Search Annandale-on-Hudson Cottages

Compare 129 Cottages in Annandale-on-Hudson with updated reviews, rates, and availability.

Streamside Cottage Walking Distance to Town of Woodstock
10.0 out of 10, Exceptional, 199 reviews
"Very clean, just as advertised. The stream behind the cottage is beautiful! Will stay there again if we get a chance to revisit the area. The host was extremely accommodating and available🙂"
The price is $169
$335 total
includes taxes & fees
4 Jun - 5 Jun
Streamside Cottage Walking Distance to Town of Woodstock
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
10.0 out of 10, Exceptional, 38 reviews
"We spent the weekend and had a wonderful time. The property was conveniently located near the center of town while still being very quiet and private. The cottage is perfect for a couple’s weekend getaway. Great spot if you want to have a jumping off point to explore the area. Would definitely stay again."
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.2 out of 10, Wonderful, 32 reviews
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is $180
$280 total
includes taxes & fees
16 Jun - 17 Jun
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
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Charming Artist's Retreat
10.0 out of 10, Exceptional, 113 reviews
"From beginning to end a pleasant stay. Owner was on contact to make sure everything was in order. Fresh cut flowers, plenty of clean white fluffy towels, comfortable bedding and the view through sparkling clear windows. What a wonderful way to spend the mother's day weekend with my daughter and spend some time outdoors exploring little Hudson river towns. 10 thumbs up!!!!"
Charming Artist's Retreat
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
10.0 out of 10, Exceptional, 17 reviews
"My sister and I had the pleasure of staying at the charming lily cottage over a long weekend. The cottage is in a tranquil setting while being minutes from the reservoir, Woodstock, Kingston, and of course the wonderful hiking in the Catskills. The cottage itself is perfectly appointed with everything you might need and we loved the retro appliances. The bed is very comfortable and the outdoor swing made a Friday night all the more relaxing. Jim and May are gracious hosts who have thought of...
Lily Cottage - a cozy accomodation moments from the beautiful Ashokan reservoir
Country Cottage with beautiful views and easy access to Catskills activities.
The price is $116
$183 total
includes taxes & fees
4 Jun - 5 Jun
Country Cottage with beautiful views and easy access to Catskills activities.
Lakefront cottage with Year round Hot Tub private beach and dock
9.6 out of 10, Exceptional, 73 reviews
"Super fun weekend for us and our pup. Highly suggest this place for a weekend getaway with lake access"
Lakefront cottage with Year round Hot Tub private beach and dock
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
10.0 out of 10, Exceptional, 72 reviews
"Charming cottage situated in the woods, close to main road, but not so close as to be bothered by road noise. it was clean and well-stocked and would definitely stay there again."
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
LAKE FRONT COTTAGE - YEAR ROUND HOT TUB
9.4 out of 10, Exceptional, 40 reviews
"came here with my partner to celebrate my birthday. it was the perfect place to relax & wind down from living in the city. i would love to come back during warmer months!"
LAKE FRONT COTTAGE - YEAR ROUND HOT TUB
Rail Trail Cottage: Charming Kingston Home
9.4 out of 10, Exceptional, 13 reviews
"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
10.0 out of 10, Exceptional, 23 reviews
"This is a nice place near the Omega Institute, tucked away with a nice woodsy walk in the neighborhood. The host cares about the quality of your stay. Nice, simple, clean, comfortable, everything you need. I will look to stay again in the future."
Reset and Relax in Luxury Cottage
Leggett Cottage, High Falls, NY.
10.0 out of 10, Exceptional, 63 reviews
"Our stay was everything we needed and wanted. The cottage was clean and comfortable, the kitchen was well appointed and the owners were friendly. We throughly enjoyed being close to the rail trail and managed to explore it several times during our stay. We certainly hope to stay here again the next time we are in High Falls."
Leggett Cottage, High Falls, NY.
TOP-RATED! Pristine style+romantic luxury+firepit+walk to town=Brook Cottage Too
10.0 out of 10, Exceptional, 110 reviews
"Beautiful, immaculate cottage within walking distance to everything Woodstock. Pet friendly with every amenity you’d need for a comfortable stay. Will most definitely return."
TOP-RATED! Pristine style+romantic luxury+firepit+walk to town=Brook Cottage Too
The Schoolhouse, Rhinebeck Perfection
10.0 out of 10, Exceptional, 3 reviews
"Beautiful, spacious, historic renovated schoolhouse, well appointed furnishings. Giant great room off the back and out to an expansive green which is NOT fenced enough to let your pet run loose, which they say in write up (our dog loved the great room to play in). A few things: If the weather is inclement, the firewood on the property along the fence will be wet. We arrived in rain and had sun the next two days but wood was wet, and could not locate any bagged firewood in Rhinebeck, so could not...
The Schoolhouse, Rhinebeck Perfection
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes
10.0 out of 10, Exceptional, 1 review
"Lovely home. Very quiet. Large kitchen. I appreciated the communication from the owners. Pictures give the sense that it is larger than it is. Small deck in the back and some seating in the front of the house. Loved the huge windows in the living room. Very nice stay"
Saugerties Cottage - relaxing home in nature, close to downtown, HITS & hikes
Private Guest Cottage @ The Sheeley House in High Falls NY.
10.0 out of 10, Exceptional, 1 review
"Very beautiful surroundings. Manager Rob very helpful."
Private Guest Cottage @ The Sheeley House in High Falls NY.
Relaxing Catskill Mountain Cottage.
10.0 out of 10, Exceptional, 38 reviews
"One of the cleanest rentals I have ever stayed at! So very quiet and great views. Loved listening to all the birds sing outside. Check in/out was easy and the host left a book of things to do and attractions. Lots of little pluses like soap, condiments, multiple coffee makers, and puzzles! Deck looked brand new and cabin in great location near some nice walks/hikes. Great communication with the host! A very cozy retreat to relax and recharge! Plus our two dogs got to join us as well, they got to...
Relaxing Catskill Mountain Cottage.
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
9.8 out of 10, Exceptional, 126 reviews
"This is a lovely cottage that's perfectly situated between the town of Woodstock and the Overlook Mountain trail. Wonderful ambiance, great mattress, generously-appointed kitchen. Only caveat is that the ceilings are quite low in some spots — especially the kitchen entrance and the upstairs loft-style bedroom. Bumped my head a few times when I forgot to duck!"
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
10.0 out of 10, Exceptional, 7 reviews
"Amazing place! So cozy and comfortable. Close to so many trails. We dropped off the kids at Hunter Mountain to snowboard both days and went for 2 amazing hikes. Perfect bluebird days! Will definitely be back!"
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
Private Home ~ All Yours ~ Newly Renovated ~ In town ~ fenced in yard ~ Quiet
9.8 out of 10, Exceptional, 103 reviews
"Dave's home is a wonderful property located in the center of Woodstock. Comfortable, clean with a wonderful fenced in yard that our dog loves. We have stayed here numerous times and continue to enjoy the wonderful feel of this home away from home! Love the wood burning fireplace on chilly and cold evenings. Beautiful yard! Quiet and relaxing! Very comfortable spaces in the home. Dave always responds within a very short period of time and is always helpful. Love the upgrades! We will definetly...
Private Home ~ All Yours ~ Newly Renovated ~ In town ~ fenced in yard ~ Quiet
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See all available properties in Annandale-on-Hudson
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.

Other property types in Annandale-on-Hudson

The Farm at Hyde Park
9.8 out of 10, Exceptional, 48 reviews
"We thoroughly enjoyed our stay. It was a unique setting. Glen was very accommodating for our check in & out needs. Great location & central to everything we wanted to do & see. Definitely would come back."
The Farm at Hyde Park
Streamside Cottage Walking Distance to Town of Woodstock
10.0 out of 10, Exceptional, 199 reviews
"Very clean, just as advertised. The stream behind the cottage is beautiful! Will stay there again if we get a chance to revisit the area. The host was extremely accommodating and available🙂"
The price is $169
$335 total
includes taxes & fees
4 Jun - 5 Jun
Streamside Cottage Walking Distance to Town of Woodstock
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
10.0 out of 10, Exceptional, 38 reviews
"We spent the weekend and had a wonderful time. The property was conveniently located near the center of town while still being very quiet and private. The cottage is perfect for a couple’s weekend getaway. Great spot if you want to have a jumping off point to explore the area. Would definitely stay again."
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
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.

Annandale-on-Hudson Cottages information

Number of reviews
914
Accommodation
129 Cottages
Lowest Price
$116
Highest Price
$180

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What is there to do in Annandale-on-Hudson near my cottage?
Annandale-on-Hudson has enough sights and experiences to entertain you for weeks, beginning with Ulster Performing Arts Center. Old Rhinebeck Aerodrome, Center for Performing Arts at Rhinebeck and Kingston Point Beach are other well-known attractions. If you’re sticking around a while, Tousey Winery and Hessel Museum of Art will add the finishing touches to your itinerary.

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