Pleasant Valley Holiday Rentals, New York: Private House Rentals

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Our top choices for Pleasant Valley hotels

A hotel entrance with a brick facade, a glass door entrance, and a paved walkway.

A modern living room with a dining area, a TV mounted on the wall, and a patterned carpet.

A lobby with a wooden bench, a reception desk, and a colorful artwork on the wall.

A hotel room with a bed, a TV on a wooden stand, a dining area with chairs, and a patterned carpet.

1. Holiday Inn Express Poughkeepsie by IHG

Poughkeepsie

Bernadette

฿2,941

฿3,416 total

includes taxes & fees

15 Nov - 16 Nov

A multi-story hotel with a central entrance, stone pillars, and a brick facade.

A kitchen counter with various baked goods displayed on shelves and a wooden stand.

A spacious bar area with a high ceiling and large windows, surrounded by comfortable seating and a rustic wooden ceiling.

A spacious living area with stone pillars, leather sofas, a fireplace, and a kitchen in the background.

2. Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Hyde Park

Mary K

฿5,548

฿6,277 total

includes taxes & fees

16 Nov - 17 Nov

A hotel reception area with a reception desk, a waiting area with sofas, and a glass door entrance.

A modern kitchen with a central island, a dining area with chairs, and a refrigerator.

An indoor swimming pool with clear pool rules, a lifeguard chair, and a poolside area with lounge chairs.

A hotel corridor with a vending machine, a refrigerator, and a door.

3. Quality Inn Poughkeepsie

Arlington

stacey

฿3,097

฿3,596 total

includes taxes & fees

9 Nov - 10 Nov

A long dining table set for a meal with chairs, large windows, and a view of a park.

A modern lobby with a blue sofa, marble coffee table, and a reception desk with a blackboard.

A modern lounge area with seating, tables, and a large vase.

A modern building with large glass windows, a covered walkway, and outdoor seating.

4. The Heartwood

Arlington

Frida Nohemi

฿5,649

฿6,560 total

includes taxes & fees

3 Nov - 4 Nov

An outdoor seating area with stone walls, a fire feature, and yellow chairs.

A multi-story hotel with a modern design, featuring a covered outdoor seating area and a parking lot.

An indoor swimming pool with clear water, surrounded by green and red chairs, and a tiled floor.

A modern indoor seating area with a sofa, tables, and chairs, featuring large windows and a clean, contemporary design.

5. Home2 Suites By Hilton Poughkeepsie

Poughkeepsie

Roy

฿3,810

฿4,424 total

includes taxes & fees

9 Nov - 10 Nov

A building entrance with a covered porch, stone pillars, and a mailbox.

A hotel room with a large bed, two bedside lamps, a chair, a heater, and a window with curtains.

A hotel dining area with wooden tables and chairs, a kitchen counter, a refrigerator, and a television on the wall.

A hotel lobby with a check-in counter, two armchairs, a small table, and a mirror.

6. Quality Inn Hyde Park Poughkeepsie North

Hyde Park

Jon

฿2,415

฿2,732 total

includes taxes & fees

11 Nov - 12 Nov

A modern hotel lobby with wooden flooring, yellow chairs, a long dining table, and pendant lighting.

A hotel room with a large bed, a sofa, a desk, and a TV. There are windows with curtains, a lamp, and a picture on the wall.

A reception area with a wooden floor, a reception desk, and a wall with a welcome sign.

A snack display area with shelves stocked with various snacks and a large wall advertisement for treats.

7. Hampton Inn & Suites Poughkeepsie

Crown Heights

Sanford

฿3,262

฿3,787 total

includes taxes & fees

1 Nov - 2 Nov

A modern gym with treadmills, elliptical machines, and weightlifting equipment.

A conference room with multiple tables and chairs, chandeliers, a whiteboard, and an exit sign.

A hotel reception area with a modern design, featuring a reception desk, a large mirror, and a chandelier.

A hotel room with a large bed, a desk, a chair, and a view of the outdoors.

8. DoubleTree by Hilton Poughkeepsie Convention Center

Downtown Poughkeepsie

Jocelyn

฿3,673

฿4,302 total

includes taxes & fees

28 Oct - 29 Oct

A courtyard with a fire pit, outdoor seating, and a covered area with string lights.

A gym with exercise equipment, dumbbells, treadmills, and a bench.

A hotel courtyard with outdoor seating, a fire pit, and a tennis court.

A spacious hotel lobby with a high ceiling, wooden beams, and a large seating area with sofas and round tables.

9. Homewood Suites by Hilton Poughkeepsie

Poughkeepsie

Tammie

฿4,084

฿4,742 total

includes taxes & fees

1 Nov - 2 Nov

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

A modern living room with a blue sofa, two armchairs, a coffee table, and a TV mounted on the wall.

A modern dining area with wooden tables and chairs, a kitchen area with appliances, and a large wall mural.

A hotel reception area with a wooden reception desk, a clock on the wall, and a coffee machine in the background.

10. SureStay Plus Hotel by Best Western Highland Poughkeepsie

Highland

Matthew

฿2,671

฿2,991 total

includes taxes & fees

1 Nov - 2 Nov

A covered outdoor seating area with brick flooring and metal railings, overlooking a river.

A spacious living area with a sofa, coffee table, and a view of the outdoors through large windows.

A hotel entrance with a covered walkway, large windows, and a clear sign indicating a 10-foot clearance.

A hotel lobby with a striped sofa, a reception desk, and a check-in counter.

11. Best Western Plus The Inn & Suites At The Falls

Red Oaks Mill

Aixa

฿4,412

฿4,991 total

includes taxes & fees

25 Oct - 26 Oct

A Courtyard by Marriott hotel with a modern design, large windows, and a well-maintained lawn.

A reception area with two wooden reception desks, a wall-mounted screen, and a vending machine labeled "market".

A courtyard with outdoor seating, a small tree, and a building with balconies.

A modern hotel room with a sofa, armchair, ottoman, flat-screen TV, and large windows with sheer curtains.

12. Courtyard by Marriott Poughkeepsie

Poughkeepsie

Celine

฿3,239

฿3,664 total

includes taxes & fees

8 Nov - 9 Nov

A modern hotel with a prominent 'Hyatt Place' sign, outdoor seating area, and a covered entrance.

A modern bar area with round tables and patterned chairs, a bar counter with a TV, and shelves with bottles.

A modern bar area with round tables and chairs, a bar counter with a variety of bottles, and a large screen mounted on the wall.

A modern hotel room with a wooden desk, a flat-screen TV, and a large abstract painting. There is a sofa and a coffee table in the living area.

13. Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

sacha

฿3,142

฿3,648 total

includes taxes & fees

15 Nov - 16 Nov

A hotel room with two beds, a desk, and a chair. There is a door leading to another room and a window with blinds.

A diner with a wooden counter, bar stools, and tables with checkered tablecloths.

A backyard with a wooden fence, a patio table, chairs, and a sign that reads "Coffee Shop".

A two-story motel with a white facade, blue doors, and a parking lot in front.

14. Roosevelt Inn of Hyde Park

Hyde Park

Lewis

฿4,121

฿4,662 total

includes taxes & fees

2 Nov - 3 Nov

A spacious living area with a stone fireplace, comfortable seating, a kitchen with bar seating, and large windows.

An outdoor seating area with a fire feature, wicker chairs, and a grill in the background.

A sign for Residence Inn by Marriott with a landscaped flower bed in front.

An indoor swimming pool with tiled flooring, a pool ladder, and multiple seating areas with chairs.

15. Residence Inn by Marriott Poughkeepsie

Poughkeepsie

Chandra

฿3,877

฿4,502 total

includes taxes & fees

11 Nov - 12 Nov

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

A modern restaurant with a long counter, multiple seating areas, and a visible kitchen in the background.

A well-organized snack and beverage area with refrigerated sections and shelves stocked with various snacks and drinks.

16. Holiday Inn Poughkeepsie by IHG

Poughkeepsie

Larry

฿3,677

฿4,270 total

includes taxes & fees

15 Nov - 16 Nov

A stone bridge over a calm river surrounded by autumn foliage.

A house with a covered porch, a brick exterior, and a pathway leading to the entrance.

A snowy landscape with trees and a bench.

A dining area with a wooden table set for four, surrounded by chairs.

17. Journey Inn Bed & Breakfast

Hyde Park

Lisa

฿8,072

฿9,132 total

includes taxes & fees

1 Nov - 2 Nov

A garden with a variety of plants and flowers, a white picket fence, and a small table with chairs.

A two-story white house with a front porch, a red door, and a well-maintained lawn.

A formal dining table set with plates, cutlery, and wine glasses, surrounded by chairs.

A hallway with a table, a vase with flowers, a framed picture, and a painting on the wall.

18. Millbrook Country House Bed & Breakfast

Millbrook

kenneth

฿8,022

฿9,075 total

includes taxes & fees

25 Oct - 26 Oct

A lobby with a stone fireplace, patterned armchairs, and a large rug.

A spacious hotel lobby with a central bar area, seating arrangements, and a television mounted on the wall.

A serene courtyard with a central statue, surrounded by brick walls and lush greenery.

An indoor swimming pool with clear blue water, surrounded by windows and potted plants.

19. Hampton Inn by Hilton New Paltz

New Paltz

Davida

฿4,354

฿4,877 total

includes taxes & fees

2 Nov - 3 Nov

A serene garden with a pond, lush greenery, and a house in the background.

A house with a covered porch, a stone staircase, and a garden with blooming pink flowers.

A bedroom with a large bed, a desk with a lamp, a TV, and a fireplace.

A spacious dining area with wooden tables and chairs, large windows, and ceiling fans.

20. Buttermilk Falls Inn

Milton

Kristen

฿12,156

฿14,976 total

includes taxes & fees

20 Oct - 21 Oct

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Stay near popular Pleasant Valley attractions

Innisfree Garden

10.0/10 (2 reviews)

This 185-acre masterpiece blends Modernist design with Chinese and Japanese garden traditions around a stunning 40-acre lake. Explore waterfalls, streams, and rocky outcrops along the peaceful 1.3-mile lakeside path.

See properties

James Baird State Park

This Robert Trent Jones-designed golf course anchors a state park with woodland trails. Enjoy the challenging greens or explore other recreational facilities including tennis courts and picnic areas.

See properties

Learn more about Pleasant Valley

Hikers find their happy place on the Dutchess Rail Trail, which connects Pleasant Valley to nearby Poughkeepsie. James Baird State Park offers excellent golf, picnicking spots, and seasonal events just a short drive from town.

See all hotels in Pleasant Valley

Top Pleasant Valley Hotel Reviews

Best Western Fishkill Inn & Suites

8/10 Good

"Good"

Hyatt Place Poughkeepsie / Hudson Valley

10/10 Excellent

"👌"

Americas Best Value Inn New Paltz

10/10 Excellent

"I was pleasantly surprised by my stay here and although it was only one night, it was exactly what I needed. Overall the property was clean, as well as the interior area and especially the room. Bed was comfy for me, although they should invest in bigger pillows but they were still good enough not to knock a star off the rating. The staff was really friendly and helpful including helping me to find my room since I made a mistake thinking she said 216 and it was 226 ... LOL. BTW ... the big mirror on the wall is crooked, I'm only mentioning it because I couldn't fix it, I hated that .. LOL."

DoubleTree by Hilton Poughkeepsie Convention Center

8/10 Good

"Room was clean and smell free but the AC was loud and my husband could not sleep most of the night."

Hampton Inn by Hilton New Paltz

10/10 Excellent

"We enjoyed our stay here. The room was clean and comfortable."

The Heartwood

10/10 Excellent

"Beautiful, clean and fabulously designed space. Staff is very welcoming and friendly. We brought our small dog and they provided bowls and a dog bed. So helpful! Loves the indoor / outdoor shared spaces. We were on a family weekend upstate and our visit had nothing to do with Vassar, but we walked around the campus afterwards (it’s across the street) and it was a wonderful time"

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

10/10 Excellent

"Clean room, staff, washer and dryer, easy parking, convenient location"

Ramada by Wyndham Newburgh/West Point

8/10 Good

"Fine basic motel. Lots of parking, easy access to highway, lots of places to eat nearby. Bed was very comfortable."

Kingston Regency Inn

10/10 Excellent

"Clean room friendly staff close to everything 100% will stay again"

More cheap stays in Pleasant Valley

Ramada by Wyndham Newburgh/West Point

1289 Route 300 Newburgh NY

฿2,136

฿2,523 total

20 Oct - 21 Oct

includes taxes & fees

4.8/10 (1,006 reviews)

Quality Inn Hyde Park Poughkeepsie North

4142 Albany Post Rd Hyde Park NY

฿2,415

฿2,732 total

11 Nov - 12 Nov

includes taxes & fees

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY

฿2,941

฿3,416 total

15 Nov - 16 Nov

includes taxes & fees

Quality Inn Poughkeepsie

536 Haight Ave, Building A Poughkeepsie NY

฿3,097

฿3,596 total

9 Nov - 10 Nov

includes taxes & fees

7.6/10 Good! (610 reviews)

Comfort Suites Fishkill near Interstate 84

835 Route 52 Fishkill NY

฿3,267

฿3,778 total

15 Nov - 16 Nov

includes taxes & fees

9.2/10 Wonderful! (1,006 reviews)

Kingston Regency Inn

503 Washington Avenue Kingston NY

฿4,178

฿5,134 total

21 Oct - 22 Oct

includes taxes & fees

6/10 (94 reviews)

Frequently asked questions

What's the best place for a stay in Pleasant Valley?

Located 5.2 mi (8.4 km) from the heart of Pleasant Valley, Quality Inn Poughkeepsie is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Beekman Arms and Delamater Inn and Hyatt Place Poughkeepsie / Hudson Valley. See all available top hotels, or vacation rentals in Pleasant Valley.

If I need to cancel my hotel reservation in Pleasant Valley, will I receive a refund?

Yes, the majority of hotel reservations are refundable provided that you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Pleasant Valley.

What are some accommodation options with pools in Pleasant Valley?

Quality Inn Poughkeepsie: Hotel, 7-minute walk from Vassar College. Features daily, an indoor pool and free self parking. Hyatt Place Poughkeepsie / Hudson Valley and Wildflower Farms, Auberge Collection are a couple of other choices with an on-site pool. View all hotels with pools in Pleasant Valley.

What's staying in Pleasant Valley like?

Visitors can enjoy all that Pleasant Valley has to offer, including the shopping, restaurants and parks. In Pleasant Valley, there are 9 hotels and other accommodation options to choose from. Find out more about Pleasant Valley.

What should I do while I'm visiting Pleasant Valley?

A couple of favourite places to visit are Innisfree Garden and James Baird State Park. You'll also find Eleanor Roosevelt National Historic Site and Franklin D. Roosevelt Presidential Library and Museum in the area. Take a look at what more there is to see and do in Expedia's Pleasant Valley guide.

What's the seasonal weather like in Pleasant Valley?

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 Pleasant Valley are January, February, March and April, with each month seeing an average of 17 cm of snowfall.

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Book Hotels in Pleasant Valley on Expedia.com

Find hotels in Pleasant Valley, NY from ฿2,523

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Pleasant Valley

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Pleasant Valley hotels

1. Holiday Inn Express Poughkeepsie by IHG

2. Inn at Bellefield / Hyde Park, Residence Inn by Marriott

3. Quality Inn Poughkeepsie

4. The Heartwood

5. Home2 Suites By Hilton Poughkeepsie

6. Quality Inn Hyde Park Poughkeepsie North

7. Hampton Inn & Suites Poughkeepsie

8. DoubleTree by Hilton Poughkeepsie Convention Center

9. Homewood Suites by Hilton Poughkeepsie

10. SureStay Plus Hotel by Best Western Highland Poughkeepsie

11. Best Western Plus The Inn & Suites At The Falls

12. Courtyard by Marriott Poughkeepsie

13. Hyatt Place Poughkeepsie / Hudson Valley

14. Roosevelt Inn of Hyde Park

15. Residence Inn by Marriott Poughkeepsie

16. Holiday Inn Poughkeepsie by IHG

17. Journey Inn Bed & Breakfast

18. Millbrook Country House Bed & Breakfast

19. Hampton Inn by Hilton New Paltz

20. Buttermilk Falls Inn

Stay near popular Pleasant Valley attractions

Innisfree Garden

James Baird State Park

Learn more about Pleasant Valley

Top Pleasant Valley Hotel Reviews

Best Western Fishkill Inn & Suites

Hyatt Place Poughkeepsie / Hudson Valley

Americas Best Value Inn New Paltz

DoubleTree by Hilton Poughkeepsie Convention Center

Hampton Inn by Hilton New Paltz

The Heartwood

Super 8 by Wyndham Newburgh/West Point Near Stewart Airport

Ramada by Wyndham Newburgh/West Point

Kingston Regency Inn

More cheap stays in Pleasant Valley

Ramada by Wyndham Newburgh/West Point

Quality Inn Hyde Park Poughkeepsie North

Holiday Inn Express Poughkeepsie by IHG

Quality Inn Poughkeepsie

Comfort Suites Fishkill near Interstate 84

Kingston Regency Inn

Frequently asked questions

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