Southfields Vacation Homes

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Our top choices for Southfields holiday homes

A room with a chandelier, a sofa, a table, and a cabinet.

1. Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Warwick

Paul E.

HK$1,224 total

includes taxes & fees

31 Aug - 1 Sept

A wooden cabin with large windows, a wooden bench, and a view of the forest.

2. Harriman Outdoor Center - Cranberry Cabin

Haverstraw

HK$2,210 total

includes taxes & fees

31 Aug - 1 Sept

A hot tub with a view of a lake and houses in the background.

3. Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Greenwood Lake

Lex S.

HK$4,603 total

includes taxes & fees

22 Sept - 23 Sept

A deck with a view of a lake and hills, featuring a fire pit and decorative lanterns.

4. Romantic Lakeview Escape w/ Fire Pit

Greenwood Lake

edu s.

HK$3,353 total

includes taxes & fees

31 Aug - 1 Sept

A kitchen with white cabinets, stainless steel appliances, a microwave, oven, and a refrigerator.

5. Amazing Home Near West Point, Shopping, Skiing and Legoland

Monroe

Kimberly R.

HK$5,825 total

includes taxes & fees

31 Aug - 1 Sept

A room with a bay window, a wooden table with a vase of flowers, and two upholstered chairs.

6. Room 2 at The Warwick Inn – Cozy Elegance in the Heart of Town

Warwick

Daisy

HK$1,176 total

includes taxes & fees

31 Aug - 1 Sept

A deck with Adirondack chairs, a fire pit, and a grill.

7. 3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

Cornwall

Elisabeth

HK$3,454 total

includes taxes & fees

9 Sept - 10 Sept

A hot tub in a lush garden with a stone wall and outdoor furniture.

8. Country House w/Hot Tub, Deck, Grill & Fire Pit

Goshen

Mike T.

HK$4,278 total

includes taxes & fees

26 Aug - 27 Aug

A modern living room with a stone fireplace, large windows, and a cozy seating area.

9. Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair

Monroe

"Great house for a big group! We were in town for a wedding and had plenty of space for 10 adults. Everything clean and a nice view from the deck. Kitchen stocked with keurig pods which was very appreciated. Big driveway which was nice.Only thing to note is there’s no communal bathrooms upstairs, 3 of the rooms have en suite bath but the 4th room needs to walk downstairs. Only relevant if you are filling all 6 king/queen rooms."

Daniel S.

HK$9,153 total

includes taxes & fees

13 Sept - 14 Sept

A house with a white front door, a small porch with a white railing, and a window with a green curtain.

10. Fabulous 3bdrm Home w/parking!

Highland Falls

Beth M.

HK$3,239 total

includes taxes & fees

24 Aug - 25 Aug

A room with a wooden floor, a white door with a number, and a window with blinds.

11. Lovely 3BR Home with parking-Walk to WP Gate!

Highland Falls

Briana T.

HK$3,332 total

includes taxes & fees

24 Aug - 25 Aug

A bedroom with a large bed, a bench, a desk, and a view of the outdoors.

12. Lakefront Paradise Pool + Paddle Boats Sleeps 12

Monroe

"We had a wonderful week long stay. The house is beautiful and right on the lake, with beautiful views and sunsetsWe were there for a West Point Graduation and was about a 30 minute drive to the school, even on the busy days of the parade and graduation dayThe house had plenty of room for our group and the host was easy to get ahold of. There are 4 official bedroom and 4 bathrooms and a basement and 2 office/den, 2 washer and dryers - one in the top floor and another in the basement which has...

Courtney D.

HK$16,700 total

includes taxes & fees

30 Aug - 31 Aug