Holiday Rentals in Hillsdale
More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers
Flexibility matters
24/7 support, so you can book with confidence
Unlock member prices with Mates Rates
You could save 10% or more on over 100,000 hotels right now.
Check rental availability in Hillsdale
Holiday Rentals in Hillsdale

Postcard Cabins Eastern Catskills

The Ponds at Foxhollow

Micosta Leisure Inn

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

Sioux Tipi on Chloe's Lake

Hamptons on the Hudson in South Saugerties

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

The Kemble- Built by a US Secretary of State in Lenox

Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach

Modern Luxurious Cabin, Catskills - The Tiny Nook

THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool

Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

Deluxe Queen Room with 2 Queen Beds

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Other types of properties in Hillsdale you may be interested in

The Brooks Motel
Holiday Accommodation Hillsdale
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Hillsdale are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Hillsdale itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Hillsdale holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Hillsdale, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Hillsdale with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.