Dutchess County Holiday Rentals

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Our top choices for Dutchess County holiday rentals

Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.6 out of 10, Exceptional, (5 reviews)
"Location was great. Accommodations were clean and comfortable. Host was accessible and responsive. Will stay here again if in the area again."
United States
Ken K.
The price is HK$861
HK$1,621 total
includes taxes & fees
13 Apr - 14 Apr
Hoppy Hill Farm House

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer
Beacon
10.0 out of 10, Exceptional, (49 reviews)
"Great place!"
United States
Sara B.
The price is HK$901
HK$1,947 total
includes taxes & fees
14 Apr - 15 Apr
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Rhinebeck Village
9.8 out of 10, Exceptional, (29 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
The price is HK$869
HK$2,108 total
includes taxes & fees
16 Apr - 17 Apr
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

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 reviews)
"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 HK$796
HK$1,521 total
includes taxes & fees
13 Apr - 14 Apr
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Private, Cozy, Clean apartment in lovely Hyde Park

Private, Cozy, Clean apartment in lovely Hyde Park
Hyde Park
10.0 out of 10, Exceptional, (1 review)
"The host was great, the place was really nice and cozy. I would definitely stay here again!!! "
United States
Janet M.
The price is HK$987
HK$1,515 total
includes taxes & fees
13 Apr - 14 Apr
Private, Cozy, Clean apartment in lovely Hyde Park

Stylish and Pet-Friendly Apartment in Beacon

Stylish and Pet-Friendly Apartment in Beacon
Beacon
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and great place to stay. "
United States
Charlene D.
The price is HK$1,135
HK$2,218 total
includes taxes & fees
13 Apr - 14 Apr
Stylish and Pet-Friendly Apartment in Beacon

Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (49 reviews)
"Great host and excellent accommodations! "
United States
Elaine L.
The price is HK$1,107
HK$1,837 total
includes taxes & fees
26 Apr - 27 Apr
Mid-Century DJ’s Dream

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.4 out of 10, Exceptional, (62 reviews)
"For us it was in a great location, had a reasonable price and room for everyone."
United States
Gertrude (Gert) P.
The price is HK$1,938
HK$2,531 total
includes taxes & fees
19 Apr - 20 Apr
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Beacon
9.8 out of 10, Exceptional, (46 reviews)
"Great place to stay. Very convenient to everything Beacon has to offer. We were only there for one night, but if we were to go back we would definitely stay here again."
United States
Ben R.
The price is HK$901
HK$1,884 total
includes taxes & fees
15 Apr - 16 Apr
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

Hudson Valley Farm Getaway- West/Llama Lover Lane

Hudson Valley Farm Getaway- West/Llama Lover Lane
Hyde Park
9.8 out of 10, Exceptional, (6 reviews)
"The stay was great! The listing is very accurate to what the property is, so we very much enjoyed staying in the newly renovated barn. We loved the location, which felt very out-of-the-way but was also only twenty minutes from town. Seeing all of the farm animals and the very friendly barn cat was a plus!"
United States
Marissa S.
The price is HK$1,306
HK$1,674 total
includes taxes & fees
13 Apr - 14 Apr
Hudson Valley Farm Getaway- West/Llama Lover Lane

Rare, peaceful glamping, hot shower, mini golf near appalachian trail

Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Dover Plains
10.0 out of 10, Exceptional, (7 reviews)
"We thoroughly enjoyed our stay at this property, clean and spacious tents, impressive shower facility, and all the fun amenities you never thought you needed like an 18 hole putt putt course!"
United States
JoAnna S.
The price is HK$1,370
HK$1,931 total
includes taxes & fees
6 May - 7 May
Rare, peaceful glamping, hot shower, mini golf near appalachian trail

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 reviews)
"Tanya goes above and beyond for her guests. Thanks so much for the stay!"
United States
Lindsay S.
The price is HK$2,506
HK$3,880 total
includes taxes & fees
13 Apr - 14 Apr
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

"Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
Holmes
9.6 out of 10, Exceptional, (4 reviews)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is HK$1,910
HK$4,933 total
includes taxes & fees
23 Apr - 24 Apr
"Country outside the city " 3 bedrooms 2 full bathrooms

King Bed | Private Parking | Strong WiFi

King Bed | Private Parking | Strong WiFi
Poughkeepsie
The price is HK$594
HK$2,512 total
includes taxes & fees
15 Apr - 16 Apr
King Bed | Private Parking | Strong WiFi

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Staatsburg
The price is HK$740
HK$1,457 total
includes taxes & fees
13 Apr - 14 Apr
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,

Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway
Millbrook
10.0 out of 10, Exceptional, (2 reviews)
"This is a charming, historic, well-maintained home on a beautifully landscaped lot. The updates in the home balance a respect for tradition while also providing modernization. The village of Millbrook is a quintessential twee New England village. The house felt very comfortable and homey and the caretaker was attentive and accommodating. We enjoyed our stay!"
United States
Beth E.
The price is HK$2,373
HK$5,554 total
includes taxes & fees
20 Apr - 21 Apr
Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

Tranquil 4-bedroom house in welcoming Poughquag neighborhood

Tranquil 4-bedroom house in welcoming Poughquag neighborhood
Poughquag
The price is HK$1,529
HK$2,687 total
includes taxes & fees
14 Apr - 15 Apr
Tranquil 4-bedroom house in welcoming Poughquag neighborhood

King Bed Private Parking Fast Internet

King Bed Private Parking Fast Internet
Poughkeepsie
The price is HK$672
HK$2,310 total
includes taxes & fees
5 May - 6 May
King Bed Private Parking Fast Internet

1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Fishkill
The price is HK$627
HK$725 total
includes taxes & fees
20 Apr - 21 Apr
1 Queen Bed | Non-Smoking, Kitchen

1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
1 King Bed | Non-Smoking, Kitchen, Shower
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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Top Dutchess County Hotel Reviews