Hudson Valley Guest Houses

A wooden structure with a bridge over a body of water, surrounded by trees.

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Our top choices for Hudson Valley guest houses

A living room with a fireplace, a TV mounted on the wall, a sofa, a coffee table, and a window with curtains.

1. The Harlow House

Rhinebeck

Lauren

P15,268 total

includes taxes & fees

Oct 8 - Oct 9

A blue door with a white frame, a small table with a chair, a rug, and potted plants on the porch.

2. The Wiltwyck

Kingston

ALEJANDRO

P22,198 total

includes taxes & fees

Oct 18 - Oct 19

A living room with a stone fireplace, blue sofas, a wooden coffee table, and a ceiling fan.

3. Moondance Ridge Bed & Breakfast

New Paltz

Anthony

P19,692 total

includes taxes & fees

Nov 1 - Nov 2

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

4. Station Inn Pawling

Pawling

Fang

P11,480 total

includes taxes & fees

Nov 1 - Nov 2

A modern house with a wooden deck, a fire pit, and a covered outdoor seating area.

5. The Herwood Inn

Woodstock

Diana

P20,528 total

includes taxes & fees

Oct 22 - Oct 23

A large, two-story house with a covered porch and multiple windows.

6. Bedford Post Inn

Bedford

Vickie

P47,092 total

includes taxes & fees

Nov 3 - Nov 4

A large, white, two-story house with a turret and a wrap-around porch, surrounded by lush greenery.

7. Shadowcrest

Fleischmanns

David

P9,095 total

includes taxes & fees

Oct 8 - Oct 9

A house with a porch, a garden with ferns and flowering plants, and a red flowering tree.

8. The Gables of Rhinebeck Inn

Rhinebeck Village

maryeliza

P19,372 total

includes taxes & fees

Nov 2 - Nov 3

9. Inn at Stony Creek

Warwick

Pedro

P17,149 total

includes taxes & fees

Oct 8 - Oct 9

A large, two-story house with a prominent front entrance, multiple windows, and a balcony.

10. Inn at Lake Joseph

Forestburgh

Daniel

A parking area with blue lines, a wooden bridge, and a building with a brick facade.

11. Rodeway Inn Monticello, New York

Monticello

Danielle

P9,949 total

includes taxes & fees

Nov 5 - Nov 6

12. Kenoza Lake View Manor

Jeffersonville

Joann

P10,418 total

includes taxes & fees

Oct 8 - Oct 9

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

13. Upscale 3BR NY Home with Free Parking

White Plains

"The property was double booked and they took my money and the code was never received therefore I could not check in to the property. I’m still waiting on a refund of $416.02 . The property should not be listed if people are occupying it. I was distraught when I found out this on my birthday weekend scrambling to find a place to go at almost midnight. This person should be banned from renting out this property so that it doesn’t happen again!"

Nicole

P37,526 total

includes taxes & fees

Oct 8 - Oct 9

A modern bedroom with a large bed, a bedside table, a TV, and a window with curtains.

14. Upscale Modern Luxury 3BR Home

White Plains

Russell

P40,665 total

includes taxes & fees

Oct 8 - Oct 9

A breakfast buffet with pastries, fruits, and a coffee station.

15. Luxury 3BR NY Home with Free Parking

White Plains

keasiah

P31,247 total

includes taxes & fees

Oct 8 - Oct 9

A large white house with a prominent tower, surrounded by lush greenery and a well-maintained lawn.

16. Hideaway Inn Lenox

Lenox

Barbara

P8,688 total

includes taxes & fees

Nov 5 - Nov 6

A dining area with wooden tables and chairs, large windows with white frames, and wall-mounted light fixtures.

17. Cornwall Inn and Lodge

Cornwall Bridge

Richard T

P15,243 total

includes taxes & fees

Nov 1 - Nov 2

A sign for Octagon Acres Inn with a date of establishment 2025, offering free wifi and air conditioning.

18. Inn at Octagon Acres

Hamden

Elizabeth

P11,690 total

includes taxes & fees

Oct 8 - Oct 9

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Top Hudson Valley Hotel Reviews

Royal Regency Hotel

8/10 Good

"Cabinet was small no place to put clothes"

Tarrytown House Estate

8/10 Good

"This stay was the perfect, spooky place for our stay! We had tickets to the Pumpkin Blaze event and saw that this was a local stay and we were so excited to be staying right up the street from Washington Irving’s home! Sleepy Hollow is also not that far and we had a peace of mind knowing that other parents with kids were staying on our floor. If you’re wanting a Stephen King’s The Shining vibe, this is the place for you. We absolutely LOVED it; my husband isn’t really a spooky seeking person, but he loved the vibe since we were entering the month of October and we wanted something Fall like. The estate has so many amenities and we greatly appreciated the $10 complimentary bucks for their front desk shop (we had ran out of milk). Pool was fun, outside games and seats was worth it and the restaurant was chef’s kiss. We’re even planning a couples weekend back to this place because we absolutely enjoyed our stay. Please keep in mind that this place is dated and has some dated carpet and beds, but the front desk workers will work with you on anything you need. Cairo was the nice, young man who checked us in and was super informative and helpful; he was even working the next morning to check us out; what a dedicated worker!"

Sleepy Hollow Hotel, a Dolce by Wyndham

10/10 Excellent

"It was beautiful and the Halloween decor was spot on. The staff was nice and the food at the bar was delicious. There was one thing though....my wife and I were reading in the courtyard and she asked me if there was a basketball next to the gazebo. It was...which was weird because I feel like I should have noticed a bright orange basketball before we sat. I picked it up and bounced it around then returned it thinking nothing of it. Later that night while we were laying in the bed waiting to fall asleep there was the sound of a bouncing ball in the hallway followed by giggles ..it went on for longer than it should have if it was just a kid passing by. My wife talked me into thinking the bouncing was just the sound of kids shoes hitting the hard hallway floor....I'm not saying the hotel is haunted ...but I'm not saying it's not."

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