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Cortland Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Cortland vacation rentals

A signboard titled "Salt Sands" with a description of the area's geological features.

1. The mountains are calling...you MUST go!

The mountains are calling...you MUST go!
Davis
9.8 out of 10, Exceptional, (190 reviews)
"As described and great for the price. We would stay there again."
United States
Gregory O.
The mountains are calling...you MUST go!
A swimming pool with lounge chairs and a wooden fence.

2. Land of Canaan Vacation Resort - Family Friendly in the heart of Canaan Valley!

Land of Canaan Vacation Resort - Family Friendly in the heart of Canaan Valley!
Davis
9.2 out of 10, Wonderful, (85 reviews)
"Awesome place to stay"
United States
Myla
$219 nightly
The price is $248
Oct 22 - Oct 23
Total with taxes and fees
Land of Canaan Vacation Resort - Family Friendly in the heart of Canaan Valley!
A spacious living area with a wooden staircase, a fireplace, a television, and a kitchen with wooden cabinets and appliances.

3. Cozy Cabin in Black Bear-Central Heating-Family & Pet Friendly-Resort Pool

Cozy Cabin in Black Bear-Central Heating-Family & Pet Friendly-Resort Pool
Davis
10.0 out of 10, Exceptional, (12 reviews)
"It was very cozy and quiet "
United States
Jesse H.
$240 nightly
The price is $272
Oct 26 - Oct 27
Total with taxes and fees
Cozy Cabin in Black Bear-Central Heating-Family & Pet Friendly-Resort Pool
A wooden house with a tiled roof, a front door with a 'hello' sign, a small porch with a table and two chairs, and a garden area with a potted plant.

4. Peaceful 2BR Cabin - Davis • Thomas • Canaan • Timberline Ski-Hike-Ride in WV!

Peaceful 2BR Cabin - Davis • Thomas • Canaan • Timberline Ski-Hike-Ride in WV!
Davis
9.6 out of 10, Exceptional, (63 reviews)
"Great little cottage with close proximity to Black Water Falls State Park, the artisan gallery and dining options in Davis. Really enjoyed our getaway."
United States
Nanette W.
$187 nightly
The price is $212
Oct 26 - Oct 27
Total with taxes and fees
Peaceful 2BR Cabin - Davis • Thomas • Canaan • Timberline Ski-Hike-Ride in WV!
Interior

5. Peaceful and cozy home w/ Pool, Fishing Pond, Pickleball, EV Charger- Come Stay!

Peaceful and cozy home w/ Pool, Fishing Pond, Pickleball, EV Charger- Come Stay!
Timberline
9.2 out of 10, Wonderful, (28 reviews)
"This was an excellent stay! The host was responsive, the location was ideal and the house had everything we needed!"
United States
Louise H.
$242 nightly
The price is $274
Nov 2 - Nov 3
Total with taxes and fees
Peaceful and cozy home w/ Pool, Fishing Pond, Pickleball, EV Charger- Come Stay!
A wooden-floored living room with a stone fireplace, a black leather sofa, a wooden coffee table, and a dining area with wooden chairs.

6. Land of Canaan Vacation Resort - Family Friendly in the heart of Canaan Valley!

Land of Canaan Vacation Resort - Family Friendly in the heart of Canaan Valley!
Davis
9.0 out of 10, Wonderful, (60 reviews)
"Wonderful place to stay! "
United States
Heather R.
$236 nightly
The price is $267
Nov 14 - Nov 15
Total with taxes and fees
Land of Canaan Vacation Resort - Family Friendly in the heart of Canaan Valley!
A living room with a flat-screen TV mounted on the wall, a wooden cabinet with decorative items, a potted plant, and a patterned rug.

7. Modern Canaan Valley Retreat with Fireplace - 3BR, 3BA

Modern Canaan Valley Retreat with Fireplace - 3BR, 3BA
Davis
10.0 out of 10, Exceptional, (1 review)
"We had a great stay at 42 Deerfield.The property was fantastic. We will be coming back!"
United States
Ted T.
$341 nightly
The price is $353
Nov 1 - Nov 2
Total with taxes and fees
Modern Canaan Valley Retreat with Fireplace - 3BR, 3BA
A wooden porch with a swing, a wooden railing, and a view of a green landscape.

8. Step Back in Time at the Historic Cooper Homestead – Canaan Valley’s Last Original Cabin

Step Back in Time at the Historic Cooper Homestead – Canaan Valley’s Last Original Cabin
Davis
10.0 out of 10, Exceptional, (10 reviews)
"Nice place . A little hard to find but once found a gem. Very neat place with old fashioned details but most modern accommodations."
United States
Matt B.
$406 nightly
The price is $460
Nov 8 - Nov 9
Total with taxes and fees
Step Back in Time at the Historic Cooper Homestead – Canaan Valley’s Last Original Cabin
A compact kitchen with a stone island, white cabinets, and a round mirror.

9. Summit View – Walk to Timberline Mountain ski lifts and lodge!

Summit View – Walk to Timberline Mountain ski lifts and lodge!
Timberline
10.0 out of 10, Exceptional, (14 reviews)
"Will definitely stay here again"
United States
Matthew B.
$299 nightly
The price is $338
Nov 20 - Nov 21
Total with taxes and fees
Summit View – Walk to Timberline Mountain ski lifts and lodge!
Two people sitting on a wooden bench facing a scenic view of a forested valley.

10. The Bear Lair-Cozy Retreat-Close to 2 Ski Resorts-Central Heating and AC

The Bear Lair-Cozy Retreat-Close to 2 Ski Resorts-Central Heating and AC
Davis
9.6 out of 10, Exceptional, (25 reviews)
"Absolutely loved our stay! Fantastic location and everything we needed to enjoy our weekend in the snow. We’ll definitely be back."
United States
Andrew D.
$240 nightly
The price is $272
Oct 27 - Oct 28
Total with taxes and fees
The Bear Lair-Cozy Retreat-Close to 2 Ski Resorts-Central Heating and AC
A cabin with a stone exterior, surrounded by dense forest.

11. Luxurious, rustic, private vacation home with great view.

Luxurious, rustic, private vacation home with great view.
Timberline
10.0 out of 10, Exceptional, (436 reviews)
"It was an absolute privilege to stay here!"
United States
Martin R.
$504 nightly
The price is $570
Oct 28 - Oct 29
Total with taxes and fees
Luxurious, rustic, private vacation home with great view.
A two-story building with a wooden deck and a front entrance.

12. Step Inside the Yellow Door – Your Mountain Chalet Escape Awaits

Step Inside the Yellow Door – Your Mountain Chalet Escape Awaits
Davis
10.0 out of 10, Exceptional, (1 review)
$406 nightly
The price is $460
Nov 4 - Nov 5
Total with taxes and fees
Step Inside the Yellow Door – Your Mountain Chalet Escape Awaits
A small house with a wooden exterior, a dark roof, and a lit front door.

13. Cozy Sunlit Mountain Loft near Blackwater Falls and Canaan Valley in Davis, WV

Cozy Sunlit Mountain Loft near Blackwater Falls and Canaan Valley in Davis, WV
Davis
9.6 out of 10, Exceptional, (65 reviews)
"Very cozy . Parking right in front of property.Just perfect for two adults. Very close to Blackwater Fall State Park."
United States
Patti
$200 nightly
The price is $227
Nov 3 - Nov 4
Total with taxes and fees
Cozy Sunlit Mountain Loft near Blackwater Falls and Canaan Valley in Davis, WV
A wooden deck with a table and chairs, surrounded by tall trees.

14. Deerfield Village | Sleeps 10 | Fireplace + Pool

Deerfield Village | Sleeps 10 | Fireplace + Pool
Tucker County
10.0 out of 10, Exceptional, (6 reviews)
$379 nightly
The price is $429
Nov 10 - Nov 11
Total with taxes and fees
Deerfield Village | Sleeps 10 | Fireplace + Pool
A bedroom with two beds, a ceiling fan, a window with blinds, a chair, and a bedside table with a lamp.

15. Slopeside luxury condo - sleeps 6 – Walk to Timberline Mountain ski lifts and lodge!

Slopeside luxury condo - sleeps 6 – Walk to Timberline Mountain ski lifts and lodge!
Timberline
9.0 out of 10, Wonderful, (4 reviews)
"The check in and out was super easy."
United States
Samantha M.
$252 nightly
The price is $286
Oct 25 - Oct 26
Total with taxes and fees
Slopeside luxury condo - sleeps 6 – Walk to Timberline Mountain ski lifts and lodge!
A large house with a balcony overlooking a body of water, surrounded by trees.

16. Meet Bessie, your upscale cabin at the lake.

Meet Bessie, your upscale cabin at the lake.
Davis
9.8 out of 10, Exceptional, (38 reviews)
"Enjoyed our travel - once again!"
United States
Irina G.
Meet Bessie, your upscale cabin at the lake.
A multi-story residential building with wooden balconies and external staircases.

17. Land of Canaan Vacation Resort - Family Friendly in the heart of Canaan Valley!

Land of Canaan Vacation Resort - Family Friendly in the heart of Canaan Valley!
Davis
9.0 out of 10, Wonderful, (69 reviews)
"Clean & comfortable. Stayed for a night to go hiking. Close to Blackwater Falls. Friendly staff."
United States
Christina M.
$215 nightly
The price is $244
Oct 26 - Oct 27
Total with taxes and fees
Land of Canaan Vacation Resort - Family Friendly in the heart of Canaan Valley!
A dormitory room with bunk beds, wooden flooring, and a window with curtains.

18. Appalachian retreat – Sleeps 18 | Hot Tub | Pool table | Near Skiing, Hiking & More!

Appalachian retreat – Sleeps 18 | Hot Tub | Pool table | Near Skiing, Hiking & More!
Davis
8.8 out of 10, Excellent, (5 reviews)
$626 nightly
The price is $709
Nov 10 - Nov 11
Total with taxes and fees
Appalachian retreat – Sleeps 18 | Hot Tub | Pool table | Near Skiing, Hiking & More!
A modern living room with a fireplace, a TV, and a staircase leading to an upper level.

19. Modern Mountain Retreat — Perfectly Situated

Modern Mountain Retreat — Perfectly Situated
Davis
9.6 out of 10, Exceptional, (12 reviews)
"Host was very friendly and responded to any questions we had. The place was very clean and cozy, and the check-in process was very simple. "
United States
Joshua R.
$300 nightly
The price is $340
Oct 25 - Oct 26
Total with taxes and fees
Modern Mountain Retreat — Perfectly Situated
Exterior

20. Cabin 15 One Bed Modern Luxury w Hot Tub

Cabin 15 One Bed Modern Luxury w Hot Tub
Timberline
10.0 out of 10, Exceptional, (10 reviews)
"The cabin was great!!! We loved the everything and especially the hot tub. "
United States
Steve S.
$408 nightly
The price is $455
Nov 1 - Nov 2
Total with taxes and fees
Cabin 15 One Bed Modern Luxury 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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Top Cortland Hotel Reviews

The Inn at Canaan

The Inn at Canaan

8/10 Good
"Breakfast was disappointing, hotel had not received their food delivery yet. Had to find a local restaurant for breakfast"
Margaret 1-night trip
Posted 5 hours ago
The Inn at Canaan

Find out more about Cortland

Everything you need to know about Cortland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cortland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cortland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Cortland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $207 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cortland rentals

At Expedia, we put the best Cortland vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Cortland?

Yes, we have vacation rentals close to the most popular sights in Cortland, or you can go with a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Cortland?

Cozy Sunlit Mountain Loft near Blackwater Falls and Canaan Valley in Davis, WV: Visitors like this Cortland vacation home rental. It is located on a river and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What can I see and do in Cortland?

While you're exploring the area, Canaan Valley and Blackwater Falls are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Timberline Four Season Resort and Canaan Valley Resort State Park.

What are vacation rentals like in Cortland?

Vacation rentals are private accommodations you can stay in for a short or long stay in Cortland. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a small group gathering.