Annandale-on-Hudson Holiday Rentals

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Holiday Rentals in Annandale-on-Hudson

The Farm at Hyde Park
Exterior
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
Outdoor dining
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 HK$770
HK$1,237 total
includes taxes & fees
11 Dec - 12 Dec
Mid-Century DJ’s Dream
Streamside Cottage Half Mile to Town of Woodstock
Aerial view
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 HK$1,393
HK$2,498 total
includes taxes & fees
27 Nov - 28 Nov
Streamside Cottage Half Mile to Town of Woodstock
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Exterior
'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 HK$972
HK$1,128 total
includes taxes & fees
11 Dec - 12 Dec
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Hamptons on the Hudson in South Saugerties
Terrace/patio
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! 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, (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! 3rd night 1/2 price w/weekend
Cozy Relaxing Retreat in Saugerties, NY
Exterior
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 HK$1,167
HK$2,473 total
includes taxes & fees
27 Nov - 28 Nov
Cozy Relaxing Retreat in Saugerties, NY
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
Outdoor dining
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
Exterior
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
Exterior
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
Property grounds
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 HK$1,400
HK$2,147 total
includes taxes & fees
15 Dec - 16 Dec
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Romantic Log Cabin on Privately-Owned Lake with Fireplace
Exterior
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!
Fridge, microwave, oven, stovetop
Campfire Cottage: Fireplace, fire pit & no chores!
10.0 out of 10, Exceptional, (20)
"Cute Clean Comfy bed "
The price is HK$420
HK$1,367 total
includes taxes & fees
20 Nov - 21 Nov
Campfire Cottage: Fireplace, fire pit & no chores!
Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool
Pool
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
Exterior
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
Fridge, microwave, oven, stovetop
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
Hair dryer, towels
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
Exterior
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!
Fridge, microwave, stovetop, dishwasher
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 !!!
Fridge, microwave, oven, stovetop
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
Indoor pool
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 HK$1,020
HK$1,143 total
includes taxes & fees
21 Nov - 22 Nov
Best Western Plus Kingston Hotel And Conference Center
Hunter Lodge, a Bluebird by Lark
Lobby sitting area
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 HK$1,189
HK$1,452 total
includes taxes & fees
21 Nov - 22 Nov
Hunter Lodge, a Bluebird by Lark
AutoCamp Catskills
Premium bedding, down duvets, Tempur-Pedic beds, individually decorated
AutoCamp Catskills
5.0 star property
9.0 out of 10, Wonderful, (331)
"Love the place, Love the people "
The price is HK$1,393
HK$1,832 total
includes taxes & fees
17 Nov - 18 Nov
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 holiday rentals in Annandale-on-Hudson?

Yes, there are holiday rentals close to the most popular sights in Annandale-on-Hudson, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Annandale-on-Hudson has to offer?

The Farm at Hyde Park: This holiday home rental outside of Annandale-on-Hudson is located in a rural location, and has a fireplace, a patio and a BBQ 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 Opus 40. In the wider area, you’ll find Bard College and Hessel Museum of Art.

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

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Annandale-on-Hudson. Holiday rentals feature extras such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for family gatherings.