Annandale-on-Hudson Holiday Rentals

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Holiday Rentals in Annandale-on-Hudson

The George is an elegant restored home in the Hudson Valley

9.0 out of 10, Wonderful, (4)
"Nice big house in a quiet location. "
The price is NZ$1,554
includes taxes & fees
14 July - 15 July
The George is an elegant restored home in the Hudson Valley

rural, serene + sophisticated space

10.0 out of 10, Exceptional, (7)
"Beautiful property with unique accommodations in the Hudson Valley"
The price is NZ$603
includes taxes & fees
20 July - 21 July
rural, serene + sophisticated space

Historic Hudson Valley Estate

The price is NZ$2,582
includes taxes & fees
14 July - 15 July
Historic Hudson Valley Estate

Modern Converted Barn with Hot Tub!

10.0 out of 10, Exceptional, (4)
"The house has a big open floor plan with extra large windows letting light and views in. The bedrooms are comfortable and the kitchen is well equipped. Big playroom was heaven for our toddler. Highly recommend.this property."
The price is NZ$1,431
includes taxes & fees
14 July - 15 July
Modern Converted Barn with Hot Tub!

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

10.0 out of 10, Exceptional, (1)
"We were in town for a wedding and needed a spot close to the farm. This spot was a gem. Tucked away, quiet and clean - my husband, dog and I had a great stay. We were only able to stay for a night but I wish we could have stayed a bit longer. This is a really cute community with nice things to see and do. The host is amazing! We’re so grateful to her. "
The price is NZ$407
includes taxes & fees
13 July - 14 July
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

Two bedrooms, bath and kitchenette in 1890 Victorian

The price is NZ$635
includes taxes & fees
11 July - 12 July
Two bedrooms, bath and kitchenette in 1890 Victorian

Spacious 3-bedroom apartment in Catskill village - walkable to area attractions

The price is NZ$780
includes taxes & fees
15 July - 16 July
Spacious 3-bedroom apartment in Catskill village - walkable to area attractions

Catskill Cottage Walk to Downtown & River Views

10.0 out of 10, Exceptional, (10)
"We were looking for a place to stay when visiting our son who lives in the Catskill area. The cottage was perfect. It was in a great location in town close to breweries, shops, and restaurants. It was beautifully furnished and very spacious. We definitely plan on staying there again when we visit our son."
The price is NZ$524
includes taxes & fees
27 July - 28 July
Catskill Cottage Walk to Downtown & River Views

Serene Estate: Heated Pool, Tennis, Sauna, Hot Tub

The price is NZ$2,796
includes taxes & fees
22 July - 23 July
Serene Estate: Heated Pool, Tennis, Sauna, Hot Tub

Catskill Stay w/ Deck & Fire Pit

6.0 out of 10, (1)
"Nice house"
The price is NZ$770
includes taxes & fees
22 July - 23 July
Catskill Stay w/ Deck & Fire Pit

Hot tub waterfront luxury, next to HITS

The price is NZ$932
includes taxes & fees
13 July - 14 July
Hot tub waterfront luxury, next to HITS

Charming 2-bedroom Waterfront home with boat access in Saugerties

9.0 out of 10, Wonderful, (4)
"Really enjoyed our stay. The property had all the comforts of home and was beautiful. "
The price is NZ$1,264
includes taxes & fees
22 July - 23 July
Charming 2-bedroom Waterfront home with boat access in Saugerties

Super Comfortable Water-view Home in Saugerties

9.6 out of 10, Exceptional, (4)
"A very clean, spacious, and friendly environment with all the amenities you need. "
The price is NZ$1,380
includes taxes & fees
6 Aug - 7 Aug
Super Comfortable Water-view Home in Saugerties

Church Des Artistes a Hudson Valley retreat

9.8 out of 10, Exceptional, (10)
"Beautiful, unique stay! Julie was really kind walking us through the ins and outs of the property during check-in. So much care and attention put into every room. And the book collection is amazing."
The price is NZ$3,944
includes taxes & fees
17 July - 18 July
Church Des Artistes a Hudson Valley retreat

Grand Opening Special - Quiet 2-Bedrm in the Village

8.0 out of 10, Very good, (2)
"Lynn’s apartment was convenient, comfortable and charmingly old-fashioned. Great beds! Our only complaint is a frequent one for us at rental properties- way too much Febreeze! I detest the odor and I don’t think it really cleans anything….."
The price is NZ$638
includes taxes & fees
13 July - 14 July
Grand Opening Special - Quiet 2-Bedrm in the Village

Charming studio in Welcoming Saugerties

The price is NZ$450
includes taxes & fees
14 July - 15 July
Charming studio in Welcoming Saugerties

Creekfront Large 5BR Private Hot Tub Kayaks Sauna Arcade Pet Friendly

9.0 out of 10, Wonderful, (2)
"The town is a bit weird, but the house was great. We had a good time."
The price is NZ$2,066
includes taxes & fees
4 Aug - 5 Aug
Creekfront Large 5BR Private Hot Tub Kayaks Sauna Arcade Pet Friendly

Cozy Bedroom With Fireplace

The price is NZ$335
includes taxes & fees
11 July - 12 July
Cozy Bedroom With Fireplace

Charming Private Studio Saugerties

10.0 out of 10, Exceptional, (1)
"Golden understands the assignment! She is a gracious host and perceptive property manager.Decent hosts supply the basics. There are a handful that understand how to make guests feel relaxed and comfortable while traveling. Golden has this sense. It is clear that much thought was given in preparing this beautiful old home for travelers. The house is clean and welcoming. The rooms are bright and airy and are equipped with lovely furnishings, decorations and linens. We were pleased to find a place...
The price is NZ$471
includes taxes & fees
14 July - 15 July
Charming Private Studio Saugerties

Bright Bedroom Near The Forest

The price is NZ$422
includes taxes & fees
14 July - 15 July
Bright Bedroom Near The Forest
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?

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 Trolley Museum of New York, 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.