Holiday Homes in Wingdale

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Wingdale holiday homes

TV, fireplace

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (13 reviews)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is NZ$582
includes taxes & fees
8 Mar - 9 Mar
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Outdoor dining

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, (61 reviews)
"Best place ever, various entertainment options from projector to tvs. "
United States
Mahbub Ridhoo M.
The price is NZ$546
includes taxes & fees
8 Mar - 9 Mar
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fridge, microwave, oven, stovetop

Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
New Fairfield
10.0 out of 10, Exceptional, (18 reviews)
"Great location and condition. Roome enough for everyone."
United States
Christopher H.
The price is NZ$862
includes taxes & fees
9 Mar - 10 Mar
Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake
Fridge, microwave, oven, stovetop

"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 NZ$1,010
includes taxes & fees
9 Mar - 10 Mar
"Country outside the city " 3 bedrooms 2 full bathrooms
Exterior detail

CT Gate House Goshen CT, Gate House Goshen CT

CT Gate House Goshen CT, Gate House Goshen CT
Goshen
9.4 out of 10, Exceptional, (9 reviews)
"The property was great and the house was huge even for all 12 of us "
United States
Ryan L.
The price is NZ$1,077
includes taxes & fees
9 Mar - 10 Mar
CT Gate House Goshen CT, Gate House Goshen CT
Exterior

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 NZ$436
includes taxes & fees
10 Mar - 11 Mar
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Smart TV

King Bed | Private Parking | Strong WiFi

King Bed | Private Parking | Strong WiFi
Poughkeepsie
The price is NZ$511
includes taxes & fees
8 Mar - 9 Mar
King Bed | Private Parking | Strong WiFi
Interior

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Poughkeepsie
10.0 out of 10, Exceptional, (2 reviews)
"Great host"
United States
Lindsey F.
The price is NZ$1,093
includes taxes & fees
12 Mar - 13 Mar
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Private kitchen

Tranquil 4-bedroom house in welcoming Poughquag neighborhood

Tranquil 4-bedroom house in welcoming Poughquag neighborhood
Poughquag
The price is NZ$561
includes taxes & fees
10 Mar - 11 Mar
Tranquil 4-bedroom house in welcoming Poughquag neighborhood
Exterior

Sequoia House Charming Goshen Getaway – Quiet Retreat in Litchfield Hills

Sequoia House Charming Goshen Getaway – Quiet Retreat in Litchfield Hills
Goshen
10.0 out of 10, Exceptional, (1 review)
"Without a doubt, we will be back! Your home was so beautiful, warm and comfortable. Our host was so helpful and friendly. We can't thank you enough for providing such a wonderful experience to our trip. "
United States
Linda D.
The price is NZ$998
includes taxes & fees
8 Mar - 9 Mar
Sequoia House Charming Goshen Getaway – Quiet Retreat in Litchfield Hills
Smart TV, fireplace, video games, DVD player

Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.

Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
Carmel Hamlet
10.0 out of 10, Exceptional, (19 reviews)
"Lovely house with all the amenities. We had a wonderful time."
United States
Diana P.
The price is NZ$1,592
includes taxes & fees
9 Mar - 10 Mar
Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
Cookware/dishes/utensils

Awesome Lake Home with tons of fun!

Awesome Lake Home with tons of fun!
New Fairfield
9.8 out of 10, Exceptional, (7 reviews)
"Great spot "
United States
Mike P.
The price is NZ$1,187
includes taxes & fees
12 Mar - 13 Mar
Awesome Lake Home with tons of fun!
Smart TV

Cozy Escape -Strong Wi-Fi -Prime Location

Cozy Escape -Strong Wi-Fi -Prime Location
Poughkeepsie
6.8 out of 10, (5 reviews)
"The property was perfect for our little weekend getaway. It was very clean and cozy and the host Christina made it so easy for check in and was available for any questions. We would definitely stay again."
United States
Andrea C.
The price is NZ$545
includes taxes & fees
7 Apr - 8 Apr
Cozy Escape -Strong Wi-Fi -Prime Location
Exterior

Chestnut on Willow Lake

Chestnut on Willow Lake
Fishkill
9.6 out of 10, Exceptional, (4 reviews)
"We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks."
United States
Doria W.
The price is NZ$1,193
includes taxes & fees
19 Mar - 20 Mar
Chestnut on Willow Lake
Dining

The George is an elegant restored home in the Hudson Valley

The George is an elegant restored home in the Hudson Valley
Stanfordville
9.4 out of 10, Exceptional, (6 reviews)
"This our 3rd stay at the property and once again we thoroughly enjoyed the house and the grounds. We had an opportunity to enjoy horseback riding on site and would definitely recommend that to any visitors. The hosts were very kind and hospitable. "
United States
Eric L.
The price is NZ$1,851
includes taxes & fees
9 Mar - 10 Mar
The George is an elegant restored home in the Hudson Valley
Property grounds

Beautiful home with Hudson River views & adjacent rushing waterfall in Hyde Park

Beautiful home with Hudson River views & adjacent rushing waterfall in Hyde Park
Hyde Park
The price is NZ$466
includes taxes & fees
9 Mar - 10 Mar
Beautiful home with Hudson River views & adjacent rushing waterfall in Hyde Park
Dining

Whispering Estate Guest House - A Romantic Countryside Getaway

Whispering Estate Guest House - A Romantic Countryside Getaway
Goshen
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful property and great location. A true retreat. "
United States
Andrea B.
The price is NZ$1,459
includes taxes & fees
9 Mar - 10 Mar
Whispering Estate Guest House - A Romantic Countryside Getaway
Property grounds

Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
The price is NZ$1,252
includes taxes & fees
19 Mar - 20 Mar
Red Cottage - Lakeside Property!
Fridge, microwave, oven, stovetop

A Country Lodge Straight Out of the Pages of a Great Novel

A Country Lodge Straight Out of the Pages of a Great Novel
Pine Plains
10.0 out of 10, Exceptional, (13 reviews)
"Our group of parents and riders had a great stay during the Millbrook Horse Trials in July. Clean facility, ample room, responsive host. Would stay again."
United States
Hessie S.
The price is NZ$2,386
includes taxes & fees
10 Mar - 11 Mar
A Country Lodge Straight Out of the Pages of a Great Novel
Exterior

Hickory on Willow Lake

Hickory on Willow Lake
Fishkill
9.6 out of 10, Exceptional, (5 reviews)
"Clean, quiet and great location. Beautiful property."
United States
Sheila B.
The price is NZ$1,301
includes taxes & fees
19 Mar - 20 Mar
Hickory on Willow Lake
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 Wingdale Hotel Reviews

Hampton Inn Danbury

Hampton Inn Danbury

2/10 Terrible
"Everything was well until. I witness the general manager speaking about and peeking out a window looking at my spouse and children. He spoken very disrespect and rudely about my spouse not knowing he and the children where my family. We were offered a free night and thought that was nice. I’m interested in a refund. He’s behavior was unacceptable, in a public lobby, heard by my daughter, myself and staff."
Maresha 3-night trip
Posted 12 hours ago
Hampton Inn Danbury

Find out more about Wingdale

Wingdale Holiday Homes information

Number of reviews
182
Accommodation
279 Holiday Homes
Lowest Price
NZ$436
Highest Price
NZ$2,386