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Ashland, New York, United States of America

Ashland holiday homes

We found 415 holiday rentals — enter your dates for availability

Discover a selection of 415 holiday homes in Ashland, NY, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Bookabach holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at NZ$ 389 per night, and holiday houses and apartments are popular options for a stay in Ashland. Either way, you'll find accommodation for everyone's needs.
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Find spaces that suit your style

Houses

View 339 Houses

Condos/Apartments

View 49 Condos/Apartments

Cabins

View 59 Cabins

Chalets

View 24 Chalets

Townhouses

View 28 Townhouses

Bungalows

View 33 Bungalows

Cottages

View 33 Cottages

Studios

View 26 Studios

Find the best place to stay — Ashland

House , outdoor heated swim spa , outdoor lounge area , near skiing

Sleeps 14 · 4 Bedrooms · 3 Bathrooms
NZ$ 1,083 avg/night
(17)

Holly Lodge - Ski Windham, Hunter Catskills

Sleeps 10 · 5 Bedrooms · 3 Bathrooms
NZ$ 1,324 avg/night
(6)

Windham and Hunter Mountain Ski House.

Sleeps 8 · 3 Bedrooms · 2 Bathrooms
NZ$ 389 avg/night
(6)

4 Bedrooms · 3 Bathrooms
NZ$ 1,042 avg/night

Windham log cabin

Sleeps 10 · 5 Bedrooms · 3 Bathrooms
NZ$ 705 avg/night
(124)

US-NY-007

Sleeps 7 · 3 Bedrooms · 2 Bathrooms
NZ$ 956 avg/night
(3)

Search 415 holiday rentals

Top rated rentals — Ashland
Stayed Apr 2022

An oasis

The pictures don't do it justice. The place is gorgeous and has everything you could think of(including wireless phone chargers on every nightstand). The pool was amazing, we swam twice a day and the kids were in heaven. The beds were comfortable and...

David M.
David M.
Stayed Apr 2022

Great Easter Rental

My extended family of 9 adults, 4 kids, and 2 dogs stayed for a few nights over Easter. Ed was easy to reach, very friendly, and a great host. All information about the property was clearly laid out so we really didn't have many questions to ask. The...

Brian M.
Brian M.
Stayed Mar 2022

Winter Wonderland!

We had the best weekend staying at this cozy home in Windham! We had a hug snow storm and we’re so happy to have a fun place to be snowed in at! The owner is very friendly and quick to answer any questions. We would definitely stay at this place agai...

Kelly E.
Kelly E.
Stayed Mar 2022

All Aboard!

Rented this immaculate kitschy caboose for my train enthusiast husband. Caboose is exactly as pictured. Smart move by owner to put in a queen mattress...very firm and comfortable. For those more rubenesque, the shower is tight yet serviceable. Patric...

Brenda L.
Brenda L.

Hamilton , NJ

Stayed Feb 2022

Girls Getaway Weekend

We had a wonderful experience! VERY clean and perfectly equipped to host a girls getaway weekend. The host was quick to respond and easy to work with. I would highly recommend for a weekend away in Windham. The house was less than 10 minutes from the...

Katelyn S.
Katelyn S.
Stayed Feb 2022

Ideal

Arkady was easy to connect with. Made the check-in process seamless. Had wealth of knowledge regarding the building’s history. Located near Tap Room and Valero gas station for quick groceries and a list of beers to choose from. Wish I had brought mor...

John W.
John W.
Stayed Feb 2022

Amazing house with everything you need

Easily one of the best properties I've ever rented. The house is clean, the layout is spacious and comfortable, and the rental is loaded with amenities. It's the best stocked kitchen I've seen at a rental. Pretty much everything you could need to mak...

Steve D.
Steve D.
Stayed Jan 2022

Windham get away

This property was perfect for the family. The kids loved the bunk beds and having separate space for kid activities and quiet adult time was wonderful. The home had everything we needed and we greatly appreciated the water filter. This was our first ...

Cynthia A.
Cynthia A.
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How many holiday homes are available around Ashland, NY, US?

Our 2022 holiday accommodation listings offer a large selection of 415 holiday rentals around Ashland. From 339 holiday houses to 49 apartments, find unique holiday house for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Ashland is on Bookabach.

Can I rent Houses in Ashland?

Yes, of course. Bookabach.co.nz offers 339 Houses in Ashland. Our other popular types of Ashland holiday rentals include:

  • Condos/Apartments: 49 self catering accommodations
  • Cabins: 59 self catering accommodations
  • Chalets: 24 self catering accommodations

But you can also enjoy a great stay in one of our other holiday homes including Townhouses and more.

Can I find a holiday accommodation with pool in Ashland?

Yes, you can select your preferred holiday accommodation with pool among our 62 holiday homes with pool available in Ashland. Please use our search bar to access the selection of holiday rentals available.