxes & fees
23 Dec - 24 Dec
Holiday Inn Youngstown South, an IHG Hotel
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.
Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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?

Conveniently located 2 bedroom home only minutes from hiking and state park fun!: This holiday home rental outside of Cortland offers a fireplace, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Cortland?

While exploring the area, visit family-friendly sights like Daffin's Candies, 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.