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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 116 Apartments in Hillsdale with updated reviews, rates, and availability.

Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Fridge, microwave, oven, stovetop

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.4 out of 10, Exceptional, (19)
"We loved the location of the rental and how we could just walk to town, walk to church, walk the River walk. It was a perfect spot! Quiet neighborhood. We liked that! Lots of terrific little shops. We will definitely be back! "
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
51 Church Street, Lenox MA - One Bedroom Unit
Fridge, microwave, oven, stovetop

51 Church Street, Lenox MA - One Bedroom Unit

10.0 out of 10, Exceptional, (27)
"The property was pristine, spacious, and perfectly located. Everything was convenient and in order; parking was easy.Will plan to stay again."
51 Church Street, Lenox MA - One Bedroom Unit
All comforts of home
Property grounds

All comforts of home

9.8 out of 10, Exceptional, (38)
"The experience here was amazing and so very comfortable. I appreciated the amenities on the property, and I can't wait to come back!"
The price is AED 400
AED 512 total
includes taxes & fees
25 Apr - 26 Apr
All comforts of home
Apartment In Historic 1785 Thomas Jenkins House
Fridge, microwave, oven, stovetop

Apartment In Historic 1785 Thomas Jenkins House

10.0 out of 10, Exceptional, (77)
"We were looking for a convenient, easy home base and this was a great fit. Fabrice was quick to answer questions and the home was very well appointed. I hope to have a reason to return to Hudson soon!"
Apartment In Historic 1785 Thomas Jenkins House
Cozy Modern Studio Apt in Glasco
Interior

Cozy Modern Studio Apt in Glasco

The price is AED 466
AED 769 total
includes taxes & fees
24 Apr - 25 Apr
Cozy Modern Studio Apt in Glasco
Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge
Living area

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
Terrace/patio

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
Smart TV

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
Terrace/patio

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!
Microwave, stovetop, dishwasher, coffee/tea maker

Downtown Hudson Apartment: Walk to Cafes & River!

10.0 out of 10, Exceptional, (3)
"This apartment was in the most convenient location. Easy to walk to fabulous restaurants and shops. Amenities were plenty and the beds were so comfortable. I definitely would stay here again! Made our stay in Hudson so lovely!"
Downtown Hudson Apartment: Walk to Cafes & River!
Upstairs on Main with private bathroom
Property grounds

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
Private kitchen

Chic corporate apartment in wonderful Pittsfield with AC, WiFi

2.0 star property
The price is AED 551
AED 800 total
includes taxes & fees
24 Apr - 25 Apr
Chic corporate apartment in wonderful Pittsfield with AC, WiFi
Hudson NY’S Country Serenity
Property grounds

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
Private Waterfront 3BR, Hot Tub, Village Walk to All, Kayaks, Pet Friendly
Outdoor spa tub

Private Waterfront 3BR, Hot Tub, 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 AED 1,527
AED 2,895 total
includes taxes & fees
27 Apr - 28 Apr
Private Waterfront 3BR, Hot Tub, Village Walk to All, Kayaks, Pet Friendly
A Haven of Rest in Stately Historic Home Cozy 2nd floor Suite.
TV, books

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
Fridge, microwave, oven, stovetop

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
Fridge, microwave, oven, stovetop

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
Smart TV

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
Private kitchen

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
Terrace/patio

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

Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
Fridge, oven, stovetop, dishwasher

Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!

10.0 out of 10, Exceptional, (11)
"We had our family Thanksgiving at this home and it was a great time. Enough space to cook a Thanksgiving meal, have a baking contest, play board games, and relax. The bedrooms were comfortable and everyone commented on how well they slept. More than enough bathrooms and showers with hot water for six people. Close to Great Barrington and Stockbridge for some small town vibes. Overall a great stay!"
Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires!
Postcard Cabins Eastern Catskills
Exterior

Postcard Cabins Eastern Catskills

2.0 star property
8.6 out of 10, Excellent, (9)
"A must visit!! "
The price is AED 459
AED 635 total
includes taxes & fees
30 Apr - 1 May
Postcard Cabins Eastern Catskills
Micosta Leisure Inn
Balcony

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (96)
"Lovely, and quiet, with water nearby. Everything was nice and worked, and owner responded to communication quickly. Will visit again! "
The price is AED 477
AED 515 total
includes taxes & fees
11 May - 12 May
Micosta Leisure Inn
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 68 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: Elegant 19th Century New England Newly Renovated 1BR Vacation Rental: Situated in Lee, 16.6 mi/26.7 km from the heart of Hillsdale. Includes private patios and fireplaces. Amazing 2-bedroom apartment sunny and quiet in Great Barrington: Located 8.6 mi/13.8 km away in Great Barrington. Free WiFi, separate dining areas, and Smart TVs are included. 51 Church Street, Lenox MA - One Bedroom Unit: It’s located in Lenox, 17.5 mi/28.1 km away. All comforts of home: Located 13 mi/20.9 km away in Hudson. Amenities include private balconies. Access to a hot tub is available on site. Farmhouse-Loft -48 Main Street, Lenox, MA: It’s located in Lenox, 17.5 mi/28.1 km from Hillsdale. Includes separate dining areas.
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.