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Cortland Holiday Rentals

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Cortland holiday rentals

A living room with a stone fireplace, leather armchair, and a sofa with a view to the outside.

1. 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, (13 reviews)
"Will definitely stay here again"
United States
Matthew B.
The price is HK$800
HK$2,143 total
includes taxes & fees
31 Aug - 1 Sept
Summit View – Walk to Timberline Mountain ski lifts and lodge!
A multi-story residential building with wooden balconies and external staircases.

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
9.0 out of 10, Wonderful, (66 reviews)
"Clean & comfortable. Stayed for a night to go hiking. Close to Blackwater Falls. Friendly staff."
United States
Christina M.
The price is HK$1,129
HK$1,971 total
includes taxes & fees
31 Aug - 1 Sept
Land of Canaan Vacation Resort - Family Friendly in the heart of Canaan Valley!
A wooden porch with a swing, a wooden railing, and a view of a green landscape.

3. 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, (8 reviews)
"Such a unique place! Beautiful views!"
United States
Rachel L.
The price is HK$1,364
HK$3,241 total
includes taxes & fees
31 Aug - 1 Sept
Step Back in Time at the Historic Cooper Homestead – Canaan Valley’s Last Original Cabin
A modern living room with a fireplace, a TV, and a staircase leading to an upper level.

4. Modern Mountain Retreat — Perfectly Situated-Central AC- Pool!

Modern Mountain Retreat — Perfectly Situated-Central AC- Pool!
Davis
9.6 out of 10, Exceptional, (11 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.
The price is HK$1,192
HK$2,694 total
includes taxes & fees
31 Aug - 1 Sept
Modern Mountain Retreat — Perfectly Situated-Central AC- Pool!

5. Cabin 3 One Bed Modern Luxury w Hot Tub

Cabin 3 One Bed Modern Luxury w Hot Tub
Timberline
10.0 out of 10, Exceptional, (8 reviews)
"Place was gorgeous and had everything you could need!"
United States
Jeffrey H.
The price is HK$1,482
HK$3,392 total
includes taxes & fees
31 Aug - 1 Sept
Cabin 3 One Bed Modern Luxury w Hot Tub
A wooden deck with a table and chairs, surrounded by tall trees.

6. Deerfield Village | Sleeps 10 | Fireplace + Pool

Deerfield Village | Sleeps 10 | Fireplace + Pool
Tucker County
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay."
United States
Jon G.
The price is HK$1,231
HK$3,116 total
includes taxes & fees
31 Aug - 1 Sept
Deerfield Village | Sleeps 10 | Fireplace + Pool
A cabin with a stone exterior, surrounded by dense forest.

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

Luxurious, rustic, private vacation home with great view.
Timberline
10.0 out of 10, Exceptional, (427 reviews)
"It was an absolute privilege to stay here!"
United States
Martin R.
The price is HK$2,313
HK$4,768 total
includes taxes & fees
15 Sept - 16 Sept
Luxurious, rustic, private vacation home with great view.

8. Cabin 4 Two Bed Modern Luxury w Hot Tub

Cabin 4 Two Bed Modern Luxury w Hot Tub
Timberline
10.0 out of 10, Exceptional, (1 review)
"Beautiful brand new cabins with a modern touch. We enjoyed the hot tub and fire pit. My son enjoyed the corduroy chair and throw. Will definitely return in the future!"
United States
Stephen M.
The price is HK$1,717
HK$3,900 total
includes taxes & fees
31 Aug - 1 Sept
Cabin 4 Two Bed Modern Luxury w Hot Tub
A large house with a balcony overlooking a body of water, surrounded by trees.

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

Meet Bessie, your upscale cabin at the lake.
Davis
9.8 out of 10, Exceptional, (36 reviews)
"Perfect stay. Great for kids. Actually the most kid friendly I have ever stayed in. 10/10 would boom again"
United States
Dusty C.
The price is HK$1,889
HK$4,378 total
includes taxes & fees
1 Sept - 2 Sept
Meet Bessie, your upscale cabin at the lake.
A modern kitchen with wooden countertops, black cabinets, and a central island.

10. Modern Mountain Retreat Near Dolly Sods & Skiing 3 Bedroom Home

Modern Mountain Retreat Near Dolly Sods & Skiing 3 Bedroom Home
3.0 star property
Timberline
The price is HK$1,839
HK$3,929 total
includes taxes & fees
31 Aug - 1 Sept
Modern Mountain Retreat Near Dolly Sods & Skiing 3 Bedroom Home

11. 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, (9 reviews)
"The cabin was great!!! We loved the everything and especially the hot tub. "
United States
Steve S.
The price is HK$1,482
HK$3,392 total
includes taxes & fees
2 Sept - 3 Sept
Cabin 15 One Bed Modern Luxury w Hot Tub
A compact kitchen with a stone fireplace, a bar area, and a dining space.

12. Experience ‘Mountain Charm’ | Vaulted Ceilings, Fireplace & Walk-to-Slopes Access in Canaan Valley

Experience ‘Mountain Charm’ | Vaulted Ceilings, Fireplace & Walk-to-Slopes Access in Canaan Valley
Timberline
9.0 out of 10, Wonderful, (6 reviews)
"Good location! Home was tidy and worked well for us. "
United States
Megan B.
The price is HK$925
HK$2,426 total
includes taxes & fees
31 Aug - 1 Sept
Experience ‘Mountain Charm’ | Vaulted Ceilings, Fireplace & Walk-to-Slopes Access in Canaan Valley

13. 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, (27 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.
The price is HK$1,176
HK$2,531 total
includes taxes & fees
16 Sept - 17 Sept
Peaceful and cozy home w/ Pool, Fishing Pond, Pickleball, EV Charger- Come Stay!

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

Modern Canaan Valley Retreat with Fireplace - 3BR, 3BA
Davis
The price is HK$1,055
HK$2,649 total
includes taxes & fees
31 Aug - 1 Sept
Modern Canaan Valley Retreat with Fireplace - 3BR, 3BA
A two-story building with a wooden deck and a front entrance.

15. 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)
The price is HK$1,301
HK$3,205 total
includes taxes & fees
7 Sept - 8 Sept
Step Inside the Yellow Door – Your Mountain Chalet Escape Awaits
A modern kitchen with a central island, a dining area with a round table, and a living room with a fireplace.

16. Evergreen Retreat – Walk to Timberline Mountain ski lifts and lodge!

Evergreen Retreat – Walk to Timberline Mountain ski lifts and lodge!
Timberline
10.0 out of 10, Exceptional, (9 reviews)
"Great host and great room! "
United States
Owen H.
The price is HK$800
HK$2,143 total
includes taxes & fees
31 Aug - 1 Sept
Evergreen Retreat – Walk to Timberline Mountain ski lifts and lodge!

17. Ground Floor Slopeside unit – Walk to Timberline Mountain ski lifts and lodge!

Ground Floor Slopeside unit – Walk to Timberline Mountain ski lifts and lodge!
Timberline
10.0 out of 10, Exceptional, (2 reviews)
"Modern, clean, quite & a good value! We would stay again."
United States
JaCinda Z.
The price is HK$627
HK$1,980 total
includes taxes & fees
7 Sept - 8 Sept
Ground Floor Slopeside unit – Walk to Timberline Mountain ski lifts and lodge!
A spacious living room with a high ceiling, large windows, a pool table, and a comfortable seating area.

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
9.0 out of 10, Wonderful, (4 reviews)
The price is HK$1,976
HK$5,549 total
includes taxes & fees
1 Sept - 2 Sept
Appalachian retreat – Sleeps 18 | Hot Tub | Pool table | Near Skiing, Hiking & More!
A building with a red cross sign, a wooden deck, and a gravel parking area.

19. 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
8.0 out of 10, Very good, (1 review)
"Great location near Canaan and lots of space for our family."
United States
Melissa S.
The price is HK$615
HK$1,966 total
includes taxes & fees
31 Aug - 1 Sept
Slopeside luxury condo - sleeps 6 – Walk to Timberline Mountain ski lifts and lodge!
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

Parsons Riverside Retreat: Steps away from a rolling mountain stream and trails

Parsons Riverside Retreat: Steps away from a rolling mountain stream and trails

10/10 Excellent
"No thanks"
Laurie H. 7-night trip
Posted 1 day ago
Parsons Riverside Retreat: Steps away from a rolling mountain stream and trails

Find out more about Cortland

Search for holiday rentals in Cortland on Expedia! You can easily find your home rentals, villas, holiday apartments in Cortland using one of the methods below:

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Look no further and take a look at our great range of rental properties in Cortland!

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?

Garagemahal! Trails and waterfalls right out the door, forested and quiet.: This holiday home rental outside of Cortland is located in a rural location, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

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 wider area, you’ll find Timberline Four Season Resort and Canaan Valley Resort State Park.

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 feature amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family trip or a small group gathering.