Annandale-on-Hudson holiday rentals

From simple studios to luxe lofts, find holiday rentals that are right for you on Airbnb.
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Holiday rentals in Annandale-on-Hudson

$114 AUD Comfy Hideaway w/ Total Privacy
108 reviews

Private, quiet, and comfortable room with shower, toilet, and fast WiFi; coffee & tea provided; short walk to the heart of Tivoli; 10 mins from Bard; 25 mins from Omega; 15 mins... read more
$154 AUD woodstock/saugerties 1 bed Barn
144 reviews

Red Barn on country road located in between Woodstock and Saugerties. Just down the road from Opus 40, The Red Onion, Wrolson Farm and Fish Creek Falls. Minutes from Woodstock,... read more
$268 AUD Clausterhaus
40 reviews

The "cozy cottage" with a rustic feel but all the amenities of a fine hotel- exposed beams-goose down sofas and chairs- old fashioned gas burning stove-board games-great books -... read more
$173 AUD Upstate glamping at Gatherwild Ranch (2)
7 reviews

Private and luxurious bell tent in a beautiful outdoor setting with a cedar deck and firepit, queen bed and linens. **New stove to keep you toasty in fall weather** Located 1 m... read more
$174 AUD Cozy Woodstock cottage
52 reviews

Quaint, cozy and very peaceful. This Woodstock cottage is tucked away in the woods with all the essential amenities. 2.5 miles and a 5-minute drive into Woodstock town center al... read more
$268 AUD The Warehouse - Loft in Village
66 reviews

1930's Saugerties Plumbers Union Warehouse converted over time into a warm rustic industrial chic living space for nightly and weekly rentals in the middle of historic Saugertie... read more

Favourite Annandale-on-Hudson holiday rentals

$127 AUD THE YELLOW COTTAGE
143 reviews

An enchanted cottage with king-size bed, cathedral ceiling & everything you need for a rejuvenating stay in the heart of Woodstock Village. Savor the peace of nature, then step ... read more
$181 AUD E&B's BnB Blue Room
12 reviews

Sunny bedroom with king size bed and en suite private bathroom in the heart of the historical village of Rhinebeck. Two minute walk to restaurants, shops, and more. Seven minute... read more
$127 AUD Private suite in eyebrow colonial
119 reviews

A large living space with couch and eating area, a bedroom, a shower bathroom and a bare bones kitchen make up the private space/private entrance we have made available in this ... read more
$235 AUD Log cabin on a tranquil hillside
27 reviews

This charming well equipped log cabin is on a hillside with a panoramic view of the Berkshires. The antiques, art and fine dining of Hudson are minutes away. Perfect for hikers ... read more
$227 AUD Private Country Cottage
155 reviews

located in a country setting It offers a 1 bdrm. studio w/ kitchen large open living area, w/ plenty of light and a covered deck. 5min. drive to the village of Saugerties , ... read more
$114 AUD Light flooded 600 sq ft studio
28 reviews

Beautiful, large, quiet country retreat on 8 acres--come pick from the vegetable garden. Private studio with separate entrance. Pet and kid friendly. Shared LR, DR, and kitch... read more

More holiday rentals in Annandale-on-Hudson

$208 AUD Esopus Bend Getaway - 4 min to HITS
48 reviews

Second floor apartment of private residence with separate entrance. Studio/sleeping area comfortably accommodates two people. Charming eat-in kitchen opens onto small deck with ... read more
$87 AUD Peaceful Hideaway
194 reviews

Where once Redcoats burned their way past our street, now reigns quiet & peace. While some parts of our home are being renovated, you will still enjoy the full library, art gall... read more
$201 AUD Large studio on private farm
49 reviews

A cozy getaway upstate. Open layout with pine tongue and groove walls, cathedral ceilings, Italian tile, wall to wall carpeting. There's a view to the back horse field and pond ... read more
$105 AUD Art, Books, and Mountains
18 reviews

As an artist, I value beautiful living environments. Spacious, clean, classy, private studio in between Woodstock and Kingston in a rural environment on 9 acres, decorated with... read more

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