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Town of Wappinger Holiday Rentals

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Our top choices for Town of Wappinger holiday rentals

A brick building with a sign reading 'Lobby' in front.

1. 1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
Fishkill
9.6 out of 10, Exceptional, (18 reviews)
"Nice place to stay"
United States
Anonymous traveller
The price is HK$642
HK$742 total
includes taxes & fees
5 Oct - 6 Oct
1 Queen Bed | Non-Smoking, Kitchen

2. 2 Queen Beds | Non-Smoking, Kitchen

2 Queen Beds | Non-Smoking, Kitchen
Fishkill
8.6 out of 10, Excellent, (24 reviews)
"Worst hotel experience I have ever had. Grounds were unkept. No one was at the front desk when I first arrived. Waited 20 minutes for someone to arrive and had to leave for dinner. Came back to find out that they were overbooked."
United States
Glenn
The price is HK$642
HK$726 total
includes taxes & fees
5 Oct - 6 Oct
2 Queen Beds | Non-Smoking, Kitchen
A living room with a fireplace, a painting, shelves with decorative items, and a television.

3. Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (48 reviews)
"We enjoyed our stay, property was as described. It's convenient to many of the Hudson Valley small towns, including West Point."
United States
Mike W.
The price is HK$1,059
HK$2,315 total
includes taxes & fees
14 Sept - 15 Sept
Grant - A Tranquil One Bedroom Steps from River
A rustic cabin with a wooden barrel entrance, stone fire pit, and outdoor seating area surrounded by a forest.

4. Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Gardiner
9.8 out of 10, Exceptional, (24 reviews)
"Perfect for a short get away"
United States
Darryl
The price is HK$1,773
HK$2,721 total
includes taxes & fees
22 Sept - 23 Sept
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
A fire pit with four Adirondack chairs arranged around it, set on a gravel surface with a lake and trees in the background.

5. Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Wallkill
10.0 out of 10, Exceptional, (99 reviews)
"We were very happy with the house and location, but what made it amazing was how great host was. Very accommodating and helpful with helping us out last minute. Would absolutely recommend working with this host again."
United States
Chris W.
The price is HK$854
HK$1,773 total
includes taxes & fees
14 Sept - 15 Sept
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
A two-story house with a porch, a red door, and a small outdoor seating area with chairs and a table.

6. House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
10.0 out of 10, Exceptional, (11 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is HK$980
HK$3,137 total
includes taxes & fees
13 Sept - 14 Sept
House on the Babbling Brook- Quiet 2BR + King Bed!
A wooden cabin with a covered deck, outdoor seating, and a fire pit.

7. Historic Cabin with Pool & Fire Pit

Historic Cabin with Pool & Fire Pit
Montgomery
9.8 out of 10, Exceptional, (6 reviews)
"This little cabin was exactly what we needed for our stay in NY. It looks just as described, was clean, and the location was perfect for all of the places we wanted to visit. Overall it was very cozy and relaxing and we can't wait to stay again! "
United States
Sarah A.
The price is HK$838
HK$1,658 total
includes taxes & fees
14 Sept - 15 Sept
Historic Cabin with Pool & Fire Pit
A modern living room with a fireplace, a dining area with a wooden table, and a large window with curtains.

8. Zen House at the Mountain Ridge

Zen House at the Mountain Ridge
Gardiner
9.8 out of 10, Exceptional, (8 reviews)
"Great space! Very nicely decorated. Host was very responsive and answered questions quickly. Also close to a great bakery and coffee shop!"
United States
Julie
The price is HK$771
HK$1,570 total
includes taxes & fees
14 Sept - 15 Sept
Zen House at the Mountain Ridge
A small, two-story house with a red and gray exterior, a front porch with blue chairs, and a table.

9. Cabin in the heart of the Hudson Valley, Cabin 4

Cabin in the heart of the Hudson Valley, Cabin 4
Newburgh
9.2 out of 10, Wonderful, (28 reviews)
"Pet-friendly and easily accessible."
United States
Brigitte
The price is HK$1,168
HK$1,769 total
includes taxes & fees
13 Sept - 14 Sept
Cabin in the heart of the Hudson Valley, Cabin 4
A compact living space with a kitchenette, a sofa, a bed, and a colorful rug.

10. 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, (36 reviews)
"Great place! Nicely decorated with attention to detail. My wife and I would stay again if we are back in the area."
United States
Tim G.
The price is HK$1,325
HK$2,186 total
includes taxes & fees
13 Sept - 14 Sept
Cabin in the Heart of the Hudson Valley, Cabin 1
A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

11. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.4 out of 10, Exceptional, (13 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
United States
Peter W.
The price is HK$1,325
HK$2,191 total
includes taxes & fees
14 Sept - 15 Sept
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
A cozy living room with a sofa, a dining table, and a bed.

12. Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
10.0 out of 10, Exceptional, (74 reviews)
"Comfy cozy weekend retreat"
United States
Michael M.
The price is HK$1,451
HK$2,788 total
includes taxes & fees
15 Sept - 16 Sept
Cozy country efficiency in the Hudson Valley
A brick building with a sign reading 'Lobby' in front.

13. Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
9.2 out of 10, Wonderful, (19 reviews)
"Great place to stay,"
United States
Anonymous traveller
The price is HK$642
HK$742 total
includes taxes & fees
5 Oct - 6 Oct
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
A modern kitchen with white cabinets, a central island, and a view to the outside.

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

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Staatsburg
9.8 out of 10, Exceptional, (7 reviews)
"Nice stay for our quick overnight Comfortable space "
United States
jay c.
The price is HK$875
HK$1,620 total
includes taxes & fees
16 Sept - 17 Sept
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
A porch with white railings and multiple chairs.

15. Step into history & unwind at Spring apt a charming šŸ” at theā¤ļøof NYHudson Valley

Step into history & unwind at Spring apt a charming šŸ” at theā¤ļøof NYHudson Valley
Highland
10.0 out of 10, Exceptional, (2 reviews)
"Everyone was just right! The home is perfect for a photo shoot. We weren't there for that, but we thought the setting was unique and beautiful! Everything we needed!!"
United States
Rebecca D.
The price is HK$1,333
HK$3,048 total
includes taxes & fees
22 Sept - 23 Sept
Step into history & unwind at Spring apt a charming šŸ” at theā¤ļøof NYHudson Valley
A modern living room with a sectional sofa, a coffee table, and a bar area with stools.

16. Private, Cozy, Clean apartment in lovely Hyde Park

Private, Cozy, Clean apartment in lovely Hyde Park
Hyde Park
10.0 out of 10, Exceptional, (2 reviews)
"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$1,059
HK$1,606 total
includes taxes & fees
15 Sept - 16 Sept
Private, Cozy, Clean apartment in lovely Hyde Park
A living room with a sofa, a coffee table, a wooden chair, a striped rug, and a wall-mounted wreath.

17. The DeVita House Est. 1900

The DeVita House Est. 1900
Gardiner
10.0 out of 10, Exceptional, (39 reviews)
"Great house, well equipped, very accommodating hosts!"
United States
Christopher T.
The price is HK$1,176
HK$3,496 total
includes taxes & fees
15 Sept - 16 Sept
The DeVita House Est. 1900
A deck with wicker furniture, a bench, and a table.

18. River Views & Deck | River Suite on Washington

River Views & Deck | River Suite on Washington
Newburgh
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,026
HK$3,200 total
includes taxes & fees
14 Sept - 15 Sept
River Views & Deck | River Suite on Washington
A cozy living room with a sofa, a coffee table with candles, and a fireplace.

19. Dream getaway apartment in the foot of Gunks Ridge

Dream getaway apartment in the foot of Gunks Ridge
Wallkill
9.6 out of 10, Exceptional, (31 reviews)
"Wonderful property will definitely book again."
United States
Jane G.
The price is HK$656
HK$1,428 total
includes taxes & fees
22 Sept - 23 Sept
Dream getaway apartment in the foot of Gunks Ridge
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 Town of Wappinger Hotel Reviews

Inn on the Hudson

Inn on the Hudson

10/10 Excellent
"Very friendly and clean, very nice view of the river would recommend room with balcony on 2nd floor for the nice view"
Ryan 1-night trip
Posted 2 hours ago
Inn on the Hudson