Hillsdale Holiday Rentals

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Check prices for these dates

Tonight
15 Jan - 16 Jan
Tomorrow
16 Jan - 17 Jan
This weekend
16 Jan - 18 Jan
Next weekend
23 Jan - 25 Jan

Our top choices for Hillsdale holiday rentals

Desk, iron/ironing board, WiFi, bed sheets

The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
9.2 out of 10, Wonderful, (5 reviews)
"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."
United States
Deidre H.
The price is HK$1,240
HK$1,581 total
includes taxes & fees
27 Jan - 28 Jan
The Brooks Motel: Exceptional Suite
Desk, iron/ironing board, WiFi, bed sheets

The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
7.0 out of 10, Good, (4 reviews)
"Location was good for what we wanted. The people involved responded quickly. The bed was very comfortable. Reasonably clean, the coffee pot had leftover coffee in it and a dirty spoon on the counter. The biggest issue was the musty odor."
United States
John P.
The price is HK$1,240
HK$1,564 total
includes taxes & fees
19 Jan - 20 Jan
The Brooks Motel: Exceptional Suite
Fridge, microwave, stovetop, coffee/tea maker

Brooks Motel: Perfect Suite, Seasonal Waterviews

Brooks Motel: Perfect Suite, Seasonal Waterviews
Hillsdale
6.0 out of 10, (1 review)
"NO HOT WATER!!! My room had exposed wood not like the photo. Musty smell in living room."
United States
Joan V.
Brooks Motel: Perfect Suite, Seasonal Waterviews
Dining

Sugar Shack - 300 square feet of pure sweetness.

Sugar Shack - 300 square feet of pure sweetness.
2.0 star property
Chatham
10.0 out of 10, Exceptional, (3 reviews)
"By far one of my favorite rentals. Everything was perfect and the details were amazing. Not only do I highly recommend, I amSURE I will be returning soon. "
United States
Sue G.
The price is HK$1,677
HK$2,815 total
includes taxes & fees
26 Jan - 27 Jan
Sugar Shack - 300 square feet of pure sweetness.
Fridge, microwave, oven, stovetop

HunnyHAUS: Deluxe TINY*private spa*walk to town

HunnyHAUS: Deluxe TINY*private spa*walk to town
Chatham
10.0 out of 10, Exceptional, (9 reviews)
"Huny House was the most artistically created space we stayed in on our entire trip! We were sooo impressed and appreciated the attention to detail!"
Canada
Patti S.
The price is HK$1,677
HK$3,123 total
includes taxes & fees
26 Jan - 27 Jan
HunnyHAUS: Deluxe TINY*private spa*walk to town
Terrace/patio

BLUSH: Boutique TINY home*private spa*walk to town

BLUSH: Boutique TINY home*private spa*walk to town
Chatham
10.0 out of 10, Exceptional, (6 reviews)
"We loved this property. All the bells and whistles as far as amenities go for a Vrbo! Great location and place to unwind, unplug ,and reconnect!"
United States
scott B.
The price is HK$1,677
HK$2,815 total
includes taxes & fees
26 Jan - 27 Jan
BLUSH: Boutique TINY home*private spa*walk to town
View from property

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Catskill
9.6 out of 10, Exceptional, (127 reviews)
"I loved every single part of the stay "
United States
Srijana
The price is HK$855
HK$1,260 total
includes taxes & fees
4 Feb - 5 Feb
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Interior

Charming loft cottage in tranquil Germantown with WiFi, AC

Charming loft cottage in tranquil Germantown with WiFi, AC
Germantown
10.0 out of 10, Exceptional, (9 reviews)
"Sparkling clean, lovely and cozy hideaway. We only stayed overnight, but the kitchenette would be perfect for a longer stay. Hope we can come back sometime and stay longer."
United States
Peter S.
The price is HK$850
HK$1,686 total
includes taxes & fees
24 Jan - 25 Jan
Charming loft cottage in tranquil Germantown with WiFi, AC
Exterior

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.4 out of 10, Exceptional, (135 reviews)
"Very pleasent stay , and kind helpful staff ."
United States
Kevin
Micosta Leisure Inn
Outdoor dining

Cozy Upstate Lakefront 2BR Retreat with Kayaks & Fireplace

Cozy Upstate Lakefront 2BR Retreat with Kayaks & Fireplace
Nassau
10.0 out of 10, Exceptional, (2 reviews)
"Cozy home on the lake."
United States
Terry O.
The price is HK$1,229
HK$2,853 total
includes taxes & fees
16 Jan - 17 Jan
Cozy Upstate Lakefront 2BR Retreat with Kayaks & Fireplace
Terrace/patio

Country Cottage with beautiful views and easy access to Catskills activities.

Country Cottage with beautiful views and easy access to Catskills activities.
Saugerties
10.0 out of 10, Exceptional, (13 reviews)
"Great spot!"
United States
Dylan
The price is HK$871
HK$1,499 total
includes taxes & fees
19 Jan - 20 Jan
Country Cottage with beautiful views and easy access to Catskills activities.
Property grounds

All comforts of home

All comforts of home
Hudson
9.8 out of 10, Exceptional, (52 reviews)
"Loved the place and would love to come back. "
United States
Georgine
The price is HK$765
HK$1,031 total
includes taxes & fees
19 Jan - 20 Jan
All comforts of home
Exterior

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Catskill
9.8 out of 10, Exceptional, (35 reviews)
"Cozy and a great front porch to enjoy morning coffee and the evenings."
United States
Crystal B.
The price is HK$1,158
HK$2,557 total
includes taxes & fees
19 Jan - 20 Jan
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Lobby

Peaceful warm cozy country cottage nestled beneath the mountains, woodstove

Peaceful warm cozy country cottage nestled beneath the mountains, woodstove
Catskill
9.8 out of 10, Exceptional, (10 reviews)
"The cottage was comfortable and spotless. My family thoroughly enjoyed their stay at the cottage, and they loved the setting. "
United States
Patricia C.
The price is HK$1,006
HK$2,198 total
includes taxes & fees
8 Feb - 9 Feb
Peaceful warm cozy country cottage nestled beneath the mountains, woodstove
Property grounds

All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (29 reviews)
"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.
The price is HK$828
HK$1,102 total
includes taxes & fees
19 Jan - 20 Jan
All the comforts of home
Beach nearby

1 Bedroom | Cozy Lounge | Spacious

1 Bedroom | Cozy Lounge | Spacious
2.0 star property
Catskill
1 Bedroom | Cozy Lounge | Spacious
Outdoor dining

Charming Cottage in the Heart of Catskill & Pet Friendly

Charming Cottage in the Heart of Catskill & Pet Friendly
Catskill
10.0 out of 10, Exceptional, (21 reviews)
"Perfect place for a visit to the Hudson Valley. Very comfortable and well taken care of. Friendly neighbors. 3 blocks from Downtown Catskill"
United States
Kirk N.
The price is HK$758
HK$1,905 total
includes taxes & fees
18 Jan - 19 Jan
Charming Cottage in the Heart of Catskill & Pet Friendly
Beach

Berkshires Apartment at the Stephentown Hotel

Berkshires Apartment at the Stephentown Hotel
Stephentown
10.0 out of 10, Exceptional, (3 reviews)
"Dillon was very helpful and detailed in his communication and the apartment was as advertised. We loved the small deck to enjoy our morning coffee. The kitchen setup was helpful as well."
United States
Matt E.
The price is HK$918
HK$1,842 total
includes taxes & fees
11 Feb - 12 Feb
Berkshires Apartment at the Stephentown Hotel
Exterior

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Saugerties
8.0 out of 10, Very good, (47 reviews)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
The price is HK$975
HK$1,266 total
includes taxes & fees
21 Jan - 22 Jan
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
TV, offices

Catskill Stay w/ Deck & Fire Pit

Catskill Stay w/ Deck & Fire Pit
Catskill
8.0 out of 10, Very good, (2 reviews)
"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.
Catskill Stay w/ Deck & Fire Pit
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

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Great food, nice room, nice staff. "
Shelby 2-night trip
Posted 1 day ago
Berkshires Untold

Find out more about Hillsdale

Search for holiday rentals in Hillsdale on Expedia! You can easily find your home rentals, villas, holiday apartments in Hillsdale using one of the methods below:

  • View our selection of featured holiday rentals in Hillsdale
  • Use the map to find apartments and other holiday homes in the Hillsdale neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Hillsdale while they last

Look no further and take a look at our great range of rental properties in Hillsdale!

Frequently asked questions

Can I find a holiday rental in Hillsdale?

Yes, there are holiday rentals close to the most popular sights in Hillsdale, or you can select a more secluded option if you're looking for a relaxing stay. Hillsdale is known for its coffee shops and ski areas.

What are some of the best holiday rentals that Hillsdale has to offer?

Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!: This holiday home rental outside Hillsdale offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals are there in Hillsdale?

With 51 Expedia holiday rentals, you're guaranteed to find just the right place for your Hillsdale stay.

What’s there to see and do in Hillsdale?

Copake Lake and Mosquito Island are a couple of lovely local spots to get outside and enjoy nature. While here, Catamount Aerial Adventure Park and Catamount Ski Area are other places worth a visit.

What’s a holiday rental in Hillsdale like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hillsdale. Holiday rentals feature extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for families.