Book Holiday Homes in Ashley Falls
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Ashley Falls

Peace and quiet on the lake

Cozy Riverside Berkshires Retreat

Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!

Beautiful retreat in a lake community to the enjoy the summer season.

Spacious Home nestled along the Blackberry River in Northwest CT

Dock is waiting! Fishing, paddleboards, kayaking!! Come relax by the Lake!

Modern Berkshires Cottage 🌲 Gas Stove, Large Deck & W/D + 7 mins to Otis Ridge

The Great Escape Ski Cottage w/HOT TUB @ Great Barrington

Bluebird Valley Farmhouse
Ashley Falls Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Ashley Falls vacation homes are the perfect way for you to wing it.
Holiday houses in Ashley Falls let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Ashley Falls in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Ashley Falls adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Ashley Falls with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Ashley Falls vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Ashley Falls Holiday Homes essential information
Accommodation | 326 Holiday Homes |
|---|---|
Lowest Price | AU$192 |
Highest Price | AU$448 |
Popular accommodation | Peace and quiet on the lake, Cozy Riverside Berkshires Retreat, Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires! , Beautiful retreat in a lake community to the enjoy the summer season. , Spacious Home nestled along the Blackberry River in Northwest CT, Dock is waiting! Fishing, paddleboards, kayaking!! Come relax by the Lake!, Modern Berkshires Cottage 🌲 Gas Stove, Large Deck & W/D + 7 mins to Otis Ridge, The Great Escape Ski Cottage w/HOT TUB @ Great Barrington , Bluebird Valley Farmhouse |
Top trending hotels in Ashley Falls

The Blue Elm - A Historic Berkshire Cottage

The Red Lion Inn

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Black Swan Lee - Lenox, an Ascend Collection Hotel
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.
