Holiday Homes in Hillsdale

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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Hillsdale holiday homes

Dining

Super Comfortable Water-view Home in Saugerties

Super Comfortable Water-view Home in Saugerties
Saugerties
9.8 out of 10, Exceptional, (6 reviews)
"Very comfortable home, everything that’s needed is there "
United States
gianni g.
The price is €538
includes taxes & fees
22 Apr - 23 Apr
Super Comfortable Water-view Home in Saugerties
Property grounds

All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (31 reviews)
"The location was just what we were looking for, the cabin was cozy and clean, and the host was so helpful and welcoming!"
United States
Olivia C.
The price is €135
includes taxes & fees
4 May - 5 May
All the comforts of home
Fridge, microwave, oven, stovetop

Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (29 reviews)
"The house was pristine, bright, with everything we needed. We hope to come back again to enjoy the area. "
United States
maureen k.
The price is €274
includes taxes & fees
20 Apr - 21 Apr
Home in Great Barrington
Interior

Brand New House w gated backyard that is located right at the Saugerties Village

Brand New House w gated backyard that is located right at the Saugerties Village
Saugerties
10.0 out of 10, Exceptional, (41 reviews)
"Great new and clean property! Very close to downtown, supermarket, and a short drive to Hunter Mountain & Kaaterskill falls. "
United States
Michael
The price is €348
includes taxes & fees
22 Apr - 23 Apr
Brand New House w gated backyard that is located right at the Saugerties Village
Exterior

Modern Luxurious Cabin, Catskills - The Tiny Nook

Modern Luxurious Cabin, Catskills - The Tiny Nook
Catskill
10.0 out of 10, Exceptional, (10 reviews)
"Great place. Exactly like the pictures. "
United States
robert a.
The price is €293
includes taxes & fees
4 May - 5 May
Modern Luxurious Cabin, Catskills - The Tiny Nook
Interior

Modern Victorian Walk to Main Street

Modern Victorian Walk to Main Street
Great Barrington
10.0 out of 10, Exceptional, (26 reviews)
"The house and location both perfect for a girls weekend away! "
United States
karen b.
The price is €644
includes taxes & fees
19 Apr - 20 Apr
Modern Victorian Walk to Main Street
Outdoor dining

Charming 2-bedroom Waterfront home with boat access in Saugerties

Charming 2-bedroom Waterfront home with boat access in Saugerties
Saugerties
9.6 out of 10, Exceptional, (12 reviews)
"Host was very welcoming and house was cozy with all the amenities…I would come back again if in this area!"
United States
Sarah M.
The price is €738
includes taxes & fees
24 Apr - 25 Apr
Charming 2-bedroom Waterfront home with boat access in Saugerties
Interior

Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat
Great Barrington
9.2 out of 10, Wonderful, (14 reviews)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
The price is €267
includes taxes & fees
26 Apr - 27 Apr
Cozy Riverside Berkshires Retreat
Interior

Historic Berkshires Home Near Tanglewood, Trails & Wineries

Historic Berkshires Home Near Tanglewood, Trails & Wineries
Lebanon Springs
9.0 out of 10, Wonderful, (21 reviews)
"Comfy beds, clean, great big deck with a view. "
United States
Corinne T.
Historic Berkshires Home Near Tanglewood, Trails & Wineries
Exterior

Walk into town, soak up sun on enclosed porch & steps away from nature trails!

Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Stockbridge
10.0 out of 10, Exceptional, (36 reviews)
"Charming house in a wonderful setting in the Berkshires. "
United States
Mark Cristen J.
The price is €614
includes taxes & fees
26 Apr - 27 Apr
Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Property grounds

Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove
Sheffield
10.0 out of 10, Exceptional, (42 reviews)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is €423
includes taxes & fees
21 Apr - 22 Apr
Cheerful 3-bedroom cottage with woodstove
Outdoor dining

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Pittsfield
7.8 out of 10, Good, (7 reviews)
"The space was well situated to our plans, food,lake and hiking and very clean but smelled sooo strongly of dogs that we limited our time inside."
United States
Liz V.
The price is €416
includes taxes & fees
22 Apr - 23 Apr
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
TV, fireplace

Artists’ Hideaway in Old Chatham

Artists’ Hideaway in Old Chatham
Old Chatham
The price is €434
includes taxes & fees
5 May - 6 May
Artists’ Hideaway in Old Chatham
Exterior

Near Tanglewood: Historic Summer Retreat

Near Tanglewood: Historic Summer Retreat
New Lebanon
9.4 out of 10, Exceptional, (26 reviews)
"Perfect cosy home to stay at for a Berkshire vacation. Easy to get to everything."
United States
Paul S.
The price is €347
includes taxes & fees
12 May - 13 May
Near Tanglewood: Historic Summer Retreat
Interior

Bespoke Design, Hot Tub, Fire Pit, Secluded Area & Projector [The Spring House]

Bespoke Design, Hot Tub, Fire Pit, Secluded Area & Projector [The Spring House]
Hudson
10.0 out of 10, Exceptional, (6 reviews)
"Nice house, decorations well done… communications with host were answered very quickly!"
United States
Brittaney O.
The price is €404
includes taxes & fees
27 Apr - 28 Apr
Bespoke Design, Hot Tub, Fire Pit, Secluded Area & Projector [The Spring House]
Smart TV, fireplace

Escape to a stunning two-story home nestled on serene Esopus Creek in Saugerties

Escape to a stunning two-story home nestled on serene Esopus Creek in Saugerties
Saugerties
The price is €483
includes taxes & fees
4 May - 5 May
Escape to a stunning two-story home nestled on serene Esopus Creek in Saugerties
TV, fireplace, printers

Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Great Barrington
10.0 out of 10, Exceptional, (4 reviews)
"Everything was well taken care of, the hosts were extremely nice, and the area is perfect! The city is also different and really cute! Will come back for sure!"
United States
Roberta
The price is €1,126
includes taxes & fees
19 Apr - 20 Apr
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Living area

Discover Hudson CharmHouse,where Hudson's sophistication and historic charm meet

Discover Hudson CharmHouse,where Hudson's sophistication and historic charm meet
Hudson
The price is €397
includes taxes & fees
20 Apr - 21 Apr
Discover Hudson CharmHouse,where Hudson's sophistication and historic charm meet
Fridge, microwave, oven, stovetop

Hudson Hot Tub & Pet Escape

Hudson Hot Tub & Pet Escape
Stottville
10.0 out of 10, Exceptional, (2 reviews)
The price is €259
includes taxes & fees
22 Apr - 23 Apr
Hudson Hot Tub & Pet Escape
Smart TV

Spacious 3BR Home ~ Sleeps 6 ~ Near Catskill Mountains & Skiing ~ Yard ~ Parking

Spacious 3BR Home ~ Sleeps 6 ~ Near Catskill Mountains & Skiing ~ Yard ~ Parking
Catskill
The price is €287
includes taxes & fees
1 May - 2 May
Spacious 3BR Home ~ Sleeps 6 ~ Near Catskill Mountains & Skiing ~ Yard ~ Parking
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 Hillsdale Hotel Reviews

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Holiday Inn Express Hotel & Suites West Coxsackie by IHG

6/10 Okay
"The breakfast menu was not that good the first day most of the juices we out. The rooma we cleqnes ok. The shower head had not been cleaned in a long time. The floor drain was so loss keep coming up"
Charles 1-night trip
Posted 6 hours ago
Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Find out more about Hillsdale

Hillsdale Holiday Homes information

Number of reviews
298
Accommodation
640 Holiday Homes
Lowest Price
€135
Highest Price
€1,126