Search Vacation Homes in Hillsdale

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Vacation Homes in Hillsdale

Exterior
Perfect House In Hillsdale, Brings Friends & Fam

Vacation Home in Hillsdale

8.4 out of 10, Very Good, (5)
"As a group of 10 friends, this house was everything we could have wanted. 5 bedrooms, a very large living room, and a dining table to fit all of us at once. Very close to Catamount, Hy’s Fried, Roe Jan brewery and more. Very clean for such an old house. "
United States
Stefanie K.
$512 nightly
The price is $556
Dec 6 - Dec 7
Total with taxes and fees
Perfect House In Hillsdale, Brings Friends & Fam
Fridge, microwave, oven, stovetop
Home in Great Barrington

Vacation Home in Great Barrington

9.8 out of 10, Exceptional, (25)
"Enjoyed our stay!!!"
United States
Fred W.
$243 nightly
The price is $271
Dec 15 - Dec 16
Total with taxes and fees
Home in Great Barrington
Fridge, microwave, oven, stovetop
Catskill Stay w/ Deck & Fire Pit

Vacation Home in Catskill

8.0 out of 10, Very Good, (2)
"The house was great for a weekend trip with family. We enjoyed cooking in the kitchen, playing games in the cozy living room, and roasting up some s'mores around the bonfire at night. The location was great, close to a grocery store and some nature trails, which was important for us. We all got great sleep in the comfy bedrooms."
United States
Erin S.
$413 nightly
The price is $461
Nov 24 - Nov 25
Total with taxes and fees
Catskill Stay w/ Deck & Fire Pit
Property grounds
Cheerful 3-bedroom cottage with woodstove

Vacation Home in Sheffield

10.0 out of 10, Exceptional, (40)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
$450 nightly
The price is $503
Nov 23 - Nov 24
Total with taxes and fees
Cheerful 3-bedroom cottage with woodstove
Outdoor dining
Charming 2-bedroom Waterfront home with boat access in Saugerties

Vacation Home in Saugerties

9.2 out of 10, Wonderful, (7)
"Really enjoyed our stay. The property had all the comforts of home and was beautiful. "
United States
Sean S.
$427 nightly
The price is $478
Nov 20 - Nov 21
Total with taxes and fees
Charming 2-bedroom Waterfront home with boat access in Saugerties
Exterior
Sioux Tipi on Chloe's Lake

Vacation Home in Saugerties

9.8 out of 10, Exceptional, (6)
"This was such a cool experience Id love to go back! "
United States
Brandon
$130 nightly
The price is $146
Nov 23 - Nov 24
Total with taxes and fees
Sioux Tipi on Chloe's Lake
Fridge, microwave, oven, stovetop
Near Tanglewood: Historic Summer Retreat

Vacation Home in New Lebanon

9.4 out of 10, Exceptional, (23)
"Perfect cosy home to stay at for a Berkshire vacation. Easy to get to everything."
United States
Paul S.
$371 nightly
The price is $416
Nov 20 - Nov 21
Total with taxes and fees
Near Tanglewood: Historic Summer Retreat
Terrace/patio
Historic Berkshires Home Near Tanglewood, Trails & Wineries

Vacation Home in Lebanon Springs

8.8 out of 10, Excellent, (20)
"It was great - just what we were looking for. "
United States
Kaye S.
$332 nightly
The price is $372
Nov 20 - Nov 21
Total with taxes and fees
Historic Berkshires Home Near Tanglewood, Trails & Wineries
Property grounds
All the comforts of home

Vacation Home in Hudson

9.2 out of 10, Wonderful, (28)
"Really liked staying at Steven’s place! The hot tub was a great touch. Stayed in Unit 1 - it’s small but perfect for what we needed it for! "
United States
Marisa P.
$126 nightly
The price is $141
Nov 23 - Nov 24
Total with taxes and fees
All the comforts of home
Outdoor dining
Sweet Cozy Victorian in Housatonic. Close to everything.

Vacation Home in Housatonic

10.0 out of 10, Exceptional, (3)
"Emma's property is adorable! Clean, well appointed with fresh flowers on the table to great us. Smooth and easy communication from start to finish. Really close to Tanglewood and all the activities Western Massachusetts has to offer."
United States
Cheryl F.
$217 nightly
The price is $242
Nov 20 - Nov 21
Total with taxes and fees
Sweet Cozy Victorian in Housatonic. Close to everything.
Exterior
Modern Luxurious Cabin, Catskills - The Tiny Nook

Vacation Home in Catskill

10.0 out of 10, Exceptional, (7)
"Great place. Exactly like the pictures. "
United States
robert a.
$316 nightly
The price is $341
Nov 20 - Nov 21
Total with taxes and fees
Modern Luxurious Cabin, Catskills - The Tiny Nook
Fridge, microwave, oven, stovetop
Hudson Hot Tub & Pet Escape

Vacation Home in Stottville

2.0 star property
$278 nightly
The price is $281
Nov 20 - Nov 21
Total with taxes and fees
Hudson Hot Tub & Pet Escape
Game room
Pet Friendly Riverfront Home in Great Barrington

Vacation Home in Great Barrington

9.0 out of 10, Wonderful, (4)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
$253 nightly
The price is $283
Nov 20 - Nov 21
Total with taxes and fees
Pet Friendly Riverfront Home in Great Barrington
Fridge, microwave, oven, stovetop
Great Barrington Get Away

Vacation Home in Great Barrington

9.4 out of 10, Exceptional, (25)
"The host was very communicative and responsive during our arrival and check out. The listing and everything was as it said we were very pleased with both the location of the home and the actual home itself and the property walking distance to town truly cannot say enough. Thank you for Your hospitality. Our family is very grateful. "
United States
Amy B.
$464 nightly
The price is $518
Nov 20 - Nov 21
Total with taxes and fees
Great Barrington Get Away
Fridge, microwave, oven, stovetop
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

Vacation Home in Pittsfield

2.0 star property
7.8 out of 10, Good, (6)
"Very clean and spacious! We enjoyed our stay with our small pup!"
United States
Ann C.
$441 nightly
The price is $493
Nov 21 - Nov 22
Total with taxes and fees
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Outdoor spa tub
Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!

Vacation Home in Valatie

10.0 out of 10, Exceptional, (57)
"Great spot on the lake. Super quiet and relaxing."
United States
vincent m.
$480 nightly
The price is $538
Nov 23 - Nov 24
Total with taxes and fees
Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!
Exterior
Cozy & Comfortable Water-view Home in Saugerties

Vacation Home in Saugerties

9.6 out of 10, Exceptional, (5)
"A very clean, spacious, and friendly environment with all the amenities you need. "
United States
joshua m.
$634 nightly
The price is $709
Dec 9 - Dec 10
Total with taxes and fees
Cozy & Comfortable Water-view Home in Saugerties
Fireplace
Artists’ Hideaway in Old Chatham

Vacation Home in Old Chatham

$421 nightly
The price is $472
Nov 20 - Nov 21
Total with taxes and fees
Artists’ Hideaway in Old Chatham
Fridge, microwave, oven, stovetop
Fabulous Fun Home w/ hot tub in Saugerties

Vacation Home in Saugerties

10.0 out of 10, Exceptional, (1)
"Great for a large group. Many areas for everyone to gather (indoors and out) but enough bedrooms for privacy. "
United States
Patricia S.
$820 nightly
The price is $917
Dec 1 - Dec 2
Total with taxes and fees
Fabulous Fun Home w/ hot tub in Saugerties
1 bedroom, WiFi, bed sheets
Gambrel Cottage

Vacation Home in Catskill

$514 nightly
The price is $555
Nov 26 - Nov 27
Total with taxes and fees
Gambrel Cottage
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

10/10 Excellent
"Wonderful staff! It was a pleasure."
Susan 3-night trip
Posted 1 day ago
Holiday Inn Express Hotel & Suites West Coxsackie by IHG

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