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Holiday Rentals in Town of Washington

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Our top choices for Town of Washington holiday rentals

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Millbrook
10.0 out of 10, Exceptional, (2)
"Tanya goes above and beyond for her guests. Thanks so much for the stay!"
United States
Lindsay S.
The price is €424
includes taxes & fees
1 Jan - 2 Jan 2026
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm

Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm
1.0 star property
New Milford
8.0 out of 10, Very good, (1)
"We camped at Freedom Farm and enjoyed the secluded woods setting for our tent. Everything was clean and well prepared for our stay, and the hosts were friendly and helpful. It is beautifully situated and is a short drive from some excellent hiking and biking in nearby state parks. I think a couple of things, though, could be improved. The tent was set up on an incline, which made sleeping a bit less comfortable than it might have been. I would recommend that the hosts build a level platform...
United States
Eric
The price is €167
includes taxes & fees
1 Jan - 2 Jan 2026
Secluded Mountaintop Retreat – Rustic Luxury & Panoramic Views at Freedom Farm

Creekside Retreat Tent

Creekside Retreat Tent
New Milford
10.0 out of 10, Exceptional, (4)
"Absolutely beautiful location and wonderful hosts very romantic spot lots of hiking trails near and on premises me and my husband loved the fact we slept by the water and can hear the water running all night very peaceful and beautiful site ."
United States
yarelis t.
The price is €167
includes taxes & fees
7 Jan - 8 Jan 2026
Creekside Retreat Tent

Hudson Valley’s Private Waterfront Camping Getaway

Hudson Valley’s Private Waterfront Camping Getaway
Lake Katrine
9.6 out of 10, Exceptional, (14)
"Property is absolutely gorgeous, perfect place to relax and unwind. They have everything you need!"
United States
Kris
Hudson Valley’s Private Waterfront Camping Getaway

CT Gate House Goshen CT, Gate House Goshen CT

CT Gate House Goshen CT, Gate House Goshen CT
2.5 star property
Goshen
9.8 out of 10, Exceptional, (7)
"The property was great and the house was huge even for all 12 of us "
United States
Ryan L.
The price is €541
includes taxes & fees
4 Jan - 5 Jan 2026
CT Gate House Goshen CT, Gate House Goshen CT

Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (30)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is €221
includes taxes & fees
5 Jan - 6 Jan 2026
Campfire Cottage: Fireplace, fire pit & no chores!

Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (44)
"Location is well furnished and near many attractionHost versatile and well versed"
United States
Alberto M.
The price is €171
includes taxes & fees
4 Jan - 5 Jan 2026
Mid-Century DJ’s Dream

Retro Retreat: renovated 2BR, desk, no chore list!

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (15)
"Great, easy, full of everything you’d need. Stayed with 2 others for a work trip and it was perfect! "
United States
Kelley Marie
The price is €258
includes taxes & fees
7 Jan - 8 Jan 2026
Retro Retreat: renovated 2BR, desk, no chore list!

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
10.0 out of 10, Exceptional, (4)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
United States
Brendan B.
The price is €199
includes taxes & fees
6 Jan - 7 Jan 2026
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

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

THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
Red Hook
9.4 out of 10, Exceptional, (11)
"The loft was easy to find and the perfect location for attending events at Bard and beery picking.Well stocked kitchen and spacious loving room."
United States
Nancy K.
The price is €190
includes taxes & fees
1 Jan - 2 Jan 2026
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

Lux APT Your home away from home.

Lux APT Your home away from home.
Beacon
10.0 out of 10, Exceptional, (2)
"Very clean and great place to stay. "
United States
Charlene D.
The price is €269
includes taxes & fees
31 Jan - 1 Feb 2026
Lux APT Your home away from home.

Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.6 out of 10, Exceptional, (4)
"The cabin was perfect. Had everything we needed and clear directions. "
United States
Jocelyn L.
The price is €167
includes taxes & fees
11 Jan - 12 Jan 2026
Hoppy Hill Farm House

Hudson Valley Farm Getaway- West/Llama Lover Lane

Hudson Valley Farm Getaway- West/Llama Lover Lane
2.0 star property
Hyde Park
9.8 out of 10, Exceptional, (6)
"Perfect little apartment on an amazing farm property...thanks for having us and look forward to returning! "
United States
ADRIENNE
The price is €181
includes taxes & fees
15 Jan - 16 Jan 2026
Hudson Valley Farm Getaway- West/Llama Lover Lane

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.0 out of 10, Wonderful, (10)
"We had a great last minute visit to Hopewell Junction and enjoyed a lovely stay at the chapel! It’s a very unique experience and quiet and peaceful. We enjoyed the bbq and an evening fire with smores! "
United States
Esther P.
The price is €222
includes taxes & fees
1 Jan - 2 Jan 2026
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

King Bed Private Parking Fast Internet

King Bed Private Parking Fast Internet
Poughkeepsie
The price is €245
includes taxes & fees
21 Jan - 22 Jan 2026
King Bed Private Parking Fast Internet

Private Studio Close to Downtown Rhinebeck

Private Studio Close to Downtown Rhinebeck
Rhinebeck Village
9.8 out of 10, Exceptional, (26)
"This a an adorable, well designed, spotless space which was perfect for our over night stay in Rhinebeck. Property a quick walk away from the fairgrounds and downtown was also walkable…the host was absolutely amazing with great communication and detailed instructions! "
United States
Kathy
The price is €213
includes taxes & fees
12 Jan - 13 Jan 2026
Private Studio Close to Downtown Rhinebeck

Cabin in the heart of the Hudson Valley, Cabin 3

Cabin in the heart of the Hudson Valley, Cabin 3
Newburgh
9.8 out of 10, Exceptional, (14)
"We had a great stay, everything you need is provided. Would recommend to anyone."
United States
Bill W.
The price is €242
includes taxes & fees
1 Jan - 2 Jan 2026
Cabin in the heart of the Hudson Valley, Cabin 3

Cabin in the Heart of the Hudson Valley, Cabin 1

Cabin in the Heart of the Hudson Valley, Cabin 1
Newburgh
10.0 out of 10, Exceptional, (31)
"Great overnight spot, especially with a dog."
United States
Ed C.
The price is €242
includes taxes & fees
1 Jan - 2 Jan 2026
Cabin in the Heart of the Hudson Valley, Cabin 1

Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built
Kent
9.8 out of 10, Exceptional, (10)
"We had a great stay, very cute town and close to our destination "
United States
Danielle F.
The price is €217
includes taxes & fees
2 Jan - 3 Jan 2026
Mid Century Modern Studio w/ Full Kitchen - Newly Built

Stunning and Cozy loft apartment in kingston .

Stunning and Cozy loft apartment in kingston .
Kingston
9.4 out of 10, Exceptional, (14)
"Very cute place, clean and comfortable. "
United States
Robin H.
The price is €204
includes taxes & fees
19 Jan - 20 Jan 2026
Stunning and Cozy loft apartment in kingston .
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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