Annandale-on-Hudson Holiday Rentals

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Check prices for these dates

Tonight
18 Apr - 19 Apr
Tomorrow
19 Apr - 20 Apr
This weekend
18 Apr - 20 Apr
Next weekend
25 Apr - 27 Apr

Holiday Rentals in Annandale-on-Hudson

Postcard Cabins Eastern Catskills
Exterior

Postcard Cabins Eastern Catskills

2.0 star property
8.4 out of 10, Very good, (8)
"We had a great experience! The cabin was very clean inside and around the area. You just need to be mindful when using hot water. We stayed for 2 nights with our 5-year-old son, and he loved the opportunity to run around in the woods and collect small logs for the fire. It’s really quiet there, perfect for relaxing. If you enjoy hiking, there’s a waterfall about a 30-minute drive away—it was a breathtaking display of nature’s beauty. Overall, a great experience! Con (just for me): The mattress...
The price is HK$1,358
HK$1,760 total
includes taxes & fees
22 Apr - 23 Apr
Postcard Cabins Eastern Catskills
Esopus Creek modern Tiny house Retreat!
Outdoor dining

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (25)
"This place was just what we needed for one night. We were comfortable in the lower bedroom. We were unable to manage the loft bed. "
The price is HK$1,203
HK$1,887 total
includes taxes & fees
23 Apr - 24 Apr
Esopus Creek modern Tiny house Retreat!
Streamside Cottage Half Mile to Town of Woodstock
Aerial view

Streamside Cottage Half Mile to Town of Woodstock

10.0 out of 10, Exceptional, (232)
"Beautiful stream right behind the property"
Streamside Cottage Half Mile to Town of Woodstock
The Farm at Hyde Park
Exterior

The Farm at Hyde Park

9.8 out of 10, Exceptional, (67)
"We were visiting the Culinary Institute highly recommend it."
The Farm at Hyde Park
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, (42)
"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$1,397
HK$2,434 total
includes taxes & fees
20 Apr - 21 Apr
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Hamptons on the Hudson in South Saugerties
Terrace/patio

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (16)
"Host was eary to communicate with. My kids enjoyed the games. Great view looking over the Hudson River. Easily accessible to town, Kingston, or Ski areas. Definitely would return!"
Hamptons on the Hudson in South Saugerties
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Exterior

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

9.8 out of 10, Exceptional, (21)
"Great location "
The price is HK$1,296
HK$2,741 total
includes taxes & fees
20 Apr - 21 Apr
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Newly Renovated Village Home circa. 1874 Near HITS & Hunter
Interior

Newly Renovated Village Home circa. 1874 Near HITS & Hunter

10.0 out of 10, Exceptional, (27)
"Ty for having us/ would love to came back and stay again "
Newly Renovated Village Home circa. 1874 Near HITS & Hunter
A-Frame of Mind
Exterior

A-Frame of Mind

10.0 out of 10, Exceptional, (51)
"The place was just like it was pictured. Very clean and very pretty. I really enjoyed myself and did not want to leave. Nik was a great communicator and great customer service skills. I look forward to my next visit"
A-Frame of Mind
Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest
1 bedroom, travel cot, free WiFi, bed sheets

Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest

10.0 out of 10, Exceptional, (82)
"Visited here in March with our two kids and dog and it was absolutely perfect. The property is huge and no other house in sight. We hiked up the waterfall and splashed around, and our dog got to be a “wild dog” for a day :). The yurt itself was very warm even though it was chilly outside - very well stocked and clean. You’re 15-20 mins away from towns if you decide you want to eat out or shop, but still feel like you’re totally secluded. Would definitely love to return!!"
Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest
HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN
Terrace/patio

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

10.0 out of 10, Exceptional, (94)
"Great location and for the price it was well worth every penny!"
HOT TUB w/ POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN
High Falls Restorative Cabin in the Woods!
Terrace/patio

High Falls Restorative Cabin in the Woods!

10.0 out of 10, Exceptional, (18)
"We had a great time during our few days in High Falls. The cabin was exactly as pictures, and super clean and well kept! The area is great for hiking and the welcome booklet was really helpful! Would definitely stay here again :)"
High Falls Restorative Cabin in the Woods!
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, (178)
"We had an amazing time at this beautiful home! The house was spotless when we arrived, and we were welcomed with a warm fire already going in the wood stove – such a nice touch. Peter and Lara were there to greet us and give us a tour, making us all feel right at home. We also really appreciated how responsive they were when we had a small issue with the hot tub – they took care of it right away. The place is absolutely gorgeous and so unique – you can really see the love and care they put into...
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
Campfire Cottage: Fireplace, fire pit & no chores!
Fridge, microwave, oven, stovetop

Campfire Cottage: Fireplace, fire pit & no chores!

10.0 out of 10, Exceptional, (24)
"Matt’s place has everything you need, nothing over the top but very well appointed. Great taste. We only stayed 1 night but felt right at home. "
The price is HK$621
HK$1,722 total
includes taxes & fees
12 May - 13 May
Campfire Cottage: Fireplace, fire pit & no chores!
Catskills Country House with Hot Tub and Sauna Near Hunter Mountain
Fridge, microwave, oven, stovetop

Catskills Country House with Hot Tub and Sauna Near Hunter Mountain

9.8 out of 10, Exceptional, (11)
"Beautiful property and location. We will be back. "
The price is HK$1,164
HK$3,032 total
includes taxes & fees
20 Apr - 21 Apr
Catskills Country House with Hot Tub and Sauna Near Hunter Mountain
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Exterior

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

9.6 out of 10, Exceptional, (25)
"Our family of 4 stayed here while skiing at Catamount - great proximity, exactly as pictured, clean, and perfect size. Host was responsive - would stay here again!"
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool
Pool

Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool

9.6 out of 10, Exceptional, (15)
"House was clean and comfortable well supplied with everything you could need."
Cortland by AvantStay | Charming Heritage Estate w/ Private Lake & Pool
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, (47)
"What you see is exactly what you get, and more. The property is perfectly nestled at the base of Hunter Mountain and the rest of the Catskill Range, providing spectacular views and a cozy retreat. The cabin itself offers plenty of amenities, making for a comfortable stay.However, if you're looking for activities beyond hiking and browsing small local shops, there isn't much to do in the immediate area, so you'll definitely need a car to get around. While most of the cabin was clean and...
LOCATION! Location! Walking distance to Hunter MT! 3rd night 1/2 price w/weekend
Bohemian style open LOFT
Private kitchen

Bohemian style open LOFT

9.0 out of 10, Wonderful, (11)
"This was the perfect little spot for our weekend getaway! A little chilly with just the space heater in October, and the entrance was low light and we couldn’t get the keypad on the door to work (although that could have been user error). Overall it was an amazing stay :) "
Bohemian style open LOFT
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, (61)
"Very Comfortable"
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
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
Front of property – evening/night

Best Western Plus Kingston Hotel And Conference Center

2.5 star property
8.0 out of 10, Very good, (1002)
"wonderful stay"
The price is HK$813
HK$911 total
includes taxes & fees
24 Apr - 25 Apr
Best Western Plus Kingston Hotel And Conference Center
AutoCamp Catskills
Premium bedding, down duvets, Tempur-Pedic beds, individually decorated

AutoCamp Catskills

5.0 star property
9.0 out of 10, Wonderful, (373)
"Very relaxing weekend, hubby enjoyed it a lot. Will be visiting again! "
The price is HK$1,121
HK$1,549 total
includes taxes & fees
8 May - 9 May
AutoCamp Catskills
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, (305)
"nice place friendly helpful staff from front desk to houskeeping"
The price is HK$1,250
HK$1,414 total
includes taxes & fees
11 May - 12 May
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?

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 free 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 Woodstock Music Shop, or get outside and enjoy nature at Falling Waters Preserve. 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.