Holiday Rentals in Annandale-on-Hudson

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Holiday Rentals in Annandale-on-Hudson

Postcard Cabins Eastern Catskills

2.0 star property
9.0 out of 10, Wonderful, (20)
"Peaceful and clean! "
The price is €163
includes taxes & fees
16 Jun - 17 Jun
Postcard Cabins Eastern Catskills

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (32)
"Had a fantastic stay for a quick overnight trip to ski."
The price is €199
includes taxes & fees
17 Jun - 18 Jun
Esopus Creek modern Tiny house Retreat!

The Farm at Hyde Park

9.8 out of 10, Exceptional, (70)
"Great location to the historic sites and the areas that I wanted to for me personally. Host was great, kind and informative."
The Farm at Hyde Park

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

9.0 out of 10, Wonderful, (42)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
The price is €274
includes taxes & fees
15 Jun - 16 Jun
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

8.2 out of 10, Very good, (42)
"Perfect place to reconnect with natural world and yourself"
The price is €144
includes taxes & fees
15 Jun - 16 Jun
'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, (22)
"Beautiful property- not too far from Hunter Mt or Woodstock. House has a lot to offer for adults and/or families with kids. Would highly recommend!"
Hamptons on the Hudson in South Saugerties

Quaint Cottage w/ Peloton & Sauna near Hiking

9.6 out of 10, Exceptional, (19)
"Nice area, cute cottage."
Quaint Cottage w/ Peloton & Sauna near Hiking

Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.

2.0 star property
The price is €206
includes taxes & fees
14 Jun - 15 Jun
Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.

Whimsical Woodland Cottage in Stone Ridge NY

9.4 out of 10, Exceptional, (9)
"The whimsical cottage was very cute and comfortable. It was clean to the naked eye, however there were cobwebs in the windowsill behind the sofa. I wanted to go sit on the Adirondack chairs behind the house it those have not been wiped down at all. The shower is very small and dark. I realize it is an amenity to have its and pans however they definitely can be updated, it is hard to cook anything on an uneven pan. Overall it was a nice stay"
Whimsical Woodland Cottage in Stone Ridge NY

A-Frame of Mind

10.0 out of 10, Exceptional, (53)
"Fantastic location, excellent communication with Nick, cozy and well stocked with necessary supplies, very clean and quiet. Much needed vacation."
The price is €290
includes taxes & fees
19 Jun - 20 Jun
A-Frame of Mind

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (235)
"We totally enjoyed our stay at the cottage! Exactly as advertised, except the views of the river from the home are are even better than pictured. We would definitely recommend!"
Streamside Cottage Half Mile to Town of Woodstock

THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

The price is €217
includes taxes & fees
15 Jun - 16 Jun
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!

9.6 out of 10, Exceptional, (178)
"Would certainly stay here again and highly recommend it for a private retreat in the woods, yet so close to town! Wonderful location for my dog to come too! We all enjoyed the hot tub and my sons loved keeping the wood stove full. Beds were comfortable and clean. Hosts were very friendly and welcoming. "
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!

Sexiest Lil Cabin in Saugerties, NY

8.4 out of 10, Very good, (8)
"We loved our stay here, it was the perfect short getaway. Thanks Alexandria!"
Sexiest Lil Cabin in Saugerties, NY

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

9.8 out of 10, Exceptional, (24)
"Great location "
The price is €296
includes taxes & fees
15 Jun - 16 Jun
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN

10.0 out of 10, Exceptional, (96)
"The 3 bedrooms house is located on a small stream. We saw multiple deer around the property. The town is a short drive away with lots of shops. We spent the weekend relaxing in the hot tub and playing games. I would definitely recommend this place"
HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN

Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

10.0 out of 10, Exceptional, (64)
"We were in Woodstock for a wedding. Junebug Cottage was perfect for our stay! "
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green

LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend

9.6 out of 10, Exceptional, (47)
"Comfortable stay with plenty of room and very close to Hunter Mountain for skiing. Views of the slopes from the hot tub were fantastic "
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend

River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool

9.8 out of 10, Exceptional, (15)
"The house is so historic and very beautiful/interesting. We had a great time. "
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool

Woodstock Ski House on 35 private acres Mtn Views

10.0 out of 10, Exceptional, (45)
"The property was very clean and comfortable. Enjoyed staying in. Walk around the property and the stream was refreshing. "
Woodstock Ski House on 35 private acres Mtn Views
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 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?

Esopus Creek modern Tiny house Retreat!: This holiday home rental outside of Annandale-on-Hudson is located on a river, and offers a BBQ, air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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 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.