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Compare 114 Apartments in Hillsdale with updated reviews, rates, and availability.

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.4 out of 10, Exceptional, (15)
"We had a great time and enjoy staying here so much!"
Amazing 2-bedroom apartment sunny and quiet in Great Barrington

51 Church Street, Lenox MA - One Bedroom Unit

10.0 out of 10, Exceptional, (27)
"Great location. Well appointed. Pictures don’t really do this place justice. "
51 Church Street, Lenox MA - One Bedroom Unit

All comforts of home

9.8 out of 10, Exceptional, (37)
"Absolutely beautiful, cozy, and quiet. Highly recommend and look forward to staying again in the future. "
The price is SAR 409
SAR 517 total
includes taxes & fees
26 Mar - 27 Mar
All comforts of home

Apartment In Historic 1785 Thomas Jenkins House

10.0 out of 10, Exceptional, (75)
"We stayed there for our 45th anniversary trip and had never been to Hudson. This place was absolutely perfect. It was easy to walk everywhere so location was amazing. The apartment itself was bright and clean. The kitchen very well supplied and plenty of towels. We’d highly recommend! "
Apartment In Historic 1785 Thomas Jenkins House

Cozy Modern Studio Apt in Glasco

The price is SAR 476
SAR 709 total
includes taxes & fees
26 Mar - 27 Mar
Cozy Modern Studio Apt in Glasco

Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge

2.0 star property
10.0 out of 10, Exceptional, (5)
"Perfect location. Walking distance. Brand new apartment. "
Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge

The Studio mini home away from home in the Berkshires

9.6 out of 10, Exceptional, (28)
"Zero complaints. Perfect location"
The Studio mini home away from home in the Berkshires

Lighthouse Walk - Full Floor Suite in the heart of Downtown

8.8 out of 10, Excellent, (13)
"Plenty of good eats in walking distance. Very clean! Host is an effective communicator who responds right away. Very happy with our stay!!"
Lighthouse Walk - Full Floor Suite in the heart of Downtown

Elmhurst House - Gnd Floor - 3bd Catskill Mtn View

9.0 out of 10, Wonderful, (6)
"The place is great, it needed a good sweeping. But when the saw the listing it stated there was a hot tub. Upon arriving we found there was no hot tub. The owner said he probably put that by accident. Which we found frustrating because it was one the reasons we chose this location.The communication was okay, it could’ve been better."
Elmhurst House - Gnd Floor - 3bd Catskill Mtn View

Downtown Hudson Apartment: Walk to Cafes & River!

10.0 out of 10, Exceptional, (2)
"Great little place! Well equipped with everything we needed. Would stay at again…easy for visiting family nearby."
Downtown Hudson Apartment: Walk to Cafes & River!

Upstairs on Main with private bathroom

9.2 out of 10, Wonderful, (32)
"We enjoyed our stay in this great place! cute little upstairs apartment with a great use of space and perfect for getting around the area. We got the benefit of a beautiful snow storm too (and the walk and parking area were shoveled when we woke up which was nice!) thanks again."
Upstairs on Main with private bathroom

Chic corporate apartment in wonderful Pittsfield with AC, WiFi

2.0 star property
The price is SAR 563
SAR 817 total
includes taxes & fees
24 Apr - 25 Apr
Chic corporate apartment in wonderful Pittsfield with AC, WiFi

Hudson NY’S Country Serenity

10.0 out of 10, Exceptional, (1)
"Quiet, private , comfortable and clean sanctuary! Highly recommend…!! "
Hudson NY’S Country Serenity

Modern Private Waterfront 3BR Saugerties Village Walk to All Kayaks Pet Friendly

2.0 star property
10.0 out of 10, Exceptional, (2)
"Perfect place very clean very detailed You have everything you need , The owner always make sure that everything is good with us with definitely recommend"
The price is SAR 1,394
SAR 2,395 total
includes taxes & fees
26 Mar - 27 Mar
Modern Private Waterfront 3BR Saugerties Village Walk to All Kayaks Pet Friendly

A Haven of Rest in Stately Historic Home Cozy 2nd floor Suite.

10.0 out of 10, Exceptional, (23)
"This place was absolutely what I needed! Growing up in Columbia County it reminded me of my home in Glenco Mills. I choose this particular area, because is was close to sis in Valatia, best buddy in Ghent, and another buddy 4 miles away. Hudson is where I went to school and has changed so much?!?!?I still love that little city. Could have stayed with friends and family, but I needed time for me, to roll on the beautiful country roads, and admire where I once lived The hosts where absolutely...
A Haven of Rest in Stately Historic Home Cozy 2nd floor Suite.

Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts

10.0 out of 10, Exceptional, (1)
"Lovely quiet spot with plenty of eating options around the area. Well maintained."
Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts

1500 sqft private entrance with beautiful views of the Berkshire Mountains

10.0 out of 10, Exceptional, (41)
"My husband and I stayed at this clean, spacious, and well-equipped apartment adjacent to the hosts' home for three nights to visit nearby attractions in Lenox, Pittsfield, Great Barrington, and Stockbridge. It was a wonderful property and the hosts couldn't have been nicer. We especially loved the gift basket prepared with some of their favorite area treats. Communication about the check-in/check-out process was simple. FYI for future travelers: there are no bathroom toiletries provided so...
1500 sqft private entrance with beautiful views of the Berkshire Mountains

Hip on Warren

10.0 out of 10, Exceptional, (9)
"Apartment is adorable and right on Warren that has everything you could want for a quick visit to upstate NY. Restaurants , stores of all kinds and great coffee shops and bars. "
Hip on Warren

Village Apt

9.8 out of 10, Exceptional, (6)
"Beautiful bathroom and kitchen. Lovely clean linens, etc. only issue was the very steep stairs to bathroom and living spaces. Several stairs are breaking and the rail is disconnecting from the wall in the middle. Also, adorable kitchen table top not secured to bottom. Shifts a bit if you are not aware. Lovely stay though!"
Village Apt

Elegant 19th Century New England Newly Renovated 1BR Vacation Rental

9.4 out of 10, Exceptional, (61)
"3 day holiday getaway, my husband and our 2 pups. A hike in nearby trails in the woods, enjoyed Lee downtown eateries and shops. Beautiful winter wonderland in the Berkshires. The guest rental was perfect!!! Warm, spacious, comfortable, perfect location. "
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
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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Other property types in Hillsdale

Postcard Cabins Eastern Catskills

2.0 star property
8.0 out of 10, Very Good, (4)
"We love our Bartow cabin, it was so cozy and relaxing for us. A perfect getaway from the city life. Will definitely stay again. "
The price is SAR 750
SAR 810 total
includes taxes & fees
1 Apr - 2 Apr
Postcard Cabins Eastern Catskills

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (94)
"Lovely caring owner. Beautiful room Hope to stay there again!"
The price is SAR 487
SAR 526 total
includes taxes & fees
8 Apr - 9 Apr
Micosta Leisure Inn

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The Ponds at Foxhollow
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.

Frequently asked questions

What's it like to stay at an apartment in Hillsdale?
There are plenty of places to stay in Hillsdale with 70 hotels and other lodging accommodations. Though there aren’t many apartments, we can help you find accommodations with similar amenities. When you search on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. Even filter by similar properties such as vacation homes, condos, or cabins.
How do you know if an apartment is a good option for you?
An apartment is often more spacious than a traditional hotel room and includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay in a quieter area.
What's a favorite apartment I should consider for a stay in Hillsdale?
Below are some of the top apartments in the area: Amazing 2-bedroom apartment sunny and quiet in Great Barrington: Situated in Great Barrington, 8.6 mi/13.8 km from the heart of Hillsdale. Includes free WiFi, separate dining areas, and Smart TVs. Elegant 19th Century New England Newly Renovated 1BR Vacation Rental: Located 16.6 mi/26.7 km away in Lee. Private patios and fireplaces are included. All comforts of home: Located in Hudson, 13 mi/20.9 km away. Includes private balconies. Access to a hot tub is available on site. 51 Church Street, Lenox MA - One Bedroom Unit: 17.5 mi/28.1 km away in Lenox. The Studio mini home away from home in the Berkshires: It’s located in Lee, 16.6 mi/26.8 km from Hillsdale. Includes private patios.
How many apartments are there in Hillsdale?
Expedia has 5 apartments to book in Hillsdale.
What can I expect from the weather in Hillsdale?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Hillsdale. The hottest months are usually July and August with an average temp of 68°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Hillsdale are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What are the must-see places to visit in Hillsdale?
Copake Lake and Mosquito Island are a couple of lovely local spots to get outside and enjoy nature. Catamount Aerial Adventure Park and Catamount Ski Area are other places to visit while you’re in town.
What's the best way to get to and around Hillsdale?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Hudson, NY (HCC-Columbia County), which is located 12.5 mi (20.1 km) from the city center. Otherwise, you can search for flights to Pittsfield, MA (PSF-Pittsfield Municipal), which is 20.8 mi (33.4 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.