Annandale-on-Hudson Vacation Rentals

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Vacation Rentals in Annandale-on-Hudson

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Property grounds
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
8.4 out of 10, Very Good, (38)
"Rustic, but perfect. The cabin is nothing fancy, but sure is cozy and comfortable. Water from the pump was cold and tasted great. Nice bed in the loft. I slept with the upper screen open and the front door open and screen door hooked in place. Nice cool night. I thoroughly enjoyed pitching a fire and watching it get dark and listening to the woods. Had fun calling back to an owl and listening to bullfrogs down in the pond. Stirred up a buck in the morning. Just beautiful out there. Hot/cold...
The price is ￥20,110
￥23,328 total
includes taxes & fees
Jul 3 - Jul 4
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Exquisite Mtn Chalet 5 min to Woodstock's Best Scenic Walks, we have generator.
Property grounds
Exquisite Mtn Chalet 5 min to Woodstock's Best Scenic Walks, we have generator.
10.0 out of 10, Exceptional, (88)
"What a place! You’ve got to see it for yourself to fully appreciate the beauty of this place. A wonderful assortment of gorgeous, interesting books, lovely piano, and great kitchen. Rooms were relaxing and private, so that one party could enjoy their own floor (bedroom and bathroom) upstairs, and two parties could have cozy rooms downstairs, tucked away from the common area. We are definitely planning to come back!"
The price is ￥17,198
￥47,782 total
includes taxes & fees
Jul 7 - Jul 8
Exquisite Mtn Chalet 5 min to Woodstock's Best Scenic Walks, we have generator.
The Farm at Hyde Park
Exterior
The Farm at Hyde Park
9.8 out of 10, Exceptional, (51)
"We rented the stay for the wedding. Beautiful property and land. The host is very nice and responsive. Definitely recommend."
The Farm at Hyde Park
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Streamside Cottage Walking Distance to Town of Woodstock
Property grounds
Streamside Cottage Walking Distance to Town of Woodstock
10.0 out of 10, Exceptional, (201)
"The rental was perfect and we enjoyed sitting by the river every morning."
The price is ￥33,593
￥57,381 total
includes taxes & fees
Jul 7 - Jul 8
Streamside Cottage Walking Distance to Town of Woodstock
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
Property grounds
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
9.8 out of 10, Exceptional, (25)
"This place was great! The apartment itself is a great size for 2 people. The yard was pretty big with lots of seating, firepit, an awesome guitar shaped chiminea, nice sized pool, outdoor tv in the gazebo. The owner, Ryan, came later at night and left the next morning. He was super nice and very helpful!"
The price is ￥34,557
￥45,753 total
includes taxes & fees
Jul 6 - Jul 7
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
3 bedrooms, internet, bed sheets
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
10.0 out of 10, Exceptional, (7)
"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
Romantic Log Cabin on Privately-Owned Lake with Fireplace
Bar (on property)
Romantic Log Cabin on Privately-Owned Lake with Fireplace
9.8 out of 10, Exceptional, (72)
"The cabin is really cute & has wind chimes & garden art all around it that integrates so perfectly with the natural oasis it is set in. This is a great place for a nature loving couple to enjoy. Singing birds, frogs, turtles chipmunks & fish in the lake, are the only neighbors you will notice o this beautiful property. Karen is a lovely gracious host and both she and the cabin are very welcoming & charming. Its a perfect spot go to with your soulmate & reconnect with nature."
Romantic Log Cabin on Privately-Owned Lake with Fireplace
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Property grounds
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.0 out of 10, Wonderful, (33)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is ￥28,958
￥45,046 total
includes taxes & fees
Jul 28 - Jul 29
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
View from property
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
10.0 out of 10, Exceptional, (153)
"We had a great time, and the space was great. The house is so spacious, and that was perfect for us. We would have liked a few more towels, a bit more soap and shampoo, and the grill didn't get hot enough to cook the steak we had brought. Overall a wonderful time. Thank you very much."
Where the Broadway Stars Vacation! Private Woodstock getaway & walk to town!
Woodstock House on 35 private acres Mtn Views
Woodstock House on 35 private acres Mtn Views
10.0 out of 10, Exceptional, (36)
"Easy to book and directions were spot on."
Woodstock House on 35 private acres Mtn Views
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend
Fridge, microwave, oven, stovetop
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend
9.6 out of 10, Exceptional, (42)
"We decided on a trip to Hunter Mountain with our family and some of my sons friends. I came across this house and let me tell you the pictures do not do it justice it’s even better in person!! We were beyond happy with the house and the location…. The house was fully stocked with everything you could imagine. So much room for our group of 13 including our golden retriever! The kids and adults loved the game room some adults even had a Pac-Man competition. We will definitely stay at this house...
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Exterior
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
9.8 out of 10, Exceptional, (7)
"We had a great stay while skiing for 2 days at nearby Catamount ski resort. The kitchen and house were fully stocked with all essentials. Netflix access enabled us to enjoy a family movie after a long day of skiing. Cozy house and quiet area.......nice to wake up to hear birds chirping!!"
The price is ￥25,556
￥53,771 total
includes taxes & fees
Jul 7 - Jul 8
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
Outdoor spa tub
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
9.6 out of 10, Exceptional, (163)
"The house was fantastic. Close to Hunter Mountain Ski Resort and a cute one street town. Peter and Lara had both wood burning stoves going for us when we arrived. The house is wonderful with a fun separate hang out place for the kids. Well equipped kitchen. Comfortable beds. Hot tub with wonderful views. All the firewood you could ever need. We will be back for sure!"
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
Cozy Relaxing Retreat in Saugerties, NY
Exterior
Cozy Relaxing Retreat in Saugerties, NY
10.0 out of 10, Exceptional, (33)
"Pictures can fool anyone but as my son and I entered this property on our first day, he raised his hand with a genuine smile of joy, uttering that in renting this house, I made a very good choice. He was visiting me from Germany for his birthday, and I wanted to spend some days away from NYC, in quiet, conversation, and cooking. Being there for five days provided for us a wonderful framework to spend time together, and the house is as inviting as the pictures suggest. Our only criticism is a...
Cozy Relaxing Retreat in Saugerties, NY
Mid-Century DJ’s Dream
Property grounds
Mid-Century DJ’s Dream
10.0 out of 10, Exceptional, (15)
"Great location, clean, quiet, and comfortable. Close to all the attractions in Hyde Park."
The price is ￥27,806
￥40,184 total
includes taxes & fees
Jul 10 - Jul 11
Mid-Century DJ’s Dream
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, (41)
"The Junebug Cottage was absolutely perfect in every way. If you are looking for a great location and comfy vibes this is the house for you. I highly recommend!"
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
Riverfront property in the beautiful Hudson Valley with many outdoor activities.
Property grounds
Riverfront property in the beautiful Hudson Valley with many outdoor activities.
9.4 out of 10, Exceptional, (41)
"The house is decorated beautifully, and the view of the river is great. The beds and linens were soo comfortable. Would love to return in warmer weather to enjoy the outdoors 😀"
Riverfront property in the beautiful Hudson Valley with many outdoor activities.
Campfire Cottage: Fireplace, fire pit & no chores!
Fridge, microwave, oven, stovetop
Campfire Cottage: Fireplace, fire pit & no chores!
10.0 out of 10, Exceptional, (17)
"Everything about our stay was perfect from start to finish. What a lovely little place! Thank you!"
The price is ￥15,123
￥35,365 total
includes taxes & fees
Jul 2 - Jul 3
Campfire Cottage: Fireplace, fire pit & no chores!
Relaxing Catskill Mountain Cottage.
Interior
Relaxing Catskill Mountain Cottage.
10.0 out of 10, Exceptional, (38)
"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.
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool
Shower, hair dryer, towels
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool
9.8 out of 10, Exceptional, (10)
"The number of bedrooms and bathrooms was great for the 13 of us. The big kitchen, pantry and long dining tables made for fun interaction. The game room with pool table and ping pong table were perfect for after dinner fun. Beautiful property on the river. We plan to go back. Historic homes are tough to maintain and our hope is that it is as nice in the future as it was this week."
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool
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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 types of properties in Annandale-on-Hudson you may be interested in

Best Western Plus Kingston Hotel And Conference Center
Lobby
Best Western Plus Kingston Hotel And Conference Center
2.5 star property
8.0 out of 10, Very Good, (1002)
"No Issues"
The price is ￥25,580
￥28,650 total
includes taxes & fees
Jun 30 - Jul 1
Best Western Plus Kingston Hotel And Conference Center
AutoCamp Catskills
Premium bedding, down comforters, Tempur-Pedic beds, laptop workspace
AutoCamp Catskills
3.5 star property
9.2 out of 10, Wonderful, (289)
"Great experience, we went for the weekend and had a great time. We will definitely come back. "
The price is ￥31,357
￥40,753 total
includes taxes & fees
Jul 25 - Jul 26
AutoCamp Catskills
Hunter Lodge, a Bluebird by Lark
Lobby sitting area
Hunter Lodge, a Bluebird by Lark
2.5 star property
9.4 out of 10, Exceptional, (402)
"The lodge is in a beautiful location, with a large deck overlooking the mountain. The interior is clean and comfortable and the staff are friendly. They do need better lighting in the rooms as we could barely see what we were doing."
The price is ￥25,556
￥31,072 total
includes taxes & fees
Jul 11 - Jul 12
Hunter Lodge, a Bluebird by Lark
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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Frequently asked questions

Are there vacation rentals in Annandale-on-Hudson?

Yes, you can find vacation rentals near well known local attractions in Annandale-on-Hudson, or you can select a more remote option if you're looking for relaxation. Annandale-on-Hudson is known for its university setting and art. Make sure you have time to check out the museums while you're in the area.

What are some of the best vacation rentals that Annandale-on-Hudson has to offer?

The Farm at Hyde Park: This vacation home rental outside of Annandale-on-Hudson is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Annandale-on-Hudson?

While exploring the area, visit family-friendly sights like Hudson River Maritime Museum, or get outside and enjoy nature at Saugerties Village Beach. In the larger area, you’ll find Bard College and Hessel Museum of Art.

What are vacation rentals like in Annandale-on-Hudson?

Vacation rentals are privately owned accommodations you can reserve for a couple days or more in Annandale-on-Hudson. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family trips.