Search Annandale-on-Hudson Cottage Rentals from CA $219

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Browse Select Annandale-on-Hudson Cottages

"A beautiful quiet setting! "

CA $464 total

includes taxes & fees

Sep 2 - Sep 3

"We were in Woodstock for a wedding. Junebug Cottage was perfect for our stay! "

"We really enjoyed our stay! The space was very nice & beautiful during the fall!"

"It's so peaceful there. It was lovely."

"Stayed in this renovated farmhouse for a very snowy weekend. Nicely redone and furnished with spacious living/dining area. Could have fit 2 more adults or 2-3 kids. Hosts were lovely and introduced us to the goats. Too snowy and icy to get outdoors or explore much but local village has shops and kitchen was stocked with pantry staples and bottled water, milk/creamers for coffee so arrival day grocery run was not needed. Bonus large picture window let us enjoy the abundant snow from the warmth of...

"Diana’s property was the perfect spot to reconnect with old friends. We enjoyed the art, food and music of Woodstock and a side trip to Bethel to check out the Woodstock Museum. Diana’s home was a comfortable place to retreat to after our days of exploring. We would love to make it an annual event. "

"We had a marvelous visit!"

"The location was exceptional, close to restaurants and shops, quiet neighborhood, comfortable bed and the house was well stocked with everything you’d need."

CA $995 total

includes taxes & fees

Aug 23 - Aug 24

"Amazing floors, bathroom showers (wow!), and an awesome kitchen."

"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."

CA $423 total

includes taxes & fees

Aug 24 - Aug 25

"Enjoyed our stay!"

"The property was Great! It was close to town, but far enough away for a little peace and quiet. The place itself was very clean, comfortable, and great for a couples weekend retreat."

"We loved the stay at this cabin."

"The hosts had thought of everything to make our stay comfortable - lovely bright rooms, well stocked kitchen, plush linens and towels, within walking distance of all restaurants and shops and a beautiful stream and lawn outside! Excellent!"

"This was just what we were looking for. The host was very quick to respond to any of my questions. We enjoyed the location and all the amenities. The outdoor grill, outdoor firepit and inside fireplace were enjoyed and it was a nice bonus that there was plenty of firewood."