Search and Rent Hillsdale Condos

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Condo Rentals in Hillsdale

No exact matches found, but these alternatives could be just right

Recommended hotels in Hillsdale

Double Room | Egyptian cotton sheets, premium bedding, memory foam beds, desk
The Brooks Motel

Motel in Hillsdale

2.0 star property
7.6 out of 10, Good, (117)
"Everything was lovely, thanks. Small note: the toilet seat needs a bolt on one side. Otherwise everything was great! Thx"
United States
Savannah
$100 nightly
The price is $113
Dec 3 - Dec 4
Total with taxes and fees
The Brooks Motel
Exterior
Hudson valley and The Berkshires Cottage

Guesthouse in Hillsdale

10.0 out of 10, Exceptional, (17)
"Wonderful place - great location. Beautiful cottage and perfectly designed. Had everything we needed for a lone weekend."
United States
Lauren P.
$317 nightly
The price is $322
Dec 8 - Dec 9
Total with taxes and fees
Hudson valley and The Berkshires Cottage
TV, offices
The Brooks Motel: Exceptional Suite

Apartment in Hillsdale

9.2 out of 10, Wonderful, (5)
"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."
United States
Deidre H.
$169 nightly
The price is $189
Dec 3 - Dec 4
Total with taxes and fees
The Brooks Motel: Exceptional Suite
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.
$482 nightly
The price is $523
Dec 6 - Dec 7
Total with taxes and fees
Perfect House In Hillsdale, Brings Friends & Fam
TV, offices
The Brooks Motel: Exceptional Suite

Apartment in Hillsdale

7.0 out of 10, Good, (4)
"We stayed at this Vrbo on a cold winter day. Out our window was a beautiful sight: a snow laden forest with a winding brook. The bed was firm, the way we like it, and the heating system was noiseless keeping us toasty all night. There were cooking utensils, a small fridge, an induction hot plate, a microwave and a toaster which was all we needed for our cooking needs. When we arrived after a long drive I made myself a hot tea and relaxed on the big comfortable couch.I highly recommend this...
United States
Harold R.
$169 nightly
The price is $189
Dec 3 - Dec 4
Total with taxes and fees
The Brooks Motel: Exceptional Suite
Fridge, microwave, stovetop, coffee/tea maker
Brooks Motel: Perfect Suite, Seasonal Waterviews

Apartment in Hillsdale

6.0 out of 10, (1)
"NO HOT WATER!!! My room had exposed wood not like the photo. Musty smell in living room."
United States
Joan V.
$164 nightly
The price is $184
Dec 3 - Dec 4
Total with taxes and fees
Brooks Motel: Perfect Suite, Seasonal Waterviews
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1014)
"Great stay!"
United States
Ann
$62 nightly
The price is $70
Dec 14 - Dec 15
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham
Lobby sitting area
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1004)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
$93 nightly
The price is $104
Dec 4 - Dec 5
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
Exterior
Element Lenox Berkshires

Element Lenox Berkshires

3.0 star property
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
United States
joel
$131 nightly
The price is $146
Dec 11 - Dec 12
Total with taxes and fees
Element Lenox Berkshires
Garden
Shaker Mill Inn

Bed & Breakfast in West Stockbridge

2.5 star property
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
United States
Robert
$105 nightly
The price is $116
Dec 3 - Dec 4
Total with taxes and fees
Shaker Mill Inn
Room, 1 Queen Bed, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
Monument Mountain Motel

Motel in Great Barrington

2.5 star property
9.0 out of 10, Wonderful, (801)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
$67 nightly
The price is $74
Dec 3 - Dec 4
Total with taxes and fees
Monument Mountain Motel
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (975)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
$99 nightly
The price is $111
Dec 26 - Dec 27
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1006)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
$98 nightly
The price is $109
Dec 22 - Dec 23
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lobby sitting area
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.2 out of 10, Wonderful, (64)
"Very clean room, courteous staff. "
United States
Jeffrey
$91 nightly
The price is $102
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Restaurant
Howard Johnson by Wyndham Saugerties

Howard Johnson by Wyndham Saugerties

2.0 star property
7.6 out of 10, Good, (1005)
"we found the room very clean and the staff was friendly "
United States
MAURICIO
$88 nightly
The price is $99
Dec 7 - Dec 8
Total with taxes and fees
Howard Johnson by Wyndham Saugerties
Lobby
Quality Inn

Quality Inn

2.5 star property
8.4 out of 10, Very Good, (1004)
"Clean room and good breakfast "
United States
Kelly
$93 nightly
The price is $104
Dec 21 - Dec 22
Total with taxes and fees
Quality Inn
In-room safe, desk, free cribs/infant beds, free rollaway beds
Travelodge by Wyndham Great Barrington Berkshires

Motel in Great Barrington

2.0 star property
7.6 out of 10, Good, (560)
"The staff were very friendly and accommodating "
United States
Tom
$75 nightly
The price is $84
Dec 4 - Dec 5
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires
Dinner served, American cuisine
the Alander

Lodge in Copake

2.5 star property
9.0 out of 10, Wonderful, (184)
"Very nice clean place in a beautiful area. "
United States
Wayne
$140 nightly
The price is $157
Dec 3 - Dec 4
Total with taxes and fees
the Alander
Premium bedding, memory foam beds, individually decorated
Nautical Nest

Nautical Nest

2.5 star property
9.6 out of 10, Exceptional, (123)
"We had an amazing stay! What a lovely and comfortable room, conveniently situated to shopping & so many great dining options. The shared kitchen area was well-appreciated. We would definitely return again in the future. "
United States
Robin
$114 nightly
The price is $128
Dec 8 - Dec 9
Total with taxes and fees
Nautical Nest
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hillsdale Hotel Reviews

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent
"Great stay, great breakfast"
Peter 1-night trip
Posted 1 day ago
Hampton Inn & Suites Berkshires-Lenox

Find out more about Hillsdale

Hillsdale Condo Rentals information

Number of reviews
8,388
Accommodation
12 Condo Rentals
Lowest Price
$70
Highest Price
$523

Frequently asked questions

Why book your condo in Hillsdale with Expedia?
Use Expedia to find your dream condo in Hillsdale. Looking for someplace luxurious? Make your way to the filters to search for properties that are 5-star rated. If you have a fixed budget, click on how much you want to spend and then check out our fabulous deals. We'll help you find the perfect pad whatever your vacation looks like.
How can I find cheap condos in Hillsdale?
The simplest way to score cheap condos in Hillsdale is with Expedia's useful filter tool. Narrow down your search results by amenities, star rating and budget to discover awesome rates in just a few clicks.
What is there to do in Hillsdale near my condo?
If you'd like to discover the best of Hillsdale, be sure to stop by Catamount Aerial Adventure Park. It's a favorite with locals and visitors alike.

Explore a world of travel with Expedia