Pine Island Holiday Rentals, New York: Private House Rentals

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Our top choices for Pine Island hotels

A modern hotel with a prominent 'La Quinta' sign, large windows, and a covered entrance area.

A modern hotel lobby with a large dining area, comfortable seating, and a flat-screen TV mounted on the wall.

A vending machine area with two beverage dispensers and a snack shelf stocked with various products.

A hotel room with two beds, a desk, a TV, and a chair.

1. La Quinta Inn & Suites by Wyndham Middletown-Goshen

Middletown

Carlos

฿4,477

฿5,289 total

includes taxes & fees

5 Oct - 6 Oct

A modern dining area with a large fish tank, sofas, and wooden tables and chairs.

A modern lobby with a brown sofa, yellow armchairs, a patterned carpet, and a decorative plant centerpiece.

An indoor swimming pool with lounge chairs and a stone wall.

A hotel room with a bed, a flat-screen TV, a mini-fridge, a microwave, and a fireplace.

2. Sleep Inn & Suites Middletown - Goshen

Middletown

Dawn

฿3,675

฿4,341 total

includes taxes & fees

19 Oct - 20 Oct

A hotel with a central entrance pavilion, a flag, and a landscaped garden.

A hotel room with a bed, a sofa, a TV, a desk, and a wall with a geometric pattern.

A boat ride with passengers holding binoculars, surrounded by water and themed structures.

A modern hotel lobby with a large map mural, seating areas, and a reception desk.

3. Holiday Inn Express Hotel & Suites Chester by IHG

Chester

Sheila

฿4,368

฿5,379 total

includes taxes & fees

27 Oct - 28 Oct

A modern living room with a stone accent wall, a flat-screen TV, and a fireplace. There are multiple seating options including a sofa, chairs, and a table.

A spacious lobby with a stone accent wall, a flat-screen TV, and a seating area with sofas and a coffee table.

A Fairfield Inn & Suites hotel with a stone facade, a covered entrance, and a parking lot.

An outdoor patio with round tables and chairs, covered by large umbrellas, and a pergola structure.

4. Fairfield Inn & Suites by Marriott Goshen Middletown

Goshen

Aeron

฿3,999

฿4,924 total

includes taxes & fees

26 Oct - 27 Oct

A room with a bed, a window with curtains, and a view of greenery outside.

A reception area with a desk, American flag, and various framed pictures on the wall.

A motel with a parking lot, a large evergreen tree, and a hilly backdrop.

A grassy area with a building in the background, surrounded by trees and a hill.

5. Appalachian Motel

Vernon

Naila

฿1,878

฿2,153 total

includes taxes & fees

30 Sept - 1 Oct

A bar area with a long counter, multiple stools, and a variety of bottles and glasses.

A hallway with a wooden floor, glass doors, and a sign for Annie's Lounge.

A spacious living area with a stone wall, wooden ceiling beams, and large windows offering a view of the outdoors.

An indoor swimming pool with clear reflections, lounge chairs, and large windows offering views of the outdoors.

6. Best Western Hunt's Landing Hotel Matamoras/Milford

Matamoras

Mercedes

฿3,979

฿4,338 total

includes taxes & fees

4 Oct - 5 Oct

A modern room with a marble table and four purple chairs, a large window with blinds, and a framed picture on the wall.

A building with a beige exterior, large windows, and a black door.

A modern kitchen with a marble countertop and a dining area with a white table and purple chairs.

A hotel room with two beds, a large mirror, and a framed picture on the wall.

7. The Hamlet Inn at Warwick

Warwick

Brenda

฿2,855

฿3,230 total

includes taxes & fees

5 Oct - 6 Oct

8. Inn at Stony Creek

Warwick

Pedro

฿8,080

฿9,140 total

includes taxes & fees

30 Sept - 1 Oct

A breakfast area with a counter displaying hard-boiled eggs, a bowl of green apples, and various pastries.

A modern reception area with a curved wooden counter, seating area with colorful cushions, and pendant lighting.

A modern hotel with a prominent 'tru by Hilton' sign, a covered entrance, and a well-lit facade.

A modern lounge area with seating, tables, and hanging chairs.

9. Tru by Hilton Middletown

Middletown

Steve

฿3,279

฿3,873 total

includes taxes & fees

26 Oct - 27 Oct

A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

A pond with a gazebo, surrounded by trees and a small building in the background.

A two-story building with a balcony, a car parked in front, and an American flag displayed.

A room with wooden paneling, a painting of a landscape, a clock, and a sofa with pillows.

10. High Point Motel

Sussex

Dakhil

฿3,072

฿3,429 total

includes taxes & fees

1 Oct - 2 Oct

A spacious lobby with a stone fireplace, a flat-screen TV, and comfortable seating.

A lobby with a stone fireplace, two armchairs, a coffee table, and a dining area with tables and chairs.

A spacious bar area with a long counter, multiple seating options, and a stone fireplace.

A hotel lobby with a reception desk, a patterned carpet, a stone wall, and a seating area with a checkered sofa and ottoman.

11. Hampton Inn Matamoras/Milford

Matamoras

brian

฿3,885

฿4,234 total

includes taxes & fees

6 Oct - 7 Oct

A hotel room with a large bed, a desk, a chair, a desk lamp, a wall-mounted TV, and a window with curtains.

A modern hotel room with a flat-screen TV, a fireplace, a desk with a computer, and comfortable seating.

A modern hotel lobby with seating areas, a bar, and a television screen.

A hotel entrance with stone pillars, a covered walkway, and a bench.

12. Sleep Inn & Suites Monroe - Woodbury

Monroe

John

฿3,516

฿3,977 total

includes taxes & fees

6 Oct - 7 Oct

A modern living room with a stone fireplace, a flat-screen TV mounted above it, and two sofas.

A hotel dining area with granite tables, wooden chairs, a coffee machine, a fruit bowl, and a refrigerator with beverages.

A lobby with a brick wall, a flat-screen TV, a fireplace, and seating areas.

A gym with treadmills, a stair climber, and a weight machine.

13. Quality Inn near Mountain Creek

Vernon

Andrea

฿3,500

฿4,012 total

includes taxes & fees

1 Oct - 2 Oct

A landscaped outdoor area with a fire feature, seating, and a pathway.

A Courtyard by Marriott hotel with a sign, parking, and landscaped flower beds.

A modern hotel lobby with a seating area, large windows, and a television screen.

A modern hotel lobby with a fireplace, comfortable seating, and a television.

14. Courtyard by Marriott Middletown Goshen

Middletown

john

฿3,399

฿4,015 total

includes taxes & fees

28 Oct - 29 Oct

An outdoor patio with a dining table and chairs, a barbecue grill, and a fire pit.

An indoor swimming pool with clear water, surrounded by grey tiled flooring and walls, large windows offering views of the outside, and a lifeguard station with a ladder.

A spacious lobby with modern seating, a stone accent wall, and large windows offering views.

A spacious living area with a stone wall, a flat-screen TV, comfortable seating, and a modern chandelier.

15. Residence Inn by Marriott Middletown Goshen

Middletown

jubert cruz

฿6,922

฿8,177 total

includes taxes & fees

25 Oct - 26 Oct

A black electric vehicle charging station with cables connected to it, set against a wooden fence and greenery.

An outdoor patio with a grill, chairs, and tables, featuring a red umbrella and string lights.

A conference room with multiple tables and chairs, a projector screen, and a green accent wall.

A compact kitchen with a stainless steel refrigerator, a microwave, and a dishwasher.

16. Home2 Suites by Hilton Middletown

Middletown

Carl

฿4,023

฿4,870 total

includes taxes & fees

26 Oct - 27 Oct

A modern hotel with a two-story structure, a covered entrance, and a parking lot with marked spaces.

A modern breakfast area with a blue wall, wooden cabinets, and a tiled floor.

A hotel room with two beds, a nightstand with a phone, and a wall-mounted light fixture.

An indoor swimming pool with a lifeguard chair, poolside chairs, and a clear view of the outside through large windows.

17. Holiday Inn Express & Suites Middletown - Goshen by IHG

Middletown

Anish

฿3,831

฿4,525 total

includes taxes & fees

27 Oct - 28 Oct

A large, multi-story building with a prominent entrance and a covered walkway.

A hotel with a large pool, outdoor seating, and a landscaped garden.

A hotel with multiple balconies, a swimming pool, and a landscaped garden area.

A modern kitchen with a dining area, a sofa, and a TV.

18. Mountain Creek

Vernon

Kathi

฿7,017

฿8,573 total

includes taxes & fees

1 Oct - 2 Oct

A swimming pool with colorful umbrellas and lounge chairs.

A colorful play area with a check-in counter and a mascot.

A bar area with a long counter, multiple hanging lights, and a variety of bottles.

A hotel room with a large bed, a bookshelf, a mural, and a window with curtains.

19. LEGOLAND Hotel NEW York

Goshen

Kylaia

฿6,735

฿12,329 total

includes taxes & fees

4 Oct - 5 Oct

A small, standalone structure with a pitched roof, possibly a gazebo or shelter, surrounded by well-maintained grass and plants. In the background, there is a sign for 'Scottish Inns' indicating the presence of a hotel nearby.

A hotel room with a large bed, two wall-mounted lights, and a decorative wall hanging.

A living room with a stone fireplace, a brown leather sofa, a framed picture on the wall, and a small plant.

A row of motel-style buildings with a central statue in a landscaped area.

20. Scottish Inns Milford

Milford

Kellie

฿3,339

฿3,639 total

includes taxes & fees

1 Oct - 2 Oct

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Stay near popular Pine Island attractions

Pine Island Town Park

Explore the great outdoors at Pine Island Town Park, a lovely green space in Pine Island. Discover the area's mountain views and seek out the ski slopes.

See properties

Scenic Farms Golf Course

Enjoy a round of golf in Pine Island at Scenic Farms Golf Course. Discover the area's mountain views and seek out the ski slopes.

See properties

Top Pine Island Hotel Reviews

Holiday Inn Express & Suites Montgomery by IHG

10/10 Excellent

"."

Hampton Inn by Hilton Middletown

8/10 Good

"Fine, really? I have to give twenty four word characters. All right it's fine no problem"

Sleep Inn & Suites Middletown - Goshen

10/10 Excellent

"Clean room and great breakfast"

Comfort Suites Central Valley - Woodbury

10/10 Excellent

"Our stay was great !"

Courtyard by Marriott Middletown Goshen

10/10 Excellent

"Excellent customer service"

Hampton Inn Matamoras/Milford

8/10 Good

"Staff were helpful"

More cheap stays in Pine Island

Tru by Hilton Middletown

41 Dunning Road Middletown NY

฿3,279

฿3,873 total

26 Oct - 27 Oct

includes taxes & fees

Sleep Inn & Suites Monroe - Woodbury

1 Sleep Way Monroe NY

฿3,516

฿3,977 total

6 Oct - 7 Oct

includes taxes & fees

Sleep Inn & Suites Middletown - Goshen

3491 Route 6 Middletown NY

฿3,675

฿4,341 total

19 Oct - 20 Oct

includes taxes & fees

8.8/10 Excellent! (1,201 reviews)

Comfort Suites Central Valley - Woodbury

100 Estrada Road Central Valley NY

฿3,938

฿4,848 total

5 Oct - 6 Oct

includes taxes & fees

8.4/10 Very good! (172 reviews)

Hampton Inn Harriman Woodbury

60 Centre Dr Central Valley NY

฿4,079

฿5,023 total

5 Oct - 6 Oct

includes taxes & fees

Holiday Inn Express Hotel & Suites Chester by IHG

2 Bryle Place Chester NY

฿4,368

฿5,379 total

27 Oct - 28 Oct

includes taxes & fees

Frequently asked questions

What's the best place to stay in Pine Island?

Sleep Inn & Suites Middletown - Goshen, located 8.6 mi (13.8 km) from the heart of Pine Island, is a top choice for your stay, based on our traveller data. Other good options for your stay in the area are La Quinta Inn & Suites by Wyndham Middletown-Goshen and Holiday Inn Express Hotel & Suites Chester by IHG. See all available top hotels, or vacation rentals in Pine Island.

If I need to cancel my hotel reservation in Pine Island, will I receive a refund?

Yes! You'll find that most hotel room reservations are fully refundable as long as you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Pine Island.

What is staying in Pine Island like?

Visitors can enjoy all that Pine Island has to offer, including the golf courses, mountain views and riverfront. This city also attracts tourists with its welcoming locals. There are 679 hotels and other accommodation options in the surrounding area. Find out more about Pine Island.

What should I do while I'm visiting Pine Island?

A couple of favourite places to visit are Pine Island Town Park and Scenic Farms Golf Course. You'll also find Warwick Valley Winery and Distillery and Applewood Winery in the area. Take a look at what more there is to see and do in Expedia's Pine Island guide.

What's the seasonal weather like in Pine Island?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Pine Island are February, January, November and March, with each month seeing an average of 18 cm of snowfall.

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Find hotels in Pine Island, NY from ฿2,153

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Pine Island

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Pine Island hotels

1. La Quinta Inn & Suites by Wyndham Middletown-Goshen

2. Sleep Inn & Suites Middletown - Goshen

3. Holiday Inn Express Hotel & Suites Chester by IHG

4. Fairfield Inn & Suites by Marriott Goshen Middletown

5. Appalachian Motel

6. Best Western Hunt's Landing Hotel Matamoras/Milford

7. The Hamlet Inn at Warwick

8. Inn at Stony Creek

9. Tru by Hilton Middletown

10. High Point Motel

11. Hampton Inn Matamoras/Milford

12. Sleep Inn & Suites Monroe - Woodbury

13. Quality Inn near Mountain Creek

14. Courtyard by Marriott Middletown Goshen

15. Residence Inn by Marriott Middletown Goshen

16. Home2 Suites by Hilton Middletown

17. Holiday Inn Express & Suites Middletown - Goshen by IHG

18. Mountain Creek

19. LEGOLAND Hotel NEW York

20. Scottish Inns Milford

Stay near popular Pine Island attractions

Pine Island Town Park

Scenic Farms Golf Course

Top Pine Island Hotel Reviews

Holiday Inn Express & Suites Montgomery by IHG

Hampton Inn by Hilton Middletown

Sleep Inn & Suites Middletown - Goshen

Comfort Suites Central Valley - Woodbury

Courtyard by Marriott Middletown Goshen

Hampton Inn Matamoras/Milford

More cheap stays in Pine Island

Tru by Hilton Middletown

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Middletown - Goshen

Comfort Suites Central Valley - Woodbury

Hampton Inn Harriman Woodbury

Holiday Inn Express Hotel & Suites Chester by IHG

Frequently asked questions

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