Montgomery Holiday Homes from €106: Search Top House Rentals

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Our top choices for Montgomery holiday homes

A modern kitchen with white cabinets, stainless steel appliances, and wooden flooring.

1. Modern Home, 5BR, 4.5 bath, King Beds, 2 Kitchens

Montgomery

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with white cabinetry, a central island with stools, a built-in oven, and a stainless steel refrigerator.

2. New Farmhouse-Hot Tub, King Beds, Game Room, Pro Golf Sim & Amazing Valley View!

Montgomery

Kyle F.

includes taxes & fees

15 Nov - 16 Nov

A rural landscape with a barn, a silo, and a bridge with rocks and purple flowers in the foreground.

3. A Cozy Private Suite in a Country Home near New Paltz

Wallkill

Carrie

includes taxes & fees

12 Nov - 13 Nov

A fire pit with four Adirondack chairs arranged around it, set on a gravel surface with a lake and trees in the background.

4. Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz

wallkill

Debbie M.

includes taxes & fees

12 Nov - 13 Nov

A modern kitchen with a central island, built-in appliances, and a stone accent wall.

5. 3BR Hudson Valley home perfect for families!

Wallkill

Cheryl N.

includes taxes & fees

12 Nov - 13 Nov

A lakeside view with a picnic table and chairs, a grill, and a clear sky.

6. Detox & Hike: Waterfront Oasis with Infrared Sauna & Shawangunk Mountains

wallkill

Dauna A.

includes taxes & fees

22 Nov - 23 Nov

A living room with a sofa, a coffee table, a wooden chair, a striped rug, and a wall-mounted wreath.

7. The DeVita House Est. 1900

Gardiner

Matthew

includes taxes & fees

12 Nov - 13 Nov

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

Gardiner

Theresa

includes taxes & fees

2 Dec - 3 Dec

A spacious living room with a high ceiling, large windows, a fireplace, and a cozy seating area.

9. Modern 5 Acre Farm Retreat with Game Room, Views, Privacy, and Proximity!

Pine Bush

Olivia M.

includes taxes & fees

15 Nov - 16 Nov

A bedroom with a sloped ceiling, a bed with a wooden headboard, a nightstand with a lamp, and two windows with blinds.

10. 3-bedroom house in marvelous Goshen. Luxury cabin vibes for your getaway.

Goshen

Kelly M.

includes taxes & fees

3 Dec - 4 Dec

A modern living room with a sofa, armchairs, a coffee table, and a large window with curtains.

11. NEW! Cozy 3BR Home Near West Point & Hudson Valley - King Bed

New Windsor

includes taxes & fees

7 Dec - 8 Dec

A window with a view of a green, leafy outdoor area, possibly a garden or park.

12. Trails Head Tiny House

Rock Hill

Michael R.

includes taxes & fees

16 Nov - 17 Nov

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

13. 3BR Home with Fireplace & Hudson Valley views near Woodbury Commons, West Point

Cornwall

Elisabeth

includes taxes & fees

16 Nov - 17 Nov

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

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

Goshen

Mike T.

includes taxes & fees

18 Nov - 19 Nov

A kitchen with wooden shelves, a window with a view of trees, and a vase with flowers on the windowsill.

15. Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Kerhonkson

Sueane

includes taxes & fees

1 Dec - 2 Dec

A bedroom with a bed, a TV mounted on the wall, a window with a view of greenery, and a small seating area with a table and chairs.

16. The Studio at the Inn at High Falls

High Falls

John M.

includes taxes & fees

12 Nov - 13 Nov

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

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

Warwick

Joseph

includes taxes & fees

16 Nov - 17 Nov

A bedroom with a large bed, a window with a view of trees, and an open door leading to a patio.

18. Private Forest Estate - Pool · Theater · Game Room . Sleep 18

Pine Bush

"Just returned from a 3 generation family celebration. This house was exactly as described. So beautiful, had all the amenities. More areas to relax, party, or just enjoy. The pool and pool house were just amazing. Kitchen and dining areas were great to work and enjoy. Basement had so many games to choose from. We already planning a return. Liliana was a terrific host, she responded to all our requests within minutes. Thank you so much."

Greta U.

includes taxes & fees

28 Nov - 29 Nov

A wooden structure with a bench and a small wooden cabin.

19. Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks

Kerhonkson

Kyle T.

includes taxes & fees

22 Nov - 23 Nov

A modern kitchen with a white island, stainless steel appliances, and wooden flooring.

20. Nurser * Private Garden * Minutes to Minnewaska

Pine Bush

Amy L.

includes taxes & fees

12 Nov - 13 Nov

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Top Montgomery Hotel Reviews

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent

"My stay was exactly what I needed for the occasion of gifting family in Hudson River Valley! The convenient location, cleanliness, friendly staff and comfortable bed make it a place I will return to in the future!"

Find out more about Montgomery

Montgomery Holiday Homes information

Number of reviews	379
Accommodation	402 Holiday Homes
Lowest Price	€106
Highest Price	€1,608

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Check prices for these dates

Our top choices for Montgomery holiday homes

1. Modern Home, 5BR, 4.5 bath, King Beds, 2 Kitchens

2. New Farmhouse-Hot Tub, King Beds, Game Room, Pro Golf Sim & Amazing Valley View!

3. A Cozy Private Suite in a Country Home near New Paltz

4. Luxe Waterfront Retreat w/ Infrared Sauna & Red Light. Near New Paltz

5. 3BR Hudson Valley home perfect for families!