Pleasant Valley Holiday Rentals, New York: Private House Rentals

A row of houses with a mountain in the background.

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Go beyond your typical stay in Pleasant Valley

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Our top choices for Pleasant Valley hotels

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

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.

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

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

Hyde Park

Mary K

4.522.956 ₫

5.116.594 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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

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

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.

2. Quality Inn Poughkeepsie

Arlington

Dawn

2.408.344 ₫

2.796.690 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A modern building with a glass facade, a flat roof with solar panels, and a spacious outdoor area with a metal railing.

3. The Heartwood

Arlington

Frida Nohemi

3.392.217 ₫

3.939.213 ₫ total

includes taxes & fees

4 Nov - 5 Nov

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

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

A hotel room with a flat-screen TV, a mini-fridge, a microwave, a desk with a lamp, and a chair.

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

4. Quality Inn Hyde Park Poughkeepsie North

Hyde Park

Ron

1.878.067 ₫

2.124.562 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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

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

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

Two HP desktop computers on a desk with a lamp, keyboard, and mouse.

5. Holiday Inn Express Poughkeepsie by IHG

Poughkeepsie

Bernadette

2.261.478 ₫

2.626.140 ₫ total

includes taxes & fees

3 Nov - 4 Nov

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

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

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

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

6. DoubleTree by Hilton Poughkeepsie Convention Center

Downtown Poughkeepsie

Amanda

2.960.717 ₫

3.467.738 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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.

7. Hampton Inn & Suites Poughkeepsie

Crown Heights

Sanford

2.536.495 ₫

2.945.505 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

8. Home2 Suites By Hilton Poughkeepsie

Poughkeepsie

Deborah

2.962.796 ₫

3.440.547 ₫ total

includes taxes & fees

4 Nov - 5 Nov

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

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.

A reception area with a geometric patterned wall, a reception desk, a sofa, and a dining area with chairs and a table.

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.

9. Hyatt Place Poughkeepsie / Hudson Valley

Crown Heights

Jacqueline Sue

2.573.406 ₫

2.988.368 ₫ total

includes taxes & fees

5 Nov - 6 Nov

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.

10. Courtyard by Marriott Poughkeepsie

Poughkeepsie

Celine

2.518.819 ₫

2.849.414 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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

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

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.

11. SureStay Plus Hotel by Best Western Highland Poughkeepsie

Highland

Jamie

2.077.181 ₫

2.326.442 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

A hotel lobby with a reception desk, seating area, and a stone fireplace.

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

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

12. Homewood Suites by Hilton Poughkeepsie

Poughkeepsie

Philip

3.175.947 ₫

3.688.069 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

A corner seating area with patterned sofas, a small table, and a lamp. Large windows provide a view of the outdoors.

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.

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

Red Oaks Mill

Aixa

2.722.092 ₫

3.079.366 ₫ total

includes taxes & fees

19 Oct - 20 Oct

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

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

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

A snowy landscape with trees and a bench.

14. Journey Inn Bed & Breakfast

Hyde Park

Greg

6.277.551 ₫

7.101.821 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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

An outdoor patio with wicker furniture, a fire pit, and a view of a brick building and trees.

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

15. Holiday Inn Poughkeepsie by IHG

Poughkeepsie

Valerie

2.573.406 ₫

2.988.368 ₫ total

includes taxes & fees

4 Nov - 5 Nov

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

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

A garden with various plants and flowers, a white fence, and outdoor furniture.

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

16. Millbrook Country House Bed & Breakfast

Millbrook

kenneth

6.238.560 ₫

7.057.371 ₫ total

includes taxes & fees

8 Oct - 9 Oct

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.

A living room with a stone fireplace, four armchairs, a coffee table, and a patterned rug.

17. Residence Inn by Marriott Poughkeepsie

Poughkeepsie

Chandra

3.015.304 ₫

3.501.522 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

A spacious living room with a large sofa, a round ottoman, and a coffee table. There are shelves with decorative items and a bed with a tufted headboard.

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

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

18. Buttermilk Falls Inn

Milton

Jill J

9.453.757 ₫

11.646.943 ₫ total

includes taxes & fees

7 Oct - 8 Oct

A dining area with round tables and chairs, a large window with curtains, a flat-screen TV, and a potted plant.

A hotel lobby with a reception desk, a seating area with two leather chairs and a small table, and a framed artwork on the wall.

A hotel room with two beds, a desk, a chair, a window with curtains, a wall-mounted lamp, and a framed picture.

A gym with a treadmill, weight bench, and various exercise machines.

19. Americas Best Value Inn New Paltz

New Paltz

Debra

2.728.590 ₫

3.056.022 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A large, multi-story hotel with a symmetrical facade, multiple balconies with flower boxes, and a central entrance with a fountain.

A spa area with a large rock centerpiece, multiple seating areas, and a skylight ceiling.

A swimming pool with a person in the water, surrounded by outdoor furniture and a building with a balcony.

A building with a central entrance, multiple windows, and outdoor seating.

20. Mirbeau Inn & Spa

Rhinebeck Village

Maria

10.584.757 ₫

11.974.136 ₫ total

includes taxes & fees

4 Nov - 5 Nov

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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.

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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.

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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

Hampton Inn & Suites Poughkeepsie

10/10 Excellent

"The staff that received us on the day we checked-in were amazing. After a long day of driving and running errands being welcomed with a smile and positive attitude helped us ease into relaxation. We look forward to staying here again."

Comfort Suites Fishkill near Interstate 84

8/10 Good

"a comfortable stay at a clean hotel."

Holiday Inn Express Poughkeepsie by IHG

10/10 Excellent

"Good stay"

Quality Inn Hyde Park Poughkeepsie North

8/10 Good

"Staff was very professional and helpful. Breakfast left a lot to be desired. Room was clean and comfortable including the beds. Parking seriously needed to be repaved."

Beekman Arms and Delamater Inn

8/10 Good

"The Inn was very quaint. The staff was nice and the rooms were appointed well. The town is delightful!"

Hampton Inn by Hilton New Paltz

8/10 Good

"Overall a good stay in a clean and modern room. Nice people on staff and coffee and tea are available all hours."

Hyatt Place Poughkeepsie / Hudson Valley

8/10 Good

"Clean and comfortable Large room needs better lighting No room service just a nook/bar downstairs where they make drinks and some offerings of food. Breakfast included but I did not have any- set up looked ok. Entrance is to Storage place so I Missed it the first time around. I would stay again."

Red Roof Inn PLUS+ Poughkeepsie

10/10 Excellent

"Very clean hotel and friendly staff."

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent

"Very clean room and lobby.... noise from room above a bit above normal but nothing terrible."

More cheap stays in Pleasant Valley

Ramada by Wyndham Newburgh/West Point

1289 Route 300 Newburgh NY

1.753.735 ₫

2.071.683 ₫ total

20 Oct - 21 Oct

includes taxes & fees

4.8/10 (999 reviews)

Quality Inn Hyde Park Poughkeepsie North

4142 Albany Post Rd Hyde Park NY

1.878.067 ₫

2.124.562 ₫ total

2 Nov - 3 Nov

includes taxes & fees

8/10 Very good! (1,008 reviews)

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY

2.261.478 ₫

2.626.140 ₫ total

3 Nov - 4 Nov

includes taxes & fees

8.6/10 Excellent! (1,000 reviews)

Quality Inn Poughkeepsie

536 Haight Ave, Building A Poughkeepsie NY

2.408.344 ₫

2.796.690 ₫ total

1 Nov - 2 Nov

includes taxes & fees

7.6/10 Good! (600 reviews)

Comfort Suites Fishkill near Interstate 84

835 Route 52 Fishkill NY

2.540.914 ₫

2.937.931 ₫ total

2 Nov - 3 Nov

includes taxes & fees

9.2/10 Wonderful! (1,012 reviews)

Kingston Regency Inn

503 Washington Avenue Kingston NY

3.275.244 ₫

4.024.779 ₫ total

2 Nov - 3 Nov

includes taxes & fees

Hotels in Pleasant Valley with star rating

Frequently asked questions

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 2.071.683 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Pleasant Valley

Check prices for these dates

Filter by

Star rating

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Our top choices for Pleasant Valley hotels

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

2. Quality Inn Poughkeepsie

3. The Heartwood

4. Quality Inn Hyde Park Poughkeepsie North

5. Holiday Inn Express Poughkeepsie by IHG

6. DoubleTree by Hilton Poughkeepsie Convention Center

7. Hampton Inn & Suites Poughkeepsie

8. Home2 Suites By Hilton Poughkeepsie

9. Hyatt Place Poughkeepsie / Hudson Valley

10. Courtyard by Marriott Poughkeepsie

11. SureStay Plus Hotel by Best Western Highland Poughkeepsie

12. Homewood Suites by Hilton Poughkeepsie

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

14. Journey Inn Bed & Breakfast

15. Holiday Inn Poughkeepsie by IHG

16. Millbrook Country House Bed & Breakfast

17. Residence Inn by Marriott Poughkeepsie

18. Buttermilk Falls Inn

19. Americas Best Value Inn New Paltz

20. Mirbeau Inn & Spa

Stay near popular Pleasant Valley attractions

Innisfree Garden

James Baird State Park

Learn more about Pleasant Valley

Top Pleasant Valley Hotel Reviews

Hampton Inn & Suites Poughkeepsie

Comfort Suites Fishkill near Interstate 84

Holiday Inn Express Poughkeepsie by IHG

Quality Inn Hyde Park Poughkeepsie North

Beekman Arms and Delamater Inn

Hampton Inn by Hilton New Paltz

Hyatt Place Poughkeepsie / Hudson Valley

Red Roof Inn PLUS+ Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

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

Hotels in Pleasant Valley with star rating

Frequently asked questions

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