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Ashland, New York, United States of America

Ashland vacation rentals

We found 492 vacation rentals — enter your dates for availability

Discover a selection of 492 vacation rentals in Ashland, NY, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at C$ 155 per night, and cabin rentals and house rentals are popular options for a stay in Ashland. Either way, you'll find a rental for everyone's needs.
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Find spaces that suit your style

Cabins

View 93 Cabins

Houses

View 405 Houses

Condos/Apartments

View 53 Condos/Apartments

Townhouses

View 33 Townhouses

Studios

View 26 Studios

Cottages

View 58 Cottages

Chalets

View 34 Chalets

Bungalows

View 58 Bungalows

Find the best place to stay — Ashland

Sleeps 14 · 4 Bedrooms · 3 Bathrooms
C$ 535 avg/night
(17)

Ashland · Home Theatre, Game Room, Private Driving Range

4 Bedrooms · 3 Bathrooms
C$ 585 avg/night
(1)

US-NY-001

Sleeps 10 · 5 Bedrooms · 3 Bathrooms
C$ 399 avg/night
(7)

Windham home

Sleeps 8 · 3 Bedrooms · 2 Bathrooms
C$ 452 avg/night
(7)

Vintage Updated Shasta Camper

1 Bedroom · 1 Bathroom
C$ 155 avg/night

Unit 407

1 Bedroom · 1 Bathroom
C$ 410 avg/night

Search 492 vacation rentals

Top rated rentals — Ashland
Stayed Jan 2023

Our 2nd stay here

This was our 2nd stay at Rancho Azul. We were two families with 4 kids total. The size of the house was perfect for us, and it was only 15 minutes to Windham. The only drawback is that the house does not have a dishwasher, so you have to keep up with...

Alexis V.
Alexis V.
Stayed Jan 2023

Winter getaway

Perfect property! The house exceeded our expectations and looked even better than the pictures. Our group of 10 traveled here for a ski trip and it was perfect. Any issue we had the owner responded back within minutes and we had everything we possibl...

Ashley B.
Ashley B.
Stayed Jan 2023

Everything you need

We went on a trip with 7 people and had a very fun time. Plenty of space for all of us and also in a perfect location to go skiing and snowboarding. Lots of games to play and the house has an open layout so everyone is involved in the fun. Definitely...

Adamo L.
Adamo L.
Stayed Dec 2022

Excellent modern guest house

My family and I had a fantastic time staying at this home. It was clean, smelled great, brand new, modern and has all the amenities you would need. It was great coming back after snowboarding and having a cozy place to rest in front of the fireplace,...

Gloria M.
Gloria M.
Stayed Dec 2022

Spacious and convenient

10-15 minutes from Windham, so very convenient. After a short detour when Google Maps sent us the wrong way we found our way to the house. Everything was as advertised and Carmella was very responsive via text for any questions we had. Labels for any...

Joe D.
Joe D.
Stayed Dec 2022

Cozy holiday getaway

This chalet is conveniently located near Hunter mountain and everything was super clean. It was a very cold weekend but the inside was warm and cozy. Kitchen is also fully equipped for cooking. Melissa was great in communication and we got all we nee...

Jinsuk P.
Jinsuk P.
Stayed Dec 2022

Our Stay

Fabulous house! Everything is brand new. Very clean, well stocked kitchen with everything you will need for cooking, multiple kids of coffee pots, etc. Host responded to questions within minutes. Location is great, 6-7minutes to the mountain. Can’t w...

Anastasia A.
Anastasia A.
Stayed Dec 2022

Wonderful experience, relaxing getaway.

Our group of 6 adults and one dog absolutely loved staying at this house. The location was exactly what we were looking for; a secluded getaway to relax with friends. The woods surrounded the home are beautiful and allowed us to have some fun in the ...

Chelsea K.
Chelsea K.
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How many vacation rentals are available around Ashland?

Our 2023 vacation rental listings offer a large selection of 492 house rentals around Ashland. From 93 cabin rentals to 405 house rentals, find unique vacation rental for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Ashland is on Vrbo.

Can I rent Cabins in Ashland?

Yes, of course. Vrbo Canada has 93 Cabins in Ashland. Our other popular types of vacation rentals in Ashland include:

  • Houses: 405 lodging choices
  • Condos/Apartments: 53 lodging choices
  • Townhouses: 33 lodging choices

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

Can I find a vacation rental with pool in Ashland?

Yes, you can select your preferred vacation rental with pool among our 66 vacation homes with pool available in Ashland.