Annandale-on-Hudson Vacation Rentals

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Vacation Rentals in Annandale-on-Hudson

The Farm at Hyde Park
9.8 out of 10, Exceptional, (63)
"Quiet spot out of the city but not too far from Hudson Valley sites. Large vaulted space, fresh eggs from the hen house next door, sky full of stars at night. Great host!"
The Farm at Hyde Park
Mid-Century DJ’s Dream
10.0 out of 10, Exceptional, (21)
"Kevin was great with being flexible about check in time! My sister and I didn't get in until past 9pm and it was no problem! And it's a plus that he's very pet friendly as I had my dog and cat with me!"
The price is ¥15,388
¥24,720 total
includes taxes & fees
Nov 30 - Dec 1
Mid-Century DJ’s Dream
Streamside Cottage Half Mile to Town of Woodstock
10.0 out of 10, Exceptional, (223)
"We had a wonderful time at this comfy cottage by the water. Just a few minutes from tow but totally peaceful and laid back. Cottage lives up to its fine reviews. We were lucky to have unusually warm weather so we could enjoy the outside more than we expected for November."
The price is ¥27,822
¥49,893 total
includes taxes & fees
Nov 27 - Nov 28
Streamside Cottage Half Mile to Town of Woodstock
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
8.2 out of 10, Very Good, (42)
"We had a great time at the cabin! It was the perfect escape from the city. The view was gorgeous, and the cabin had everything we needed. We also tried to use the canoe but the padlock is stuck, it might be rusted/need to be replaced. Otherwise everything was perfect!"
The price is ¥19,335
¥22,429 total
includes taxes & fees
Nov 17 - Nov 18
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Hamptons on the Hudson in South Saugerties
10.0 out of 10, Exceptional, (12)
"Our group of 7 women had a great time in the house. Beautiful property. Nice view of the Hudson. Lots of amenities. Well stocked kitchen. Cozy and comfortable. We enjoyed the Nespresso machine. Lots of room for us to spread out and to hang out together in the living room and enjoy a meal in the dining room. We would definitely stay again. "
Hamptons on the Hudson in South Saugerties
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
9.6 out of 10, Exceptional, (45)
"We really enjoyed our stay in Hunter. The house met our needs well for a large family gathering. The hot tub and game room were excellent. Beutiful inside.It is close to shopping and hiking trails in the area. We did a lot of cooking and could have used larger cutting boards and baking/roasting pans. Be aware that the house is right on the main road into Hunter. The pinball machine was frustrating at times because the ball would get stuck.Overall it was a great stay."
LOCATION! Location! Walking distance to Hunter MT! FALL 3rd nt SPECIAL!
Cozy Relaxing Retreat in Saugerties, NY
10.0 out of 10, Exceptional, (41)
"2nd time around here-perfect location to everything.Great place and grounds.Will be back."
The price is ¥23,315
¥49,396 total
includes taxes & fees
Nov 27 - Nov 28
Cozy Relaxing Retreat in Saugerties, NY
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
9.6 out of 10, Exceptional, (171)
"Everything was just perfect. The house was spacious and had so many wonderful amenities. Location was great, private and quiet. We enjoyed the hot tub under the stars each night to relax from the hiking! Highly recommend. "
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
10.0 out of 10, Exceptional, (33)
"Loved the house. Pictures don’t do it justice. We had a few issues and the property manager was super responsive and had everything corrected. Would stay there again. "
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
Charming Artist's Retreat
9.8 out of 10, Exceptional, (129)
"Escaped Long Island’s noise, traffic and overall stress . Listened to owls, watched birds soaring, kicked up leaves and gazed at the periwinkle colored mountains while perched on a bench. Felt safe enough knowing civilization was near enough, would have liked a landline phone just in case of an emergency "
Charming Artist's Retreat
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.2 out of 10, Wonderful, (38)
"2 nights in a delightful cottage. It is small but delightfully appointed. The highlight was this clean, warm little cottage is perched directly on swft stream. We left the backdoor open at night!"
The price is ¥27,842
¥43,310 total
includes taxes & fees
Nov 17 - Nov 18
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Romantic Log Cabin on Privately-Owned Lake with Fireplace
9.8 out of 10, Exceptional, (80)
"Amazing location on a completely private small lake just a few minutes off the Taconic Parkway. Host is very helpful, and very artistic. Sleeping on a pull out couch was initially off-putting, but it is very high quality and fairly comfortable, and works for the space. So many birds to see and hear! Nice hiking trails on the large property, which has adjacent preserved land. "
Romantic Log Cabin on Privately-Owned Lake with Fireplace
Campfire Cottage: Fireplace, fire pit & no chores!
10.0 out of 10, Exceptional, (20)
"Cute Clean Comfy bed "
The price is ¥8,393
¥27,296 total
includes taxes & fees
Nov 20 - Nov 21
Campfire Cottage: Fireplace, fire pit & no chores!
Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool
9.2 out of 10, Wonderful, (10)
"Everything was great! The house is beautiful and the property was picturesque. Perfect place to stay for fall. The only fault was the steep driveway into a busy road. Near enough to shops and stores and the thruway. Loved our time here! "
Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool
Sexiest Lil Cabin in Saugerties, NY
8.6 out of 10, Excellent, (7)
"We loved our stay here, it was the perfect short getaway. Thanks Alexandria!"
Sexiest Lil Cabin in Saugerties, NY
Esopus Escape: Pool, Hot Tub & Media Room
9.6 out of 10, Exceptional, (18)
"We were in the area for a wedding. The house was great. Hot tub was fabulous. Beautiful couple of days. Just one note for safety: the metal railing on the left side of the steps from the driveway heading up to the house is coming loose or rather, is very, very loose so as to not be useable. Just could be a bit dangerous particularly at night. Otherwise, was absolutely lovely."
Esopus Escape: Pool, Hot Tub & Media Room
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool
9.8 out of 10, Exceptional, (12)
"We had a wonderful time in Catskill! The house was lots of fun and had tons of space for everyone. We reached out with some questions before our stay and never received a response, many of the outlets didn’t work and the house could have used an extra cleaning before we arrived but overall we had a great time. "
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool
5-Star New Barn Home - Music Studio, Views & Hot Tub
10.0 out of 10, Exceptional, (25)
"Perfect house and perfect location. Look forward to this trip yearly. Stephen makes everything easy and is always available. Great escape and property! "
5-Star New Barn Home - Music Studio, Views & Hot Tub
Kingston Crawfish Cottage Near Catskills!
9.8 out of 10, Exceptional, (10)
"We enjoyed our stay at the crawfish cottage. It was clean and had everything we needed. The host, Diane, was great, friendly and very responsive. "
Kingston Crawfish Cottage Near Catskills!
Oversized Country house, Quiet Retreat & Gathering space ~NEW !!!
9.8 out of 10, Exceptional, (19)
"Very comfortable and clean house that accommodated the 20 of us well. Upstairs rooms all have adjoining bathrooms. However there is no bathroom in the basement or in the bedroom above the game room. Since the closest available bathroom was on the first floor these bedrooms were somewhat inconvenient. Otherwise we had a very enjoyable stay with lovely outdoor space and comfortable accommodations."
Oversized Country house, Quiet Retreat & Gathering space ~NEW !!!
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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Other types of properties in Annandale-on-Hudson you may be interested in

Best Western Plus Kingston Hotel And Conference Center
2.5 star property
7.8 out of 10, Good, (1000)
"Good and convenient"
The price is ¥20,380
¥22,825 total
includes taxes & fees
Nov 20 - Nov 21
Best Western Plus Kingston Hotel And Conference Center
Hunter Lodge, a Bluebird by Lark
3.0 star property
9.2 out of 10, Wonderful, (526)
"Nice place to stay to enjoy the surrounding area. Rooms are pretty large and there is outdoor space. The lodge is not new but clean and comfortable."
The price is ¥23,651
¥28,884 total
includes taxes & fees
Nov 21 - Nov 22
Hunter Lodge, a Bluebird by Lark
AutoCamp Catskills
5.0 star property
9.0 out of 10, Wonderful, (331)
"Love the place, Love the people "
The price is ¥27,688
¥36,423 total
includes taxes & fees
Nov 18 - Nov 19
AutoCamp Catskills
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.

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 Kiwanis Ice Arena, or get outside and enjoy nature at Opus 40. 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.