Town of North East Holiday Rentals: Short-Term Accommodations for Rent

Holiday Rentals in Town of North East
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Our top choices for Town of North East holiday rentals

A living room with a fireplace, two armchairs, a sofa, and a TV.

A kitchen with a dining area, featuring a red and white table, chrome chairs, and a Galanz refrigerator.

A bedroom with a bed, a dresser, a painting, a lamp, and a window.

A two-story house with a dark blue exterior, a large arched window, and two garage doors.

1. Mid Century Modern Studio w/ Full Kitchen - Newly Built

Mid Century Modern Studio w/ Full Kitchen - Newly Built

Kent

9.8 out of 10, Exceptional, (25 reviews)

9.8/10

Exceptional

(25 reviews)

"Very private, rural spot. Immaculate, thoughtfully furnished, lacking nothing"

benjamin

The price is HK$1,301

HK$1,301

HK$1,661 total

includes taxes & fees

7 Oct - 8 Oct

Mid Century Modern Studio w/ Full Kitchen - Newly Built

A tented area with two wooden folding chairs and a table, a patterned rug, and a view of greenery and a white tent in the background.

A tent with a bed, a chair, and a small table.

A white house with a porch, surrounded by greenery and flowering plants.

A long wooden table with a vase of flowers, candles, and glass bottles, surrounded by chairs.

2. Gatherwild Ranch

Gatherwild Ranch

3.0 star property

Germantown

The price is HK$1,748

HK$1,748

HK$2,133 total

includes taxes & fees

25 Oct - 26 Oct

Gatherwild Ranch

A large wooden dining table surrounded by chairs, with a stone fireplace and large windows in the background.

A hallway with a wooden floor, a patterned rug, a chandelier, a framed picture, and a staircase with ornate railings.

A corner room with a dark blue sofa, a light grey ottoman, and a patterned rug on wooden flooring.

A bedroom with a bed, bedside table, lamp, and a view of the living area through a window.

3. The George is an elegant restored home in the Hudson Valley

The George is an elegant restored home in the Hudson Valley

Stanfordville

9.8 out of 10, Exceptional, (11 reviews)

9.8/10

Exceptional

(11 reviews)

"Clean, comfortable, private, and plenty of room. Hosts went above and beyond to make our stay easy and memorable."

Polly J.

The price is HK$5,650

HK$5,650

HK$8,824 total

includes taxes & fees

7 Oct - 8 Oct

The George is an elegant restored home in the Hudson Valley

A modern living room with a grey sofa, a wooden coffee table, and a staircase leading to an upper floor.

A spacious living area with a sofa, dining table, and chairs, a fireplace, and large windows.

A cozy living room with a sectional sofa, a fireplace, and large windows offering a view of the outdoors.

A modern building with a dark exterior, a wooden front door, and small landscaped areas with plants.

4. Chic Barn Style * Fireplace * Near Stissing House

Chic Barn Style * Fireplace * Near Stissing House

Pine Plains

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"We loved the property and everything was so welcoming! Having a pool there would be the best addition for this place!"

Estefany G.

The price is HK$1,761

HK$1,761

HK$5,756 total

includes taxes & fees

28 Oct - 29 Oct

Chic Barn Style * Fireplace * Near Stissing House

A neatly made bed with a white pillow, a red pillow, and a white blanket. There is a small bedside table with a lamp.

A dining table with two white bowls and a vase of pink flowers.

Two red chairs with a table in a grassy outdoor area.

A compact kitchen with a red Frigidaire refrigerator, wooden shelves with food items, and a microwave on top.

5. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Rhinebeck Village

10.0 out of 10, Exceptional, (33 reviews)

10/10

Exceptional

(33 reviews)

"Beautiful place has a great stay!"

Heather O.

The price is HK$973

HK$973

HK$2,246 total

includes taxes & fees

3 Nov - 4 Nov

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

A deck with a red umbrella, wooden chairs, and a table with potted plants.

A garden with various plants and flowers, a pathway, and a bird feeder.

A modern dining area with a white table and chairs, a framed picture on the wall, and a ceiling light.

A room with a large bookshelf filled with books and DVDs, a bed, a small table with a lamp, and a window with blinds.

6. Mid-Century DJ’s Dream

Mid-Century DJ’s Dream

Staatsburg

10.0 out of 10, Exceptional, (60 reviews)

10/10

Exceptional

(60 reviews)

"Quiet clean accommodations in a central location for exploring the Hudson Valley."

Alexandra R.

The price is HK$1,460

HK$1,460

HK$2,299 total

includes taxes & fees

3 Nov - 4 Nov

Mid-Century DJ’s Dream

A compact kitchen with a refrigerator, oven, microwave, and coffee maker.

A room with a wooden dresser, a table with a metal base, a yellow sofa, and a door with arched windows.

A two-story house with a front porch, a garage, and a driveway.

A porch with a wicker chair and a small table.

7. Cozy 1-bedroom studio in serene Great Barrington with AC

Cozy 1-bedroom studio in serene Great Barrington with AC

Great Barrington

8.6 out of 10, Excellent, (7 reviews)

8.6/10

Excellent

(7 reviews)

"Though small, the apartment was efficient, clean, and well stocked in paper type supplies. The kitchen was also efficient though lacking in some basic utensils. They say location, location, location. And, yes, the location is excellent. An easy, short, and nice walk into town . 8"

Deborah S.

The price is HK$706

HK$706

HK$1,096 total

includes taxes & fees

13 Oct - 14 Oct

Cozy 1-bedroom studio in serene Great Barrington with AC

A modern kitchen with white cabinets, a large island, and a skylight.

A bedroom with a large bed, a red rug, a bookshelf, and a chair.

A two-story house with a gravel driveway leading to a garage.

A bedroom with a large bed, built-in bookshelves, a bedside table, and a window with curtains.

8. A Country Lodge Straight Out of the Pages of a Great Novel

A Country Lodge Straight Out of the Pages of a Great Novel

Pine Plains

10.0 out of 10, Exceptional, (15 reviews)

10/10

Exceptional

(15 reviews)

"We loved the house and it really added to our upstate experience!!"

stephen r.

The price is HK$6,238

HK$6,238

HK$10,599 total

includes taxes & fees

16 Oct - 17 Oct

A Country Lodge Straight Out of the Pages of a Great Novel

A wooden cabin with a porch, a grill, and a flower planter.

A red cabin with a screened porch, a small deck, and a barbecue grill in a wooded area.

A kitchen with wooden cabinets, a built-in oven, a sink, and a refrigerator.

A cozy living room with a grey sofa, a wooden coffee table, a fireplace, and a television mounted above it.

9. Ideal location for summer and winter activities with plenty of outdoor space.

Ideal location for summer and winter activities with plenty of outdoor space.

Hillsdale

9.8 out of 10, Exceptional, (79 reviews)

9.8/10

Exceptional

(79 reviews)

"Excellent host!"

Kenny

The price is HK$1,569

HK$1,569

HK$2,979 total

includes taxes & fees

7 Oct - 8 Oct

Ideal location for summer and winter activities with plenty of outdoor space.

A wooden barrel structure with a door, two wooden lounge chairs, and a small table.

A cozy room with a wooden interior, a fireplace, a chandelier, and a chessboard on a table.

A cozy cabin interior with a leather sofa, a chess table, and a wooden ceiling.

A cozy log cabin interior with a television displaying 'NETFLIX', a checkered armchair, a wooden coffee table with chess, a sofa, and a view of the outdoors through large windows.

10. Peaceful Cabin with Sauna, Hot Tub & Cold Plunge

Peaceful Cabin with Sauna, Hot Tub & Cold Plunge

Cornwall

10.0 out of 10, Exceptional, (6 reviews)

10/10

Exceptional

(6 reviews)

"This cabin is so cute we had a relaxing time , will return"

Candice S.

The price is HK$2,786

HK$2,786

HK$4,811 total

includes taxes & fees

21 Oct - 22 Oct

Peaceful Cabin with Sauna, Hot Tub & Cold Plunge

A white house with a steeply pitched roof and a small tower-like structure.

A large, white, two-story house with a steeply pitched roof and a wrap-around porch.

A gazebo in a park with a lawn, trees, and a pathway.

A kitchen with white cabinets, a sink, a stove, a microwave, and a wooden chair.

11. Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Millbrook

9.8 out of 10, Exceptional, (8 reviews)

9.8/10

Exceptional

(8 reviews)

"We had a wonderful time at this property. It was quaint and clean and right in the middle of town near everything. Thank you, Tanya."

Laurie F.

The price is HK$2,511

HK$2,511

HK$3,853 total

includes taxes & fees

12 Oct - 13 Oct

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

A modern kitchen with a central island, wooden beams, and a view to the outdoors.

A staircase with wooden steps and a wall-mounted table with two chairs.

A modern kitchen with a central island, wooden beams, and a large window.

A modern interior with a wooden staircase, a dining area with stools, a sofa, and a kitchen in the background.

12. Home in Great Barrington

Home in Great Barrington

Great Barrington

9.8 out of 10, Exceptional, (39 reviews)

9.8/10

Exceptional

(39 reviews)

"Perfect location to walk into town - clean, light, airy and neat space. Enjoyable visit!"

HEATHER G.

The price is HK$2,161

HK$2,161

HK$3,238 total

includes taxes & fees

8 Oct - 9 Oct

Home in Great Barrington

An outdoor seating area with wicker furniture and a glass table, surrounded by lush greenery.

A modern kitchen with white cabinetry, a wooden dining table, and a bookshelf filled with books.

A living room with a dark blue armchair, a wooden coffee table, and a sofa with patterned cushions. A kitchen is visible in the background with white cabinets and a stove.

A kitchen with wooden countertops, white cabinets, a dining table with chairs, a refrigerator, and a chandelier.

13. Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove

Sheffield

10.0 out of 10, Exceptional, (45 reviews)

10/10

Exceptional

(45 reviews)

"The property was centrally located for skiing, and was a comfortable stay."

Kelly R.

The price is HK$1,462

HK$1,462

HK$3,456 total

includes taxes & fees

12 Oct - 13 Oct

Cheerful 3-bedroom cottage with woodstove

A kitchen with white cabinetry, granite countertops, and a window with blinds.

A spacious living area with a high ceiling fan, a kitchen with a dining table and chairs, a white door, and a large white cabinet.

A small, single-story building with a garage door, a sign instructing to park on the left and not block the garage door.

A kitchen with a central island, white cabinetry, a stove, and a sink. There is a staircase leading to another level.

14. Charming loft cottage in tranquil Germantown with WiFi, AC

Charming loft cottage in tranquil Germantown with WiFi, AC

Germantown

10.0 out of 10, Exceptional, (16 reviews)

10/10

Exceptional

(16 reviews)

"great location, clean & good communication with host."

Kanna S.

The price is HK$973

HK$973

HK$2,022 total

includes taxes & fees

7 Oct - 8 Oct

Charming loft cottage in tranquil Germantown with WiFi, AC

A poolside dining area with a table set for a meal, surrounded by a pool and greenery.

A two-story house with a well-lit entrance, a paved driveway, and a lawn with a stone pathway.

A house with a stone pathway leading to a door, surrounded by greenery and trees.

A modern living room with a dining area, a stone accent wall, and a bed with a nightstand.

15. Hudson NY’S Country Serenity Guest Suite.

Hudson NY’S Country Serenity Guest Suite.

Hudson

9.2 out of 10, Wonderful, (5 reviews)

9.2/10

Wonderful

(5 reviews)

"Close proximity to Hudson & Chatham."

David P.

The price is HK$1,562

HK$1,562

HK$2,962 total

includes taxes & fees

8 Oct - 9 Oct

Hudson NY’S Country Serenity Guest Suite.

A modern kitchen with white cabinets, a central island, and a view to the outside.

A bedroom with a bed, a window, a wardrobe, and a suitcase on the floor.

A modern apartment with a bedroom, bathroom, and living area.

A hallway with two black doors, a light switch, and a ceiling vent.

16. Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,

Staatsburg

9.4 out of 10, Exceptional, (10 reviews)

9.4/10

Exceptional

(10 reviews)

"Nice stay for our quick overnight Comfortable space "

jay c.

The price is HK$883

HK$883

HK$1,629 total

includes taxes & fees

19 Oct - 20 Oct

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,

A spacious living room with a large wooden dining table, a comfortable sofa, and a bookshelf filled with books and decorative items.

A kitchen with stainless steel appliances, white tiled backsplash, wooden flooring, and a door leading to a dining area.

A stone pathway leading to a covered outdoor seating area with a grill and a covered table, surrounded by trees and a grassy slope.

A white building with a sign reading "Elm Drive 43".

17. Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

Millbrook

10.0 out of 10, Exceptional, (6 reviews)

10/10

Exceptional

(6 reviews)

"This is a charming, historic, well-maintained home on a beautifully landscaped lot. The updates in the home balance a respect for tradition while also providing modernization. The village of Millbrook is a quintessential twee New England village. The house felt very comfortable and homey and the caretaker was attentive and accommodating. We enjoyed our stay!"

Beth E.

The price is HK$3,139

HK$3,139

HK$6,525 total

includes taxes & fees

11 Oct - 12 Oct

Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

A farm sign for Clover Brooke Farm in Hyde Park, NY, with a barn and a building in the background.

A bedroom with a bed, pillows, a window with curtains, a lamp, and a wooden dresser.

A building under construction with green insulation, a small porch, and a welcome sign.

18. Hudson Valley Farm Getaway- West/Llama Lover Lane

Hudson Valley Farm Getaway- West/Llama Lover Lane

Hyde Park

9.8 out of 10, Exceptional, (8 reviews)

9.8/10

Exceptional

(8 reviews)

"Great location not too far from the CIA."

alexandra a.

The price is HK$1,352

HK$1,352

HK$1,760 total

includes taxes & fees

7 Oct - 8 Oct

Hudson Valley Farm Getaway- West/Llama Lover Lane

A room with a ceiling fan, a large wall mural, a blue sofa, a colorful rug, and a desk with a chair.

A two-story house with a garage, surrounded by a gravel driveway and dense trees.

A bedroom with a bed, a ceiling fan, a window with blinds, a door, and a dresser.

A narrow stairway with a carpeted landing and a window overlooking a grassy area.

19. THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

Red Hook

9.2 out of 10, Wonderful, (15 reviews)

9.2/10

Wonderful

(15 reviews)

"Very sweet little spot that took care of all our needs. Very grateful to have found it and enjoyed our stay."

Jason D.

The price is HK$1,024

HK$1,024

HK$1,771 total

includes taxes & fees

7 Oct - 8 Oct

THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

A modern living room with a sectional sofa, a coffee table, and a bar area with stools.

A compact kitchen with a microwave, toaster, sink, and a small trash bin.

A bar area with a 'HAPPY HOUR' sign, two potted plants, a welcome sign, and a 'Love your family' sign on the wall.

A bedroom with a bed, bedside lamps, a wall with motivational quotes, a window with curtains, and a door with a towel hanging on it.

20. Private, Cozy, Clean apartment in lovely Hyde Park

Private, Cozy, Clean apartment in lovely Hyde Park

Hyde Park

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"The host was great, the place was really nice and cozy. I would definitely stay here again!!! "

Janet M.

The price is HK$989

HK$989

HK$1,527 total

includes taxes & fees

12 Oct - 13 Oct

Private, Cozy, Clean apartment in lovely Hyde Park

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Town of North East Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG

8/10 Good

"Large, comfortable room. Bathroom didn’t seem to match the room. It could have used some updating. Front desk staff helpful and engaging. Quiet, other than little feet running around in the room above us."

Amy 1-night trip

Posted 9 hours ago

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Quality Inn Hyde Park Poughkeepsie North

10/10 Excellent

"Clean and nicely smelling place. Good breakfast. Friendly staff."

Alexander 1-night trip

Posted 12 hours ago

Quality Inn Hyde Park Poughkeepsie North

The Abner Hotel

10/10 Excellent

"Everything was very nice! Staff excellent and informative! Surprise-no tv’s! I highly recommend this property!"

JANET 1-night trip

Posted 13 hours ago

The Abner Hotel

Quality Inn Great Barrington

8/10 Good

"The staff was very pleasant and helpful. Breakfast was good. They had delicious and fresh muffins. Parking was right outside our door."

Leslie 2-night trip

Posted 18 hours ago

Quality Inn Great Barrington

Beekman Arms and Delamater Inn

10/10 Excellent

"I was up early during my stay but around 7:15 am leaf blowers were being used across the street. It probably woke up everyone in the building where I was staying."

Bryndol 1-night trip

Posted 18 hours ago

Beekman Arms and Delamater Inn

The Red Lion Inn

10/10 Excellent

"Great staff, heated bathroom floors."

Ellen 3-night trip

Posted 21 hours ago

The Red Lion Inn

Prospect Berkshires

10/10 Excellent

"Absolutely spectacular resort! Could not have enjoyed more."

Alexis 1-night trip

Posted 1 day ago

Prospect Berkshires

Residence Inn by Marriott Kingston

10/10 Excellent

"Very nice spot"

Danielle 1-night trip

Posted 2 days ago

Residence Inn by Marriott Kingston

The Litchfield Inn

10/10 Excellent

"The staff was fantastic. Friendly and Informative. Property was very clean. It was nice having the gym and the breakfast"

Marc 2-night trip

Posted 3 days ago

The Litchfield Inn

Town of North East Holiday Rentals

Change your mind

Treat yourself

Be picky

Our top choices for Town of North East holiday rentals

1. Mid Century Modern Studio w/ Full Kitchen - Newly Built

2. Gatherwild Ranch

3. The George is an elegant restored home in the Hudson Valley

4. Chic Barn Style * Fireplace * Near Stissing House

5. Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

6. Mid-Century DJ’s Dream

7. Cozy 1-bedroom studio in serene Great Barrington with AC

8. A Country Lodge Straight Out of the Pages of a Great Novel

9. Ideal location for summer and winter activities with plenty of outdoor space.

10. Peaceful Cabin with Sauna, Hot Tub & Cold Plunge

11. Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

12. Home in Great Barrington

13. Cheerful 3-bedroom cottage with woodstove

14. Charming loft cottage in tranquil Germantown with WiFi, AC

15. Hudson NY’S Country Serenity Guest Suite.

16. Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,

17. Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

18. Hudson Valley Farm Getaway- West/Llama Lover Lane

19. THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

20. Private, Cozy, Clean apartment in lovely Hyde Park

Find holiday rentals that suit your style

Top Town of North East Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG