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Compare 49 Condo Rentals in Ashland with updated reviews, rates, and availability.

Property grounds
Mountainside Haven - walk to Hunter Mountain!
9.4 out of 10, Exceptional, (30)
"A great stay close to lots of hiking and great restaurant options as well as a grocery store. The kitchen was fully equipped for us to prepare our meals. Cozy and comfortable and clean. A perfect spot for resting on an adventure get away. Highly recommend."
The price is $98
$191 total
includes taxes & fees
May 23 - May 24
Mountainside Haven - walk to Hunter Mountain!
Interior
LOCATION! LOCATION!LOCATION! Luxurious Ski In/Out Jet-Set Condo NEWLY RENOVATED
10.0 out of 10, Exceptional, (6)
"Beautiful property very close to the learning school. I appreciate the frequent back and forth emails to answer my myriad of questions. We all very much enjoyed our stay and hope to come back in the future. Thanks!"
LOCATION! LOCATION!LOCATION! Luxurious Ski In/Out Jet-Set Condo NEWLY RENOVATED
Property grounds
Hunter Mountain 2 Bedroom Condo - Steps to Mountain & Zip Line!!
10.0 out of 10, Exceptional, (5)
"All worked out perfectly"
The price is $149
$341 total
includes taxes & fees
May 28 - May 29
Hunter Mountain 2 Bedroom Condo - Steps to Mountain & Zip Line!!
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Fridge, microwave, stovetop, coffee/tea maker
Cozy Catskill Condo - 2 Mi to Windham Mountain Ski
8.6 out of 10, Excellent, (4)
"Overall great for a short ski trip weekend. The kitchen was a little lacking, and the water smells really bad of sulfer... but we had bottled water to drink so it wasn't bad. Great location if skiing at Windham, and only a 10min drive to Hunter!"
Cozy Catskill Condo - 2 Mi to Windham Mountain Ski
Aerial view
Condo in Windham Mountain Village
10.0 out of 10, Exceptional, (11)
"We had such a great stay at this home which was walking distance (even with little kids) to the mountain! The house was clean and very comfortable."
The price is $400
$689 total
includes taxes & fees
May 23 - May 24
Condo in Windham Mountain Village
Fridge, microwave, oven, stovetop
Ski on/Ski off, Convenient, Spacious & Extra Clean, Perfect for Large Families
10.0 out of 10, Exceptional, (69)
"Property is clean, well stocked, spacious and literally in the heart of Hunter mountain skiing with a lift and everything else steps away from your front door. Host is so communicative and helpful and a delight to work with. If you are going with a big group you will love this spot!"
The price is $700
$1,256 total
includes taxes & fees
May 23 - May 24
Ski on/Ski off, Convenient, Spacious & Extra Clean, Perfect for Large Families
Exterior
Hunter Mountain Ski Retreat - Steps to Lift!
9.4 out of 10, Exceptional, (13)
"We used this listing for a long holiday weekend of skiing in Hunter. The owner was easy to talk to and gave clear directions to the unit as well as some recommendations on dining. The unit itself is a one bedroom one bath first floor unit with a pull out sofa. Was clearly a coffee lover like myself and had all that was needed on the kitchen. They have a nice patio, good selection of board games, and of course TV and internet. Would use again!"
Hunter Mountain Ski Retreat - Steps to Lift!
Smart TV, fireplace, books, stereo
2BRCondo w/Fireplace, 10 min to Hunter&Windham Mts
2BRCondo w/Fireplace, 10 min to Hunter&Windham Mts
Fridge, microwave, stovetop, coffee/tea maker
1st-Floor Hunter Condo < 1 Mi to Slopes!
9.8 out of 10, Exceptional, (6)
"Lovely little short getaway. Perfect for a short stay. Nice owners who were very responsive. Everything was listed accurately. I would love to stay here again."
1st-Floor Hunter Condo < 1 Mi to Slopes!
Interior
Windham Condominium! 2BR/2B, Sleeps 6-8. Private Wi-Fi! 2 Miles To Mountain! ⬇️
9.4 out of 10, Exceptional, (116)
"Absolutely perfect for our needs & wants. Condo was clean, safe and quiet. Plenty of room to spread out. Kitchen is fully equipped Close to Windham ski area, short drive to Hunter and Bellearye. 2 mile drive to ‘town’ with restaurants and few shops (I recommend The Tap Room) No issues at all Will definitely book again!"
Windham Condominium! 2BR/2B, Sleeps 6-8. Private Wi-Fi! 2 Miles To Mountain! ⬇️
Exterior
Apres Ski Luxury Condo SKI IN SKI OUT HUNTER MOUNTAIN Close to Ski School Lodge!
10.0 out of 10, Exceptional, (8)
"Great location for our little guys(ages 3 and 5 yrs old) to attend ski school and come back to. The house is equipped with all the basic cooking essentials for making a family meal. The owners have thoughtfully decorated the condo with the cutest ski decor. The ski in/out location was great for our 11 yr old to head out and come back with little trouble. I would highly recommend this rental."
Apres Ski Luxury Condo SKI IN SKI OUT HUNTER MOUNTAIN Close to Ski School Lodge!
Property grounds
5-Star. Luxury Condo, Heated Pool, Hot Tub, Ski in/out @ Windham
10.0 out of 10, Exceptional, (21)
"This Condo was exactly as pictured and absolutely lovely, well stocked, clean and convenient! We hope to stay here again!"
5-Star. Luxury Condo, Heated Pool, Hot Tub, Ski in/out @ Windham
Property grounds
True Ski On - Ski Off 4 Season Luxury Mountain Retreat!
10.0 out of 10, Exceptional, (24)
"Great location next to the slopes and had all the right stuff to cook with. Perfect for 2."
True Ski On - Ski Off 4 Season Luxury Mountain Retreat!
Fridge, microwave, oven, stovetop
Hike, fish, swim, or ski -All in reach from our thoughtfully appointed condo.
9.8 out of 10, Exceptional, (42)
"Cozy condo with a good location near the ski hill."
Hike, fish, swim, or ski -All in reach from our thoughtfully appointed condo.
Property grounds
Bright Main St Condo ~ Half Mi to Windham Mtn
10.0 out of 10, Exceptional, (5)
"Location was great, 4 minutes from our job. Place was clean, coffee provided (which is always super important). When traveling, it’s always a question as to where are you going to eat, and this location did not disappoint. The taphouse below on the ground floor was really great. This property was exactly what we were looking for and would probably say again."
Bright Main St Condo ~ Half Mi to Windham Mtn
TV
NEW OUTDOOR HOT TUB! Luxury 2 Bedroom Suite -The Haüs Windham
8.0 out of 10, Very Good, (1)
"There is obviously a lot to of remodeling and upgrades going on. New hot tub was not installed. Bathrooms, beds and kitchen were nice. Floors and windows were very dirty. There were no bath washcloths. Perhaps they are not included. The wood exterior side walk is dangerous and needs replaced."
The price is $252
$322 total
includes taxes & fees
May 23 - May 24
NEW OUTDOOR HOT TUB! Luxury 2 Bedroom Suite -The Haüs Windham
Smart TV, fireplace, video games, books
Jewett's Gem: a comfortable, cozy, and stylish mountain getaway in the Catskills
10.0 out of 10, Exceptional, (2)
"I loved this place and so did my kids!! I highly recommend staying here. And a very friendly owner."
Jewett's Gem: a comfortable, cozy, and stylish mountain getaway in the Catskills
Fridge, microwave, oven, stovetop
Ski In, Ski Out at Hunter Mountain
Ski In, Ski Out at Hunter Mountain
Free WiFi, bed sheets
Black Dome - a 2B, 2B Condo 5 min from Windham, NY, and Windham Mt.
9.0 out of 10, Wonderful, (4)
"Enjoyed a great family ski weekend. The condo offered everything we needed and was close by to the mountain and restaurants."
Black Dome - a 2B, 2B Condo 5 min from Windham, NY, and Windham Mt.
Outdoor dining
Windham getaway!
10.0 out of 10, Exceptional, (4)
"This condo is excellent for skiers. It's literally 3 miles and less than 5 minutes away from the Windham mountain base lodge. It's also only a few minute drive to town. Its clean, comfortable and perfect for a stay in the Catskills. 2 bedrooms, 2 full baths, a nice kitchen and a cozy living area. I saw golf courses and hiking trails in the area for summer visits. I highly recommend this unit."
Windham getaway!
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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.

Other property types in Ashland

Studio Suite | Private kitchen | Fridge, microwave, stovetop, coffee/tea maker
Suites on Main
3.0 star property
7.4 out of 10, Good, (69)
"one bedroom suite was very nice and spacious. The heat and hot water were great. Upstairs occupants could be heard but they were quiet after 10 pm. Access into the apt was easy. Apt needs a deep clean and dusting. The night stand in the bedroom does not reach the bed height. Only 1 tv but we moved it and it worked fine in the bedroom. The queen size bed was very comfortable. Close to supermarket, CVS, restaurants, shops and of course skiing."
The price is $99
$147 total
includes taxes & fees
May 28 - May 29
Suites on Main
Exterior
Starlite Motel
2.5 star property
9.2 out of 10, Wonderful, (229)
"Good for the price. "
The price is $125
$140 total
includes taxes & fees
May 23 - May 24
Starlite Motel
Outdoor dining
SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty / Pickle Ball.
9.8 out of 10, Exceptional, (86)
"Stayed here with a group of friends, and loved it! We had terrible weather, but the house was the best place to be stuck inside. We made pizzas in the outdoor oven, and enjoyed the hot tub. Can't recommend enough! The property manager Alan was awesome."
SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty / Pickle Ball.
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.

Ashland Condo Rentals information

Number of reviews
295
Accommodation
49 Condo Rentals
Lowest Price
$98
Highest Price
$700

Frequently asked questions

How much do condos in Ashland cost?
You’ll pay from $98 to $700 per night for condos in Ashland. Whatever your budget, the perfect stay is a click away on Expedia. This price was 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?
Ashland has 49 condos. To help you locate a place that’s right for you, use our filter tool to search for the must-have hotel perks.
Why book your condo in Ashland with Expedia?
With Expedia, it’s a cinch to find your ideal condo in Ashland. After someplace luxurious? Make use of our filters to search for properties that are 5-star rated. If you have a set budget, click on how much you’re willing to spend and then check out our amazing options. We’ll help you find the right place whatever your style of travel or plans.
How can I find cheap condos in Ashland?
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