Ashland, NY Condos for Rent

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Our top choices for Ashland condo rentals

A living room with a brick fireplace, leather sofa, and a flat-screen TV.

1. 1BR Suite with Full Kitchen and Fireplace, 3 Min to Windham Mountain

Windham

Anthony M.

$161 nightly

Nov 9 - Nov 10

Total with taxes and fees

A paved pathway with benches and rocks, bordered by neatly trimmed hedges and trees, leading to a building with a visible entrance.

2. Cozy Downtown Hunter Mountain Getaway

Lanesville

Paul J.

$172 nightly

Nov 9 - Nov 10

Total with taxes and fees

A cozy living room with a stone fireplace, a large sectional sofa, a round coffee table, and a wooden ceiling with a loft area.

3. Condo in Windham Mountain Village

Windham

Jennifer M.

$905 nightly

Nov 6 - Nov 7

Total with taxes and fees

A spacious living room with a stone fireplace, wooden staircase, and modern furniture.

4. Duplex Suite with Jacuzzi, Steam Shower and Sauna, 3 Min to Windham Mtn

Windham

$207 nightly

Nov 9 - Nov 10

Total with taxes and fees

A cozy living room with a fireplace, a sofa, a coffee table, and a TV.

5. Jacuzzi Suite with Steam Shower, Sauna and Gym, 3 Min to Windham Mountain

Windham

$201 nightly

Nov 9 - Nov 10

Total with taxes and fees

A bedroom with a large window overlooking a snowy forest.

6. Mirrored Glass Cabin with Heated Floors, Sauna and Gym, 3 Min to Windham

Windham

Taylor W.

$212 nightly

Nov 18 - Nov 19

Total with taxes and fees

A bedroom with a wooden ceiling, a large window, a bed, and a bathroom with a sink and mirror.

7. Presidential Suite with Jacuzzi, Full Kitchen and Sauna near Windham Mtn

Windham

$249 nightly

Nov 9 - Nov 10

Total with taxes and fees

A spacious living room with a fireplace, a cozy seating area, and a view of the outdoors.

8. 2BR with 2 Baths, Fireplace, Sauna and Gym, 3 Min to Windham Mountain

Windham

Dan D.

$225 nightly

Nov 9 - Nov 10

Total with taxes and fees

A spacious living area with a dining table, leather sofa, and a staircase leading to an upper level.

9. 4BR Sleeps 14 with Fireplace, Sauna and Gym, 3 Min to Windham Mountain

Windham

Adam D.

$261 nightly

Nov 9 - Nov 10

Total with taxes and fees

A red building with a wooden deck, white chairs, and a view of a lake and hills.

10. Hunter Mountain 2 Bedroom Condo - Steps to Ski Slopes!!

Hunter Highlands

jyiwest 5.

$337 nightly

Nov 8 - Nov 9

Total with taxes and fees

A large hotel with multiple buildings, a ski slope in the background, and a parking area.

11. Hunter Mountain 1BR | Jacuzzi & Fireplace

Hunter

$311 nightly

Nov 18 - Nov 19

Total with taxes and fees

A spacious living room with a large sectional sofa, a chandelier, and a sign indicating 'SLOPES'.

12. LOCATION! LOCATION!LOCATION! Luxurious Ski In/Out Jet-Set Condo NEWLY RENOVATED

Hunter Highlands

Rohan T.

$1,021 nightly

Nov 9 - Nov 10

Total with taxes and fees

13. Hunter Mountain 1BR Suite | Jacuzzi & Fireplace

Hunter

$309 nightly

Nov 9 - Nov 10

Total with taxes and fees

14. Hunter Mountain 1BR Condo | Fireplace & Kitchen

Hunter

$366 nightly

Nov 9 - Nov 10

Total with taxes and fees

15. Hunter Mountain 2BR | Fireplace & Jacuzzi

Hunter

$477 nightly

Nov 8 - Nov 9

Total with taxes and fees

A large, multi-story house with a prominent porch and multiple chimneys.

16. Apres Ski Luxury SKI-IN/OUT HUNTER MOUNTAIN Slopeside STEPS to Ski School Lodge!

Hunter Highlands

christina

$1,356 nightly

Dec 1 - Dec 2

Total with taxes and fees

View all properties

Top reviews in Ashland

A two-story house with a stone chimney, a porch with flower boxes, and a well-maintained lawn.

Cave Mountain Motel

Windham

10/10 Excellent

Petra

A large, two-story house with multiple porches and string lights.

Albergo Allegria Hotel

Windham

10/10 Excellent

NH couple

A covered porch with outdoor seating, a staircase, and potted plants.

The Colonial Motel

Grand Gorge

10/10 Excellent

Step back in time when a place to stay was charming, clean and had an owner who was actually on property and cared about your stay and well being. If you’re looking for the above and a little mystic, look no further. This place has history that comes along with the beautiful well appointed room. Just an all out classy mix of antique furnishings as well as modern touches like an internet connection that works, in room Keurig coffee maker , comfortable bed and clean bathroom. Our only regret was...

Paula

Jimmy OConnors Windham Mountain Inn

Windham

10/10 Excellent

I have stayed at well over a dozen motels, hotels, lodges, resorts over my time in the Catskills. This was by far one of my favorites and is almost certainly going to become my regular resting spot. The location is premium, with it located in the heart of the Catskills, and not far from most attractions and hikes. The bar itself serves great food and drinks, and Sean and the staff are a delight to speak to. The room is clean, well maintained, and the cleaning staff do a great job each day. Most...

Asher

A wooden cabin with a triangular roof, a wooden door, and a bench outside.

Eastwind Windham

Windham

10/10 Excellent

Danica

A park with Adirondack chairs and a table, surrounded by trees.

Mountain Treasure B&B

Maplecrest

10/10 Excellent

Alina

A breakfast table with a painting of a barn, bowls of fruit, pastries, and a toaster.

Shandaken Inn

Shandaken

10/10 Excellent

Anonymous traveler

A multi-story building with outdoor seating and a stone-paved patio.

Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

10/10 Excellent

Joseph

A room with a view of a landscape through a window, a chair, a table with a laptop, and a bed with books on it.

The Perch Hotel

East Windham

10/10 Excellent

A Hidden Gem with Million-Dollar Views! We had such a magical stay at The Perch Hotel in East Windham! The view alone is worth the trip — on a clear day, you can see FIVE states from the property. Yes, five! It’s absolutely breathtaking and made for the perfect backdrop to relax and soak in the Catskills air. The vibe of the hotel is something special — a perfect blend of modern comfort and mid-century charm that instantly transported me back to the golden era of Catskill tourism. It’s stylish...

Emmi

Frequently Asked Questions

How much do condos in Ashland cost?

The price range for condos in Ashland is $182 to $1,464 per night. Whatever your budget, you're sure to find a place that fits the bill — as well as your entire crew! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many condos are there in Ashland?

Reclaim your vacation days and pick from condos in Ashland. For business travel, a getaway with pals or anything in between, Expedia can help you find the ideal space in a few simple clicks.

Why book your condo in Ashland with Expedia?

Booking a condo in Ashland is as simple as deciding on your travel dates and choosing an option that suits your style. Looking for something luxurious or affordable, or a stay that also has a kitchen? Use Expedia's search filters to narrow your results even further and find the perfect fit.

How can I find cheap condos in Ashland?

The easiest way to get cheap condos in Ashland is with Expedia's user-friendly filter tool. Refine your search results by star rating, budget and amenities to land unbeatable bargains in just a few clicks.

Search and Rent Ashland Condos

Bundle & Save

OneKeyCash

Upfront pricing

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Ashland condo rentals

1. 1BR Suite with Full Kitchen and Fireplace, 3 Min to Windham Mountain

2. Cozy Downtown Hunter Mountain Getaway

3. Condo in Windham Mountain Village

4. Duplex Suite with Jacuzzi, Steam Shower and Sauna, 3 Min to Windham Mtn

5. Jacuzzi Suite with Steam Shower, Sauna and Gym, 3 Min to Windham Mountain

6. Mirrored Glass Cabin with Heated Floors, Sauna and Gym, 3 Min to Windham

7. Presidential Suite with Jacuzzi, Full Kitchen and Sauna near Windham Mtn

8. 2BR with 2 Baths, Fireplace, Sauna and Gym, 3 Min to Windham Mountain

9. 4BR Sleeps 14 with Fireplace, Sauna and Gym, 3 Min to Windham Mountain

10. Hunter Mountain 2 Bedroom Condo - Steps to Ski Slopes!!

11. Hunter Mountain 1BR | Jacuzzi & Fireplace

12. LOCATION! LOCATION!LOCATION! Luxurious Ski In/Out Jet-Set Condo NEWLY RENOVATED

13. Hunter Mountain 1BR Suite | Jacuzzi & Fireplace

14. Hunter Mountain 1BR Condo | Fireplace & Kitchen

15. Hunter Mountain 2BR | Fireplace & Jacuzzi

16. Apres Ski Luxury SKI-IN/OUT HUNTER MOUNTAIN Slopeside STEPS to Ski School Lodge!

Top reviews in Ashland

Cave Mountain Motel

10/10 Excellent

Frequently Asked Questions

How much do condos in Ashland cost?

How many condos are there in Ashland?

Why book your condo in Ashland with Expedia?

How can I find cheap condos in Ashland?

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