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Compare 124 Cottages in Annandale-on-Hudson with updated reviews, rates, and availability.

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Teahouse
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.2 out of 10, Wonderful, (37)
"IT WAS IDYLLIC."
The price is SAR 675
SAR 1,051 total
includes taxes & fees
6 Oct - 7 Oct
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Charming Artist's Retreat
Exterior
Charming Artist's Retreat
10.0 out of 10, Exceptional, (124)
"We had a lovely time relaxing at Maureen’e cottage for the weekend. Sitting in the garden, taking in the mountain view, and listening to the surrounding wildlife was the perfect respite from hectic city life. As artists, we felt right at home among the artwork and vintage treasures around the house. We enjoyed a hearty breakfast at the Village Diner, and loved exploring the Saugerties Lighthouse Trail - only ten minutes away! Thank you Maureen for a wonderful stay. - Dave and Alie"
Charming Artist's Retreat
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
View of Herb Cottage from the 'show off' herb garden
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
9.8 out of 10, Exceptional, (129)
"The location was perfect. The history of the residence fascinating. The hosts most accommodating. We had a problem that was quickly attended to and solved. Everything we needed was on hand and our dog loved walking about in the yard. Elder visitors alert: the top step is tough to negotiate, but we did."
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
Streamside Cottage Half Mile to Town of Woodstock
Front Entrance to Cottage
Streamside Cottage Half Mile to Town of Woodstock
10.0 out of 10, Exceptional, (215)
"Came to the cottage for some solitude and quiet between jobs. This was just what the doctor ordered. Close enough to town for easy access, but far enough away that it was always quiet and peaceful. Sitting in the chairs on the river was truly amazing. Jane was a fantastic host; would definitely recommend staying here, and would happily come back on my next trip to Woodstock."
The price is SAR 672
SAR 1,205 total
includes taxes & fees
15 Oct - 16 Oct
Streamside Cottage Half Mile to Town of Woodstock
Loblolly Cottage - Enchanting Retreat set among towering pines.
Exterior
Loblolly Cottage - Enchanting Retreat set among towering pines.
10.0 out of 10, Exceptional, (34)
"Finally, we can rave about a home rental!! Loblolly is a quaint cabin with all of the amenities you could wish for. We cancelled dinner reservations twice because we just wanted to bring in food and enjoy the stay. Relaxing on the hammock with the firepit and outdoor kitchen was superb! Very clean, cozy and private. The homeowner lives next door but the backyard is secluded so we didn’t see him other than check-in. He checked in to be sure we had everything we needed. Otto’s Market is right up...
Loblolly Cottage - Enchanting Retreat set among towering pines.
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Summer at the Lily
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
10.0 out of 10, Exceptional, (23)
"VRBO is very close to the Ashokan Reservoir and biking trail. Lots of easy to difficult hikes in the area. Abundant wildlife viewing. Very comfortable accommodations. Great getaway"
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Romantic + historic artist cottage with storybook charm in private woods!
Swing in your hammock under the trees + listen to birdsong
Romantic + historic artist cottage with storybook charm in private woods!
10.0 out of 10, Exceptional, (58)
"The house was very quiet and comfortable . We enjoyed it very much and will definitely come back."
Romantic + historic artist cottage with storybook charm in private woods!
Country Cottage with beautiful views and easy access to Catskills activities.
Property grounds
Country Cottage with beautiful views and easy access to Catskills activities.
10.0 out of 10, Exceptional, (5)
"My daughter and I stayed in this adorable little cottage while she was showing at Hits. Great location and only 6 minutes from the show grounds!"
The price is SAR 413
SAR 662 total
includes taxes & fees
7 Oct - 8 Oct
Country Cottage with beautiful views and easy access to Catskills activities.
Charming Cottage in the Heart of Catskill & Pet Friendly
Interior
Charming Cottage in the Heart of Catskill & Pet Friendly
10.0 out of 10, Exceptional, (10)
"We loved everything about this stylish and super clean cottage! The decor is lovely, it is well stocked with everything you need, and is in a quiet neighborhood, perfect for dog walking. We walked each morning up the hill to the convent and enjoyed looking at the older homes and gardens. You could walk into town from this place but we drove and parked along the street. There is a waterfront park nearby too. The hosts were wonderful and provided such clear instructions. The house looks completely...
Charming Cottage in the Heart of Catskill & Pet Friendly
A Cozy Farmstead Cottage Amidst Two Barns in Hudson Valley
Hand-hewn beams & cathedral ceilings
A Cozy Farmstead Cottage Amidst Two Barns in Hudson Valley
9.8 out of 10, Exceptional, (48)
"The owner took the time to meet me upon arrival and answer any questions I had about the surrounding area. The property sits on a quiet well-maintained corner lot. The surrounding barns are well maintained. The inside of the cottage is clean and functional. Full kitchen is perfect for short and long term stays. Couch and bed are very comfortable. I would recommend it to others."
A Cozy Farmstead Cottage Amidst Two Barns in Hudson Valley
THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need
Entrance to the Cottage
THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need
9.6 out of 10, Exceptional, (4)
"We really enjoyed our stay and will definitely come back. Highly recommended!"
THE HIDDEN COTTAGE Private, Relaxing, Great Location, Has Everything You Need
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Exterior
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
10.0 out of 10, Exceptional, (51)
"We thoroughly enjoyed our stay in this charming cottage. Check-in was a breeze, the proximity to town was great, and the cottage itself was well-appointed, clean, and very comfortable!"
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Rose Cottage
Private kitchen
Rose Cottage
10.0 out of 10, Exceptional, (2)
"It's so peaceful there. It was lovely."
Rose Cottage
Catskill Cottage, Walk to Downtown & River Views
Private kitchen
Catskill Cottage, Walk to Downtown & River Views
10.0 out of 10, Exceptional, (5)
"We rented the cottage "
The price is SAR 544
SAR 818 total
includes taxes & fees
24 Oct - 25 Oct
Catskill Cottage, Walk to Downtown & River Views
Experience Peace in this Beautiful country cottage nestled beneath the mountains
Living area
Experience Peace in this Beautiful country cottage nestled beneath the mountains
10.0 out of 10, Exceptional, (2)
"I have nothing but wonderful things to say about the property, my stay and Bridget. Inside anything you might need is right there for you. The beds are very comfy and the energy is warm and inviting. The outside is so well thought out! The firepit is perfect there is lots of room for games and fun! Plenty of wood and privacy makes for lots of outdoor fun! The deck was a favorite spot for me, so comfy and catching the morning sun on the couch is delightful! I cannot recommend this little gem...
The price is SAR 559
SAR 1,328 total
includes taxes & fees
24 Sep - 25 Sep
Experience Peace in this Beautiful country cottage nestled beneath the mountains
Rail Trail Cottage: Charming Kingston Home
Exterior
Rail Trail Cottage: Charming Kingston Home
9.4 out of 10, Exceptional, (13)
"This was a wonderful property to stay at. It was very clean, quaint, and comfortable"
Rail Trail Cottage: Charming Kingston Home
Reset and Relax in Luxury Cottage
Living room
Reset and Relax in Luxury Cottage
10.0 out of 10, Exceptional, (26)
"We enjoyed staying at the cottage and exploring various parts of Hudson valley. "
Reset and Relax in Luxury Cottage
Charming Cottage with Expansive Hudson River Views
Swan cottage is perched on a hill with gorgeous river views.
Charming Cottage with Expansive Hudson River Views
10.0 out of 10, Exceptional, (10)
"This was a wonderful property with a beautiful view of the Hudson Valley. The host was very accommodating. I highly recommend it. "
Charming Cottage with Expansive Hudson River Views
Leggett Cottage, High Falls, NY.
Leggett Cottage, High Falls, NY.
10.0 out of 10, Exceptional, (64)
"The cottage was clean and airy and had everything we could want, and Anat did a great job communicating and even made recommendations. A wonderful place to spend time while enjoying the Catskills."
Leggett Cottage, High Falls, NY.
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
Relax in the sunny south-facing great room with a cozy gas-fueled fire stove…
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
10.0 out of 10, Exceptional, (162)
"Great location, beautiful cottage and property."
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
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Other property types in Annandale-on-Hudson

The Farm at Hyde Park
Exterior
The Farm at Hyde Park
9.8 out of 10, Exceptional, (61)
"We came up from Brooklyn to see the hot air balloons with my parents and it was just what we needed. Our Host Glen is very gracious and helpful! We loved staying at the Farm. The church and the grounds are beautiful. Glen provided us with fresh eggs, milk and honey. We were also allowed to pick tomatoes from his garden. All very delicious. "
The Farm at Hyde Park
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Teahouse
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.2 out of 10, Wonderful, (37)
"IT WAS IDYLLIC."
The price is SAR 675
SAR 1,051 total
includes taxes & fees
6 Oct - 7 Oct
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Streamside Cottage Half Mile to Town of Woodstock
Front Entrance to Cottage
Streamside Cottage Half Mile to Town of Woodstock
10.0 out of 10, Exceptional, (215)
"Came to the cottage for some solitude and quiet between jobs. This was just what the doctor ordered. Close enough to town for easy access, but far enough away that it was always quiet and peaceful. Sitting in the chairs on the river was truly amazing. Jane was a fantastic host; would definitely recommend staying here, and would happily come back on my next trip to Woodstock."
The price is SAR 672
SAR 1,205 total
includes taxes & fees
15 Oct - 16 Oct
Streamside Cottage Half Mile to Town of Woodstock
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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