Ashland Holiday Rentals

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Check prices for these dates

Tonight
18 July - 19 July
Tomorrow
19 July - 20 July
This weekend
18 July - 20 July
Next weekend
25 July - 27 July

Holiday Rentals in Ashland

Starlite Motel
Exterior

Starlite Motel

2.5 star property
9.2 out of 10, Wonderful, (257)
"Quaint little place in the mountains, quiet. Beds were comfortable."
The price is AU$196
includes taxes & fees
23 July - 24 July
Starlite Motel
Stunning Catskills Cabin Getaway, facing BelleAyre
Smart TV, fireplace, ping pong, video library

Stunning Catskills Cabin Getaway, facing BelleAyre

9.8 out of 10, Exceptional, (125)
"Great property for a ski trip to Belleayre. Close to the mountain. "
Stunning Catskills Cabin Getaway, facing BelleAyre
Beautiful, private Property/swimming pond
Interior

Beautiful, private Property/swimming pond

9.6 out of 10, Exceptional, (71)
"We had an amazing stay at this home during our family ski trip. The house was spacious, clean, and perfectly located near the slopes. The host was responsive and made sure we had everything we needed. We would definitely stay here again—highly recommend for a relaxing and fun ski getaway."
Beautiful, private Property/swimming pond
Mountain Chalet with Breathtaking Panoramic Views
Property grounds

Mountain Chalet with Breathtaking Panoramic Views

9.8 out of 10, Exceptional, (172)
"Very pleasant stay close to markets, restaurant and ski resort. Lee was very responsive "
Mountain Chalet with Breathtaking Panoramic Views
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Exterior

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

9.2 out of 10, Wonderful, (35)
"Great place for an incredible price. We would definitely stay here again."
The price is AU$218
includes taxes & fees
3 Aug - 4 Aug
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Property grounds

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

9.0 out of 10, Wonderful, (48)
"Great communication with host Nice spacious clean apartment. Good location "
The price is AU$320
includes taxes & fees
20 July - 21 July
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Fridge, microwave, oven, stovetop

1 Mile From Ski Slope and Festivals - 125 Nightly Fee

10.0 out of 10, Exceptional, (9)
"Perfect, cozy place to stay for a ski weekend!"
The price is AU$335
includes taxes & fees
20 July - 21 July
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals
Dining

PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals

8.4 out of 10, Very good, (61)
"The home was nice and cozy. The owner was soo nice and soo responsive. Great place fo rent. "
PRIVATE Heated Indoor Pool! 5 mins to Hunter Mtn and Summer Festivals
'Bearpen Lodge' on 125 Acres - Near Belleayre Mtn!
Interior

'Bearpen Lodge' on 125 Acres - Near Belleayre Mtn!

10.0 out of 10, Exceptional, (94)
"second time here, great place, great host"
'Bearpen Lodge' on 125 Acres - Near Belleayre Mtn!
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Exterior

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

9.6 out of 10, Exceptional, (52)
"Great location, Great Hot Tub, Great Catskills Mountains "
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
Fridge, microwave, oven, stovetop

CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

9.6 out of 10, Exceptional, (44)
"The perfect family getaway"
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.
Moonlight Reflections
Property grounds

Moonlight Reflections

10.0 out of 10, Exceptional, (93)
"Great stay! Very convenient to ski bellaeyre. "
Moonlight Reflections
Fawn Hill Cabin: Cozy Log Cabin in Phoenicia
3 bedrooms, desk, free WiFi, bed sheets

Fawn Hill Cabin: Cozy Log Cabin in Phoenicia

10.0 out of 10, Exceptional, (10)
"It was a wonderful stay at Fawn Hill. A sorta dreary weekend was made up for by the super clean cabin hot tub & fireplace. The responsiveness of the owners was top notch and I really enjoyed the quiet and remote weekend. Great hikes nearby and also just a delight to drive around in the Catskills. Thanks again for a great stay!"
Fawn Hill Cabin: Cozy Log Cabin in Phoenicia
Catskills Cabin with Hot Tub near Hiking
Exterior

Catskills Cabin with Hot Tub near Hiking

8.4 out of 10, Very good, (22)
"The cabin was a pleasant spot and well-appointed. Good stay!"
Catskills Cabin with Hot Tub near Hiking
Gorgeous Ski Chalet - 7 miles from Belleayre with hot tub
Fridge, microwave, oven, stovetop

Gorgeous Ski Chalet - 7 miles from Belleayre with hot tub

9.8 out of 10, Exceptional, (74)
"Very relaxing, well equipped home. Hot tub was fantastic. Kitchen fully stocked with pots, pans, cooking and eating utensils. "
Gorgeous Ski Chalet - 7 miles from Belleayre with hot tub
Cozy Chic Bungalow with Fireplace, Sauna, Fast WiFi in Quaint Phoenicia
Fridge, microwave, oven, stovetop

Cozy Chic Bungalow with Fireplace, Sauna, Fast WiFi in Quaint Phoenicia

2.0 star property
8.8 out of 10, Excellent, (17)
"Really nice home with great interior style and fully functional kitchen in a great town in the heart of the Catskills. Definitely want to come back!"
The price is AU$523
includes taxes & fees
3 Aug - 4 Aug
Cozy Chic Bungalow with Fireplace, Sauna, Fast WiFi in Quaint Phoenicia
Jessie's Harvest House
Bar (on property)

Jessie's Harvest House

The price is AU$297
includes taxes & fees
20 July - 21 July
Jessie's Harvest House
A world where time stands still, close to Belleayre Ski & Wedding venues.
Fridge, microwave, oven, stovetop

A world where time stands still, close to Belleayre Ski & Wedding venues.

9.6 out of 10, Exceptional, (17)
"Had a great "
The price is AU$996
includes taxes & fees
19 July - 20 July
A world where time stands still, close to Belleayre Ski & Wedding venues.
Tuscan Year Round Beauty - Pickleball Court
Outdoor dining

Tuscan Year Round Beauty - Pickleball Court

10.0 out of 10, Exceptional, (101)
"A sublime weekend in a truly magical and beautiful estate. The al fresco dining and the nonstop outdoor activities will make for a memorable stay for any group!"
Tuscan Year Round Beauty - Pickleball Court
A'Neils Windham Ski Lodge & Family Retreat
Outdoor dining

A'Neils Windham Ski Lodge & Family Retreat

10.0 out of 10, Exceptional, (28)
"A wonderful space for a family reunion ski get away. Enough personal space for each while also offering great shared space for warm gatherings and meals. Host was very accommodating and easily available. We would definitely stay again!"
A'Neils Windham Ski Lodge & Family Retreat
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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Frequently asked questions

Can I find a holiday rental in Ashland?

Yes, there are holiday rentals close to the most popular sights in Ashland, 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 Ashland has to offer?

Beautiful, private Property/swimming pond: This holiday home rental outside of Ashland is located on the waterfront, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Ashland?

With 6 Expedia holiday rentals, you're guaranteed to find just the right place for your Ashland stay.

What can I see and do in Ashland?

While exploring the area, visit family-friendly sights like Zoom Flume, or get outside and enjoy nature at Mountain Top Arboretum. Ashland Town Hall and Hunter Mountain are a couple of places you'll find in the wider area.

What are holiday rentals like in Ashland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Ashland. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for families.