Hillsdale Vacation Rentals

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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Hillsdale vacation rentals

Desk, iron/ironing board, WiFi, bed sheets

The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
7.2 out of 10, Good, (5 reviews)
"Close to the competition I was in"
United States
Joan
The price is ￥23,877
￥30,308 total
includes taxes & fees
May 25 - May 26
The Brooks Motel: Exceptional Suite
Desk, iron/ironing board, WiFi, bed sheets

The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
8.4 out of 10, Very Good, (6 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 ￥25,150
￥31,734 total
includes taxes & fees
May 25 - May 26
The Brooks Motel: Exceptional Suite
Outdoor dining

Private Yacht on Catskill Creek

Private Yacht on Catskill Creek
Catskill
9.8 out of 10, Exceptional, (28 reviews)
"Host was very responsive and ensured a fun stay for us."
United States
Yannie C.
The price is ￥23,638
￥45,016 total
includes taxes & fees
May 27 - May 28
Private Yacht on Catskill Creek
Dining

Sugar Shack - 300 square feet of pure sweetness.

Sugar Shack - 300 square feet of pure sweetness.
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 ￥34,224
￥56,192 total
includes taxes & fees
May 25 - May 26
Sugar Shack - 300 square feet of pure sweetness.
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, (7 reviews)
"The place exceeded expectations. Clean, cute space. Roomier than expected. Hot tub was on and at a good temperature. The Main Street with restaurants and bars is literally a 4 minute walk, yet the house feels secluded in a good way. Really enjoyed our stay."
United States
jack h.
The price is ￥39,795
￥50,089 total
includes taxes & fees
May 25 - May 26
BLUSH: Boutique TINY home*private spa*walk to town
Exterior

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, (233 reviews)
"Really great location and near great area."
United States
Sherwin
The price is ￥28,493
￥37,650 total
includes taxes & fees
Jun 1 - Jun 2
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
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 ￥19,898
￥25,851 total
includes taxes & fees
May 27 - May 28
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Property grounds

All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (55 reviews)
"Loved the place and would love to come back. "
United States
Georgine
The price is ￥15,616
￥21,054 total
includes taxes & fees
May 26 - May 27
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
9.6 out of 10, Exceptional, (39 reviews)
"The house was beautiful, clean, and filled with helpful amenities! "
United States
John C.
The price is ￥25,787
￥56,693 total
includes taxes & fees
May 27 - May 28
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Property grounds

All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (32 reviews)
"The location was just what we were looking for, the cabin was cozy and clean, and the host was so helpful and welcoming!"
United States
Olivia C.
The price is ￥16,905
￥22,500 total
includes taxes & fees
May 25 - May 26
All the comforts of home
Interior

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Catskill
9.6 out of 10, Exceptional, (15 reviews)
"Host was super welcoming - the pace was gorgeous and had everything we could possibly need! Fabulous stay overall"
United States
Athena P.
The price is ￥21,489
￥50,714 total
includes taxes & fees
Jun 10 - Jun 11
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Exterior

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (147 reviews)
"I would absolutely stay here again. It was such a charming property that is run by lovely people. You can tell it’s run with care. Great value for the area. "
United States
Liz
The price is ￥19,856
￥22,239 total
includes taxes & fees
May 26 - May 27
Micosta Leisure Inn
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, (24 reviews)
"Clean and cozy with great amenities! Would come back!"
United States
Kristen B.
The price is ￥28,652
￥56,158 total
includes taxes & fees
May 28 - May 29
Charming Cottage in the Heart of Catskill & Pet Friendly
Exterior

Modern Luxurious Cabin, Catskills - The Tiny Nook

Modern Luxurious Cabin, Catskills - The Tiny Nook
Catskill
10.0 out of 10, Exceptional, (11 reviews)
"We had an excellent experience. The place was wonderful. A real place to disconnect from everything. We Highly recommend it."
United States
Saul
The price is ￥25,469
￥54,325 total
includes taxes & fees
May 27 - May 28
Modern Luxurious Cabin, Catskills - The Tiny Nook
Terrace/patio

Modern & Cozy A-Frame 2BR + Loft, Firepit & Grill

Modern & Cozy A-Frame 2BR + Loft, Firepit & Grill
Catskill
10.0 out of 10, Exceptional, (3 reviews)
"AMAZING HOUSE FOR COUPKES AND 2 couples!!!! Amazing vibes and area. Host responds VERY quickly and is keen to help out all the time"
United States
Michael Z.
The price is ￥25,341
￥65,362 total
includes taxes & fees
May 26 - May 27
Modern & Cozy A-Frame 2BR + Loft, Firepit & Grill
Living area

Hot Tub; Big Kitchen; 2 Blocks to Downtown Saugerties

Hot Tub; Big Kitchen; 2 Blocks to Downtown Saugerties
Saugerties
10.0 out of 10, Exceptional, (3 reviews)
"Very comfortable accommodation, beds and pillows are wonderful!"
United States
Danita K.
The price is ￥23,208
￥83,399 total
includes taxes & fees
Jun 1 - Jun 2
Hot Tub; Big Kitchen; 2 Blocks to Downtown Saugerties
Fridge, microwave, oven, stovetop

Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY

Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY
Stottville
10.0 out of 10, Exceptional, (2 reviews)
The price is ￥29,767
￥57,585 total
includes taxes & fees
May 26 - May 27
Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY
Exterior

Near Tanglewood: Historic Summer Retreat

Near Tanglewood: Historic Summer Retreat
New Lebanon
9.4 out of 10, Exceptional, (26 reviews)
"Very clean, fully stocked kitchen,great location "
United States
Karen H.
The price is ￥24,211
￥62,592 total
includes taxes & fees
May 26 - May 27
Near Tanglewood: Historic Summer Retreat
TV, offices

Catskill Stay w/ Deck & Fire Pit

Catskill Stay w/ Deck & Fire Pit
Catskill
9.0 out of 10, Wonderful, (4 reviews)
"Clean and comfortable house in a great location — and with fantastic communication. Highly recommend!"
United States
Cha R.
The price is ￥19,742
￥65,503 total
includes taxes & fees
May 26 - May 27
Catskill Stay w/ Deck & Fire Pit
House (3 Bedrooms) | Interior

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
The price is ￥31,199
￥88,127 total
includes taxes & fees
May 25 - May 26
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Everything great"
Pedro 6-night trip
Posted 1 hour ago
Berkshire Mountain Lodge

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:

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

Frequently asked questions

Can I find a vacation rental in Hillsdale?

Yes, we have vacation rentals close to the most popular attractions in Hillsdale, or you can go with a more remote option if you'd like a relaxing place to stay. Hillsdale is known for its coffeehouses and ski areas.

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

Hamptons on the Hudson in South Saugerties: This vacation home rental outside of Hillsdale is located on a river and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Hillsdale?

With 52 Expedia vacation rentals, you're sure 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 vacation rental in Hillsdale like?

Vacation rentals are privately owned properties you can stay in for a long or short time in Hillsdale. Vacation rentals offer extras like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for families.