Pawling Holiday Rentals, New York: Private House Rentals

A wooden boardwalk with a wooden chair and a sign reading "Swamp River Boardwalk."

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Our top choices for Pawling hotels

A two-story house with a porch, white railings, and a blue door.

A modern living room with a sofa, coffee table, and a dining area with a table and chairs.

A staircase with wooden balusters leading to a landing.

A two-story house with a wrap-around porch, multiple windows with shutters, and a steeply pitched roof.

1. Station Inn Pawling

Pawling

Fang

3.833.787 ₫

4.336.608 ₫ total

includes taxes & fees

11 Nov - 12 Nov

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

A two-story motel with a central patio and a parking lot.

A hotel room with a TV mounted on the wall displaying a sports game, a small refrigerator, a microwave, and a coffee maker on a shelf.

A modern living room with a television mounted on the wall, a small cabinet with a vase of flowers, and two red armchairs.

2. Rocky River Inn

New Milford

Kimberly

3.854.928 ₫

4.433.167 ₫ total

includes taxes & fees

20 Oct - 21 Oct

A large white building with green shutters, a covered patio with red umbrellas, and a well-maintained garden.

A neatly arranged bedroom with a large bed, a bedside table with a lamp, a chair, and a framed picture on the wall.

A gazebo with a white porch and a lawn party setup with rows of chairs.

A dining area with a wooden table, a Christmas tree, and a fireplace.

3. Le Chambord at Curry Estate

Hopewell Junction

Theresa

5.419.788 ₫

6.131.103 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A spacious room with a curved ceiling, a wooden bench, a sofa, and a dining table with chairs.

A cozy living room with a stone fireplace, wooden furniture, and a coffee station.

A pathway leading to a red barn-like structure, surrounded by lush greenery and trees.

A building with a brick facade, a white fence, and a small garden area with a table and chairs.

4. Heidi's Inn

Brewster

Christopher

3.828.600 ₫

4.149.379 ₫ total

includes taxes & fees

14 Oct - 15 Oct

A modern dining area with multiple tables and chairs, a kitchen area with appliances, and a seating area with a large window.

A self-service snack and beverage area with refrigerated drink dispensers and shelves stocked with various snacks and beverages.

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

A modern room with a wooden wardrobe, a white shelf, and a yellow office chair.

5. Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Danbury

Jay

3.059.976 ₫

3.518.972 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A reception area with two counters, a clock on the wall, and a flower arrangement.

A hotel room with two beds, each with a wooden headboard, white linens, and a blue throw blanket. There are two bedside tables with lamps, and a large window with curtains.

A hotel room with a wooden desk, a television, a coffee maker, a lamp, a chair, and a wardrobe.

A multi-story building with a stone facade and a brick-paved entrance area.

6. Comfort Inn Brewster

Brewster

ANNA

3.661.339 ₫

3.967.977 ₫ total

includes taxes & fees

10 Nov - 11 Nov

A modern kitchen with wooden cabinets, a stainless steel backsplash, and various kitchen appliances.

A modern hotel with a prominent entrance, multiple floors, and a clear sky.

A reception area with a wooden reception desk, a wall-mounted TV, and a sign for 'The Market'.

A hotel room with two beds, a bedside table with a lamp, a window with curtains, and a carpeted floor.

7. Springhill Suites By Marriott - Danbury

Danbury

Haralambos

2.883.638 ₫

3.316.184 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A large, modern hotel with a covered entrance, well-maintained lawns, and a clear sky.

A Hilton Garden Inn sign with the words "ENTRANCE" below it, surrounded by well-maintained hedges and colorful flower beds.

A modern kitchen with a bar area, featuring a marble countertop, wine bottles, glasses, and a flat-screen TV.

A spacious lobby with a central reception desk, seating areas, and a vending machine.

8. Hilton Garden Inn Danbury

Danbury

Kathryn

2.975.697 ₫

3.422.052 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A park with a picnic table and chairs, surrounded by lush greenery and trees.

A bathroom with a toilet, sink, and bathtub.

A hotel room with a large bed, a window with curtains, a nightstand with a lamp, and a view of the outdoors.

A bathroom with a sink, toilet, and bathtub.

9. Maple Leaf Motel

New Milford

Allan

2.310.541 ₫

2.657.252 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, a chair, a small table with a plant, and a mirror.

A compact hotel room with a kitchenette, a bed, and a view of the outdoors.

A hotel room with a sofa, ottoman, bedside table, lamp, air conditioning unit, and a painting on the wall.

A hotel lobby with seating areas, a reception desk, and a large window offering a view.

10. La Quinta Inn & Suites by Wyndham Danbury

Danbury

Steven

2.883.638 ₫

3.316.184 ₫ total

includes taxes & fees

18 Oct - 19 Oct

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a large window with a forest view.

A hot tub with a view of trees through large windows.

A snack display with various chips and snacks, a refrigerated beverage area, and framed pictures on the wall.

A Hampton Inn hotel with a modern design, featuring a central entrance, multiple floors, and a parking lot.

11. Hampton Inn Danbury

Danbury

Lucineia

3.725.132 ₫

4.283.902 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A spacious living room with hardwood floors, a large dining area, and a cozy seating area with a red sofa and matching cushions.

A spacious foyer with a wooden ceiling, a large chandelier, a fireplace, and a traditional wooden dresser with drawers.

A four-poster bed with a canopy, a sitting area with a chair and a table, and a view of the outdoors through large windows.

A corner room with two white upholstered chairs, a glass table, and a vase with white flowers.

12. Homestead Inn

New Milford

Priscilla

5.338.102 ₫

6.138.882 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A bar entrance with a sign reading "21 Lake The Bar".

A wedding ceremony setup with white chairs, a central aisle, and a chandelier.

A gazebo with a tiled roof and white columns, surrounded by well-maintained lawns and various shrubs.

A hotel room with a sofa, armchair, desk, and a large mirror.

13. Ethan Allen Hotel

Danbury

David

3.010.705 ₫

3.462.311 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a large bed, two framed pictures on the wall, a desk with a chair, and a small table.

A hotel corridor with a vending machine, a television, a kitchen area, and a tiled floor.

A room with two sofas, a round table, and a large arched window.

A hotel with a central entrance, a triangular pediment, and a symmetrical facade.

14. Inn At Arbor Ridge Hotel & Conference Center

Hopewell Junction

Mahesh

3.137.798 ₫

3.549.634 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A hotel room with a green sofa, a small table, a bed with a headboard, a desk with a lamp, and a framed picture on the wall.

A hotel with a covered entrance, multiple windows, and a sign that reads "Gold Award Winner."

A rack of black hexagonal dumbbells with visible weight markings, arranged on a metal stand in a gym setting.

A restaurant with multiple tables and chairs, a kitchen area, and a microwave.

15. Quality Inn & Suites Fishkill South near I-84

Fishkill

Laura

2.725.453 ₫

3.151.305 ₫ total

includes taxes & fees

12 Nov - 13 Nov

A hotel room with a bed, a desk, a chair, a TV, and a window with curtains.

A modern hotel room with a dining area, a TV, and a large window with curtains.

A room with a dining table, four wooden stools, a window with blinds, and a view of the outside.

A hotel with a row of parked cars in front, a covered parking area, and a sunset sky.

16. Microtel Inn & Suites by Wyndham Bethel/Danbury

Bethel

Tara

2.753.978 ₫

3.167.075 ₫ total

includes taxes & fees

28 Oct - 29 Oct

A Comfort Inn & Suites hotel with a modern design, featuring a covered entrance, multiple floors, and a parking lot.

A snack and beverage vending area with a Coca-Cola refrigerator, shelves stocked with snacks and bottled water, and a sign indicating a market place.

A hotel room with two beds, a desk with a lamp, a TV, and a wall-mounted light fixture.

A modern indoor dining area with a glass-top table, black bar stools, and shelves stocked with snacks and beverages.

17. Comfort Inn & Suites Danbury-Bethel

Danbury

Ronald

2.984.255 ₫

3.431.893 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A modern building with large windows, outdoor seating, and a well-maintained garden.

A modern indoor swimming pool with clear water, surrounded by lounge chairs and a sunlit area with large windows.

A modern living room with a sectional sofa, a glass coffee table, and a flat-screen TV mounted on the wall.

A modern bar area with a long counter, three stools, a variety of bottles, and a menu board.

18. Courtyard By Marriott Danbury

Danbury

Julie

2.883.638 ₫

3.316.184 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A patio area with outdoor seating and a fire pit, surrounded by buildings with a brick facade and a covered seating area.

A spacious living area with a dining table and chairs, a sofa, and a kitchen in the background.

A Best Western hotel with a parking lot and a rainbow in the background.

A hotel room with a flat-screen TV, a sofa, a small table, a lamp, a cabinet, and a door.

19. Best Western Fishkill Inn & Suites

Fishkill

Taedmary

3.010.965 ₫

3.481.427 ₫ total

includes taxes & fees

11 Nov - 12 Nov

A modern hotel entrance with a covered walkway, potted plants, and a well-maintained lawn.

A modern breakfast area with a bakery section, yogurt and egg station, and a sign indicating a bakery.

A coffee station with two coffee machines and a variety of coffee pods and cups.

A modern indoor swimming pool with clear water, a lifeguard chair, and a pool rule sign indicating a depth of 3 feet and 9 inches.

20. Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Fishkill

Vicky

3.604.548 ₫

4.167.759 ₫ total

includes taxes & fees

10 Nov - 11 Nov

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Stay near popular Pawling attractions

John Kane House

This Revolutionary War headquarters of General Washington offers an intimate glimpse into 18th-century American history. Explore exhibits while volunteer guides bring the past to life.

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Daryl's House Club

You can enjoy a show at Daryl's House Club on your trip to Pawling.

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Akin Free Library

This Victorian treasure houses both a library and museum with rare books and historical artefacts. Explore the Historical Society Museum upstairs and discover mounted birds in the Natural History Museum below.

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Edward R Murrow Park

This serene 62-acre park honours broadcast journalism legend Edward R. Murrow with fishing docks and open fields. Enjoy the tranquil pond views or reserve the pavilion for special gatherings amid Pawling's natural beauty.

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Pawling Free Library

The Pawling Free Library has served as a community learning hub since 1921, offering diverse collections and programmes. Visitors can explore both buildings while attending seasonal workshops and cultural events.

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Friends of Great Swamp

The Great Swamp offers a pristine 6,000-acre wetland sanctuary spanning two New York counties. Join Friends of the Great Swamp (FrOGS) for guided hikes and seasonal events showcasing the rich wildlife habitat.

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Learn more about Pawling

Hike the scenic Appalachian Trail segment that passes through town, then explore the historic John Kane House where George Washington once stayed. Outdoor enthusiasts can paddle Candlewood Lake or visit Edward R Murrow Park, while history buffs shouldn't miss the Victorian-era Akin Free Library's unique collections.

See all hotels in Pawling

A wooden boardwalk curving through a field of purple flowers under a clear sky.

Top Pawling Hotel Reviews

Home2 Suites By Hilton Poughkeepsie

10/10 Excellent

"The room was very clean and quiet. I was on the 4th floor. My family enjoyed the stay. Thank you! Will visit again"

La Quinta Inn & Suites by Wyndham Danbury

10/10 Excellent

"Clean room ..good breakfast"

Hampton Inn & Suites Poughkeepsie

8/10 Good

"There was some initial confusion at check in as the front desk thought the room was serviced and available. The room was cleaned in a timely fashion. The staff was excellent , responding to all our requests. The price for the room with two double beds was outrageous. With fees and taxes the room was over 725.00 for one night. It is extremely difficult to book a hotel room directly and we are at the mercy of third party reservationists."

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent

"Everything we needed for our stay, clean room and friendly staff, easy to park was a plus!! Idk how hotels are ranked but this is definitely better than a 2star in my opinion. I have been all over the place staying in hotels and this was a great experience!! Especially if all you need is a place to clean up and lay your head, that’s all we usually use hotels for because we are always on the go doing activities when needing a hotel!"

Ethan Allen Hotel

10/10 Excellent

"Always safe, clean, and an affordable."

Comfort Suites Fishkill near Interstate 84

10/10 Excellent

"There’s a deli next-door in the market that has really good food. The rooms were good spacious overall if I found myself there again I would stay."

Quality Inn Hyde Park Poughkeepsie North

8/10 Good

"Great location close to FDR, CIA and other Hyde Park sights"

Best Western Danbury/Bethel

10/10 Excellent

"Excellent full breakfast"

Station Inn Pawling

10/10 Excellent

"It was a pleasure to stay there and the town is beautiful. Perfect location."

More cheap stays in Pawling

Holiday Inn Express Poughkeepsie by IHG

2750 South Road Poughkeepsie NY

2.256.084 ₫

2.619.878 ₫ total

10 Nov - 11 Nov

includes taxes & fees

8.6/10 Excellent! (1,000 reviews)

Quality Inn Poughkeepsie

536 Haight Ave, Building A Poughkeepsie NY

2.402.600 ₫

2.790.019 ₫ total

3 Nov - 4 Nov

includes taxes & fees

7.6/10 Good! (605 reviews)

Best Western Danbury/Bethel

11 Stony Hill Road Bethel CT

2.601.239 ₫

2.991.425 ₫ total

1 Nov - 2 Nov

includes taxes & fees

Comfort Suites Fishkill near Interstate 84

835 Route 52 Fishkill NY

2.722.341 ₫

3.147.707 ₫ total

11 Nov - 12 Nov

includes taxes & fees

9.2/10 Wonderful! (1,009 reviews)

Microtel Inn & Suites by Wyndham Bethel/Danbury

80 Benedict Rd Bethel CT

2.753.978 ₫

3.167.075 ₫ total

28 Oct - 29 Oct

includes taxes & fees

8.2/10 Very good! (1,010 reviews)

Comfort Inn & Suites Danbury-Bethel

80 Newtown Road Danbury CT

2.984.255 ₫

3.431.893 ₫ total

8 Nov - 9 Nov

includes taxes & fees

8.4/10 Very good! (921 reviews)

Hotels in Pawling with star rating

Frequently asked questions

What's the seasonal weather like in Pawling?

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. Average annual precipitation for Pawling is 1433 mm.

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Book Hotels in Pawling on Expedia.com

Find hotels in Pawling, NY from 2.499.423 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Pawling

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Pawling hotels

1. Station Inn Pawling

2. Rocky River Inn

3. Le Chambord at Curry Estate

4. Heidi's Inn

5. Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

6. Comfort Inn Brewster

7. Springhill Suites By Marriott - Danbury

8. Hilton Garden Inn Danbury

9. Maple Leaf Motel

10. La Quinta Inn & Suites by Wyndham Danbury

11. Hampton Inn Danbury

12. Homestead Inn

13. Ethan Allen Hotel

14. Inn At Arbor Ridge Hotel & Conference Center

15. Quality Inn & Suites Fishkill South near I-84

16. Microtel Inn & Suites by Wyndham Bethel/Danbury

17. Comfort Inn & Suites Danbury-Bethel

18. Courtyard By Marriott Danbury

19. Best Western Fishkill Inn & Suites

20. Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Stay near popular Pawling attractions

John Kane House

Daryl's House Club

Akin Free Library

Edward R Murrow Park

Pawling Free Library

Friends of Great Swamp

Learn more about Pawling

Top Pawling Hotel Reviews

Home2 Suites By Hilton Poughkeepsie

La Quinta Inn & Suites by Wyndham Danbury

Hampton Inn & Suites Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

Ethan Allen Hotel

Comfort Suites Fishkill near Interstate 84

Quality Inn Hyde Park Poughkeepsie North

Best Western Danbury/Bethel

Station Inn Pawling

More cheap stays in Pawling

Holiday Inn Express Poughkeepsie by IHG

Quality Inn Poughkeepsie

Best Western Danbury/Bethel

Comfort Suites Fishkill near Interstate 84

Microtel Inn & Suites by Wyndham Bethel/Danbury

Comfort Inn & Suites Danbury-Bethel

Hotels in Pawling with star rating

Frequently asked questions

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