Annandale-on-Hudson Holiday Rentals

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Holiday Rentals in Annandale-on-Hudson

SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!
Interior

SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!

9.8 out of 10, Exceptional, (19)
"Really love the mountains and fall leaves and lots to do and see in the area, unlike some resort towns. The accommodations were very nice, thank you! "
SPECTACULAR CATSKILL OASIS with Hunter Mountain Views, INCREDIBLE LOCATION!!!
SECLUDED POOL, SPA & STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN
Terrace/patio

SECLUDED POOL, SPA & STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN

10.0 out of 10, Exceptional, (88)
"The house and property were great. Very comfortable house that felt like home with a well equipped kitchen, two living rooms, great beds, fireplace, and spa. Pool was closed since it was winter. The property is wooded and feels like being in your own private park but is only a few minutes from downtown. Highly recommended!"
SECLUDED POOL, SPA & STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN
'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
8 Jan - 9 Jan
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
The Farm at Hyde Park
Exterior

The Farm at Hyde Park

9.8 out of 10, Exceptional, (64)
"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
Beautiful new house 3/4 mile from Hunter Mountain
Exterior

Beautiful new house 3/4 mile from Hunter Mountain

9.6 out of 10, Exceptional, (125)
"Our family had a fantastic stay. The house was perfect for kids, with plenty of space and a lovely atmosphere."
Beautiful new house 3/4 mile from Hunter Mountain
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!
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Exterior

COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

9.4 out of 10, Exceptional, (20)
"Very nice, as expected! "
The price is HK$1,517
HK$2,922 total
includes taxes & fees
6 Jan - 7 Jan
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Hamptons on the Hudson in South Saugerties
Terrace/patio

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (13)
"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
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
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Terrace/patio

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

9.6 out of 10, Exceptional, (18)
"This apartment was clean and comfortable, and matched the online description. It was not particularly quiet: there is a bar next door, additional VRBO guests upstairs, and trains passing through the neighborhood throughout the night. But the owners provide white noise machines and earplugs, and the noise didn't disrupt my sleep at all. "
The price is HK$856
HK$1,870 total
includes taxes & fees
16 Jan - 17 Jan
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Streamside Cottage Half Mile to Town of Woodstock
Aerial view

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (226)
"Place was a perfect place to unwind. Very clean and Jane was very communicative!"
Streamside Cottage Half Mile to Town of Woodstock
6 Mi to Hunter Mtn: Tannersville Retreat w/ Pool
Fridge, microwave, stovetop, dishwasher

6 Mi to Hunter Mtn: Tannersville Retreat w/ Pool

10.0 out of 10, Exceptional, (57)
"Lovely "
6 Mi to Hunter Mtn: Tannersville Retreat w/ Pool
Mid-Century DJ’s Dream
Outdoor dining

Mid-Century DJ’s Dream

10.0 out of 10, Exceptional, (24)
"My daughter needed a place to stay while visiting for the holiday. Kevin was easy to reach and responded quickly. The apartment is very cute and was the perfect size. Everything was clean and had some nice personal touches. Im sure a summertime stay would be lovely, when the garden is in bloom"
The price is HK$770
HK$1,237 total
includes taxes & fees
6 Jan - 7 Jan
Mid-Century DJ’s Dream
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
TV, DVD player, books, video library

NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!

9.8 out of 10, Exceptional, (130)
"Lovely in every way except loft area around bed. Didn’t realize I couldn’t stand upright. Was difficult to get around. Carpet could be replaced on loft. No idea it had such challenging steps to the bed. Cottage had a musty smell when first entered. "
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
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, (20)
"Large clean house. Great for families. Toys for inside and out. Huge, well stocked kitchen. Very large dining table. Responsive host. Had a great time. Thank you. "
Oversized Country house, Quiet Retreat & Gathering space ~NEW !!!
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, (40)
"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$2,155 total
includes taxes & fees
12 Jan - 13 Jan
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Campfire Cottage: Fireplace, fire pit & no chores!
Fridge, microwave, oven, stovetop

Campfire Cottage: Fireplace, fire pit & no chores!

10.0 out of 10, Exceptional, (23)
"The location was perfect—quiet, peaceful, and close to everything we wanted to do. The house was just as described: clean, comfortable, and well-equipped. We especially appreciated the cozy living room and the fully stocked kitchen, which made cooking meals a breeze. The beds were incredibly comfortable, and we slept soundly every night. The host was also very responsive and provided us with helpful tips about the area. Check-in and check-out were seamless, and we felt well taken care of...
The price is HK$436
HK$1,367 total
includes taxes & fees
6 Jan - 7 Jan
Campfire Cottage: Fireplace, fire pit & no chores!
A-Frame of Mind
Exterior

A-Frame of Mind

10.0 out of 10, Exceptional, (45)
"Beautiful, relaxing stay at this home in Saugerties. We loved the private location yet very close to Woodstock and Saugerties. Nick’s communication was fantastic, responding quickly to our questions. Safe, easy, flexible check in and check out. Inside was mix of rustic cabin and modern appliances, super clean. 100% recommend to anyone. "
A-Frame of Mind
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, (34)
"This house was adorably charming and perfect for a weekend getaway in Woodstock. We loved watching wildlife from the beautiful kitchen windows and the privacy the property provided. Our pup loved the front sun room and keeping an eye on the yard. Thank you for sharing your home!"
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
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

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, (554)
"Overall very good. But the bed is super soft/not supportive. "
The price is HK$1,326
HK$1,600 total
includes taxes & fees
8 Jan - 9 Jan
Hunter Lodge, a Bluebird by Lark
Courtyard by Marriott Kingston
Front of property

Courtyard by Marriott Kingston

3.0 star property
8.8 out of 10, Excellent, (915)
"It was a great experience. Will stay another time "
The price is HK$820
HK$918 total
includes taxes & fees
12 Jan - 13 Jan
Courtyard by Marriott Kingston
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
Restaurant

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

3.0 star property
9.8 out of 10, Exceptional, (236)
"The staff were very friendly and helpful with all our needs "
The price is HK$1,120
HK$1,256 total
includes taxes & fees
27 Jan - 28 Jan
Inn at Bellefield / Hyde Park, Residence Inn by Marriott
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?

Beautiful new house 3/4 mile from Hunter Mountain : This holiday home rental outside of Annandale-on-Hudson is located on the waterfront, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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.